Structure Database (LMSD)
Common Name
13S-HODE-(d4)
Systematic Name
13S-hydroxy-9Z,11E-octadecadienoic acid-(d4)
Synonyms
3D model of 13S-HODE-(d4)
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
13(S)-HODE-d4 is intended for use as an internal standard for the quantification of 13-HODE by GC- or LC-MS. (±)-13-HODE is formed via non-enzymatic oxidation of linoleic acid .1 13(S)-HODE and 13(R)-HODE are formed by lipoxygenase- and cyclooxygenase-mediated oxidation of linoleic acid, respectively.2
This information has been provided by Cayman Chemical
References
1. Spiteller, P., and Spiteller, G. 9-Hydroxy-10,12-octadecadienoic acid (9-HODE) and 13-hydroxy-9,11-octadecadienoic acid (13-HODE): Excellent markers for lipid peroxidation. Chem. Phys. Lipids 89(2), 131-139 (1997).
2. Baer, A.N., Costello, P.B., and Green, F.A. Stereospecificity of the hydroxyeicosatetraenoic and hydroxyoctadecadienoic acids produced by cultured bovine endothelial cells. Biochim. Biophys. Acta 1085(1), 45-52 (1991).
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)
HNICUWMFWZBIFP-QEYKCUBVSA-N
InChi (Click to copy)
InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1/i7D,9D,15D,17D
SMILES (Click to copy)
OC(=O)CCCCCCC/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