Structure Database (LMSD)

Common Name
N-oleoyl asparagine
Systematic Name
N-(9Z-octadecenoyl)-asparagine
Synonyms
LM ID
LMFA08020137
Formula
C22H40N2O4
Exact Mass
Calculate m/z
396.298808
Sum Composition
NAASN 18:1
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]
Amino fatty acids [FA0110]

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)
MZSJQKKCFOSWBW-VJIACCKLSA-N
InChi (Click to copy)
InChI=1S/C22H40N2O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(26)24-19(22(27)28)18-20(23)25/h9-10,19H,2-8,11-18H2,1H3,(H2,23,25)(H,24,26)(H,27,28)/b10-9-/t19-/m0/s1
SMILES (Click to copy)
C(=O)(N)C[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)C(=O)O

Other Databases

CHEBI ID
165542
PubChem CID
52922080

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 435.76
Topological Polar Surface Area 109.49
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.76
Molar Refractivity 113.34

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Created at
-
Updated at
19th Feb 2024