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	:	42-44C (Ref. 1005)

BOILING POINT	:

REFRACTIVE INDEX	:

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

DENSITY	:

SOLUBILITY	:	ETHANOL, CHLOROFORM (Ref. 1005), METHANOL (Ref. 1101)

SPECTRAL DATA

UV SPECTRA	:	l ^E^t^O^H_m_a_x = 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, 000), 220(-43,000) (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)

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