Structure Database (LMSD)

Common Name
8,9-DiHETrE-EA
Systematic Name
N-((+/-)-8,9-dihydroxy-5Z,11Z,14Z-eicosatrienoyl)-ethanolamine
Synonyms
LM ID
LMFA08040030
Status
Active
Exact Mass
Calculate m/z
381.287909
Formula
C22H39NO4
Abbrev
NAE 20:3;O2
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl ethanolamines (endocannabinoids) [FA0804]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
VBCWCYKNZSTKQW-TYAUOURKSA-N
InChi (Click to copy)
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-
SMILES (Click to copy)
C(CCC/C=C\CC(O)C(O)C/C=C\C/C=C\CCCCC)(=O)NCCO

References

Other Databases

CHEBI ID
165582
PubChem CID
16061179

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 424.76
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 4.55
Molar Refractivity 113.38

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Created at
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Updated at
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