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Eicosanoid


DATA No : XPR1201 INFORMANT : Shouzo Yamamoto

NAME : 7-[2-(3(S)-Hydroxy-1(E)-octenyl)-5-oxo-2-cyclopenten-1(R)-yl]-5(Z)-heptenoic acid

COMMON NAME: PROSTAGLANDIN C2
SYMBOL: PGC2
FORMULA: C20H30O4 MOL.WT (average) : 334.450


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:METHANOL, CHLOROFORM (Ref. 1047)
SPECTRAL DATA
UV SPECTRA:l MeOHmax = 234 nm (e 17000) (Ref. 1047)

IR SPECTRA:CHLOROFORM solution, n 1750,1715 cm-1 (Ref. 1047)

NMR SPECTRA:METHYL ESTER ; d 6.3(d, J=16Hz, 1H, 13-CH), 6.1-5.95(m, 2H, 11-CH), 5,7(dd, J=6,16Hz, 1H, 14-CH), 5.7-5.1(m, 2H, 5,6-CH), 4.4-4.0(m, 1H, 15-CH), 3.69(S, 3H, OCH3), 3.3-3.0(m, 1H,8-CH), 3.0-2.8(m, 2H, 10-CH) (Ref. 1046)

MASS SPECTRA:METHYL ESTER; m/e 348(M+), 330, 249, 245, 217, 215, 190, 133, 119, 109 (Ref. 1046)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS
(Ref. 1047)
[Table 0001]
METABOLISM
Prostaglandin A isomerase converts prostaglandin A2 to C2, and the enzyme is found in human serum (Ref. 0040) and in the plasma of rabbit, cat, pig, dog and rat (Ref. 0041).
GENETIC INFORMATION

NOTE

REFERENCES
[0040]
AUTHOR:Polet, H., and Levine, L.
TITLE:Metabolism of prostaglandins E, A, and C in serum PubMed ID:234423
JOURNAL:J Biol Chem.
VOL:250 PAGE : 351-357 (1975)
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[0041]
AUTHOR:Jones, R. L., Cammock, S., and Horton, E. W.
TITLE:Partial purification and properties of cat plasma prostaglandin A isomerase PubMed ID:4648784
JOURNAL:Biochim Biophys Acta.
VOL:280 PAGE : 588-601 (1972)
[TOP]

[1046]
AUTHOR:Kelly,R.C., Schletter,I, Jones,R.L.
TITLE:Total Synthesis of PGC2 Methyl Ester. Comparison with Enzymatically Produced Material. PubMed ID:7401116
JOURNAL:Prostaglandins
VOL:4 PAGE : 653 -660 (1973)
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[1047]
AUTHOR:Corey,E.J., and Cyr, C.R.
TITLE:Transformation of Prostaglandin A2 into Prostaglandin C2.
JOURNAL:Tetrah. Lett.
VOL: PAGE : 1761 -1763 (1974)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.