Structure Database (LMSD)

Common Name
Virodhamine
Systematic Name
2-aminoethyl-5Z,8Z,11Z,14Z-eicosatetraenoate
Synonyms
LM ID
LMFA00000014
Status
Active
Exact Mass
Calculate m/z
347.282429
Formula
C22H37NO2
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]
Other Fatty Acyls [FA00]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Amino fatty acids [FA0110]

String Representations

InChiKey (Click to copy)
DLHLOYYQQGSXCC-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3/b7-6-,10-9-,13-12-,16-15-
SMILES (Click to copy)
C(OCCN)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Characterization of a novel endocannabinoid, virodhamine, with antagonist activity at the CB1 receptor.,
J Pharmacol Exp Ther, 2002
Pubmed ID: 12023533

Other Databases

Wikipedia
Virodhamine
HMDB ID
HMDB0013655
CHEBI ID
183424
PubChem CID
5712057

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 404.54
Topological Polar Surface Area 52.32
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.20
Molar Refractivity 109.40

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Created at
-
Updated at
9th Dec 2020