Structure database (LMSD)

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LM IDLMFA03070042
Common Name5,6,18-triHEPE
Systematic Name5,6,18-trihydroxy-7E,9E,11E,14Z,16Z-eicosapentaenoic acid
Synonyms-
Exact Mass
350.2093 (neutral)    Calculate m/z:
FormulaC20H30O5
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHydroxy/hydroperoxyeicosapentaenoic acids [FA0307]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105]
PubChem CID52921897
InChIKeyJQFGUBLRJFEKMI-JBEGQGOPSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H30O5/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18(22)19(23)15-12-16-20(2
4)25/h3,5-11,13-14,17-19,21-23H,2,4,12,15-16H2,1H3,(H,24,25)/b5-3+,8-6-,9-7+,13-
10-,14-11+
SMILESC(CCCC(O)C(O)/C=C/C=C/C=C/C/C=C\C=C/C(O)CC)(=O)O
StatusActive
ReferencesPro-resolving actions and stereoselective biosynthesis of 18S E-series resolvins
in human leukocytes and murine inflammation.
Oh SF, Pillai PS, Recchiuti A, Yang R, Serhan CN.
J Clin Invest. 2011 Feb 1;121(2):569-81
Calculated physicochemical properties (?):
 Heavy Atoms25Rings0Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
382.67Topological Polar
Surface Area
97.99Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
5
 logP3.76Molar
Refractivity
101.65