Showing Compound Triacetin (FDB000751)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:42 UTC

Update date

2019-11-26 02:55:19 UTC

Primary ID

FDB000751

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Triacetin

Description

Triacetin, also known as enzactin or e 1518, 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. Thus, triacetin is considered to be a triradylglycerol. Based on a literature review a significant number of articles have been published on Triacetin.

CAS Number

102-76-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,2,3-Propanetriol triacetate	ChEBI
1,2,3-Propanetriyl triacetate	ChEBI
1,2,3-Triacetoxypropane	ChEBI
1,2,3-Triacetylglycerol	ChEBI
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate	ChEBI
e 1518	ChEBI
e-1518	ChEBI
e1518	ChEBI
Enzactin	ChEBI
Glycerin triacetate	ChEBI
Glycerol triacetate	ChEBI
Glyceryl triacetate	ChEBI
Triacetina	ChEBI
Triacetine	ChEBI
Triacetinum	ChEBI
Triacetyl glycerin	ChEBI
Triacetyl glycerine	ChEBI
Triacetylglycerol	ChEBI
1,2,3-Propanetriol triacetic acid	Generator
1,2,3-Propanetriyl triacetic acid	Generator
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetic acid	Generator
Glycerin triacetic acid	Generator
Glycerol triacetic acid	Generator
Glyceryl triacetic acid	Generator
1,2,3-Propanetriol triacetate, 9ci	HMDB
1,2,3-Propanetriol, 1,2,3-triacetate	HMDB
1,2,3-Propanetriol, triacetate	HMDB
Acetic, 1,2,3-propanetriyl ester	HMDB
Blekin	HMDB
Enzacetin	HMDB
Estol 1581	HMDB
Euzactin	HMDB
FEMA 2007	HMDB
Fungacet	HMDB
Fungacetin	HMDB
Glycerol triacetate tributyrin	HMDB
Glyped	HMDB
Kesscoflex tra	HMDB
Kodaflex triacetin	HMDB
Motisil	HMDB
Propane-1,2,3-triyl triacetate	HMDB
Tri-acetin	HMDB
Triacetin (1,2,3-propanetriol triacetate)	HMDB
Triacetin (glycerol triacetate)	HMDB
Triacetin, 8ci, ban, inn, usan	HMDB
Triacetyl glycerol	HMDB
Vanay	HMDB
Triacetyl-glycerol	MeSH, HMDB
1,2,3-Propanetriol triacetate, 9CI	db_source
Acetin, tri-	biospider
E1518	db_source
Enzactin (TN)	biospider
propane-1,2,3-triyl triacetate	biospider
Triacetin	biospider
Triacetin (1,2,3-Propanetriol triacetate)	biospider
Triacetin (usp/inn)	biospider
Triacetin [inn]	biospider
Triacetin, 8CI, BAN, INN, USAN	db_source

Predicted Properties

Property	Value	Source
Water Solubility	11.3 g/L	ALOGPS
logP	0.4	ALOGPS
logP	-0.52	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Basic)	-6.5	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	8	ChemAxon
Refractivity	47.97 m³·mol⁻¹	ChemAxon
Polarizability	20.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H14O6

IUPAC name

1,3-bis(acetyloxy)propan-2-yl acetate

InChI Identifier

InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3

InChI Key

URAYPUMNDPQOKB-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)OCC(COC(C)=O)OC(C)=O

Average Molecular Weight

218.2039

Monoisotopic Molecular Weight

218.07903818

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
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

triglyceride (CHEBI:9661 )
Triacylglycerols (LMGL03012615 )

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

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:

Laboratory chemical

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 49.54%; H 6.47%; O 43.99%	DFC
Melting Point	Mp -78°	DFC
Boiling Point	Bp40 172°	DFC
Experimental Water Solubility	58 mg/mL at 25 oC	RIDDICK,JA et al. (1986)
Experimental logP	0.25	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 1.16	DFC
Refractive Index	n20D 1.4310	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Triacetin, non-derivatized, GC-MS Spectrum	splash10-0zfs-3900000000-0e517995b789bd89015d	Spectrum
GC-MS	Triacetin, non-derivatized, GC-MS Spectrum	splash10-0007-7900000000-8dba8a82c4b9ea4fff14	Spectrum
GC-MS	Triacetin, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-4831fd0c53a09c852378	Spectrum
GC-MS	Triacetin, non-derivatized, GC-MS Spectrum	splash10-0zfs-3900000000-0e517995b789bd89015d	Spectrum
GC-MS	Triacetin, non-derivatized, GC-MS Spectrum	splash10-0007-7900000000-8dba8a82c4b9ea4fff14	Spectrum
GC-MS	Triacetin, non-derivatized, GC-MS Spectrum	splash10-0006-9100000000-4831fd0c53a09c852378	Spectrum
Predicted GC-MS	Triacetin, 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	splash10-000i-0090000000-8a37824d0f2d133742dc	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0090000000-8a37824d0f2d133742dc	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aor-0970000000-2aef4d9a7612d8dafbfe	2017-10-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0090000000-b38fc2a560bf20d37e0c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0090000000-b38fc2a560bf20d37e0c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-0090000000-b38fc2a560bf20d37e0c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05mk-9710000000-f22af5cbf5889ccdd932	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05mn-9400000000-7652606ae6706c4a9b17	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000m-9100000000-e19f8f565c58ee733eea	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9410000000-298ddbbc7ca605058710	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9600000000-200967820af7347f4ccd	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9100000000-786d33c8b183715b60e2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0090000000-47388b4e8c5a7aee1b2d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0090000000-47388b4e8c5a7aee1b2d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aor-1970000000-5d157472f8cf1a1268a6	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-8fc8dc18b58235d1fad0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0090000000-8fc8dc18b58235d1fad0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-04mi-9990000000-873dc2c08186ded9c103	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

13835706

ChEMBL ID

CHEMBL1489254

KEGG Compound ID

Not Available

Pubchem Compound ID

5541

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB29592

CRC / DFC (Dictionary of Food Compounds) ID

BGT73-N:BGT73-N

EAFUS ID

3721

Dr. Duke ID

TRIACETIN

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

rw1027131

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
mild	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
clean	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity	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