Structure Database (LMSD)

Common Name
N-stearoyl proline
Systematic Name
N-octadecanoyl-proline
Synonyms
LM ID
LMFA08020119
Formula
C23H43NO3
Exact Mass
Calculate m/z
381.324294
Sum Composition
NAPro 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]
Fatty Acids and Conjugates [FA01]
Carbocyclic fatty acids [FA0114]

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)
IYWTVBWXIUJHNJ-NRFANRHFSA-N
InChi (Click to copy)
InChI=1S/C23H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-22(25)24-20-17-18-21(24)23(26)27/h21H,2-20H2,1H3,(H,26,27)/t21-/m0/s1
SMILES (Click to copy)
C1CCN(C(CCCCCCCCCCCCCCCCC)=O)[C@]1([H])C(=O)O

Other Databases

CHEBI ID
165571
PubChem CID
15221000

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 426.19
Topological Polar Surface Area 57.61
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.89
Molar Refractivity 112.92

Admin

Created at
-
Updated at
19th Feb 2024