Structure Database (LMSD)

Common Name
N-oleoyl isoleucine
Systematic Name
N-(9Z-octadecenoyl)-isoleucine
Synonyms
LM ID
LMFA08020113
Formula
C24H45NO3
Exact Mass
Calculate m/z
395.339944
Sum Composition
NAIle 18:1
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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)
TYWACVZIFBZIQZ-BSFUXZNJSA-N
InChi (Click to copy)
InChI=1S/C24H45NO3/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(26)25-23(24(27)28)21(3)5-2/h12-13,21,23H,4-11,14-20H2,1-3H3,(H,25,26)(H,27,28)/b13-12-/t21-,23-/m0/s1
SMILES (Click to copy)
C(C)[C@H](C)[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)C(=O)O

Other Databases

CHEBI ID
136711
PubChem CID
52922065

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 453.21
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.93
Molar Refractivity 118.99

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Created at
-
Updated at
19th Feb 2024