Structure Database (LMSD)
Common Name
11S-HEPE
Systematic Name
11S-hydroxy-5Z,8Z,12E,14Z,17Z-eicosapentaenoic acid
Synonyms
3D model of 11S-HEPE
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
11(S)-HEPE is a monohydroxy fatty acid derived from EPA, theoretically by the action of COX. Although its arachidonate derived congener 11(S)-HETE has been isolated from cultured neutrophils, it is not known if similar incubations with EPA can produce 11(S)-HEPE.1
This information has been provided by Cayman Chemical
References
1. Myers, R.F., and Siege, M.I. Differential effects of anti-inflammatory drugs in lipoxygenase and cyclo-oxygenase activities of neutrophils from a reverse passive arthus reaction. Biochem. Biophys. Res. Commun. 112, 586-594 (1983).
String Representations
InChiKey (Click to copy)
IDEHSDHMEMMYIR-HODZVVMCSA-N
InChi (Click to copy)
InChI=1S/C20H30O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h3-4,6-7,9-11,13-14,16,19,21H,2,5,8,12,15,17-18H2,1H3,(H,22,23)/b4-3-,9-6-,10-7-,14-11-,16-13+/t19-/m1/s1
SMILES (Click to copy)
C(/C[C@H](O)/C=C/C=C\C/C=C\CC)=C/C/C=C\CCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
23
Rings
0
Aromatic Rings
0
Rotatable Bonds
13
Van der Waals Molecular Volume
365.09
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
5.25
Molar Refractivity
97.85
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Updated at
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