Structure Database (LMSD)

Common Name
N-(17,17-dimethyl-5Z,8Z,11Z,14Z-heneicosatetraenoyl)-EA
Systematic Name
N-(17,17-dimethyl-5Z,8Z,11Z,14Z-heneicosatetraenoyl)-ethanolamine
Synonyms
  • 17,17-dimethyl-5,8,11,14-all-cis-heneicosanoylethanolamine
LM ID
LMFA08040026
Formula
C25H43NO2
Exact Mass
Calculate m/z
389.329379
Sum Composition
NAE 23:4
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

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]
Branched fatty acids [FA0102]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Potent anandamide analogs: the effect of changing the length and branching of the end pentyl chain.,
J Med Chem, 1997
Pubmed ID: 9357528

String Representations

InChiKey (Click to copy)
SHINZUYKJSHICY-RYSLWBTDSA-N
InChi (Click to copy)
InChI=1S/C25H43NO2/c1-4-5-20-25(2,3)21-18-16-14-12-10-8-6-7-9-11-13-15-17-19-24(28)26-22-23-27/h6-7,10-13,16,18,27H,4-5,8-9,14-15,17,19-23H2,1-3H3,(H,26,28)/b7-6-,12-10-,13-11-,18-16-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CC(C)(C)CCCC)=C/C/C=C\CCCC(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7078
PubChem CID
5283464

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 456.44
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.84
Molar Refractivity 123.26

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Created at
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Updated at
7th Feb 2024