Triacetin

Details

• Internal ID: 35868e3a-271d-43ef-a418-aa9a04c8413e
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Triradylcglycerols > Triacylglycerols
• IUPAC Name: 2,3-diacetyloxypropyl acetate
• SMILES (Canonical): CC(=O)OCC(COC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC(COC(=O)C)OC(=O)C
• InChI: 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
• Popularity: 1,864 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₆
• Molecular Weight: 218.20 g/mol
• Exact Mass: 218.07903816 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 102-76-1
• Glyceryl triacetate
• Glycerol triacetate
• Enzactin
• Triacetine
• Glycerin triacetate
• Triacetylglycerol
• Fungacetin
• Glyped
• Vanay
• Kesscoflex TRA
• Kodaflex triacetin
• Triacetyl glycerine
• Triacetina
• 1,2,3-Propanetriol, triacetate
• 1,2,3-triacetoxypropane
• Triacetinum
• 1,2,3-Propanetriol triacetate
• Ujostabil
• Triacetyl glycerol
• Estol 1581
• FEMA No. 2007
• 1,2,3-Propanetriyl triacetate
• Glyceryltriacetate
• 2,3-diacetyloxypropyl acetate
• DTXSID3026691
• Ins no.1518
• Acetic, 1,2,3-propanetriyl ester
• NSC-4796
• Ins-1518
• 1,2,3-triacetyl-sn-glycerol
• XHX3C3X673
• E1518
• E-1518
• CHEBI:9661
• DTXCID906691
• Triacetyl-glycerol
• 203-051-9
• EASTMAN Triacetin
• RefChem:6319
• GlyTouCan:G52284HH
• G52284HH
• 686-191-7
• 1,2,3-Propanetriol, 1,2,3-triacetate
• Acetin, tri-
• propane-1,2,3-triyl triacetate
• Triacetin [INN]
• Triacetyl glycerin
• 1,2,3-Triacetylglycerol
• NSC 4796
• Triacetin (USP/INN)
• ENZACTIN (TN)
• MFCD00008716
• 1,2,3-triacetyl-glycerol
• 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate
• NCGC00091612-04
• Triacetin (1,2,3-Propanetriol triacetate)
• FEMA Number 2007
• Triacetine [INN-French]
• Triacetinum [INN-Latin]
• Triacetina [INN-Spanish]
• CAS-102-76-1
• HSDB 585
• 2-acetyloxy-1-(acetyloxymethyl)ethyl acetate
• EINECS 203-051-9
• TRIACETIN (GLYCEROL TRIACETATE)
• BRN 1792353
• Triacetin [USP:INN:BAN]
• UNII-XHX3C3X673
• Enzacetin
• Euzactin
• Fungacet
• Motisil
• Blekin
• tri-acetin
• AI3-00661
• CCRIS 9355
• Triacetin, CP
• Triacetin, FCC
• Triacetin, USP
• 3-Triacetoxypropane
• Glycerine triacetate
• Triacetin, 99%
• Triacetin (Standard)
• 1,3-bis(acetyloxy)propan-2-yl acetate
• Spectrum_000881
• TRIACETIN [FCC]
• TRIACETIN [II]
• TRIACETIN [MI]
• TRIACETIN [FHFI]
• TRIACETIN [HSDB]
• Spectrum2_000939
• Spectrum3_001368
• Spectrum4_000362
• Spectrum5_001376
• TRIACETIN [VANDF]
• TRIACETIN [MART.]
• EC 203-051-9
• Triacetin, >=99.5%
• SCHEMBL3870
• TRIACETIN [USP-RS]
• TRIACETIN [WHO-DD]
• 2,3-diacetoxypropyl acetate
• BSPBio_002896
• Glycerol triacetate tributyrin
• KBioGR_000823
• KBioSS_001361
• 4-02-00-00253 (Beilstein Handbook Reference)
• MLS002152946
• 1,3-Propanetriol, triacetate
• DivK1c_000740
• Glyceryl triacetate, >=99%
• SCHEMBL755814
• SPECTRUM1500585
• Triacetin, analytical standard
• SPBio_000878
• orb1310341
• Triacetin, 99%, FCC, FG
• 1,2,3-propanediol triethanoate
• CHEMBL1489254
• TRIACETIN [EP MONOGRAPH]
• FEMA 2007
• HMS502E22
• HY-B0896R
• KBio1_000740
• KBio2_001361
• KBio2_003929
• KBio2_006497
• KBio3_002116
• MSK2032
• NSC4796
• TRIACETIN [USP MONOGRAPH]
• NINDS_000740
