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Eicosanoid


DATA No : XPR1000 INFORMANT : Shouzo Yamamoto

NAME : 7-[2(R)-(3(S)-Hydroxy-1(E)-octenyl)-5-oxo-3-cyclopenten-1(R)-yl]heptanoic acid / (8R,12S,13E,15S)-15-Hydroxy-9-oxo-10,13-prostadienoic acid

COMMON NAME: PROSTAGLANDIN A1
SYMBOL: PGA1
FORMULA: C20H32O4 MOL.WT (average) : 336.466


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BIOLOGICAL ACTIVITY
Prostaglandin A1 relaxes uterine muscle and shows hypotensive effects on rat and dog (Ref. 0002).
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:42-44degC (Ref. 1005)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:ORD (H2O, C=0.0040g/ml) : 256(+35.000deg), 220(-43.000deg) (Ref. 1101)

DENSITY:

SOLUBILITY:ETHANOL, CHLOROFORM (Ref. 1005), METHANOL (Ref. 1101)
SPECTRAL DATA
UV SPECTRA:l EtOHmax = 217nm(e 11,650) (Ref. 1005)

IR SPECTRA:NUJOL : n 3420, 2740, 2700, 2660, 2600, 1715, 1700, 1585, 1275, 1200,1180, 1020, 720cm-1 (Ref. 1005)

NMR SPECTRA:1H-NMR(CDCl3, TMS) : d, 7.52(dd, 1H), 6.17(dd, 1H), 5.6(m, 2H), 4.1(m, 1H, 15-CH), 3.25(12H) (Ref. 1005)

MASS SPECTRA:m/e, 336(M+), 318(M-18), 300(M-36), 265(M-71), 247, 219, 190 (Ref. 1005)

OTHER SPECTRA:ORD(H2O, C=0.0040g/100ml), 256(+35, 000deg), 220(-43,000deg) (Ref. 1101)
CHROMATOGRAM DATA

SOURCE
Prostaglandin A1 is found in human seminal plasma (Ref. 0001).
CHEMICAL SYNTHESIS
(Ref. 1005)
[Table 0001]
METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0001]
AUTHOR:Bergstrom, S.
TITLE:Prostaglandins: members of a new hormonal system. These physiologically very potent compounds of ubiquitous occurrence are formed from essential fatty acids PubMed ID:4291104
JOURNAL:Science.
VOL:157 PAGE : 382-391 (1967)
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[0002]
AUTHOR:Bergstrom, S., Carlson, L. A., and Weeks, J. R.
TITLE:The prostaglandins: a family of biologically active lipids PubMed ID:4873508
JOURNAL:Pharmacol Rev.
VOL:20 PAGE : 1-48 (1968)
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[1005]
AUTHOR:Pike, J.E., Lincoln,F.H., and Schneider,W.P.
TITLE:Prostanoic Acid Chemistry.
JOURNAL:J. Org. Chem.
VOL:34 PAGE : 3552 -3557 (1969)
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[1101]
AUTHOR:Andersen, N. H.
TITLE:Dehydration of prostaglandins: study by spectroscopic method PubMed ID:5785003
JOURNAL:J Lipid Res.
VOL:10 PAGE : 320-325 (1969)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.