LBF20303PG03: Difference between revisions

Revision as of 05:49, 26 February 2010

Upper classes: LB LBF

PROSTAGLANDIN E₃

Structural Information
	7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid / (5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid
	PROSTAGLANDIN E₃ 7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid (5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid
	PGE3
Formula	C20H30O5
Exact Mass	350.20932407
Average Mass	350.4492
SMILES	`C(=CC[C@@H](O)C=C[C@H]([C@H]1CC=CCCCC(O)=O)[C@@H](CC1=O)O)CC`
Physicochemical Information
	84.5-85.5°C


	[ α ]24 D =-48.9°(C=1.2, TETRAHYDROFURAN) Corey_EJ et al.

	TETRAHYDROFURAN Corey_EJ et al.
	Prostaglandin E3 is contained in human seminal plasma in an amount of 5.5 micrograms/ml Bergstrom_S , and also found in ovine seminal vesicle and plasma Speroff_L et al..
	Corey_EJ et al.

	As presented in Table 1 of reference Bergstrom_S et al., prostaglandin E3 is 1/10-1/2 as active as prostaglandin E2.


Spectral Information
Mass Spectra	METHYL ESTER ; m/e 346(M-18), 328(M-18x2), 315, 297, 277, 259, 188 Bergstroem_Set al.
UV Spectra
IR Spectra
NMR Spectra	METHYL ESTER ; ¹H-NMR(CDCl₃) : δ 5.8-5.5(m, 2H,13, 14-CH), 5.5-5.2(m, 4H, 5,6,17,18-CH), 4.4-3.8(m, 2H, 11,15-CH), 0.95(t, 3H, 20-CH) Samuelsson_B
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference
n.a.	LBF20303PG03	See above.	Bergstroem_S et al. 1962
n.a.	LBF20303PG03	See above.	Bergstrom_S 1967
n.a.	LBF20303PG03	See above.	Bergstrom_S et al. 1968
n.a.	LBF20303PG03	See above.	Corey_EJ et al. 1971
n.a.	LBF20303PG03	See above.	Okamoto_K et al. 1989
n.a.	LBF20303PG03	See above.	Samuelsson_B 1963
n.a.	LBF20303PG03	See above.	Speroff_L et al. 1970

@@ Line 9: / Line 9: @@
 |Common Name=&&PROSTAGLANDIN E_3&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&(5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid&&
 |Melting Point=84.5-85.5°C
-|Optical=[ alpha ]X^{24}_D =-48.9°(C=1.2, TETRAHYDROFURAN) [[Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490}}]]
+|Optical=[ alpha ]^{24}_D =-48.9°(C=1.2, TETRAHYDROFURAN) [[Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490}}]]
 |Solubility=TETRAHYDROFURAN [[Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Shirahama_H:Yamamoto_H:Terashima_S:Venkateswarlu_A:Schaaf_TK:,J. Am. Chem. Soc.,1971,93,1490}}]]
 |Mass Spectra=METHYL ESTER ; m/e 346(M-18), 328(M-18x2), 315, 297, 277, 259, 188 [[Reference:Bergstroem_S:Dressler_F:Ryhage_R:Samuelsson_B:Sjoevall_J:,Ark. Kemi.,1962,19,563|{{RelationTable/GetFirstAuthor|Reference:Bergstroem_S:Dressler_F:Ryhage_R:Samuelsson_B:Sjoevall_J:,Ark. Kemi.,1962,19,563}}]]

IDs and Links
LipidBank	XPR1402
LipidMaps	LMFA03010135
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}

mol	LBF20303PG03

LBF20303PG03: Difference between revisions

Revision as of 05:49, 26 February 2010

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