Record Information
Version1.0
Creation date2010-04-08 22:10:10 UTC
Update date2015-07-20 22:50:20 UTC
Primary IDFDB012444
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAcetyl tributyl citrate
DescriptionFlavouring ingredient. Plasticiser used in packaging films for food [DFC]
CAS Number77-90-7
Structure
Thumb
Synonyms
SynonymSource
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 esterbiospider
2-Acetyltributylcitratebiospider
Acetyl butyl citratebiospider
Acetyl tri-n-butyl citratebiospider
Acetyl tributyl citratedb_source
Acetylcitric acid, tributyl esterbiospider
Acetyltributyl citratebiospider
Acetyltributyl citric acidGenerator
ATBCdb_source
Blo-trolbiospider
Citric acid, tributyl ester, acetatebiospider
Citric acid, tributyl ester, acetate (8ci)HMDB
Citroflex abiospider
Citroflex A 4biospider
Estaflexbiospider
FEMA 3080db_source
o-Acetylcitric acid tributyl esterbiospider
Pfizer citroflex A-4biospider
Tributyl 2-(acetyloxy)-1,2, 3-propanetricarboxylic acidHMDB
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylatebiospider
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylic acidbiospider
Tributyl 2-acetoxy-1,2, 3-propanetricarboxylateHMDB
Tributyl 2-acetoxy-1,2,3-propanetricarboxylatebiospider
tributyl 2-acetoxypropane-1,2,3-tricarboxylatebiospider
Tributyl 2-acetylcitratebiospider
Tributyl acetyl citratebiospider
Tributyl acetylcitratebiospider
Tributyl acetylicitratebiospider
Tributyl citrate acetatebiospider
Tributyl o-acetylcitratebiospider
Uniplex 84biospider
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
Chemical FormulaC20H34O8
IUPAC name1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate
InChI IdentifierInChI=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 KeyInChIKey=QZCLKYGREBVARF-UHFFFAOYSA-N
Isomeric SMILESCCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC
Average Molecular Weight402
Monoisotopic Molecular Weight402
Classification
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 59.68%; H 8.51%; O 31.80%DFC
Melting Point-80 oC
Boiling PointBp1 165-170°DFC
Experimental Water Solubility0.005 mg/mLCHEMICALS INSPECTION AND TESTING INSTITU (1992)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0ufr-2159500000-62a9419892ec76844eb8View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9077000000-72ca149c8efcad69872aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-4059500000-798fcf70aba58bb2783fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9253000000-1deb6d64aac0b04dda2aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8092000000-063f4476a3f7507b2a1cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-4098400000-e399f7dc6162f68c3eb4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0abj-6097000000-c629137094d887c98c29View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9141000000-412bf91a7d7802f7caa9View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0a73-6930000000-42094b4e6705404355d2View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID6259
ChEMBL IDCHEMBL1904556
KEGG Compound IDNot Available
Pubchem Compound ID6505
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34159
CRC / DFC (Dictionary of Food Compounds) IDHJD14-D:HGY03-F
EAFUS ID3722
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1018731
SuperScent IDNot Available
Wikipedia IDAcetyl_tributyl_citrate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
very faint
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference