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Record Information
Version1.0
Creation Date2014-09-11 05:20:10 UTC
Update Date2016-10-28 10:01:37 UTC
Accession NumberCHEM003827
Identification
Common NameAcetyl tributyl citrate
ClassSmall Molecule
DescriptionAcetyl tributyl citrate is a flavouring ingredient and plasticiser used in packaging films for food.
Contaminant Sources
  • Cosmetic Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Ether
  • Flavouring Agent
  • Food Additive
  • Food Toxin
  • Household Toxin
  • Metabolite
  • Organic Compound
  • Plasticizer
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
ValueSource
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
Chemical FormulaC20H34O8
Average Molecular Mass402.479 g/mol
Monoisotopic Mass402.225 g/mol
CAS Registry Number77-90-7
IUPAC Name1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate
Traditional Nameacetyl tributyl citrate
SMILESCCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC
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
Chemical Taxonomy
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
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point-80 °C
Boiling PointNot Available
Solubility0.005 mg/mL
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-052f-9077000000-72ca149c8efcad69872aView in MoNA
GC-MSGC-MS Spectrum - CI-Bsplash10-0ufr-2159500000-62a9419892ec76844eb8View in MoNA
GC-MSGC-MS Spectrum - CI-Bsplash10-0ufr-2159500000-62a9419892ec76844eb8View 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 Available
1D NMR13C NMR SpectrumNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0034159
FooDB IDFDB012444
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAcetyl tributyl citrate
Chemspider ID6259
ChEBI IDNot Available
PubChem Compound ID6505
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.