Structure Database (LMSD)

Common Name
N-arachidonoyl isoleucine
Systematic Name
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-isoleucine
Synonyms
LM ID
LMFA08020111
Formula
C26H43NO3
Exact Mass
Calculate m/z
417.324294
Sum Composition
NAIle 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)
PDJHDVCMHSOQTA-JIAPQDDQSA-N
InChi (Click to copy)
InChI=1S/C26H43NO3/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-24(28)27-25(26(29)30)23(3)5-2/h9-10,12-13,15-16,18-19,23,25H,4-8,11,14,17,20-22H2,1-3H3,(H,27,28)(H,29,30)/b10-9-,13-12-,16-15-,19-18-/t23-,25-/m0/s1
SMILES (Click to copy)
C(C)[C@H](C)[C@]([H])(NC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)C(=O)O

Other Databases

CHEBI ID
165532
PubChem CID
52922064

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