Structure database (LMSD)

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LM IDLMFA04060001
Common Name(Z)-7-(5-((1E,3E,6Z,9Z)-dodeca-1,3,6,9-tetraen-1-yl)-1,2-dioxolan-3-yl)-7-
hydroperoxyhept-4-enoic acid
Systematic Name(Z)-7-(5-((1E,3E,6Z,9Z)-dodeca-1,3,6,9-tetraen-1-yl)-1,2-dioxolan-3-yl)-7-
hydroperoxyhept-4-enoic acid
Synonyms-
Exact Mass
392.2199 (neutral)    Calculate m/z:
FormulaC22H32O6
CategoryFatty Acyls [FA]
Main ClassDocosanoids [FA04]
Sub ClassDocosa-1,2-dioxolanes [FA0406]
Alternative ClassesUnsaturated fatty acids[FA0103]
AbbrevFA 22:6;O4
PubChem CID126457327
InChIKeyOIPKWLXLRXRCOU-MJWAYRHDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C22H32O6/c1-2-3-4-5-6-7-8-9-10-12-15-19-18-21(28-27-19)20(26-25)16-13-11-14-17-22(23)24/h3-4,6-7,9-13,15,19-21,25H,2,5,8,14,16-18H2,1H3,(H,23,24)/b4-3-,7-6-,10-9+,13-11-,15-12+
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SMILES
C(=C/CC(C1OOC(/C=C/C=C/C/C=C\C/C=C\CC)C1)OO)/CCC(=O)O
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StatusActive
ReferencesRegiochemistry of Neuroprostanes Generated from the Peroxidation of Docosahexaenoic Acid in Vitro and in Vivo
J Biol Chem. 2005 Jul 15;280(28):26600-11. DOI 10.1074/jbc.M503088200
Huiyong Yin, Erik S. Musiek, Ling Gao, Ned A. Porter, and Jason D. Morrow
Calculated physicochemical properties (?):
 Heavy Atoms28Rings1Aromatic Rings0Rotatable Bonds14
 van der Waals
Molecular Volume
413.70Topological Polar
Surface Area
89.36Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
6
 logP6.19Molar
Refractivity
109.98