CHEBI:53753 - triolein

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ChEBI Name triolein
ChEBI ID CHEBI:53753
Definition A triglyceride formed by esterification of the three hydroxy groups of glycerol with oleic acid. Triolein is one of the two components of Lorenzo's oil.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C57H104O6
Net Charge 0
Average Mass 885.43210
Monoisotopic Mass 884.783
InChI InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-
InChIKey PHYFQTYBJUILEZ-IUPFWZBJSA-N
SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) See: PubMed
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.
Caenorhabditis elegans metabolite
A nematode metabolite produced by Caenorhabditis elegans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing triolein (CHEBI:53753) has functional parent oleic acid (CHEBI:16196)
triolein (CHEBI:53753) has role Caenorhabditis elegans metabolite (CHEBI:78804)
triolein (CHEBI:53753) has role plant metabolite (CHEBI:76924)
triolein (CHEBI:53753) is a triglyceride (CHEBI:17855)
IUPAC Name
propane-1,2,3-triyl tris[(9Z)-octadec-9-enoate]
Synonyms Sources
(Z)-9-Octadecenoic acid, 1,2,3-propanetriyl ester NIST Chemistry WebBook
1,2,3-tri-(9Z-octadecenoyl)-glycerol UniProt
1,2,3-tri-(9Z-octadecenoyl)-glycerol LIPID MAPS
Glycerin trioleate ChemIDplus
Glycerol trioleate ChemIDplus
Glycerol triolein ChemIDplus
Glycerol, tri(cis-9-octadecenoate) ChemIDplus
Glyceryl trioleate ChemIDplus
Glyceryl-1,2,3-trioleate ChemIDplus
Oleic acid triglyceride ChemIDplus
Oleic triglyceride ChemIDplus
Olein ChemIDplus
Oleyl triglyceride ChemIDplus
propane-1,2,3-triyl (9Z,9'Z,9''Z)tris-octadec-9-enoate IUPAC
TG(18:1(9Z)/18:1(9Z)/18:1(9Z))[iso] HMDB
Trioleoylglyceride ChemIDplus
Trioleoylglycerol ChemIDplus
Database Links Databases
CPD-11691 MetaCyc
HMDB0005453 HMDB
LMGL03010250 LIPID MAPS
Triolein Wikipedia
View more database links
Registry Numbers Types Sources
122-32-7 CAS Registry Number NIST Chemistry WebBook
122-32-7 CAS Registry Number ChemIDplus
1718692 Reaxys Registry Number Reaxys
1718692 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11304127 PubMed citation Europe PMC
23475189 PubMed citation Europe PMC
24288099 PubMed citation Europe PMC
24362891 PubMed citation Europe PMC
24489110 PubMed citation Europe PMC
24604600 PubMed citation Europe PMC
24810291 PubMed citation Europe PMC
24859695 PubMed citation Europe PMC
25045169 PubMed citation Europe PMC
Last Modified
21 July 2016