LBF20207PG23 - Revision history

Editor at 00:00, 17 January 2014

2014-01-17T00:00:00Z

@@ Line 20: / Line 20: @@
 |Biological Activity=Prostaglandin E2 exhibits various biological activities such as vasodilatation, uterine contraction, gastrointestinal contraction, bronchodilatation, diuresis, pyrexia, inhibition of gastric secretion, bone resorption and immunosuppression [[Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1|{{RelationTable/GetFirstAuthor|Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1}}]]. Prostaglandin E2 is a ligand to receptors present in the cell membrane, and there are at least 4 subtypes of its receptor. Different tissue distributions and signal transductions of these receptor subtypes explain a variety of biological activities of prostaglandin E2 [[Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109|{{RelationTable/GetFirstAuthor|Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109}}]].
 |Genetic Information=cDNAs of the two cyclooxygenase isozymes responsible for prostaglandin H2 synthesis have been cloned, and the primary structures of these enzymes were deduced from the nucleotide seuences [[Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67|{{RelationTable/GetFirstAuthor|Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67}}]][[Reference:Herschman_HR:,Biochim._Biophys._Acta,1996,1299,125|{{RelationTable/GetFirstAuthor|Reference:Herschman_HR:,Biochim._Biophys._Acta,1996,1299,125}}]] Their genomic DNA were also cloned, and the genomic structure were eludicated [[Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67|{{RelationTable/GetFirstAuthor|Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67}}]]. cDNAs of four subtypes of prostaglandin E2 receptors (EP1-4) were cloned, and the 7-transmembrane domain structures of the receptors coupled with certain G proteins were reported [[Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109|{{RelationTable/GetFirstAuthor|Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109}}]].
 }}
 {{Lipid/Footer}}

Editor at 08:30, 21 October 2010

2010-10-21T08:30:04Z

← Older revision		Revision as of 17:30, 21 October 2010
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	\|LipidBank=XPR1401		\|LipidBank=XPR1401
	\|LipidMaps=LMFA03010003		\|LipidMaps=LMFA03010003
	\|SysName=7- [ 3R -Hydroxy-2R - (3S -hydroxy-1~~-trans~~-octenyl-5-oxocyclopentan-1R -yl ] -5~~-cis~~-heptenoic acid		\|SysName=7- [3R -Hydroxy-2R - (3S -hydroxy-trans-1-octenyl-5-oxocyclopentan-1R -yl] -cis-5-heptenoic acid
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

Editor at 07:27, 9 June 2010

2010-06-09T07:27:58Z

← Older revision		Revision as of 16:27, 9 June 2010
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	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:~~Pike_J_E~~:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:~~Pike_J_E~~:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^{-1} [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^{-1} [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]

Editor at 07:04, 9 June 2010

2010-06-09T07:04:17Z

← Older revision		Revision as of 16:04, 9 June 2010
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	\|Symbol=PGE2		\|Symbol=PGE2
	\|Biological Activity=Prostaglandin E2 exhibits various biological activities such as vasodilatation, uterine contraction, gastrointestinal contraction, bronchodilatation, diuresis, pyrexia, inhibition of gastric secretion, bone resorption and immunosuppression [[Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1}}]]. Prostaglandin E2 is a ligand to receptors present in the cell membrane, and there are at least 4 subtypes of its receptor. Different tissue distributions and signal transductions of these receptor subtypes explain a variety of biological activities of prostaglandin E2 [[Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109\|{{RelationTable/GetFirstAuthor\|Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109}}]].		\|Biological Activity=Prostaglandin E2 exhibits various biological activities such as vasodilatation, uterine contraction, gastrointestinal contraction, bronchodilatation, diuresis, pyrexia, inhibition of gastric secretion, bone resorption and immunosuppression [[Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:Carlson_LA:Weeks_JR:,Pharmacol. Rev.,1968,20,1}}]]. Prostaglandin E2 is a ligand to receptors present in the cell membrane, and there are at least 4 subtypes of its receptor. Different tissue distributions and signal transductions of these receptor subtypes explain a variety of biological activities of prostaglandin E2 [[Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109\|{{RelationTable/GetFirstAuthor\|Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109}}]].
	\|Genetic Information=cDNAs of the two cyclooxygenase isozymes responsible for prostaglandin H2 synthesis have been cloned, and the primary structures of these enzymes were deduced from the nucleotide seuences [[Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67\|{{RelationTable/GetFirstAuthor\|Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67}}]][[Reference:~~Funk_CD~~:,~~Prog Nucleic Acid Res Mol Biol~~.,~~1993~~,45,67\|{{RelationTable/GetFirstAuthor\|Reference:~~Funk_CD~~:,~~Prog Nucleic Acid Res Mol Biol~~.,~~1993~~,45,67}}]]. Their genomic DNA were also cloned, and the genomic structure were eludicated [[Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67\|{{RelationTable/GetFirstAuthor\|Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67}}]]. cDNAs of four subtypes of prostaglandin E2 receptors (EP1-4) were cloned, and the 7-transmembrane domain structures of the receptors coupled with certain G proteins were reported [[Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109\|{{RelationTable/GetFirstAuthor\|Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109}}]].		\|Genetic Information=cDNAs of the two cyclooxygenase isozymes responsible for prostaglandin H2 synthesis have been cloned, and the primary structures of these enzymes were deduced from the nucleotide seuences [[Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67\|{{RelationTable/GetFirstAuthor\|Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67}}]][[Reference:Herschman_HR:,Biochim._Biophys._Acta,1996,1299,125\|{{RelationTable/GetFirstAuthor\|Reference:Herschman_HR:,Biochim._Biophys._Acta,1996,1299,125}}]] Their genomic DNA were also cloned, and the genomic structure were eludicated [[Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67\|{{RelationTable/GetFirstAuthor\|Reference:Funk_CD:,Prog Nucleic Acid Res Mol Biol.,1993,45,67}}]]. cDNAs of four subtypes of prostaglandin E2 receptors (EP1-4) were cloned, and the 7-transmembrane domain structures of the receptors coupled with certain G proteins were reported [[Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109\|{{RelationTable/GetFirstAuthor\|Reference:Negishi_M:Sugimoto_Y:Ichikawa_A:,Biochim. Biophys. Acta,1995,1259,109}}]].
	}}		}}

