LBF20307PG01

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Upper classes: LB LBF



Prostaglandin A2
LBF20307PG01.png
Structural Information
9-Oxo-15S-hydroxy- (cis-5,cis-10,trans-13) -prostatrienoic acid
  • 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
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
[ α ]X20
D
   =+140°(C=1.15, CHLOROFORM) Corey_EJ et al.
ETHANOL, CHLOROFORM, METHANOL, DIETHYLETHER Pike_JE et al.
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 .
Corey_EJ et al.
LBF20307PG01FT0001.gif
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..
Antitumor activity of prostaglandin A2 is known Fukushima_M , and prostaglandin A2 rduces blood pressure Bergstrom_S et al..
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