LBF20307PG01

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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	XPR1001
LipidMaps	LMFA03010035
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20307PG01

Prostaglandin A2
Structural Information
Systematic Name	9-Oxo-15S-hydroxy- (cis-5,cis-10,trans-13) -prostatrienoic acid
Common Name	Prostaglandin A2 7- [2R- (3S-Hydroxy-1-(E)-octenyl) -5-oxo-3-cyclopenten-1R-yl] -5-(Z) -heptenoic acid 9-Oxo-15S-hydroxy- (5Z,10Z,13E) -prostatrienoic acid
Symbol	PGA2
Formula	C20H30O4
Exact Mass	334.21440944799997
Average Mass	334.4498
SMILES	C(CC[C@@H](O)C=C[C@H]([C@H]1CC=CCCCC(O)=O)C=CC(=O)1)CC
Physicochemical Information
Melting Point
Boiling Point
Density
Optical Rotation	[ α ]X20 D   =+140°(C=1.15, CHLOROFORM) Corey_EJ et al.
Refractive Index
Solubility	ETHANOL, CHLOROFORM, METHANOL, DIETHYLETHER Pike_JE et al.
Source	Prostaglandin A2 was found in human semen in an amount of about 50 micrograms per ml as measured in combination with prostaglandins A1, B1 and B2 Bergstrom_S .
Chemical Synthesis	Corey_EJ et al.
Metabolism	Prostaglandin A2 is produced by non-enzymatic degradation of prostaglandin E2 Pike_JE et al., and human serum has an enzymatic activity to convert prostaglandin E2 to A2 Polet_H et al..
Biological Activity	Antitumor activity of prostaglandin A2 is known Fukushima_M , and prostaglandin A2 rduces blood pressure Bergstrom_S et al..
Genetic Information
Note
Spectral Information
Mass Spectra	m/e 334(M+), 316, 190 Pike_JE et al.
UV Spectra	EtOH: 217 nm ( ε 9900) Pike_JE et al.
IR Spectra	NUJOL : ν 3400, 1705, 1580, 1255, 1115, 1070, 1015 cm-1 Pike_JE et al.
NMR Spectra	1H-NMR(CDCl3) : δ 7.57(dd, 1H, 10-CH), 6.2(dd, 1H, 11-CH), 5.6(m, 2H, 13,14-CH), 5.4 (m, 2H, 5,6-CH), 4.12(1H, m, 12-CH), 3.23(m, 1H), 0.89(t, 3H, 0-CH3) Schneider_WP et al.. METHYL ESTER : 13C-NMR(CDCl3) 210.3, 174.0, 165.0, 135.2, 133.3, 131.0, 130.2, 126.7, 72.4, 52.1, 51.5, 49.6, 37.3, 33.5, 31.8, 27.4, 26.7, 25.1, 24.8, 22.6, 14.0 Cooper_GF et al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies ID Compound Name Reference Comment n.a. LBF20307PG01 See above. Bergstrom_S 1967 n.a. LBF20307PG01 See above. Bergstrom_S et al. 1968 n.a. LBF20307PG01 See above. Cooper_GF et al. 1973 n.a. LBF20307PG01 See above. Corey_EJ et al. 1973 n.a. LBF20307PG01 See above. Fukushima_M 1990 n.a. LBF20307PG01 See above. Pike_JE et al. 1969 n.a. LBF20307PG01 See above. Polet_H et al. 1975 n.a. LBF20307PG01 See above. Schneider_WP et al. 1977