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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:57:15 UTC
Update Date2019-01-11 19:47:57 UTC
HMDB IDHMDB0034159
Secondary Accession Numbers
  • HMDB34159
Metabolite Identification
Common NameAcetyl tributyl citrate
DescriptionAcetyl tributyl citrate is a flavouring ingredient and plasticiser used in packaging films for food.
Structure
Data?1547236077
Synonyms
ValueSource
1,2,3-Propanetricarboxylic acid, 2-acetoxy-, tributyl esterHMDB
2-Acetoxy-1,2, 3-propanetricarboxylic acid tributyl esterHMDB
2-Acetoxy-1,2,3-propanetricarboxylic acid tributyl esterHMDB
2-AcetyltributylcitrateHMDB
Acetyl butyl citrateHMDB
Acetyl tri-N-butyl citrateHMDB
Acetylcitric acid, tributyl esterHMDB
Acetyltributyl citrateHMDB
ATBCHMDB
blo-TrolHMDB
Citric acid, tributyl ester, acetateHMDB
Citric acid, tributyl ester, acetate (8ci)HMDB
Citroflex aHMDB
Citroflex a 4HMDB
EstaflexHMDB
FEMA 3080HMDB
O-Acetylcitric acid tributyl esterHMDB
Pfizer citroflex a-4HMDB
Tributyl 2-(acetyloxy)-1,2, 3-propanetricarboxylic acidHMDB
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylateHMDB
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylic acidHMDB
Tributyl 2-acetoxy-1,2, 3-propanetricarboxylateHMDB
Tributyl 2-acetoxy-1,2,3-propanetricarboxylateHMDB
Tributyl 2-acetoxypropane-1,2,3-tricarboxylateHMDB
Tributyl 2-acetylcitrateHMDB
Tributyl acetyl citrateHMDB
Tributyl acetylcitrateHMDB
Tributyl acetylicitrateHMDB
Tributyl citrate acetateHMDB
Tributyl O-acetylcitrateHMDB
Uniplex 84HMDB
Chemical FormulaC20H34O8
Average Molecular Weight402.4792
Monoisotopic Molecular Weight402.225368064
IUPAC Name1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate
Traditional Nameacetyl tributyl citrate
CAS Registry Number77-90-7
SMILES
CCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC
InChI Identifier
InChI=1S/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3
InChI KeyQZCLKYGREBVARF-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTricarboxylic acids and derivatives
Direct ParentTricarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
  • Fatty acid ester
  • Fatty acyl
  • Acetate salt
  • Carboxylic acid ester
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-80 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.005 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0071 g/LALOGPS
logP3.77ALOGPS
logP3.53ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)16.18ChemAxon
pKa (Strongest Basic)-6.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area105.2 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity100.7 m³·mol⁻¹ChemAxon
Polarizability44.21 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0ufr-2159500000-62a9419892ec76844eb8JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0ufr-2159500000-62a9419892ec76844eb8JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9077000000-72ca149c8efcad69872aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-4059500000-798fcf70aba58bb2783fJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9253000000-1deb6d64aac0b04dda2aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8092000000-063f4476a3f7507b2a1cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-4098400000-e399f7dc6162f68c3eb4JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0abj-6097000000-c629137094d887c98c29JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9141000000-412bf91a7d7802f7caa9JSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-0a73-6930000000-42094b4e6705404355d2JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular Locations
  • Membrane
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
FoodDB IDFDB012444
KNApSAcK IDNot Available
Chemspider ID6259
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAcetyl tributyl citrate
METLIN IDNot Available
PubChem Compound6505
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .