Eicosanoid

DATA No : XPR2121 INFORMANT : Shouzo Yamamoto

NAME : 7-[Tetrahydro-4(S)-hydroxy-2(R)-(3(S)-hydroxy-1(E)-octenyl)-6-oxo-2H-pyran-3(S)-yl]-5(Z)-heptenoic acid

COMMON NAME	:	11-DEHYDROTHROMBOXANE B2
SYMBOL	:	11-DEHYDRO-TXB2
FORMULA	:	C₂₀H₃₂O₆ MOL.WT (average) : 368.464

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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:

BOILING POINT	:

REFRACTIVE INDEX	:

OPTICAL ROTATION	:

DENSITY	:

SOLUBILITY	:	METHANOL, ETHYL ACETATE (Ref. 1058)

SPECTRAL DATA

UV SPECTRA	:

IR SPECTRA	:	METHYL ESTER ; CHLOROFORM solution, n 1730 cm^-¹ (Ref. 1057)

NMR SPECTRA	:	METHYL ESTER ; ¹H-NMR(CDCl₃) : d 5.86-5.78(m, 2H), 5.56-5.32(m, 2H), 5.13-4.72(m, 1H), 5.23-4.05(m, 2H), 3.67(S, 3H, OCH₃)(Ref. 1057)

MASS SPECTRA	:	METHYL ESTER BIS-TMS ETHER ; m/e 526(M⁺), 511, 455, 370, 295 (Ref. 1057)

OTHER SPECTRA	:

CHROMATOGRAM DATA

SOURCE

When thromboxane B2 is infused, 11-dehydro-thromboxane B2 is found as a major metabolite in the blood of rabbit (Ref. 0049) and man (Ref. 0032). The compound appears in urine as one of the mejor metabolites (Ref. 0032/0049).

CHEMICAL SYNTHESIS

METABOLISM

11-Hydroxythromboxane B2 dehydrogenase is considered to be the enzyme responsible for 11-dehydro-thromboxane B2 production (Ref. 0034).

GENETIC INFORMATION

NOTE

REFERENCES

[0032]

AUTHOR	:	Westlund, P., Granstrom, E., Kumlin, M., and Nordenstrom, A.
TITLE	:	Identification of 11-dehydro-TXB2 as a suitable parameter for monitoring thromboxane production in the human PubMed ID:3755250
JOURNAL	:	Prostaglandins.
VOL	:	31 PAGE : 929-960 (1986)

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[0034]

AUTHOR	:	Westlund, P., Fylling, A. C., Cederlund, E., and Jornvall, H.
TITLE	:	11-Hydroxythromboxane B2 dehydrogenase is identical to cytosolic aldehyde dehydrogenase PubMed ID:8200461
JOURNAL	:	FEBS Lett.
VOL	:	345 PAGE : 99-103 (1994)

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[0049]

AUTHOR	:	Westlund, P., Kumlin, M., Nordenstrom, A., and Granstrom, E.
TITLE	:	Circulating and urinary thromboxane B2 metabolites in the rabbit: 11-dehydro-thromboxane B2 as parameter of thromboxane production PubMed ID:3520685
JOURNAL	:	Prostaglandins.
VOL	:	31 PAGE : 413-443 (1986)

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[1057]

AUTHOR	:	Nelson, N. A., Jackson, R. W., and Sebek, O. K.
TITLE	:	Synthesis of thromboxane B2 metabolites PubMed ID:704927
JOURNAL	:	Prostaglandins.
VOL	:	16 PAGE : 85-92 (1978)

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[1058]

AUTHOR	:	Roberts, L. J., 2nd, Sweetman, B. J., and Oates, J. A.
TITLE	:	Metabolism of thromboxane B2 in the monkey PubMed ID:97291
JOURNAL	:	J Biol Chem.
VOL	:	253 PAGE : 5305-5318 (1978)

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