Structure Database (LMSD)

O OH N H
Common Name
Palmitoleoyl-EA
Systematic Name
N-(9Z-hexadecenoyl)-ethanolamine
Synonyms
  • Palmitoleoyl ethanolamide
  • POEA
LM ID
LMFA08040043
Formula
C18H35NO2
Exact Mass
Calculate m/z
297.266779
Sum Composition
NAE 16:1
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)
WFRLANWAASSSFV-FPLPWBNLSA-N
InChi (Click to copy)
InChI=1S/C18H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h7-8,20H,2-6,9-17H2,1H3,(H,19,21)/b8-7-
SMILES (Click to copy)
C(CCCCCCC(=O)NCCO)/C=C\CCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
N-acylethanolamine signalling mediates the effect of diet on lifespan in Caenorhabditis elegans.,
Nature, 2011
Pubmed ID: 21562563

Other Databases

HMDB ID
HMDB0013648
CHEBI ID
71465
PubChem CID
9835868
SwissLipids ID
SLM:000000410
Cayman ID
10965

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 343.26
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 4.92
Molar Refractivity 91.29

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Created at
-
Updated at
7th Feb 2024