	{{Lipid/Footer}}		{{Lipid/Footer}}

Editor at 03:33, 27 May 2010

2010-05-27T03:33:41Z

← Older revision		Revision as of 12:33, 27 May 2010
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	\|LipidBank=XPR1401		\|LipidBank=XPR1401
	\|LipidMaps=LMFA03010003		\|LipidMaps=LMFA03010003
	\|SysName=7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid		\|SysName=7- [ 3R -Hydroxy-2R - (3S -hydroxy-1-trans-octenyl-5-oxocyclopentan-1R -yl ] -5-cis-heptenoic acid
	~~\|Common Name=&&Prostaglandin E_2&&~~		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

Dbmanager at 21:00, 14 April 2010

2010-04-14T21:00:00Z

← Older revision		Revision as of 06:00, 15 April 2010
Line 7:		Line 7:
	\|LipidMaps=LMFA03010003		\|LipidMaps=LMFA03010003
	\|SysName=7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid		\|SysName=7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid
	\|Common Name=&&Prostaglandin E_2~~&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid~~&&		\|Common Name=&&Prostaglandin E_2&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

Dbmanager at 05:46, 26 February 2010

2010-02-26T05:46:29Z

← Older revision		Revision as of 14:46, 26 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]X^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]

Editor at 10:00, 25 February 2010

2010-02-25T10:00:10Z

← Older revision		Revision as of 19:00, 25 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]X^~~26_D~~ =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]X^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^{-1} [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|NMR Spectra=^~~1 ^3~~ C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta 5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]		\|NMR Spectra=^{13}C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta 5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]
	\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.		\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.
	\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

Editor at 14:00, 19 February 2010

2010-02-19T14:00:10Z

← Older revision		Revision as of 23:00, 19 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[alpha]X^26_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]X^26_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|NMR Spectra=^1 ^3 C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : ~~delta5~~.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]		\|NMR Spectra=^1 ^3 C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta 5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]
	\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.		\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.
	\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

Editor at 14:00, 19 February 2010

2010-02-19T14:00:00Z

← Older revision		Revision as of 23:00, 19 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[~~<FONT FACE="Symbol">a</FONT>~~]X~~<sub>D</sub><sup>26</sup>~~=-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[alpha]X^26_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M~~<SUP><FONT SIZE=-1>~~+~~</FONT></SUP>~~-18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm~~<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=~~-1~~>1</FONT></SUP>~~ [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|NMR Spectra=~~<SUP><FONT SIZE=-~~1~~>1</FONT></SUP><SUP><FONT SIZE=-1>~~3~~</FONT></SUP>~~C-NMR(~~CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>~~) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ~~<SUP><FONT SIZE=-1>~~1~~</FONT></SUP>~~H-NMR(~~CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>~~) : ~~<FONT FACE="Symbol">d</FONT>5~~.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]		\|NMR Spectra=^1 ^3 C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]
	\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.		\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.
	\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

← Older revision		Revision as of 16:27, 9 June 2010
Line 10:		Line 10:
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:~~Pike_J_E~~:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:~~Pike_J_E~~:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_JE:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^{-1} [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^{-1} [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]

← Older revision		Revision as of 14:46, 26 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]X^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]

← Older revision		Revision as of 19:00, 25 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[ alpha ]X^~~26_D~~ =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]X^{26}_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^{-1} [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|NMR Spectra=^~~1 ^3~~ C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta 5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]		\|NMR Spectra=^{13}C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta 5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]
	\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.		\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.
	\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

