Structure Database (LMSD)

Common Name
N-palmitoyl proline
Systematic Name
N-hexadecanoyl-proline
Synonyms
LM ID
LMFA08020117
Formula
C21H39NO3
Exact Mass
Calculate m/z
353.292994
Sum Composition
NAPro 16:0
Status
Active
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)
XOAIXMQPJQVGRV-IBGZPJMESA-N
InChi (Click to copy)
InChI=1S/C21H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17-20(23)22-18-15-16-19(22)21(24)25/h19H,2-18H2,1H3,(H,24,25)/t19-/m0/s1
SMILES (Click to copy)
C1CCN(C(CCCCCCCCCCCCCCC)=O)[C@]1([H])C(=O)O

Other Databases

CHEBI ID
165557
PubChem CID
15384561

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 391.59
Topological Polar Surface Area 57.61
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.11
Molar Refractivity 103.68

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Created at
-
Updated at
19th Feb 2024