Structure Database (LMSD)

Common Name
N-arachidonoyl leucine
Systematic Name
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-leucine
Synonyms
LM ID
LMFA08020114
Formula
C26H43NO3
Exact Mass
Calculate m/z
417.324294
Sum Composition
NALeu 20:4
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amino acids [FA0805]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Identification of endogenous acyl amino acids based on a targeted lipidomics approach.,
J Lipid Res, 2010
Pubmed ID: 19584404

String Representations

InChiKey (Click to copy)
WNCPUJGFGSAQTQ-FBDUAZINSA-N
InChi (Click to copy)
InChI=1S/C26H43NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)27-24(26(29)30)22-23(2)3/h8-9,11-12,14-15,17-18,23-24H,4-7,10,13,16,19-22H2,1-3H3,(H,27,28)(H,29,30)/b9-8-,12-11-,15-14-,18-17-/t24-/m0/s1
SMILES (Click to copy)
C([C@]([H])(NC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C(=O)O)C(C)C

Other Databases

CHEBI ID
136683
PubChem CID
52922066

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 479.89
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.03
Molar Refractivity 127.94

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Created at
-
Updated at
19th Feb 2024