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

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
Evaluating the effects of plasticizer interactions with HPMC on the tack-behavior of polymer film-forming coating solutions.
2004 Jul
Fluorescence spectroscopic characterization of Humicola lanuginosa lipase dissolved in its substrate.
2004 Nov 1
Molar absorptivities of glucose and other biological molecules in aqueous solutions over the first overtone and combination regions of the near-infrared spectrum.
2004 Oct
The influence of plasticizers on the release of theophylline from microporous-controlled tablets.
2004 Oct 19
Cancer mortality in a cohort of asbestos textile workers.
2005 Feb 14
The effect of solvent interactions on alpha-, beta-, and gamma-cyclodextrin/flavor molecular inclusion complexes.
2005 Jan 26
Transitions induced by solubilized fat into reverse hexagonal mesophases.
2005 Jun 25
Transdermal oxybutynin in the treatment of overactive bladder.
2006
Use of taste-masking product, FLAVORx, to assist Thai children to ingest generic antiretrovirals.
2006 Dec 29
Release of albumin from oligoester plastic matrices: effect of magnesium oxide and bivalent stearates.
2006 Jan-Feb
Quantitative estimation of film forming polymer-plasticizer interactions by the Lorentz-Lorenz Law.
2006 Mar 9
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
Emissions from cooking microwave popcorn.
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
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
Modulation of a pulsatile release drug delivery system using different swellable/rupturable materials.
2007 Nov
Isolation of lipase producing Bacillus sp. from olive mill wastewater and improving its enzyme activity.
2007 Nov 19
Design, development and evaluation of novel nanoemulsion formulations for transdermal potential of celecoxib.
2007 Sep
Lipase catalyse glycerolysis for kinetic resolution of racemates.
2007 Sep
Design and characterization of an adhesive matrix based on a poly(ethyl acrylate, methyl methacrylate).
2008
A squeeze-type osmotic tablet for controlled delivery of nifedipine.
2008
Formulation design of taste-masked particles, including famotidine, for an oral fast-disintegrating dosage form.
2008 Apr
Skin permeation mechanism of aceclofenac using novel nanoemulsion formulation.
2008 Aug
Template enhanced activity of lipase accommodated in siliceous mesocellular foams.
2008 Aug 8
Patient perspectives in the management of overactive bladder, focus on transdermal oxybutynin.
2008 Feb 2
Photoinduced intramolecular charge transfer in push-pull polyenes: effects of solvation, electron-donor group, and polyenic chain length.
2008 Jan 17
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 nanoparticulate drug-delivery system for rivastigmine: physico-chemical and in vitro biological characterization.
2008 Mar 10
A potential high-throughput method for the determination of lipase activity by potentiometric flow injection titrations.
2008 Mar 3
Development of a self-emulsifying formulation that reduces the food effect for torcetrapib.
2008 Mar 3
Influence of flavor solvent on flavor release and perception in sugar-free chewing gum.
2008 May 14
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
Transdermal delivery of salbutamol sulphate: formulation and evaluation.
2009
Formation and characterization of ordered bicontinuous microemulsions.
2009 Aug 6
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
Refeeding syndrome--awareness, prevention and management.
2009 Jan 26
In situ forming polymeric drug delivery systems.
2009 May
Metabolic acetate therapy improves phenotype in the tremor rat model of Canavan disease.
2010 Jun
Development of dorzolamide hydrochloride in situ gel nanoemulsion for ocular delivery.
2010 Nov
Microemulsions for oral delivery of insulin: design, development and evaluation in streptozotocin induced diabetic rats.
2010 Oct
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
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
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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
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PRIMARY
DRUG CENTRAL
3624
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PRIMARY
EVMPD
SUB11249MIG
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PRIMARY
CAS
102-76-1
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JECFA MONOGRAPH
731
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PRIMARY
INN
836
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PRIMARY
MERCK INDEX
m11021
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PRIMARY Merck Index
RS_ITEM_NUM
1675007
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PRIMARY
ECHA (EC/EINECS)
203-051-9
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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
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PRIMARY
EPA CompTox
DTXSID3026691
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PRIMARY
SMS_ID
100000077489
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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