Eicosanoid

DATA No : XPR1901 INFORMANT : Shouzo Yamamoto

NAME : 7-[2(R)-(3(S)-Hydroxy-1(E)-octenyl)-3-oxo-4-cyclopenten-1(R)-yl]-5(Z)-heptenoic acid

COMMON NAME	:	PROSTAGLANDIN J2
SYMBOL	:	PGJ2
FORMULA	:	C₂₀H₃₀O₄ MOL.WT (average) : 334.450

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BIOLOGICAL ACTIVITY

The anti-tumor and anti-viral activities of prostaglandin J2 are attributed to D12-prostaglandin J2 which is a degradation product of prostagladnin J2 and is characteristic of its alkylidene cyclopentenone structure (Ref. 0010).

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:

DENSITY	:

SOLUBILITY	:	ACETONITRILE(Ref. 1048)CHLOROFORM, ETHANOL (Ref. 1049)

SPECTRAL DATA

UV SPECTRA	:	l ^M^e^O^H_m_a_x = 305(e 1200), 216(e 9900)nm (Ref. 1049)

IR SPECTRA	:	n 3400, 3200, 2660, 1710, 1085, 970 cm^-¹ (Ref. 1049)

NMR SPECTRA	:	¹H-NMR(CDCl₃) : d 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) (Ref. 1049)

MASS SPECTRA	:	TMS ETHER ; M⁺ 478.2934 (Ref. 1049)

OTHER SPECTRA	:

CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS

(Ref. 1049)
[Table 0001]

METABOLISM

In aqueous solution prostaglandin D2 undergoes non-enzymatic dehydration and is converted to prostaglandin J2 (Ref. 0010).

GENETIC INFORMATION

NOTE

REFERENCES

[0010]

AUTHOR	:	Fukushima, M.
TITLE	:	Biological activities and mechanisms of action of PGJ2 and related compounds: an update PubMed ID:1438462
JOURNAL	:	Prostaglandins Leukot Essent Fatty Acids.
VOL	:	47 PAGE : 1-12 (1992)

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[1048]

AUTHOR	:	Mubarik Ali,S., Chapeleo,C.B., Finch,M.A.W., Roberts,S.M., Woolley,G.T., Cave,R.J., and Newton,R.F.
TITLE	:	Preparation and Some Reactions of 2-Oxatricyclo[3.3.0.0⁴^.⁶]oct-7-en-3-one: Synthesis of 9-Deoxa-9,10-dehydroprostaglandin D2.
JOURNAL	:	J. Chem. Soc. Perkin I
VOL	:	PAGE : 2093 -2097 (1980)

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[1049]

AUTHOR	:	Bundy,G.L., Morton,D.R., Peterson,D.C., Nishizawa,E.E., and Miller,W.L.
TITLE	:	Synthesis and Platetet Aggregation Inhibiting Activity of Prostaglanin D Analogues. PubMed ID:6854581
JOURNAL	:	J. Med. Chem.
VOL	:	26 PAGE : 790 -799 (1983)

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