Structure Database (LMSD)

Common Name
N-oleoyl phenylalanine
Systematic Name
N-(9Z-octadecenoyl)-phenylalanine
Synonyms
LM ID
LMFA08020092
Formula
C27H43NO3
Exact Mass
Calculate m/z
429.324294
Sum Composition
NAPhe 18:1
Status
Curated
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]

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)
UWKNPULCJWBBDD-JRUKXMRZSA-N
InChi (Click to copy)
InChI=1S/C27H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-26(29)28-25(27(30)31)23-24-20-17-16-18-21-24/h9-10,16-18,20-21,25H,2-8,11-15,19,22-23H2,1H3,(H,28,29)(H,30,31)/b10-9-/t25-/m0/s1
SMILES (Click to copy)
C1(C=CC=CC=1)C[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)C(=O)O

Other Databases

HMDB ID
HMDB0062336
CHEBI ID
134021
PubChem CID
52922059
Cayman ID
28921

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 1
Aromatic Rings 1
Rotatable Bonds 19
Van der Waals Molecular Volume 473.93
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 7.12
Molar Refractivity 129.68

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Created at
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Updated at
20th Feb 2024