Showing Compound Glycerol tributanoate (FDB003099)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:39 UTC

Update date

2019-11-26 02:58:28 UTC

Primary ID

FDB003099

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Glycerol tributanoate

Description

Glycerol tributanoate, also known as butyrin or 1,2,3-tributyrylglycerol, belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Based on a literature review a significant number of articles have been published on Glycerol tributanoate.

CAS Number

60-01-5

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
1,2,3-Propanetriol, tributyrate	ChEBI
1,2,3-Propanetriyl tributanoate	ChEBI
1,2,3-Tributanoylglycerol	ChEBI
1,2,3-Tributyrylglycerol	ChEBI
2,3-Bis(butyryloxy)propyl butyrate	ChEBI
Butanoic acid, 1,2,3-propanetriyl ester	ChEBI
Butyrin	ChEBI
Butyryl triglyceride	ChEBI
Glycerin tributyrate	ChEBI
Glycerol tributyrate	ChEBI
Glyceroltributyrin	ChEBI
Glyceryl tributyrate	ChEBI
Propane-1,2,3-triyl tributyrate	ChEBI
Tri-N-butyrin	ChEBI
Tributin	ChEBI
Tributyryl glyceride	ChEBI
1,2,3-Propanetriol, tributyric acid	Generator
1,2,3-Propanetriyl tributanoic acid	Generator
2,3-Bis(butyryloxy)propyl butyric acid	Generator
Butanoate, 1,2,3-propanetriyl ester	Generator
Glycerin tributyric acid	Generator
Glycerol tributyric acid	Generator
Glyceryl tributyric acid	Generator
Propane-1,2,3-triyl tributyric acid	Generator
Glycerol tributanoic acid	Generator
Tributyrylglycerol	MeSH
Butyric acid triester with glycerin	HMDB
FEMA 2223	HMDB
Kodaflex	HMDB
NSC 661583	HMDB
Tri-butyrin	HMDB
Tributyrin	HMDB
Tributyrinine	HMDB
Tributyrl glyceride	HMDB
Tributyroin	HMDB
Glycerol tributanoate	ChEBI
Butyrin, tri-	biospider
Tri-n-butyrin	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	2.71	ALOGPS
logP	2.92	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	75.65 m³·mol⁻¹	ChemAxon
Polarizability	32.97 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H26O6

IUPAC name

1,3-bis(butanoyloxy)propan-2-yl butanoate

InChI Identifier

InChI=1S/C15H26O6/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2/h12H,4-11H2,1-3H3

InChI Key

UYXTWWCETRIEDR-UHFFFAOYSA-N

Isomeric SMILES

CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC

Average Molecular Weight

302.3633

Monoisotopic Molecular Weight

302.172938564

Classification

Description

Belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Triradylcglycerols

Direct Parent

Triacylglycerols

Alternative Parents

Substituents

Triacyl-sn-glycerol
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butyrate ester (CHEBI:35020 )
triglyceride (CHEBI:35020 )
Triacylglycerols (C13870 )
a triacylglycerol (CPD-13014 )

Ontology

Physiological effect

Health effect:

Health condition:

Metabolism and nutrition disorders:

Obesity

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Tissue and substructures:

Adipose tissue

Biofluid and excreta:

Blood

Subcellular:

Source:

Biological:

Animal

Plant:

Process

Naturally occurring process:

Biological process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Multicellular process:

Inflammatory response

Biochemical process:

Cellular process:

Cell signaling

Role

Biological role:

Industrial application:

Food and nutrition:

Flavoring agent

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 59.58%; H 8.67%; O 31.75%	DFC
Melting Point	-75 oC
Boiling Point	Bp15 190°	DFC
Experimental Water Solubility	0.133 mg/mL at 37 oC	FUNASAKI,N et al. (1976)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Glycerol tributanoate, non-derivatized, GC-MS Spectrum	splash10-00di-9100000000-a0f9426f5cd5d1ad3c83	Spectrum
GC-MS	Glycerol tributanoate, non-derivatized, GC-MS Spectrum	splash10-00di-9110000000-053a735053ae0621fe88	Spectrum
GC-MS	Glycerol tributanoate, non-derivatized, GC-MS Spectrum	splash10-00di-9100000000-a0f9426f5cd5d1ad3c83	Spectrum
GC-MS	Glycerol tributanoate, non-derivatized, GC-MS Spectrum	splash10-00di-9110000000-053a735053ae0621fe88	Spectrum
Predicted GC-MS	Glycerol tributanoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-c4d130796e01a45caada	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0009000000-c4d130796e01a45caada	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-0097000000-b93aef222c9f718aa3b2	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0009000000-38db4a07206d84284415	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0009000000-38db4a07206d84284415	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ai2-9099000000-12c3d7bdd61a16d085a5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0459000000-babf77e8c5a51a5e69dd	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0v00-2953000000-f878b874e5b39892ae4d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00ds-8900000000-a1b857778d6727f6a47b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-1e1f8e781385aeed294d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0009000000-1e1f8e781385aeed294d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-1097000000-9e038df610fe764fc17e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0gw0-9756000000-9862c21f5688e05dd3b0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9800000000-48475bab8381d831aee3	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-6900000000-acef2739fe3f4e2cd066	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0009000000-ab75fe3f6e5f939e6f27	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0009000000-ab75fe3f6e5f939e6f27	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-0009000000-ab75fe3f6e5f939e6f27	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31094

CRC / DFC (Dictionary of Food Compounds) ID

CQV23-L:CQV23-L

EAFUS ID

1514

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1025131

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
cheese	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter	Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755