Structure Database (LMSD)

Common Name
N-palmitoyl phenylalanine
Systematic Name
N-hexadecanoyl-phenylalanine
Synonyms
LM ID
LMFA08020091
Formula
C25H41NO3
Exact Mass
Calculate m/z
403.308644
Sum Composition
NAPhe 16:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amino acids [FA0805]

String Representations

InChiKey (Click to copy)
BAHIJPSQSKWCJX-QHCPKHFHSA-N
InChi (Click to copy)
InChI=1S/C25H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-24(27)26-23(25(28)29)21-22-18-15-14-16-19-22/h14-16,18-19,23H,2-13,17,20-21H2,1H3,(H,26,27)(H,28,29)/t23-/m0/s1
SMILES (Click to copy)
C1(C=CC=CC=1)C[C@]([H])(NC(CCCCCCCCCCCCCCC)=O)C(=O)O

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

Other Databases

HMDB ID
HMDB0062339
CHEBI ID
165556
PubChem CID
181534
PDB ID
XPZ

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings 1
Rotatable Bonds 18
Van der Waals Molecular Volume 441.97
Topological Polar Surface Area 66.40
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.57
Molar Refractivity 120.54

Admin

Created at
-
Updated at
20th Feb 2024