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Showing Compound Acetyl tributyl citrate (FDB012444)

Record Information
Version1.0
Creation date2010-04-08 22:10:10 UTC
Update date2018-05-28 23:36:50 UTC
Primary IDFDB012444
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAcetyl tributyl citrate
DescriptionAcetyl tributyl citrate, also known as citroflex a or tributyl 2-acetylcitrate, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Acetyl tributyl citrate is an extremely weak basic (essentially neutral) compound (based on its pKa). Acetyl tributyl citrate is a very faint, sweet, and herbal tasting compound. Acetyl tributyl citrate is a potentially toxic compound.
CAS Number77-90-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Acetyl tributyl citric acidGenerator
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
1,2,3-Tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylic acidGenerator
AcetyltributylcitrateMeSH
ATBC plasticizerMeSH
Acetyl tributyl citrateMeSH
Acetyl tri-n-butyl citratebiospider
Acetyltributyl citric acidGenerator
Citroflex A 4biospider
o-Acetylcitric acid tributyl esterbiospider
Pfizer citroflex A-4biospider
tributyl 2-acetoxypropane-1,2,3-tricarboxylatebiospider
Tributyl o-acetylcitratebiospider
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
Polarizability44.13 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 KeyQZCLKYGREBVARF-UHFFFAOYSA-N
Isomeric SMILESCCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC
Average Molecular Weight402.4792
Monoisotopic Molecular Weight402.225368064
Classification
Description Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTetracarboxylic acids and derivatives
Direct ParentTetracarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tetracarboxylic acid or derivatives
  • Fatty acid ester
  • Fatty acyl
  • Carboxylic acid ester
  • Organic oxygen compound
  • Organic oxide
  • 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:

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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a73-6930000000-42094b4e6705404355d2Spectrum
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-24fa3ff739ff064312abSpectrum
EI-MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-5b42adf83e422cffefb6Spectrum
GC-MSAcetyl tributyl citrate, non-derivatized, GC-MS Spectrumsplash10-0ufr-2159500000-62a9419892ec76844eb8Spectrum
GC-MSAcetyl tributyl citrate, non-derivatized, GC-MS Spectrumsplash10-0ufr-2159500000-62a9419892ec76844eb8Spectrum
Predicted GC-MSAcetyl tributyl citrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-052f-9077000000-72ca149c8efcad69872aSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-4059500000-798fcf70aba58bb2783fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9253000000-1deb6d64aac0b04dda2aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8092000000-063f4476a3f7507b2a1cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-4098400000-e399f7dc6162f68c3eb4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0abj-6097000000-c629137094d887c98c29Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9141000000-412bf91a7d7802f7caa9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0zfr-3039700000-3d02bf6a4a294be40a59Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-2194100000-b84e7f2ac3226a0478f2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9140000000-a7a0ec422b86b2f8ee17Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0028900000-a147d15fdb812b87b870Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-2094000000-3843554a80713327eb34Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9010000000-5035856fb0d638d6e62cSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
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
Food Biomarker OntologyNot Available
VMH 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