Compound: TRIBUTYRIN
SMILES: O=C(OC(COC(=O)CCC)COC(=O)CCC)CCC
InChIKey: UYXTWWCETRIEDR-UHFFFAOYSA-N
Synonyms: TRIBUTYRIN, 60-01-5, Glycerol tributyrate, Glyceryl tributyrate, Butyrin, Tributin, Butyryl triglyceride, Glycerin tributyrate, Tributyryl glyceride, Tri-n-butyrin, Glyceroltributyrin, 1,2,3-Tributyrylglycerol, Tributyroin, Glycerol tributanoate, Tributyrinine, Butanoic acid, 1,2,3-propanetriyl ester, 2,3-di(butanoyloxy)propyl butanoate, Butyrin, tri-, Tributyrl glyceride, Butyric acid triester with glycerin, FEMA No. 2223, Kodaflex tripropionin, 1,2,3-Propanetriyl tributanoate, NSC-661583, DTXSID4052267, S05LZ624MF, CHEBI:35020, 1,3-bis(butanoyloxy)propan-2-yl butanoate, DTXCID90818116, RefChem:190943, 200-451-5, tributyrylglycerol, Propane-1,2,3-triyl tributyrate, NSC 661583, 1,2,3-Propanetriol, tributyrate, 2,3-Bis(butyryloxy)propyl butyrate, MFCD00009392, propane-1,2,3-triyl tributanoate, NSC661583, HSDB 878, EINECS 200-451-5, BRN 1714746, UNII-S05LZ624MF, Kodaflex, tri-butyrin, AI3-01776, Tributyrin [WHO-DD], 1,3-Tributyrylglycerol, TRIBUTYRIN [MI], TRIBUTYRIN [FCC], GlyTouCan:G22488PF, TRIBUTYRIN [HSDB], Tributyrin, 97%, FG, 1,2,3-tributanoylglycerol, GLYCERYL TRI-BUTYRATE, SCHEMBL23825, 4-02-00-00799 (Beilstein Handbook Reference), Glyceryl tributyrate, >=99%, CHEMBL118722, orb1909188, FEMA 2223, GTPL12450, MSK2033, GLYCEROL TRIBUTYRATE [FHFI], G22488PF, Tox21_303991, BDBM50212744, 2,3-Bis(butyryloxy)propyl butyrate #, AKOS015903304, CS-W012120, DB12709, EBC-615359, FG12044, HY-W011404, CAS-60-01-5, Glyceryl tributyrate, analytical standard, NCGC00357211-01, LS-14448, NCI60_021427, DB-234101, NS00022474, S6263, F71241, Glyceryl tributyrate, puriss., >=98.5% (GC), Glyceryl tributyrate, technical, >=94.0% (GC), Q4116129, BRD-K38969488-001-01-6, InChI=1/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H
Theoretical properties:
molecular_formula: C15H26O6
molecular_weight: 302.36 g/mol
exact_mass: 302.17293854 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 14
heavy_atom_count: 21
topological_polar_surface_area: 78.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: COLORLESS
color: COLORLESS
odor: FRUITY, BUTTERY
boiling_point: 307 °C
melting_point: -75 °C
density: 1.032 at 20 °C
solubility: SOL IN ACETONE, BENZENE
flash_point: 356 °F; 180 °C (Open cup)
vapor_pressure: 1.3X10-3 mm Hg at 25 °C /Estimated/
Descriptions:
pubchem: Tributyrin is a triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by butyric acid. It has a role as an antineoplastic agent, a prodrug, a protective agent, an EC 3.5.1.98 (histone deacetylase) inhibitor and an apoptosis inducer. It is a triglyceride and a butyrate ester. It is functionally related to a butyric acid.
chebi: A triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by butyric acid.
chembl: TRIBUTYRIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: Tributyrin is a triglyceride naturally present in butter. It is an ester composed of butyric acid and glycerol.‍ Among other things, it is used as an ingredient in making margarine. It is present in butter and can be described as a liquid fat with an acrid taste.
Tributyrin is also used in microbiological laboratories to identify the bacterium Moraxella catarrhalis.‍
Tributyrin is a stable and rapidly absorbed prodrug of butyric acid which enhances antiproliferative effects of dihydroxycholecalciferol in human colon cancer cells.‍