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Structure Database (LMSD)

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Common Name

11-dehydro-TXB2-d4

Systematic Name

9S,15S-dihydroxy-11-oxo-thromboxa-5Z,13E-dien-1-oic acid-d4

Synonyms

11-dehydro-Thromboxane B2-d4

LM ID

LMFA03030011

Formula

C₂₀H₂₈D₄O₆

Exact Mass

Calculate m/z

372.244998

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

11-dehydro Thromboxane B2-d4 (TXB2-d4) is intended for use as an internal standard for the quantification of 11-dehydro TXB2 by stable isotope dilution MS. TXB2 is released in substantial quantities from aggregating platelets and metabolized during circulation to 11-dehydro TXB2 and 2,3-dinor TXB2.1 11-dehydro TXB2 is one of the main plasma metabolites of TXB2 and can be used as a marker for in vivo TXA2 synthesis.^1,2,3,4 The mean plasma level in human males is 0.9-4.3 pg/ml and the half life is 45-60 minutes.^2,3,4

This information has been provided by Cayman Chemical

References

1. Takasaki, W., Nakagawa, A., Tanaka, Y., et al. Enzyme immunoassay of human plasma 11-dehydrothromboxane B2. Thromb. Res. 63(3), 331-341 (1991).

2. Fitzgerald, G.A., Lawson, J., Blair, I.A., et al. Analysis of urinary metabolites of thromboxane and prostacyclin by negative-ion chemical-ionization gas chromatography/mass spectrometry. Adv. Prostaglandin Thromboxane Leukot. Res. 15, 87-90 (1985).

3. Catella, F., Healy, D., Lawson, J.A., et al. 11-dehydro Thromboxane B2: A quantitative index of thromboxane A2 formation in the human circulation. Proc. Natl. Acad. Sci. USA 83(16), 5861-5865 (1986).

4. Ciabattoni, G., Pugliese, F., Davi, G., et al. Fractional conversion of thromboxane B2 to urinary 11-dehydrothromboxane B2 in man. Biochim. Biophys. Acta 992(1), 66-70 (1989).

References

Comments

Synthetic deuterated standard

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Synthetic deuterated standard

String Representations

InChiKey (Click to copy)

KJYIVXDPWBUJBQ-DDHOZZTNSA-N

InChi (Click to copy)

InChI=1S/C20H32O6/c1-2-3-6-9-15(21)12-13-18-16(17(22)14-20(25)26-18)10-7-4-5-8-11-19(23)24/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,23,24)/b7-4-,13-12+/t15-,16-,17-,18+/m0/s1/i5D2,8D2

SMILES (Click to copy)

C1[C@H](O)[C@H](C/C=C\C([2H])([2H])C([2H])([2H])CC(=O)O)[C@@H](/C=C/[C@@H](O)CCCCC)OC1=O