LBF20303PG03

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Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR1402
LipidMaps	LMFA03010135
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20303PG03

Prostaglandin E3
Structural Information
Systematic Name	7- [3R-Hydroxy-2R- (3S-hydroxyocta- (1-trans,5-cis) -dienyl) -5-oxocyclopentan-1R-yl ] -5-cis -heptenoic acid
Common Name	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
Symbol	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
Melting Point	84.5-85.5°C
Boiling Point
Density
Optical Rotation	[ α ]24 D   =-48.9°(C=1.2, TETRAHYDROFURAN) Corey_EJ et al.
Refractive Index
Solubility	TETRAHYDROFURAN Corey_EJ et al.
Source	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..
Chemical Synthesis	Corey_EJ et al.
Metabolism
Biological Activity	As presented in Table 1 of reference Bergstrom_S et al., prostaglandin E3 is 1/10-1/2 as active as prostaglandin E2.
Genetic Information
Note
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