Structure Database (LMSD)

Common Name
15-HETE-EA
Systematic Name
N-(15-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoyl)-ethanolamine
Synonyms
  • 15HETE-ethanolamine
LM ID
LMFA08040040
Formula
C22H37NO3
Exact Mass
Calculate m/z
363.277344
Sum Composition
NAE 20:4;O
Status
Active
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]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Inflammatory hyperalgesia induces essential bioactive lipid production in the spinal cord.,
J Neurochem, 2010
Pubmed ID: 20492349

String Representations

InChiKey (Click to copy)
XZQKRCUYLKDPEK-USWFWKISSA-N
InChi (Click to copy)
InChI=1S/C22H37NO3/c1-2-3-13-16-21(25)17-14-11-9-7-5-4-6-8-10-12-15-18-22(26)23-19-20-24/h4-5,8-11,14,17,21,24-25H,2-3,6-7,12-13,15-16,18-20H2,1H3,(H,23,26)/b5-4-,10-8-,11-9-,17-14+
SMILES (Click to copy)
C(NCCO)(=O)CCC/C=C\C/C=C\C/C=C\C=C\C(O)CCCCC

Other Databases

CHEBI ID
165580
PubChem CID
44256595

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 413.33
Topological Polar Surface Area 69.56
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.07
Molar Refractivity 111.38

Admin

Created at
-
Updated at
7th Feb 2024