U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C9H14O6
Molecular Weight 218.2039
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Triacetin

SMILES

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

InChI

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

HIDE SMILES / InChI

Molecular Formula C9H14O6
Molecular Weight 218.2039
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created using several sources including: http://www.accessdata.fda.gov/drugsatfda_docs/label/2006/050808lbl.pdf; http://www.ncbi.nlm.nih.gov/pubmed/?term=20800682; http://www.inchem.org/documents/sids/sids/102761.pdf;

Triacetin, also known as Glyceryl Triacetate, is a cosmetic biocide, plasticizer, and solvent in cosmetic formulations, at concentrations ranging from 0.8% to 4.0%. It is a commonly used carrier for flavors and fragrances. Triacetin was affirmed as a generally recognized as safe (GRAS) human food ingredient by the Food and Drug Administration (FDA). It is used as an inactive ingredient additive in some drug formulations. It has been used as a plasticizer in the tests of acrylic polymer films for drug delivery. Triacetin is not toxic to animals. However, in one study, it caused erythema, slight edema, alopecia, and desquamation, and did cause some irritation in rabbit eyes. Concentration of triacetin in consumer products is in the range of about 0.005-2 % for cosmetics, and has been reported to be as high as 15-33 % for one specific antifungal drug.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
Bupropion

Approved Use

Bupropion hydrochloride extended-release tablets (XL) is indicated for the treatment of major depressive disorder (MDD), as defined by the Diagnostic and Statistical Manual (DSM). The efficacy of the immediate-release formulation of Bupropion was established in two 4-week controlled inpatient trials and one 6-week controlled outpatient trial of adult patients with MDD. The efficacy of the sustained-release formulation of Bupropion in the maintenance treatment of MDD was established in a long-term (up to 44 weeks), placebo-controlled trial in patients who had responded to Bupropion in an 8-week study of acute treatment.

Launch Date

1985
Doses

Doses

DosePopulationAdverse events​
50 % single, topical
Studied dose
Dose: 50 %
Route: topical
Route: single
Dose: 50 %
Sources:
healthy, adult
n = 20
Health Status: healthy
Age Group: adult
Population Size: 20
Sources:
Other AEs: Skin irritation...
AEs

AEs

AESignificanceDosePopulation
Skin irritation grade 1
50 % single, topical
Studied dose
Dose: 50 %
Route: topical
Route: single
Dose: 50 %
Sources:
healthy, adult
n = 20
Health Status: healthy
Age Group: adult
Population Size: 20
Sources:
PubMed

