LIPID MAPS

Structure Database (LMSD)

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Common Name

11-dehydro-2,3-dinor-TXB2

Systematic Name

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

Synonyms

LM ID

LMFA03030013

Formula

C₁₈H₂₈O₆

Exact Mass

Calculate m/z

340.18859

Sum Composition

FA 18:4;O4

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

11-dehydro-2,3-dinor Thromboxane B2 (11-dehydro-2,3-dinor TXB2) is a metabolite of the TXA2 inactive metabolite TXB2 .¹ It is formed from TXB2 by cytosolic aldehyde dehydrogenase (ALDH) and β-oxidation.^1,2 Levels of 11-dehydro-2,3-dinor TXB2 are increased 5.2-fold in a surgery-induced rat model of tendon overuse.³

This information has been provided by Cayman Chemical

References

1. Roberts, L.J., II, Sweetman, B.J., and Oates, J.A. Metabolism of thromboxane B2 in Man. Identification of the major urinary metabolite. The Journal of Biological Chemisty 256(16), 8384-8393 (1981).

2. Westlund, P., Fylling, A.C., Cederlund, E., et al. 11-Hydroxythromboxane B2 dehydrogenase is identical to cytosolic aldehyde dehydrogenase. FEBS Lett. 345(2-3), 99-103 (1994).

3. Markworth, J.F., Sugg, K.B., Sarver, D.C., et al. Local shifts in inflammatory and resolving lipid mediators in response to tendon overuse. FASEB J. 35(6), e21655 (2021).

String Representations

InChiKey (Click to copy)

PJAAKFHMQLYVGV-YCEKRRLLSA-N

InChi (Click to copy)

InChI=1S/C18H28O6/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/h5-6,10-11,13-16,19-20H,2-4,7-9,12H2,1H3,(H,21,22)/b6-5-,11-10+/t13-,14-,15-,16+/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)OC1=O