ContaminantDB: Acetyl tributyl citrate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (5)XML

Record Information

Version

1.0

Creation Date

2014-09-11 05:20:10 UTC

Update Date

2026-04-17 19:06:00 UTC

Accession Number

CHEM003827

Identification

Common Name

Acetyl tributyl citrate

Class

Small Molecule

Description

Acetyl 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

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acetyl tributyl citric acid	Generator
1,2,3-Propanetricarboxylic acid, 2-acetoxy-, tributyl ester	HMDB
2-Acetoxy-1,2, 3-propanetricarboxylic acid tributyl ester	HMDB
2-Acetoxy-1,2,3-propanetricarboxylic acid tributyl ester	HMDB
2-Acetyltributylcitrate	HMDB
Acetyl butyl citrate	HMDB
Acetyl tri-N-butyl citrate	HMDB
Acetylcitric acid, tributyl ester	HMDB
Acetyltributyl citrate	HMDB
ATBC	HMDB
blo-Trol	HMDB
Citric acid, tributyl ester, acetate	HMDB
Citric acid, tributyl ester, acetate (8ci)	HMDB
Citroflex a	HMDB
Citroflex a 4	HMDB
Estaflex	HMDB
FEMA 3080	HMDB
O-Acetylcitric acid tributyl ester	HMDB
Pfizer citroflex a-4	HMDB
Tributyl 2-(acetyloxy)-1,2, 3-propanetricarboxylic acid	HMDB
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylate	HMDB
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylic acid	HMDB
Tributyl 2-acetoxy-1,2, 3-propanetricarboxylate	HMDB
Tributyl 2-acetoxy-1,2,3-propanetricarboxylate	HMDB
Tributyl 2-acetoxypropane-1,2,3-tricarboxylate	HMDB
Tributyl 2-acetylcitrate	HMDB
Tributyl acetyl citrate	HMDB
Tributyl acetylcitrate	HMDB
Tributyl acetylicitrate	HMDB
Tributyl citrate acetate	HMDB
Tributyl O-acetylcitrate	HMDB
Uniplex 84	HMDB
1,2,3-Tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylic acid	Generator
Acetyltributylcitrate	MeSH
ATBC plasticizer	MeSH
Acetyl tributyl citrate	MeSH

Chemical Formula

C₂₀H₃₄O₈

Average Molecular Mass

402.479 g/mol

Monoisotopic Mass

402.225 g/mol

CAS Registry Number

77-90-7

IUPAC Name

1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate

Traditional Name

acetyl tributyl citrate

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 Key

QZCLKYGREBVARF-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic 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 Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Liquid

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	-80 °C
Boiling Point	Not Available
Solubility	0.005 mg/mL

Predicted Properties

Property	Value	Source
Water Solubility	0.0071 g/L	ALOGPS
logP	3.77	ALOGPS
logP	3.53	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	16.18	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	100.7 m³·mol⁻¹	ChemAxon
Polarizability	44.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0ufr-2159500000-62a9419892ec76844eb8	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0ufr-2159500000-62a9419892ec76844eb8	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9077000000-72ca149c8efcad69872a	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-014i-9600000000-e0597296cb7bcbf9403d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-014i-9100000000-c6a22af88a26dfcaf7ec	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-004i-0900000000-de22d8d1dbd80d60b466	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-004i-3900000000-89659d8da8fccf416860	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0570-0900000000-7c9683615ce42b8ff890	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-05n0-0930000000-826c372828693a29286b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0zfr-4059500000-798fcf70aba58bb2783f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9253000000-1deb6d64aac0b04dda2a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-8092000000-063f4476a3f7507b2a1c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-4098400000-e399f7dc6162f68c3eb4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0abj-6097000000-c629137094d887c98c29	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9141000000-412bf91a7d7802f7caa9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-3039700000-3d02bf6a4a294be40a59	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-2194100000-b84e7f2ac3226a0478f2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9140000000-a7a0ec422b86b2f8ee17	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0028900000-a147d15fdb812b87b870	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-2094000000-3843554a80713327eb34	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9010000000-5035856fb0d638d6e62c	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a73-6930000000-42094b4e6705404355d2	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0034159

FooDB ID

FDB012444

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Acetyl tributyl citrate

Chemspider ID

6259

ChEBI ID

Not Available

PubChem Compound ID

6505

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

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.

Acetyl tributyl citrate (CHEM003827)

Structure for CHEM003827: Acetyl tributyl citrate