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
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
PubMed

PubMed

TitleDatePubMed
Induction of CCAAT/enhancer-binding protein-homologous protein by cigarette smoke through the superoxide anion-triggered PERK-eIF2α pathway.
2011-09-05
Phospholipids-embedded fully dilutable liquid nanostructures. Part 2: The role of sodium diclofenac.
2010-12-01
Wavelet analysis used for spectral background removal in the determination of glucose from near-infrared single-beam spectra.
2010-11-29
The use of dynamic mechanical analysis (DMA) to evaluate plasticization of acrylic polymer films under simulated gastrointestinal conditions.
2010-11
Development of dorzolamide hydrochloride in situ gel nanoemulsion for ocular delivery.
2010-11
Microemulsions for oral delivery of insulin: design, development and evaluation in streptozotocin induced diabetic rats.
2010-10
In vitro and in vivo study of thymosin alpha1 biodegradable in situ forming poly(lactide-co-glycolide) implants.
2010-09-15
Metabolic acetate therapy improves phenotype in the tremor rat model of Canavan disease.
2010-06
Eudragit-S, Eudragit-L and cellulose acetate phthalate coated polysaccharide tablets for colonic targeted delivery of azathioprine.
2010-03-19
Glycerol triacetate as solvent and acyl donor in the production of isoamyl acetate with Candida antarctica lipase B.
2010-03
A glycerol-free process to produce biodiesel by supercritical methyl acetate technology: an optimization study via Response Surface Methodology.
2010-02
Metabolic acetate therapy for the treatment of traumatic brain injury.
2010-01
Stability of citral in oil-in-water emulsions prepared with medium-chain triacylglycerols and triacetin.
2009-12-09
Criterion for excipients screening in the development of nanoemulsion formulation of three anti-inflammatory drugs.
2009-11-17
Phospholipids embedded fully dilutable liquid nanostructures. Part 1: compositions and solubilization capacity.
2009-10-01
Glyceryl triacetate for Canavan disease: a low-dose trial in infants and evaluation of a higher dose for toxicity in the tremor rat model.
2009-10
Thermostable lipases from the extreme thermophilic anaerobic bacteria Thermoanaerobacter thermohydrosulfuricus SOL1 and Caldanaerobacter subterraneus subsp. tengcongensis.
2009-09
Formation and characterization of ordered bicontinuous microemulsions.
2009-08-06
Evaluation of the mechanical properties and drug release of cross-linked Eudragit films containing metronidazole.
2009-07-06
In situ forming polymeric drug delivery systems.
2009-05
Spectral simulation protocol for extending the lifetime of near-infrared multivariate calibrations.
2009-02-01
Hookah (Shisha, Narghile) Smoking and Environmental Tobacco Smoke (ETS). A critical review of the relevant literature and the public health consequences.
2009-02
Digital filtering and model updating methods for improving the robustness of near-infrared multivariate calibrations.
2009-02
Refeeding syndrome--awareness, prevention and management.
2009-01-26
Transdermal delivery of salbutamol sulphate: formulation and evaluation.
2009
Determination of the composition of acetylglycerol mixtures by (1)H NMR followed by GC investigation.
2008-11-15
Viability and permeability across Caco-2 cells of CBZ solubilized in fully dilutable microemulsions.
2008-10-01
Influence of plasticizers on the stability and release of a prodrug of Delta(9)-tetrahydrocannabinol incorporated in poly (ethylene oxide) matrices.
2008-10
Template enhanced activity of lipase accommodated in siliceous mesocellular foams.
2008-08-08
Transdermal patch incorporating salbutamol sulphate: In vitro and clinical characterization.
2008-08
Skin permeation mechanism of aceclofenac using novel nanoemulsion formulation.
2008-08
Skin permeation mechanism and bioavailability enhancement of celecoxib from transdermally applied nanoemulsion.
2008-07-09
In vitro and in vivo transdermal studies of atenolol using iontophoresis.
2008-06-10
Influence of flavor solvent on flavor release and perception in sugar-free chewing gum.
2008-05-14
Formulation design of taste-masked particles, including famotidine, for an oral fast-disintegrating dosage form.
2008-04
Understanding structural features of microbial lipases--an overview.
2008-03-27
A nanoparticulate drug-delivery system for rivastigmine: physico-chemical and in vitro biological characterization.
2008-03-10
A potential high-throughput method for the determination of lipase activity by potentiometric flow injection titrations.
2008-03-03
Development of a self-emulsifying formulation that reduces the food effect for torcetrapib.
2008-03-03
Patient perspectives in the management of overactive bladder, focus on transdermal oxybutynin.
2008-02-02
Photoinduced intramolecular charge transfer in push-pull polyenes: effects of solvation, electron-donor group, and polyenic chain length.
2008-01-17
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
Nanoemulsions as vehicles for transdermal delivery of aceclofenac.
2007-12-14
Modulation of a pulsatile release drug delivery system using different swellable/rupturable materials.
2007-11
Design, development and evaluation of novel nanoemulsion formulations for transdermal potential of celecoxib.
2007-09
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
Transdermal oxybutynin in the treatment of overactive bladder.
2006
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 Wed Apr 02 06:51:52 GMT 2025
Edited
by admin
on Wed Apr 02 06:51:52 GMT 2025
Record UNII
XHX3C3X673
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ENZACTIN
Preferred Name English
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
TRIACETIN [II]
Common Name English
E-1518
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 Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
JECFA EVALUATION INS-1518
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
CODEX ALIMENTARIUS (GSFA) INS-1518
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
CFR 21 CFR 175.320
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
CFR 21 CFR 184.1901
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
Code System Code Type Description
DAILYMED
XHX3C3X673
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
FDA UNII
XHX3C3X673
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
NCI_THESAURUS
C82268
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
WIKIPEDIA
TRIACETIN
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
DRUG CENTRAL
3624
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
EVMPD
SUB11249MIG
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
CAS
102-76-1
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
JECFA MONOGRAPH
731
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
INN
836
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
MERCK INDEX
m11021
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY Merck Index
RS_ITEM_NUM
1675007
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-051-9
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
CHEBI
9661
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
NSC
4796
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
RXCUI
10756
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY RxNorm
ChEMBL
CHEMBL1489254
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID3026691
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
SMS_ID
100000077489
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
PUBCHEM
5541
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
PRIMARY
HSDB
585
Created by admin on Wed Apr 02 06:51:52 GMT 2025 , Edited by admin on Wed Apr 02 06:51:52 GMT 2025
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