Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA04000068
Common Name4S-hydroperoxy-17S-HDHA
Systematic Name4S-hydroperoxy-17S-hydroxy-5E,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid
Synonyms-
Exact Mass
376.2250 (neutral)    Calculate m/z:
FormulaC22H32O5
CategoryFatty Acyls [FA]
Main ClassDocosanoids [FA04]
Sub ClassOther Docosanoids [FA0400]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105]
PubChem CID53477499
InChIKeyZKUDWLWHTKEJGJ-OSKNXYPTSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C22H32O5/c1-2-3-12-15-20(23)16-13-10-8-6-4-5-7-9-11-14-17-21(27-26)18-1
9-22(24)25/h3-5,8-14,16-17,20-21,23,26H,2,6-7,15,18-19H2,1H3,(H,24,25)/b5-4-,10-
8-,11-9-,12-3-,16-13+,17-14+/t20-,21+/m0/s1
SMILESC(/[C@@H](OO)CCC(=O)O)=C\C=C/C/C=C\C/C=C\C=C\[C@@H](O)C/C=C\CC
StatusActive
ReferencesResolvins and Protectins in Inflammation Resolution
Charles N. Serhan and Nicos A. Petasi
Chem. Rev. 2011, 111, 5922-594
Calculated physicochemical properties (?):
 Heavy Atoms27Rings0Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
414.63Topological Polar
Surface Area
86.99Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
5
 logP5.73Molar
Refractivity
110.25