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.
In the Vinony graph
Within Vinony's link graph, glyceryl trioleate is referenced by 43 other articles, and connects out to International Standard Book Number, oil and mass density.
Vinony files it under Chembox image size set, ECHA InfoCard ID from Wikidata and Triglycerides.
Its subject is documented across 19 Wikipedia language editions.
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.