Structure Database (LMSD)

Common Name
Petroselaidoyl-EA
Systematic Name
N-(6E-octadecenoyl)-ethanolamine
Synonyms
  • tPeEA
  • Petroselaidoyl ethanolamide
  • trans-petroselinoyl ethanolamide
  • trans-petroselinoyl-EA
LM ID
LMFA08040062
Formula
C20H39NO2
Exact Mass
Calculate m/z
325.298079
Sum Composition
NAE 18:1
Status
Active
Show lipids differing only in stereochemistry/bond geometry

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]

String Representations

InChiKey (Click to copy)
NNPTVHABBUVOGA-OUKQBFOZSA-N
InChi (Click to copy)
InChI=1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h12-13,22H,2-11,14-19H2,1H3,(H,21,23)/b13-12+
SMILES (Click to copy)
C(O)CNC(CCCC/C=C/CCCCCCCCCCC)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Quantification of 24 circulating endocannabinoids, endocannabinoid-related compounds, and their phospholipid precursors in human plasma by UHPLC-MS/MS.,
J Lipid Res, 2019
Pubmed ID: 31235475

Other Databases

PubChem CID
132536469

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 377.86
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.70
Molar Refractivity 100.53

Admin

Created at
24th Aug 2019
Updated at
7th Feb 2024