Structure Database (LMSD)

N H O H N H O HO
Common Name
N-palmitoyl tryptophan
Systematic Name
N-hexadecanoyl-tryptophan
Synonyms
LM ID
LMFA08020095
Formula
C27H42N2O3
Exact Mass
Calculate m/z
442.319543
Sum Composition
NATrp 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)
YFPVRCYDDXYINM-VWLOTQADSA-N
InChi (Click to copy)
InChI=1S/C27H42N2O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-19-26(30)29-25(27(31)32)20-22-21-28-24-18-16-15-17-23(22)24/h15-18,21,25,28H,2-14,19-20H2,1H3,(H,29,30)(H,31,32)/t25-/m0/s1
SMILES (Click to copy)
C1NC2C=CC=CC=2C=1C[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

CHEBI ID
165560
PubChem CID
10321153

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 2
Aromatic Rings 2
Rotatable Bonds 18
Van der Waals Molecular Volume 461.67
Topological Polar Surface Area 82.19
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.89
Molar Refractivity 132.33

Admin

Created at
-
Updated at
19th Feb 2024