Showing Compound Acetyl tributyl citrate (FDB012444)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:10 UTC

Update date

2018-05-28 23:36:50 UTC

Primary ID

FDB012444

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Acetyl tributyl citrate

Description

Acetyl tributyl citrate 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 a very faint, sweet, and herbal tasting compound. Based on a literature review a significant number of articles have been published on Acetyl tributyl citrate.

CAS Number

77-90-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	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
Acetyl tri-n-butyl citrate	biospider
Acetyltributyl citric acid	Generator
Blo-trol	biospider
Citroflex A 4	biospider
o-Acetylcitric acid tributyl ester	biospider
Pfizer citroflex A-4	biospider
tributyl 2-acetoxypropane-1,2,3-tricarboxylate	biospider
Tributyl o-acetylcitrate	biospider

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	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C20H34O8

IUPAC name

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

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

Isomeric SMILES

CCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC

Average Molecular Weight

402.4792

Monoisotopic Molecular Weight

402.225368064

Classification

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

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

Ontology

Food

Synthetic:

Personal care product

Role

Biological role:

Nutrient

Industrial application:

Personal care products

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 59.68%; H 8.51%; O 31.80%	DFC
Melting Point	-80 oC
Boiling Point	Bp1 165-170°	DFC
Experimental Water Solubility	0.005 mg/mL	CHEMICALS INSPECTION AND TESTING INSTITU (1992)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a73-6930000000-42094b4e6705404355d2	2014-09-20	View Spectrum
GC-MS	Acetyl tributyl citrate, non-derivatized, GC-MS Spectrum	splash10-0ufr-2159500000-62a9419892ec76844eb8	Spectrum
GC-MS	Acetyl tributyl citrate, non-derivatized, GC-MS Spectrum	splash10-0ufr-2159500000-62a9419892ec76844eb8	Spectrum
Predicted GC-MS	Acetyl tributyl citrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-052f-9077000000-72ca149c8efcad69872a	Spectrum
Predicted GC-MS	Acetyl tributyl citrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-014i-9600000000-e0597296cb7bcbf9403d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-014i-9100000000-c6a22af88a26dfcaf7ec	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-004i-0900000000-de22d8d1dbd80d60b466	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-004i-3900000000-89659d8da8fccf416860	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0570-0900000000-7c9683615ce42b8ff890	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-05n0-0930000000-826c372828693a29286b	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0zfr-4059500000-798fcf70aba58bb2783f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9253000000-1deb6d64aac0b04dda2a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-8092000000-063f4476a3f7507b2a1c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-4098400000-e399f7dc6162f68c3eb4	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0abj-6097000000-c629137094d887c98c29	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9141000000-412bf91a7d7802f7caa9	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-3039700000-3d02bf6a4a294be40a59	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-2194100000-b84e7f2ac3226a0478f2	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9140000000-a7a0ec422b86b2f8ee17	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0028900000-a147d15fdb812b87b870	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-2094000000-3843554a80713327eb34	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9010000000-5035856fb0d638d6e62c	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

6259

ChEMBL ID

CHEMBL1904556

KEGG Compound ID

Not Available

Pubchem Compound ID

6505

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34159

CRC / DFC (Dictionary of Food Compounds) ID

HJD14-D:HGY03-F

EAFUS ID

3722

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1018731

SuperScent ID

Not Available

Wikipedia ID

Acetyl_tributyl_citrate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
very faint	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.