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Structure Database (LMSD)

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Common Name

2,3-Dinor-TXB2

Systematic Name

9S,11,15S-trihydroxy-2,3-dinor-thromboxa-5Z,13E-dien-1-oic acid

Synonyms

2,3-Dinor-Thromboxane B2

LM ID

LMFA03030003

Formula

C₁₈H₃₀O₆

Exact Mass

Calculate m/z

342.20424

Sum Composition

FA 18:3;O4

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

Thromboxane B2 (TXB2) is released in substantial quantities from aggregating platelets and metabolized during circulation to 11-dehydro TXB2 and 2,3-dinor TXB2.1 2,3-dinor TXB2 is an abundant urinary metabolite of TXB2 and can be used as a marker for in vivo TXA2 synthesis.^1,2,3 In healthy male volunteers, the median excretion of 2,3-dinor TXB2 is 10.3 ng/hour (138 pg/mg creatine).²

This information has been provided by Cayman Chemical

References

1. Lawson, J.A., Brash, A.R., Doran, J., et al. Measurement of urinary 2,3-dinor-thromboxane B2 and thromboxane B2 using bonded-phase phenylboronic acid columns and capillary gas chromatography-negative-ion chemical ionization mass spectrometry. Anal. Biochem. 150, 463-470 (1985).

2. Lawson, J.A., Patrono, C., Ciabattoni, G., et al. Long-lived enzymatic metabolites of thromboxane B2 in the human circulation. Anal. Biochem. 155(1), 198-205 (1986).

3. 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

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Metabolism of thromboxane B2 in man. Identification of the major urinary metabolite.,
J Biol Chem, 1977

Pubmed ID: 914816

String Representations

InChiKey (Click to copy)

RJHNVFKNIJQTQF-LMIBIYGPSA-N

InChi (Click to copy)

InChI=1S/C18H30O6/c1-2-3-4-7-13(19)10-11-16-14(8-5-6-9-17(21)22)15(20)12-18(23)24-16/h5-6,10-11,13-16,18-20,23H,2-4,7-9,12H2,1H3,(H,21,22)/b6-5-,11-10+/t13-,14-,15-,16+,18?/m0/s1

SMILES (Click to copy)

C1[C@H](O)[C@H](C/C=C\CC(=O)O)[C@@H](/C=C/[C@@H](O)CCCCC)OC1O