Structure database (LMSD)

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LM IDLMFA08040008
Common NameAnandamide (20:5, n-3)
Systematic NameN-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-ethanolamine
SynonymsN-cis-5,8, 11,14,17-eicosapentaenoylethanolamine
Exact Mass
345.2668 (neutral)    Calculate m/z:
FormulaC22H35NO2
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassN-acyl ethanolamines (endocannabinoids) [FA0804]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105]
LIPIDBANK IDXPR7008
PubChem CID5283450
HMDB IDHMDB0013649
SWISSLIPIDS IDSLM:000000408
CAYMAN ID10964
InChIKeyOVKKNJPJQKTXIT-JLNKQSITSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C22H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-
21-24/h3-4,6-7,9-10,12-13,15-16,24H,2,5,8,11,14,17-21H2,1H3,(H,23,25)/b4-3-,7-6-
,10-9-,13-12-,16-15-
SMILESC(/C/C=C\C/C=C\C/C=C\CC)=C/C/C=C\CCCC(=O)NCCO
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms25Rings0Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
401.90Topological Polar
Surface Area
49.33Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
2
 logP5.59Molar
Refractivity
109.39