• HMS1921G05
• HMS2092O09
• HMS2232I22
• HMS5083J15
• Pharmakon1600-01500585
• Triacetin, >=99%, natural, FG
• HY-B0896
• Tox21_111155
• Tox21_201745
• Tox21_300111
• WLN: 1VO1YOV1 & 1OV1
• CCG-39680
• LMGL03012615
• NSC757364
• s4581
• SBB060703
• Triacetin, 8CI, BAN, INN, USAN
• 1,2,3-Propanetriol triacetate, 9CI
• AKOS009028851
• Tox21_111155_1
• FG40791
• Glyceryl triacetate, >=99.0% (GC)
• NSC-757364
• IDI1_000740
• NCGC00091612-01
• NCGC00091612-02
• NCGC00091612-03
• NCGC00091612-05
• NCGC00091612-06
• NCGC00091612-07
• NCGC00091612-09
• NCGC00254207-01
• NCGC00259294-01
• DA-78597
• LS-13668
• MSK2032-1000
• SMR001224538
• SY010910
• SBI-0051540.P002
• G0086
• NS00010706
• ST51046833
• EN300-19216
• D00384
• E 1518
• E75962
• Q83253
• AB00052112_06
• A800614
• F005165
• SR-05000002079
• Glyceryl triacetate Solution in Acetone, 1000?g/mL
• SR-05000002079-1
• 2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate #
• BRD-K92844263-001-09-8
• Z104473192
• Triacetin, United States Pharmacopeia (USP) Reference Standard
• Triacetin, Pharmaceutical Secondary Standard; Certified Reference Material
• InChI=1/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9377	93.77%
Caco-2	+	0.5965	59.65%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.9492	94.92%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9173	91.73%
P-glycoprotein inhibitior	-	0.9355	93.55%
P-glycoprotein substrate	-	0.9733	97.33%
CYP3A4 substrate	-	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8904	89.04%
CYP2C19 inhibition	-	0.8817	88.17%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.9145	91.45%
CYP2C8 inhibition	-	0.9874	98.74%
CYP inhibitory promiscuity	-	0.8778	87.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5623	56.23%
Carcinogenicity (trinary)	Non-required	0.6483	64.83%
Eye corrosion	+	0.7740	77.40%
Eye irritation	+	0.8494	84.94%
Skin irritation	-	0.7919	79.19%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6227	62.27%
Micronuclear	-	0.8426	84.26%
Hepatotoxicity	-	0.5566	55.66%
skin sensitisation	-	0.7575	75.75%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.7567	75.67%
Acute Oral Toxicity (c)	III	0.8202	82.02%
Estrogen receptor binding	-	0.5884	58.84%
Androgen receptor binding	-	0.8483	84.83%
Thyroid receptor binding	-	0.7194	71.94%
Glucocorticoid receptor binding	-	0.9279	92.79%
Aromatase binding	-	0.8533	85.33%
PPAR gamma	-	0.7753	77.53%
Honey bee toxicity	-	0.8728	87.28%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	-	0.4865	48.65%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4096	P04637	Cellular tumor antigen p53	39.8 nM; 39.8 nM	Potency; Potency	via CMAUP; via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	35481.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.23%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.04%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.42%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.25%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.10%	94.45%

Plants that contains it

• Atractylodes lancea
• Vitis vinifera

Cross-Links

• PubChem: 5541
• NPASS: NPC281883
• ChEMBL: CHEMBL1489254
• LOTUS: LTS0044260
• wikiData: Q83253