CHEBI:134021 - N-oleoyl-L-phenylalanine

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ChEBI Name N-oleoyl-L-phenylalanine
ChEBI ID CHEBI:134021
ChEBI ASCII Name N-oleoyl-L-phenylalanine
Definition An N-acyl-L-phenylalanine resulting from the formal condensation of the carboxy group of oleic acid with the amino group of L-phenylalanine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H43NO3
Net Charge 0
Average Mass 429.636
Monoisotopic Mass 429.32429
InChI InChI=1S/C27H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-26(29)28-25(27(30)31)23-24-20-17-16-18-21-24/h9-10,16-18,20-21,25H,2-8,11-15,19,22-23H2,1H3,(H,28,29)(H,30,31)/b10-9-/t25-/m0/s1
InChIKey UWKNPULCJWBBDD-JRUKXMRZSA-N
SMILES C(\CCCCCCCC(=O)N[C@H](C(O)=O)CC1=CC=CC=C1)=C\CCCCCCCC
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-oleoyl-L-phenylalanine (CHEBI:134021) has functional parent oleic acid (CHEBI:16196)
N-oleoyl-L-phenylalanine (CHEBI:134021) is a N-acyl-L-phenylalanine (CHEBI:77673)
N-oleoyl-L-phenylalanine (CHEBI:134021) is a fatty amide (CHEBI:29348)
N-oleoyl-L-phenylalanine (CHEBI:134021) is conjugate acid of N-oleoyl-L-phenylalaninate (CHEBI:134020)
Incoming N-oleoyl-L-phenylalaninate (CHEBI:134020) is conjugate base of N-oleoyl-L-phenylalanine (CHEBI:134021)
IUPAC Name
N-[(9Z)-octadec-9-enoyl]-L-phenylalanine
Synonyms Sources
(2S)-2-[(9Z)-octadec-9-enoylamino]-3-phenylpropanoic acid ChEBI
(2S)-2-[(9Z)-octadec-9-enoylamino]-3-phenylpropionic acid ChEBI
N-(9Z-octadecenoyl)-phenylalanine LIPID MAPS
N-oleoyl phenylalanine LIPID MAPS
oleoyl-L-Phe-OH ChEBI
Manual Xref Database
LMFA08020092 LIPID MAPS
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Registry Number Type Source
20745810 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
27374330 PubMed citation Europe PMC
Last Modified
04 April 2017