Structure Database (LMSD)
Common Name
9S-HETE
Systematic Name
9S-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid
Synonyms
3D model of 9S-HETE
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
9(S)-HETE is the (S) isomer of the monohydroxy fatty acid (±)9-HETE .1 It is formed from arachidonic acid by rat liver microsomal cytochrome P450 (CYP).2 9(S)-HETE is an agonist of retinoid X receptor γ (RXRγ), inducing RXRγ-dependent transcription when used at a concentration of 300 nM in BHK cell extracts expressing chick RXRγ.3
This information has been provided by Cayman Chemical
References
3. Capdevila, J., Yadagiri, P., Manna, S., et al. Absolute configuration of the hydroxyeicosatetraenoic acids (HETEs) formed during catalytic oxygenation of arachidonic acid by microsomal cytochrome P-450. Biochem. Biophys. Res. Commun. 141(3), 1007-1011 (1986).
String Representations
InChiKey (Click to copy)
KATOYYZUTNAWSA-VBLHFSPLSA-N
InChi (Click to copy)
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h6-7,9-11,13-14,17,19,21H,2-5,8,12,15-16,18H2,1H3,(H,22,23)/b7-6-,11-9-,13-10-,17-14+/t19-/m0/s1
SMILES (Click to copy)
[C@H](O)(C/C=C\C/C=C\CCCCC)/C=C/C=C\CCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
23
Rings
0
Aromatic Rings
0
Rotatable Bonds
14
Van der Waals Molecular Volume
367.73
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
5.47
Molar Refractivity
97.94
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Updated at
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