Structure database (LMSD)

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LM IDLMFA03070040
Common Name5S,6-Ep-18S-HEPE
Systematic Name5S,6-epoxy,18S-hydroxy-7E,9E,11Z,14Z,16E-eicosapentaenoic acid
Synonyms-
Exact Mass
332.1988 (neutral)    Calculate m/z:
FormulaC20H28O4
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHydroxy/hydroperoxyeicosapentaenoic acids [FA0307]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105], Epoxy fatty acids[FA0107]
PubChem CID52921895
InChIKeyZPAJZAMPZXISSE-RXTGXWMYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H28O4/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18-19(24-18)15-12-16-20(2
2)23/h3,5-11,13-14,17-19,21H,2,4,12,15-16H2,1H3,(H,22,23)/b5-3-,8-6-,9-7+,13-10+
,14-11+/t17-,18+,19-/m0/s1
SMILESC(CCC[C@@H]1O[C@@H]1/C=C/C=C/C=C\C/C=C\C=C\[C@@H](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 Atoms24Rings1Aromatic Rings0Rotatable Bonds12
 van der Waals
Molecular Volume
361.52Topological Polar
Surface Area
70.06Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
4
 logP4.81Molar
Refractivity
98.30