Structure database (LMSD)

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LM IDLMFA03070039
Common Name5S-Hp-18S-HEPE
Systematic Name5S-hydroperoxy-18S-hydroxy-6E,8Z,11Z,14Z,16E-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 CID52921894
SWISSLIPIDS IDSLM:000501481
InChIKeyJIOJPWROWDJRKM-SFHVADPASA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H30O5/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(25-24)16-13-17-20(2
2)23/h3-4,7-12,14-15,18-19,21,24H,2,5-6,13,16-17H2,1H3,(H,22,23)/b4-3-,9-7-,10-8
-,14-11+,15-12+/t18-,19+/m0/s1
SMILESC(CCC[C@H](OO)/C=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 Atoms25Rings0Aromatic Rings0Rotatable Bonds14
 van der Waals
Molecular Volume
382.67Topological Polar
Surface Area
86.99Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
5
 logP5.17Molar
Refractivity
101.11