PubMed

TitleDatePubMed
Preparation and characterization of spray-dried oxidized cellulose microparticles.
2001 Aug
Arterial wall neovascularization induced by glycerol.
2001 Oct
Emulsions containing partially water-miscible solvents for the preparation of drug nanosuspensions.
2001 Sep 11
Calibration standardization algorithm for partial least-squares regression: application to the determination of physiological levels of glucose by near-infrared spectroscopy.
2002 Aug 15
Halogen derivatives of m-phenylene(carbeno)nitrene: a switch in ground-state multiplicity.
2002 Aug 9
Starch acetate--a novel film-forming polymer for pharmaceutical coatings.
2002 Jan
Distinction between esterases and lipases: a kinetic study with vinyl esters and TAG.
2002 Jul
Dynamics of therapeutic ultrasound contrast agents.
2002 Jun
Dynamics and fragmentation of thick-shelled microbubbles.
2002 Oct
Final report on the safety assessment of triacetin.
2003
Characterization of a quaternary liquid system improving the bioavailability of poorly water soluble drugs.
2003 Jul 15
Multivariate calibration standardization across instruments for the determination of glucose by Fourier transform near-infrared spectrometry.
2003 Nov 1
Design of a mechanical-tunable filter spectrometer for noninvasive glucose measurement.
2004 May 1
Raman spectroscopy investigation of various saturated monoacid triglycerides.
2005 Apr
The novel formulation design of self-emulsifying drug delivery systems (SEDDS) type O/W microemulsion II: stable gastrointestinal absorption of a poorly water soluble new compound, ER-1258 in bile-fistula rats.
2005 Aug
Cancer mortality in a cohort of asbestos textile workers.
2005 Feb 14
Transitions induced by solubilized fat into reverse hexagonal mesophases.
2005 Jun 25
Use of taste-masking product, FLAVORx, to assist Thai children to ingest generic antiretrovirals.
2006 Dec 29
Poly lactic acid based injectable delivery systems for controlled release of a model protein, lysozyme.
2006 Feb
Stable bioavailability of cyclosporin A, regardless of food intake, from soft gelatin capsules containing a new self-nanoemulsifying formulation.
2006 May
Microemulsions as transdermal drug delivery vehicles.
2006 Nov 16
Stability of poly(D,L-lactide-co-glycolide) and leuprolide acetate in in-situ forming drug delivery systems.
2006 Oct 10
Design and evaluation of a self-adhesive naproxen-loaded film prepared from a nanoparticle dispersion.
2006 Sep-Oct
Abstracts of papers presented at the 2007 pittsburgh conference.
2007
Controlled release multiparticulate beads coated with starch acetate: material characterization, and identification of critical formulation and process variables.
2007
Spectral simulation methodology for calibration transfer of near-infrared spectra.
2007 Apr
Nanoemulsions as vehicles for transdermal delivery of aceclofenac.
2007 Dec 14
Effect of salts and plasticizers on stability of shellac film.
2007 Feb 7
Kinetic model of 1,3-specific triacylglycerols alcoholysis catalyzed by lipases.
2007 Jan 20
Monitoring of dissolution induced changes in film coat composition by 1H NMR spectroscopy and SEM.
2007 Jun 4
Gelatin-based microcarriers as embryonic stem cell delivery system in bone tissue engineering: an in-vitro study.
2007 Mar
Design and characterization of an adhesive matrix based on a poly(ethyl acrylate, methyl methacrylate).
2008
Formulation design of taste-masked particles, including famotidine, for an oral fast-disintegrating dosage form.
2008 Apr
Transdermal patch incorporating salbutamol sulphate: In vitro and clinical characterization.
2008 Aug
Template enhanced activity of lipase accommodated in siliceous mesocellular foams.
2008 Aug 8
In vitro and in vivo transdermal studies of atenolol using iontophoresis.
2008 Jan-Feb
Skin permeation mechanism and bioavailability enhancement of celecoxib from transdermally applied nanoemulsion.
2008 Jul 9
A potential high-throughput method for the determination of lipase activity by potentiometric flow injection titrations.
2008 Mar 3
Determination of the composition of acetylglycerol mixtures by (1)H NMR followed by GC investigation.
2008 Nov 15
Influence of plasticizers on the stability and release of a prodrug of Delta(9)-tetrahydrocannabinol incorporated in poly (ethylene oxide) matrices.
2008 Oct
Viability and permeability across Caco-2 cells of CBZ solubilized in fully dilutable microemulsions.
2008 Oct 1
Hookah (Shisha, Narghile) Smoking and Environmental Tobacco Smoke (ETS). A critical review of the relevant literature and the public health consequences.
2009 Feb
Digital filtering and model updating methods for improving the robustness of near-infrared multivariate calibrations.
2009 Feb
Spectral simulation protocol for extending the lifetime of near-infrared multivariate calibrations.
2009 Feb 1
Evaluation of the mechanical properties and drug release of cross-linked Eudragit films containing metronidazole.
2009 Jul 6
Thermostable lipases from the extreme thermophilic anaerobic bacteria Thermoanaerobacter thermohydrosulfuricus SOL1 and Caldanaerobacter subterraneus subsp. tengcongensis.
2009 Sep
A glycerol-free process to produce biodiesel by supercritical methyl acetate technology: an optimization study via Response Surface Methodology.
2010 Feb
Eudragit-S, Eudragit-L and cellulose acetate phthalate coated polysaccharide tablets for colonic targeted delivery of azathioprine.
2010 Jul-Aug
Metabolic acetate therapy improves phenotype in the tremor rat model of Canavan disease.
2010 Jun
Wavelet analysis used for spectral background removal in the determination of glucose from near-infrared single-beam spectra.
2010 Nov 29
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: When triacetin was incubated with the sacs of rats everted intestine, the glyceride entered the epithelial cells and was completely hydrolyzed to free glycerol and acetic acid. Triacetin released 307 ± 11 umoles of acetate. With increasing concentrations of glyceride (5, 10 and 15 mM), the amount of acetate released increased linearly up to about a total amount of 300 umoles of acetate released.
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:48:24 GMT 2023
Edited
by admin
on Sat Dec 16 15:48:24 GMT 2023
Record UNII
XHX3C3X673
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Triacetin
EP   FCC   FHFI   HSDB   II   INCI   INN   MART.   MI   USP   USP-RS   VANDF   WHO-DD  
INN   INCI  
Official Name English
TRIACETIN [MART.]
Common Name English
ENZACTIN
Brand Name English
TRIACETIN [II]
Common Name English
E-1518
Common Name English
TRIACETIN [INCI]
Common Name English
TRIACETIN [EP MONOGRAPH]
Common Name English
TRIACETIN [HSDB]
Common Name English
TRIACETIN [USP-RS]
Common Name English
TRIACETIN [VANDF]
Common Name English
UJOSTABIL
Common Name English
TRIACETIN [USP MONOGRAPH]
Common Name English
ESTOL 1581
Common Name English
INS NO.1518
Common Name English
TRIACETIN [FCC]
Common Name English
triacetin [INN]
Common Name English
TRIACETYLGLYCEROL
Systematic Name English
TRIACETINE
Common Name English
GLYCERYL TRIACETATE
Systematic Name English
1,2,3-PROPANETRIOL, TRIACETATE
Systematic Name English
1,2,3-PROPANETRIOL TRIACETATE
Systematic Name English
TRIACETIN [MI]
Common Name English
TRIACETIN [FHFI]
Common Name English
FEMA NO. 2007
Code English
GLYCEROL TRIACETATE
Systematic Name English
GLYCERYLTRIACETATE
Common Name English
Triacetin [WHO-DD]
Common Name English
NSC-4796
Code English
INS-1518
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1697
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
JECFA EVALUATION INS-1518
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-1518
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
CFR 21 CFR 175.320
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
CFR 21 CFR 184.1901
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
Code System Code Type Description
DAILYMED
XHX3C3X673
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
FDA UNII
XHX3C3X673
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
NCI_THESAURUS
C82268
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
WIKIPEDIA
TRIACETIN
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
DRUG CENTRAL
3624
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
EVMPD
SUB11249MIG
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
CAS
102-76-1
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
JECFA MONOGRAPH
731
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PRIMARY
INN
836
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PRIMARY
MERCK INDEX
m11021
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY Merck Index
RS_ITEM_NUM
1675007
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-051-9
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
CHEBI
9661
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
NSC
4796
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
RXCUI
10756
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY RxNorm
ChEMBL
CHEMBL1489254
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID3026691
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
SMS_ID
100000077489
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
PUBCHEM
5541
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
HSDB
585
Created by admin on Sat Dec 16 15:48:25 GMT 2023 , Edited by admin on Sat Dec 16 15:48:25 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Triacetine (ug/cigarette) Canadian = 23.1 SD(15.6) Imported = 36.3 SD(9.3)
Related Record Type Details
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Related Record Type Details
ACTIVE MOIETY