Structure database (LMSD)

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LM IDLMFA03070051
Common Name12,18-di-HEPE
Systematic Name12,18-dihydroxy-5Z,8Z,10E,14Z,16E-eicosapentaenoic acid
Synonyms-
Exact Mass
334.2144 (neutral)    Calculate m/z:
FormulaC20H30O4
CategoryFatty Acyls [FA]
Main ClassEicosanoids [FA03]
Sub ClassHydroxy/hydroperoxyeicosapentaenoic acids [FA0307]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105]
PubChem CID70698744
InChIKeyHIFJAIFWUBZVMA-CJNYYIDWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C20H30O4/c1-2-18(21)14-11-9-12-16-19(22)15-10-7-5-3-4-6-8-13-17-20(23)2
4/h4-7,9-12,14-15,18-19,21-22H,2-3,8,13,16-17H2,1H3,(H,23,24)/b6-4-,7-5-,12-9-,1
4-11+,15-10+
SMILESC(CCC/C=C\C/C=C\C=C\C(O)C/C=C\C=C\C(O)CC)(=O)O
StatusActive
ReferencesIdentification and Structure Determination of Novel Anti-inflammatory Mediator
Resolvin E3, 17,18-Dihydroxyeicosapentaenoic Acid
Isobe Y, Arita M, Matsueda S, Iwamoto R, Fujihara T, Nakanishi H, Taguchi R,
Masuda K, Sasaki K, Urabe D, Inoue M, Arai H.
J. Biol. Chem., 287, 10525-10534 (2012).
Calculated physicochemical properties (?):
 Heavy Atoms24Rings0Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
373.88Topological Polar
Surface Area
77.76Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
4
 logP4.51Molar
Refractivity
99.75