CHEBI:31883 - N-oleoyldopamine

ChEBI IDCHEBI:31883
ChEBI NameN-oleoyldopamine
Stars
ASCII NameN-oleoyldopamine
DefinitionA fatty amide resulting from the formal condensation of the carboxy group of oleic acid with the amino group of dopamine. Synthesised in catecholaminergic neurons, it crosses the blood-brain barrier and might be considered as a carrier of dopamine into the brain. It is a transient receptor potential vanilloid type 1 (TRPV1) receptor agonist.
Last Modified10 April 2018
DownloadsMolfile
FormulaC26H43NO3
Net Charge0
Average Mass417.634
Monoisotopic Mass417.32429
SMILESCCCCCCCC/C=C\CCCCCCCC(=O)NCCc1ccc(O)c(O)c1
InChIInChI=1S/C26H43NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-26(30)27-21-20-23-18-19-24(28)25(29)22-23/h9-10,18-19,22,28-29H,2-8,11-17,20-21H2,1H3,(H,27,30)/b10-9-
InChIKeyQQBPLXNESPTPNU-KTKRTIGZSA-N
Roles Classification
Biological Role:
TRPV1 agonist  An agonist at the transient receptor potential vanilloid 1 (TRPV1).
ChEBI Ontology
Outgoing Relation(s)
N-oleoyldopamine (CHEBI:31883) has functional parent dopamine (CHEBI:18243)
N-oleoyldopamine (CHEBI:31883) has functional parent oleic acid (CHEBI:16196)
N-oleoyldopamine (CHEBI:31883) has role TRPV1 agonist (CHEBI:140535)
N-oleoyldopamine (CHEBI:31883) is a N-(fatty acyl)-dopamine (CHEBI:157740)
N-oleoyldopamine (CHEBI:31883) is a catechols (CHEBI:33566)
N-oleoyldopamine (CHEBI:31883) is a fatty amide (CHEBI:29348)
N-oleoyldopamine (CHEBI:31883) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
(9Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]octadec-9-enamide
Synonyms  Source
N-oleoyl dopamineKEGG COMPOUND
OLDALIPID MAPS
N-[2-(3,4-dihydroxyphenyl)ethyl]-9Z-octadecenamideLIPID MAPS
UniProt Name  Source
N-(9Z-octadecanoyl)-dopamineUniProt
Manual XrefsDatabases
C12272KEGG COMPOUND
LMFA08020140LIPID MAPS
Registry NumbersSources
CAS:105955-11-1ChemIDplus
Citations