Structure Database (LMSD)

Common Name
Sciadonoyl-EA
Systematic Name
N-(5Z,11Z,14Z-eicosatrienoyl)-ethanolamine
Synonyms
  • SEA
  • Sciadonoyl-ethanolamide
LM ID
LMFA08040065
Formula
C22H39NO2
Exact Mass
Calculate m/z
349.298079
Sum Composition
NAE 20:3
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Novel CB1-ligands maintain homeostasis of the endocannabinoid system in ω3- and ω6-long-chain-PUFA deficiency.,
J Lipid Res, 2019
Pubmed ID: 31167809

String Representations

InChiKey (Click to copy)
GRALDOVISFMWKP-URZBRJKDSA-N
InChi (Click to copy)
InChI=1S/C22H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,15-16,24H,2-5,8,11-14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,16-15-
SMILES (Click to copy)
C(O)CNC(CCC/C=C\CCCC/C=C\C/C=C\CCCCC)=O

Other Databases

PubChem CID
155558297

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 407.18
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.03
Molar Refractivity 109.57

Admin

Created at
25th Nov 2019
Updated at
7th Feb 2024