Structure Database (LMSD)
Common Name
15S-HETE-d8
Systematic Name
15S-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid-d8
Synonyms
3D model of 15S-HETE-d8
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
15(S)-HETE-d8 is intended for use as an internal standard for the quantification of 15(S)-HETE by GC- or LC-MS. (±)15-HETE and 15(S)-HETE are formed via non-enzymatic and 15-lipoxygenase-mediated oxidation of arachidonic acid , respectively.1,2 15(R)-HETE is formed by aspirin-acetylated COX-2-mediated oxidation of arachidonic acid.3
This information has been provided by Cayman Chemical
References
1. Lecomte, M., Laneuville, O., Ji, C., et al. Acetylation of human prostaglandin endoperoxide synthase-2 (cyclooxygenase-2) by aspirin. The Journal of Biological Chemisty 269(18), 13207-13215 (1994).
2. Powell, W.S., and Rokach, J. Biosynthesis, biological effects, and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid. Biochim. Biophys. Acta 1851(4), 340-355 (2014).
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)
JSFATNQSLKRBCI-JCAMWLGVSA-N
InChi (Click to copy)
InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1/i4D,5D,8D,9D,10D,11D,17D,19D
SMILES (Click to copy)
C(O)(=O)CCC/C(/[2H])=C(/[2H])\C/C(/[2H])=C(/[2H])\C/C(/[2H])=C(/[2H])\C=C(/[2H])\[C@@]([2H])(O)CCCCC
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Created at
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Updated at
29th Jan 2021