← Older revision		Revision as of 23:00, 19 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[alpha]X^26_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[ alpha ]X^26_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|NMR Spectra=^1 ^3 C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : ~~delta5~~.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]		\|NMR Spectra=^1 ^3 C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta 5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]
	\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.		\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.
	\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]

← Older revision		Revision as of 23:00, 19 February 2010
Line 9:		Line 9:
	\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&		\|Common Name=&&Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxy-1 (E) -octenyl-5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
	\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Melting Point=65-66°C [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Optical=[~~<FONT FACE="Symbol">a</FONT>~~]X~~<sub>D</sub><sup>26</sup>~~=-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Optical=[alpha]X^26_D =-61.0°(C=1.0, TETRAHYDROFURAN) [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]
	\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]		\|Solubility= ETHYL ACETATE,THF,CHLOROFORM[[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]][[Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865\|{{RelationTable/GetFirstAuthor\|Reference:Sih_CJ:Heather_JB:Sood_R:Price_P:Peruzzotti_G:Lee_LF:Lee_SS:,J. Am. Chem. Soc.,1975,97,865}}]]. STABILITIES: to be stable under neutral condition. to decompose to PGA2 under acidic and to PGB2 under basic conditions [[Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416\|{{RelationTable/GetFirstAuthor\|Reference:Karim_SM:Devlin_J:Hillier_K:,Eur. J. Pharmacol.,1968,4,416}}]][[Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552\|{{RelationTable/GetFirstAuthor\|Reference:Pike_J_E:Lincoln_FH:Schneider_WP:,J. Org. Chem.,1969,34,3552}}]]
	\|Mass Spectra=d,l-mixture ; 334(M~~<SUP><FONT SIZE=-1>~~+~~</FONT></SUP>~~-18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|Mass Spectra=d,l-mixture ; 334(M^+ -18), 316, 298, 190 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm~~<SUP><FONT SIZE=-1>-</FONT></SUP><SUP><FONT SIZE=~~-1~~>1</FONT></SUP>~~ [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]		\|IR Spectra=d,l-mixture ; 3400, 1710, 970cm^- ^1 [[Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450\|{{RelationTable/GetFirstAuthor\|Reference:Chen_SML:Schaub_RE:Grudzinskas_CV:,J. Org. Chem.,1978,43,3450}}]]
	\|NMR Spectra=~~<SUP><FONT SIZE=-~~1~~>1</FONT></SUP><SUP><FONT SIZE=-1>~~3~~</FONT></SUP>~~C-NMR(~~CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>~~) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ~~<SUP><FONT SIZE=-1>~~1~~</FONT></SUP>~~H-NMR(~~CDCl<SUB><FONT SIZE=-1>3</FONT></SUB>~~) : ~~<FONT FACE="Symbol">d</FONT>5~~.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]		\|NMR Spectra=^1 ^3 C-NMR(CDCl_3 ) : 214.71(C9),178.39(C1), 136.62(C14), 131.52(C13), 130.91(C5), 126.69(C6), 73.19(C15), 72.13(C11), 54.55(C12), 53.51(C8), 46.23(C10), 37.00 (C16), 33.56(C2), 31.73(C18), 26.47(C4), 25.20(C7,17), 24.60(C3), 22.64(C19), 14.04. [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]. ^1 H-NMR(CDCl_3 ) : delta5.67(dd, J=6.6Hz, 15.4, 1H, 14-CH), 5.57(dd, J=8.1, 15.4Hz, 1H, 13-CH), 5.40(m, 2H, 5.6-CH), 4.12(q, J=6.5, 6.7, 6.8Hz, 1H, 15-CH), 4.06(q, J=8.1, 8.2, 8.3Hz, 1H, 11-CH), 2.72(dd, J= [[Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167\|{{RelationTable/GetFirstAuthor\|Reference:Donaldson_RE:Saddler_JC:Byrn_S:McKenzie_AT:Fuchs_PL:,J. Org. Chem.,1983,48,2167}}]]
	\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.		\|Source=Prostaglandin E2 was found to be accummulating in human semen in an amount of about 13 microgram per ml [[Reference:Bergstrom_S:,Science,1967,157,382\|{{RelationTable/GetFirstAuthor\|Reference:Bergstrom_S:,Science,1967,157,382}}]]. In most animal tissues prostanoids are synthesized enzymatically de novo upon physiological and pathological stimulations, and this is also the case of prostaglandin E2.
	\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]		\|Chemical Synthesis={{Image200\|LBF20207PG23FT0001.gif}} [[Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397\|{{RelationTable/GetFirstAuthor\|Reference:Corey_EJ:Schaaf_TK:Huber_W:Koelliker_U:Weinshenker_NM:,J. Am. Chem. Soc.,1970,92,397}}]]