Structure via PubChem · Public domain (PubChem)
glyceryl trioleate
Sign in to saveAlso known as 1,2,3-tri-(9Z-octadecenoyl)-glycerol, propane-1,2,3-triyl (9Z,9'Z,9''Z)tris-octadec-9-enoate, (Z)-9-Octadecenoic acid, 1,2,3-propanetriyl ester, Trioleoylglycerol, Trioleoylglyceride, Oleyl triglyceride, Olein, Oleic triglyceride
Triolein (glyceryl trioleate) is a symmetrical triglyceride derived from glycerol and three units of the unsaturated fatty acid oleic acid. Most triglycerides are unsymmetrical, being derived from mixtures of fatty acids. Triolein represents 4–30% of olive oil.
Chemical data
- Formula
- C57H104O6
- Molecular weight
- 885.4 g/mol
- IUPAC name
- 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl (Z)-octadec-9-enoate
- SMILES
- CCCCCCCC/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC
- InChIKey
- PHYFQTYBJUILEZ-IUPFWZBJSA-N
- XLogP
- 22.4
- Polar surface area
- 78.9 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
2,905 papers- Brain, liver, and adipose tissue erucic and very long chain fatty acid levels in adrenoleukodystrophy patients treated with glyceryl trierucate and trioleate oils (Lorenzo's oil).Neurochemical research · 1994
- Glyceryl trioleate-water partition coefficients for three simple organic compounds.Bulletin of environmental contamination and toxicology · 1979
- Evaluation of the preventive effect of glyceryl trioleate-trierucate ("Lorenzo's oil") therapy in X-linked adrenoleukodystrophy: results of two concurrent trials.Advances in experimental medicine and biology · 2003
- Dietary Approaches in the Management of Adrenoleukodystrophy: Evidence Summary for Nutritional Tips.Nutrients · 2025
- Effects of glyceryl trioleate on the reticuloendothelial system and survival after experimental shock.The Journal of pharmacology and experimental therapeutics · 1970
via PubMed
Wikidata facts
- Subclass of
- triglyceride
- Has part
- carbon
- Mass
- 884.783
Show 5 more facts
- Commons category
- Triolein
- found in taxon
- cartwtereementas de mitas
- chemical formula
- C₅₇H₁₀₄O₆
- isomeric SMILES
- CCCCCCCC/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC
- canonical SMILES
- CCCCCCCCC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Triolein (glyceryl trioleate) is a symmetrical triglyceride derived from glycerol and three units of the unsaturated fatty acid oleic acid. Most triglycerides are unsymmetrical, being derived from mixtures of fatty acids. Triolein represents 4–30% of olive oil.
Triolein is also known as glyceryl trioleate and is one of the two components of Lorenzo's oil.
Excerpted from Wikipedia’s “glyceryl trioleate” article, available under the CC BY-SA 4.0 licence.