Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA04060002
Common Name4-(5'-((1E,3E,6Z,9Z)-dodeca-1,3,6,9-tetraen-1-yl)-[3,3'-bi(1,2-dioxolan)]-5-yl)
-4-hydroperoxybutanoic acid
Systematic Name4-(5'-((1E,3E,6Z,9Z)-dodeca-1,3,6,9-tetraen-1-yl)-[3,3'-bi(1,2-dioxolan)]-5-yl)
-4-hydroperoxybutanoic acid
Synonyms-
Exact Mass
424.2097 (neutral)    Calculate m/z:
FormulaC22H32O8
CategoryFatty Acyls [FA]
Main ClassDocosanoids [FA04]
Sub ClassDocosa-1,2-dioxolanes [FA0406]
Alternative ClassesUnsaturated fatty acids[FA0103]
AbbrevFA 22:6;O6
PubChem CID126457328
InChIKeyKTKHEQUWMNHXRH-OOWSTOOWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C22H32O8/c1-2-3-4-5-6-7-8-9-10-11-12-17-15-19(28-27-17)21-16-20(29-30-21)18(26-25)13-14-22(23)24/h3-4,6-7,9-12,17-21,25H,2,5,8,13-16H2,1H3,(H,23,24)/b4-3-,7-6-,10-9+,12-11+
Click to highlight InChI
SMILES
C1(C2CC(C(CCC(O)=O)OO)OO2)OOC(/C=C/C=C/C/C=C\C/C=C\CC)C1
Click to highlight SMILES
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 Atoms30Rings2Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
421.56Topological Polar
Surface Area
111.96Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
8
 logP5.91Molar
Refractivity
111.61