Structure database (LMSD)

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LM IDLMFA08040030
Common Name8,9-DiHETrE-EA
Systematic NameN-((+/-)-8,9-dihydroxy-5Z,11Z,14Z-eicosatrienoyl)-ethanolamine
Synonyms-
Exact Mass
381.2879 (neutral)    Calculate m/z:
FormulaC22H39NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassN-acyl ethanolamines (endocannabinoids) [FA0804]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105]
AbbrevNAE 20:3;O2
PubChem CID16061179
InChIKeyVBCWCYKNZSTKQW-TYAUOURKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C22H39NO4/c1-2-3-4-5-6-7-8-9-12-15-20(25)21(26)16-13-10-11-14-17-22(27)23-18-19-24/h6-7,9-10,12-13,20-21,24-26H,2-5,8,11,14-19H2,1H3,(H,23,27)/b7-6-,12-9-,13-10-
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SMILES
C(CCC/C=C\CC(O)C(O)C/C=C\C/C=C\CCCCC)(=O)NCCO
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StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms27Rings0Aromatic Rings0Rotatable Bonds17
 van der Waals
Molecular Volume
424.76Topological Polar
Surface Area
89.79Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
4
 logP4.55Molar
Refractivity
113.38