LBF20307PG38

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Upper classes: LB LBF



Prostaglandin J2
LBF20307PG38.png
Structural Information
7- [2R- (3S-hydroxy-trans-1-octenyl) -3-oxo-4-cyclopenten-1R-yl] -cis-5-heptenoic acid
  • Prostaglandin J2
  • 7- [2R- (3S-Hydroxy-1-(E)-octenyl) -3-oxo-4-cyclopenten-1R-yl] -5-(Z)-heptenoic acid
PGJ2
Formula C20H30O4
Exact Mass 334.21440944799997
Average Mass 334.4498
SMILES C(CC[C@@H](O)C=C[C@@H](C(=O)1)[C@@H](CC=CCCCC(O)=O)C=C1)CC
Physicochemical Information
ACETONITRILE Mubarik-AliSet al., CHLOROFORM, ETHANOL Bundy_GL et al.
Bundy_GL et al.
LBF20307PG38FT0001.gif
In aqueous solution prostaglandin D2 undergoes non-enzymatic dehydration and is converted to prostaglandin J2 Fukushima_M .
The anti-tumor and anti-viral activities of prostaglandin J2 are attributed to Delta 12-prostaglandin J2 which is a degradation product of prostagladnin J2 and is characteristic of its alkylidene cyclopentenone structure Fukushima_M .
Spectral Information
Mass Spectra TMS ETHER ; M+ 478.2934 Bundy_GL et al.
UV Spectra λ MeOH
max
     = 305( ε 1200), 216( ε 9900)nm Bundy_GL et al.
IR Spectra ν 3400, 3200, 2660, 1710, 1085, 970 cm-1 Bundy_GL et al.
NMR Spectra 1H-NMR(CDCl3) : δ 7.75-7.55(m, 1H, 9-CH), 6.30-6.10(m, 1H, 10-CH), 5.90(brs, 2H, OH), 5.75-5.35(m, 4H), 4.30-3.95(m, 1H, 15-CH) Bundy_GL et al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20307PG38 See above. Bundy_GL et al. 1983
n.a. LBF20307PG38 See above. Fukushima_M 1992
n.a. LBF20307PG38 See above. Mubarik-Ali_S et al. 1980