Structure Database (LMSD)

Common Name
N-stearoyl phenylalanine
Systematic Name
N-octadecanoyl-phenylalanine
Synonyms
LM ID
LMFA08020093
Formula
C27H45NO3
Exact Mass
Calculate m/z
431.339944
Sum Composition
NAPhe 18:0
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]

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)
PHZQULSGYVCYNC-VWLOTQADSA-N
InChi (Click to copy)
InChI=1S/C27H45NO3/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/h16-18,20-21,25H,2-15,19,22-23H2,1H3,(H,28,29)(H,30,31)/t25-/m0/s1
SMILES (Click to copy)
C1(C=CC=CC=1)C[C@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)C(=O)O

Other Databases

HMDB ID
HMDB0062342
CHEBI ID
165570
PubChem CID
6710071

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 1
Aromatic Rings 1
Rotatable Bonds 20
Van der Waals Molecular Volume 476.57
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 7.35
Molar Refractivity 129.77

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Created at
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Updated at
20th Feb 2024