CHEBI:140849 - N-benzylhexadecanamide

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ChEBI Name N-benzylhexadecanamide
ChEBI ID CHEBI:140849
ChEBI ASCII Name N-benzylhexadecanamide
Definition A macamide resulting from the formal condensation of the carboxy group of hexadecanoic acid with benzylamine. A moderate inhibitor of fatty acid amide hydrolase.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Ceri
Supplier Information
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Formula C23H39NO
Net Charge 0
Average Mass 345.563
Monoisotopic Mass 345.30316
InChI InChI=1S/C23H39NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-23(25)24-21-22-18-15-14-16-19-22/h14-16,18-19H,2-13,17,20-21H2,1H3,(H,24,25)
InChIKey MLGPKWUKOQAAGI-UHFFFAOYSA-N
SMILES C1(CNC(CCCCCCCCCCCCCCC)=O)=CC=CC=C1
Metabolite of Species Details
Lepidium meyenii (NCBI:txid153348) See: DOI
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor
An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of fatty acid amide hydrolase (EC 3.5.1.99).
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-benzylhexadecanamide (CHEBI:140849) has functional parent benzylamine (CHEBI:40538)
N-benzylhexadecanamide (CHEBI:140849) has functional parent hexadecanoic acid (CHEBI:15756)
N-benzylhexadecanamide (CHEBI:140849) has role EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor (CHEBI:64033)
N-benzylhexadecanamide (CHEBI:140849) has role neuroprotective agent (CHEBI:63726)
N-benzylhexadecanamide (CHEBI:140849) has role plant metabolite (CHEBI:76924)
N-benzylhexadecanamide (CHEBI:140849) is a macamide (CHEBI:140939)
N-benzylhexadecanamide (CHEBI:140849) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
N-benzylhexadecanamide
Synonyms Sources
macamide 1 ChemIDplus
N-(phenylmethyl)-hexadecanamide ChemIDplus
N-benzylpalmitamide ChemIDplus
Registry Numbers Types Sources
74058-71-2 CAS Registry Number NIST Chemistry WebBook
74058-71-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11754952 PubMed citation Europe PMC
16315492 PubMed citation Europe PMC
23891163 PubMed citation Europe PMC
24333960 PubMed citation Europe PMC
26453017 PubMed citation Europe PMC
Last Modified
06 June 2018