LBF20307PG03

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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	XPR1101
LipidMaps	LMFA03010018
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20307PG03

Prostaglandin B2
Structural Information
Systematic Name	7- [2R- (3S-Hydroxy-1-trans-octenyl) -5-oxo-1-cyclopenten-1R-yl] -5-cis-heptenoic acid
Common Name	Prostaglandin B2 7- [2R- (3S-Hydroxy-1-(E)-octenyl) -5-oxo-1-cyclopenten-1R-yl] -5-(Z) -heptenoic acid
Symbol	PGB2
Formula	C20H30O4
Exact Mass	334.21440944799997
Average Mass	334.4498
SMILES	C(CC[C@@H](O)C=CC(=C1CC=CCCCC(O)=O)CCC(=O)1)CC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source	Prostaglandin B2 was found in human seminal plasma in an amout of 50 micrograms per ml as measured in combination with prostaglandins A1,A2 and B1 Bergstrom_S .
Chemical Synthesis
Metabolism	Prostaglandin E2 is converted to prostaglandin B2 non-enzymatically at alkaline condition Pike_JE et al.. Huma serum contains a dehydrase converting prostaglandin E2 to A2, an isomerase converting prostaglandin A2 to C2, and another isomerase converting prostaglandin C2 to B2 Polet_H et al..
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra	METHYL ESTER; m/e 348(M+), 317, 249, 247, 245, 217, 215, 133, 119, 109 Floyd_MB et al.
UV Spectra	MeOH: 278 nm ( ε 26000) Floyd_MB et al.
IR Spectra
NMR Spectra	METHYL ESTER ; 1H-NMR : δ 6.9(d, J=16Hz, 1H, 13-CH), 6.3(dd, J=5.5, 16Hz, 1H,14-CH), 5.7-5.1(m, 2H), 4.5-4.1(m, 1H, 15-CH), 3.65(S, 3H, OCH3), 3.15-2.85(m, 2H, 7-CH) Floyd_MB et al.
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20307PG03 See above. Bergstrom_S 1967 n.a. LBF20307PG03 See above. Floyd_MB et al. 1980 n.a. LBF20307PG03 See above. Pike_JE et al. 1969 n.a. LBF20307PG03 See above. Polet_H et al. 1975