Bovine Metabolome Database: Showing metabocard for Trichloroacetic acid (BMDB0096159)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2020-03-10 17:02:10 UTC

Update Date

2020-04-22 18:56:25 UTC

BMDB ID

BMDB0096159

Secondary Accession Numbers

BMDB96159

Metabolite Identification

Common Name

Trichloroacetic acid

Description

Trichloroacetic acid, also known as trichloroacetate or TCA, belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom. Trichloroacetic acid is a drug. Trichloroacetic acid is a moderately acidic compound (based on its pKa). Trichloroacetic acid exists in all living organisms, ranging from bacteria to humans. A monocarboxylic acid that is acetic acid in which all three methyl hydrogens are substituted by chlorine. Trichloroacetic acid is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
TCA	ChEBI
Trichloracetic acid	ChEBI
Trichloressigsaeure	ChEBI
Trichloroethanoic acid	ChEBI
Trichloroacetate	Kegg
Acido tricloroacetico	Kegg
Trichloracetate	Generator
Trichloroethanoate	Generator
2,2,2-Trichloro-acetic acid	HMDB
Acetic acid, trichloro- (solid)	HMDB
Aceto-caustin	HMDB
Acide trichloracetique	HMDB
Amchem grass killer	HMDB
CCL3cooh	HMDB
Konesta	HMDB
Kyselina trichloroctova	HMDB
TKhU	HMDB
TKhUK	HMDB
Trichloorazijnzuur	HMDB
Trichloressigsaure	HMDB
Trichloro-acetic acid	HMDB
Trichloroacetic acid (acd/name 4.0)	HMDB
Trichloroacetic acid solid (dot)	HMDB
Trichloroacetic acid solution (dot)	HMDB
Trichloroacetate, rubidium	HMDB
Sodium trichloroacetate	HMDB
Trichloracetique, acide	HMDB
Rubidium trichloroacetate	HMDB
Acid, trichloroacetic	HMDB
Sanofi brand OF trichloroacetic acid	HMDB
Trichloroacetate, sodium	HMDB

Chemical Formula

C₂HCl₃O₂

Average Molecular Weight

163.387

Monoisotopic Molecular Weight

161.904212397

IUPAC Name

trichloroacetic acid

Traditional Name

trichloroacetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(Cl)(Cl)Cl

InChI Identifier

InChI=1S/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7)

InChI Key

YNJBWRMUSHSURL-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Alpha-halocarboxylic acids and derivatives

Direct Parent

Alpha-halocarboxylic acids

Alternative Parents

Substituents

Alpha-halocarboxylic acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:30956 )
organochlorine compound (CHEBI:30956 )
Pesticides (C11150 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.17	ALOGPS
logP	1.53	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.72	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	28.16 m³·mol⁻¹	ChemAxon
Polarizability	11.32 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0296-4900000000-7ca41d8f0edd786c2b1c	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-9620000000-7ddd39e1ab7e71700aab	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-2a1f08f2f9f0958b82bc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-63726390145b4934cc07	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0296-5900000000-c47c1239bda29fa232bb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-3b15586f346ff06bc481	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-1fc541b5cac29990c848	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-0900000000-4cf63adcb5470ed26fdd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0900000000-37c55a7d3f64d0228a3e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0900000000-37c55a7d3f64d0228a3e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-2900000000-7849c6c36f8a17868f0f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-4aa5094ff4be0f74cd97	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0900000000-4aa5094ff4be0f74cd97	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-0900000000-4aa5094ff4be0f74cd97	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-001j-9000000000-b5749368152821947a2b	View in MoNA