Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:31:19 UTC
Update Date2022-03-07 02:52:13 UTC
HMDB IDHMDB0029592
Secondary Accession Numbers
  • HMDB29592
Metabolite Identification
Common NameTriacetin
DescriptionTriacetin, 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.
Structure
Data?1582753439
Synonyms
ValueSource
1,2,3-Propanetriol triacetateChEBI
1,2,3-Propanetriyl triacetateChEBI
1,2,3-TriacetoxypropaneChEBI
1,2,3-TriacetylglycerolChEBI
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetateChEBI
e 1518ChEBI
e-1518ChEBI
e1518ChEBI
EnzactinChEBI
Glycerin triacetateChEBI
Glycerol triacetateChEBI
Glyceryl triacetateChEBI
TriacetinaChEBI
TriacetineChEBI
TriacetinumChEBI
Triacetyl glycerinChEBI
Triacetyl glycerineChEBI
TriacetylglycerolChEBI
1,2,3-Propanetriol triacetic acidGenerator
1,2,3-Propanetriyl triacetic acidGenerator
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetic acidGenerator
Glycerin triacetic acidGenerator
Glycerol triacetic acidGenerator
Glyceryl triacetic acidGenerator
1,2,3-Propanetriol triacetate, 9ciHMDB
1,2,3-Propanetriol, 1,2,3-triacetateHMDB
1,2,3-Propanetriol, triacetateHMDB
Acetic, 1,2,3-propanetriyl esterHMDB
BlekinHMDB
EnzacetinHMDB
Estol 1581HMDB
EuzactinHMDB
FEMA 2007HMDB
FungacetHMDB
FungacetinHMDB
Glycerol triacetate tributyrinHMDB
GlypedHMDB
Kesscoflex traHMDB
Kodaflex triacetinHMDB
MotisilHMDB
Propane-1,2,3-triyl triacetateHMDB
Tri-acetinHMDB
Triacetin (1,2,3-propanetriol triacetate)HMDB
Triacetin (glycerol triacetate)HMDB
Triacetin, 8ci, ban, inn, usanHMDB
Triacetyl glycerolHMDB
VanayHMDB
Triacetyl-glycerolMeSH, HMDB
Chemical FormulaC9H14O6
Average Molecular Weight218.2039
Monoisotopic Molecular Weight218.07903818
IUPAC Name1,3-bis(acetyloxy)propan-2-yl acetate
Traditional Nametriacetin
CAS Registry Number102-76-1
SMILES
CC(=O)OCC(COC(C)=O)OC(C)=O
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 KeyURAYPUMNDPQOKB-UHFFFAOYSA-N
Chemical Taxonomy
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerolipids
Sub ClassTriradylcglycerols
Direct ParentTriacylglycerols
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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-78 °CNot Available
Boiling Point258.00 to 260.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility58 mg/mL at 25 °CNot Available
LogP0.25Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.3 g/LALOGPS
logP0.4ALOGPS
logP-0.52ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)-6.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area78.9 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity47.97 m³·mol⁻¹ChemAxon
Polarizability20.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.7231661259
DarkChem[M-H]-147.08431661259
DeepCCS[M+H]+147.81230932474
DeepCCS[M-H]-145.28130932474
DeepCCS[M-2H]-181.15530932474
DeepCCS[M+Na]+156.76430932474
AllCCS[M+H]+150.032859911
AllCCS[M+H-H2O]+146.532859911
AllCCS[M+NH4]+153.232859911
AllCCS[M+Na]+154.132859911
AllCCS[M-H]-147.632859911
AllCCS[M+Na-2H]-148.732859911
AllCCS[M+HCOO]-150.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TriacetinCC(=O)OCC(COC(C)=O)OC(C)=O2276.2Standard polar33892256
TriacetinCC(=O)OCC(COC(C)=O)OC(C)=O1249.2Standard non polar33892256
TriacetinCC(=O)OCC(COC(C)=O)OC(C)=O1423.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Triacetin EI-B (Non-derivatized)splash10-0zfs-3900000000-0e517995b789bd89015d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Triacetin EI-B (Non-derivatized)splash10-0007-7900000000-8dba8a82c4b9ea4fff142017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Triacetin EI-B (Non-derivatized)splash10-0006-9100000000-4831fd0c53a09c8523782017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Triacetin EI-B (Non-derivatized)splash10-0zfs-3900000000-0e517995b789bd89015d2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Triacetin EI-B (Non-derivatized)splash10-0007-7900000000-8dba8a82c4b9ea4fff142018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Triacetin EI-B (Non-derivatized)splash10-0006-9100000000-4831fd0c53a09c8523782018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Triacetin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 10V, Positive-QTOFsplash10-000i-0090000000-8a37824d0f2d133742dc2017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 20V, Positive-QTOFsplash10-000i-0090000000-8a37824d0f2d133742dc2017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 40V, Positive-QTOFsplash10-0aor-0970000000-2aef4d9a7612d8dafbfe2017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 10V, Positive-QTOFsplash10-0006-0090000000-b38fc2a560bf20d37e0c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 20V, Positive-QTOFsplash10-0006-0090000000-b38fc2a560bf20d37e0c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 40V, Positive-QTOFsplash10-0006-0090000000-b38fc2a560bf20d37e0c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 10V, Positive-QTOFsplash10-05mk-9710000000-f22af5cbf5889ccdd9322021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 20V, Positive-QTOFsplash10-05mn-9400000000-7652606ae6706c4a9b172021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 40V, Positive-QTOFsplash10-000m-9100000000-e19f8f565c58ee733eea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 10V, Negative-QTOFsplash10-0a4i-9410000000-298ddbbc7ca6050587102021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 20V, Negative-QTOFsplash10-0a4i-9600000000-200967820af7347f4ccd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 40V, Negative-QTOFsplash10-0a4i-9100000000-786d33c8b183715b60e22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 10V, Positive-QTOFsplash10-000i-0090000000-47388b4e8c5a7aee1b2d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 20V, Positive-QTOFsplash10-000i-0090000000-47388b4e8c5a7aee1b2d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 40V, Positive-QTOFsplash10-0aor-1970000000-5d157472f8cf1a1268a62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 10V, Positive-QTOFsplash10-004i-0090000000-8fc8dc18b58235d1fad02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 20V, Positive-QTOFsplash10-004i-0090000000-8fc8dc18b58235d1fad02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Triacetin 40V, Positive-QTOFsplash10-04mi-9990000000-873dc2c08186ded9c1032021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000751
KNApSAcK IDC00054037
Chemspider ID13835706
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTriacetin
METLIN IDNot Available
PubChem Compound5541
PDB IDNot Available
ChEBI ID9661
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1027131
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
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