LBF20303PG03: Difference between revisions

No edit summary
No edit summary
Line 8: Line 8:
|SysName=7- [3R-Hydroxy-2R- (3S-hydroxyocta- (1-trans,5-cis) -dienyl) -5-oxocyclopentan-1R-yl ] -5-cis -heptenoic acid
|SysName=7- [3R-Hydroxy-2R- (3S-hydroxyocta- (1-trans,5-cis) -dienyl) -5-oxocyclopentan-1R-yl ] -5-cis -heptenoic acid
|Common Name=&&Prostaglandin E_3&&(5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
|Common Name=&&Prostaglandin E_3&&(5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid&&7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&&
|Melting Point=84.5-85.5°C  
|Melting Point=84.5-85.5°C [[Reference:Okamoto K:Kobayashi_Y:Sato_F:,Tetrahedron Lett.,1989,30,4379|{{RelationTable/GetFirstAuthor|Reference:Okamoto K:Kobayashi_Y:Sato_F:,Tetrahedron Lett.,1989,30,4379}}]]
|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}}]]
|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}}]]
|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}}]]

Revision as of 01:14, 10 June 2010

LipidBank Top
(トップ)
Fatty acid
(脂肪酸)
Glycerolipid
(グリセロ脂質)
Sphingolipid
(スフィンゴ脂質)
Journals
(雑誌一覧)
How to edit
(ページの書き方)


Upper classes: LB LBF



Prostaglandin E3
LBF20303PG03.png
Structural Information
7- [3R-Hydroxy-2R- (3S-hydroxyocta- (1-trans,5-cis) -dienyl) -5-oxocyclopentan-1R-yl ] -5-cis -heptenoic acid
  • Prostaglandin E3
  • (5Z,8R,11R,12R,13E,15S,17Z) -11,15-Dihydroxy-9-oxo-5,13,17-prostatrienoic acid
  • 7- [ 3 (R) -Hydroxy-2 (R) - (3 (S) -hydroxyocta-1 (E) ,5 (Z) -dienyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic 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 Okamoto K et al.
[ 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.
LBF20303PG03FT0001.gif
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 BergstroemSet 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) SamuelssonB
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
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