U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2HCl3O2
Molecular Weight 163.387
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRICHLOROACETIC ACID

SMILES

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

InChI

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

HIDE SMILES / InChI
Trichloroacetic acid (TCA; TCAA) is a chemical used in skin peel formulations. It is more frequently used for lighter skin and is less used on darker skin because of the higher risks of scarring, as well as post-peel dyschromias. Low concentrations, 10-35% is preferred for skin peel formulations so that it only reaches the upper papillary dermis. Topical TCA is an efficacious treatment of internal anal high-grade squamous intraepithelial lesions (HSIL). Advantages of TCA for this recurrent disease process include low cost, no requirement for special equipment beyond that for high-resolution anoscopy, and painless application procedure.

Originator

Curator's Comment:: in 1839 by Jean-Baptiste Dumas

Approval Year

Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Phenotypic silencing of cytoplasmic genes using sequence-specific double-stranded short interfering RNA and its application in the reverse genetics of wild type negative-strand RNA viruses.
2001
Fifty years of dysentery research at the Pécs University.
2001
The [15N]methacetin liver function test characterizes multicomponent exposure of children in industrially polluted regions.
2001
Exogenous ochronosis. An update on clinical features, causative agents and treatment options.
2001
Small-scale analysis of exopolysaccharides from Streptococcus thermophilus grown in a semi-defined medium.
2001
Synthesis of disaccharides related to the mycobacterial arabinogalactan.
2001
A multi media load model for the Baltic Sea.
2001
Molluscum contagiosum in herpes zoster scars.
2001 Aug
[Endogenic intoxication markers: data from capillary electrophoresis of trichloroacetic acid supernatant].
2001 Aug
New formulation of chemical peeling agent: histological evaluation in sun-damaged skin model in hairless mice.
2001 Aug
Photosonochemical degradation of trichloroacetic acid in aqueous solution.
2001 Aug
Stability of a cisplatin-chondroitin sulfate A complex in plasma and kidney in terms of protein binding.
2001 Aug
Kinetics in the pre-steady state of the formation of cystines in ribonucleoside diphosphate reductase: evidence for an asymmetric complex.
2001 Aug 14
Assay of 2,3-dihydroxybenzoic acid and related compounds in plant materials by high-performance liquid chromatography.
2001 Aug 24
Factors involved in clearance of genital warts.
2001 Dec
Diagnosis and management of cervical intraepithelial neoplasia.
2001 Dec
Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway.
2001 Dec
Application of quantitative ethanol detector (QED) test kit to measure ethanol concentration in blood samples.
2001 Dec 27
Feasibility of iodine-125 labeled anti-human hemoglobin antibody in the detection of bleeding sites from the large bowel-A preliminary study.
2001 Jul
Medium-depth chemical peels.
2001 Jul
Dermal peels.
2001 Jul
A simple HPLC method for the determination of the mycotoxins ochratoxin A and B in blood serum of swine.
2001 Jul
A new glycogen synthase activity ratio in skeletal muscle: effects of exercise and insulin.
2001 Jul 13
Sensitive and simple determination of mannitol in human brain tissues by gas chromatography-mass spectrometry.
2001 Jul 5
Isolation and specific detection of two major schistosoma gut-associated circulating antigens.
2001 Jun
Outcome of 22 cases of perforated tympanic membrane caused by otomycosis.
2001 Nov
Differences in yields of microbial crude protein from in vitro fermentation of carbohydrates.
2001 Nov
Improved radioiodination of biomolecules using exhaustive Chloramine-T oxidation.
2001 Nov
Antibodies against Streptococcus agalactiae proteins c(alpha) and R4 in sera from pregnant women from Norway and Zimbabwe.
2001 Nov
Antiparallel pleated beta-sheets observed in crystal structures of N,N-bis(trichloroacetyl) and N,N-bis(m-bromobenzoyl) gramicidin S.
2001 Nov 1
Redundancy of mammalian proteasome beta subunit function during endoplasmic reticulum associated degradation.
2001 Nov 6
An immunohistological study of the localization characteristics of thymus and activation-regulated chemokine in the allergic inferior turbinate mucosa with reference to the effectiveness of trichloroacetic acid treatment.
2001 Nov-Dec
New method for exopolysaccharide determination in culture broth using stirred ultrafiltration cells.
2001 Oct
Glutathione stability in whole blood: effects of various deproteinizing acids.
2001 Oct
Aerobic dehalogenation potentials of four bacterial species isolated from soil and sewage sludge.
2001 Oct
Atomic emission method for total boron in blood during neutron-capture therapy.
2001 Oct
Determining optimal surface roughness of TiO(2) blasted titanium implant material for attachment, proliferation and differentiation of cells derived from human mandibular alveolar bone.
2001 Oct
The application of physiologically based pharmacokinetic modelling in the analysis of occupational exposure to perchloroethylene.
2001 Oct 15
Estimating internal phosphorus pools in macroalgae using radioactive phosphorus and trichloroacetic acid extracts.
2001 Oct 15
Trace determination of 1-octacosanol in rat plasma by solid-phase extraction with Tenax GC and capillary gas chromatography.
2001 Oct 5
Synthesis of a set of di- and tri-sulfated galabioses.
2001 Oct 8
Effect of chloroform on dichloroacetic acid and trichloroacetic acid-induced hypomethylation and expression of the c-myc gene and on their promotion of liver and kidney tumors in mice.
2001 Sep
Determination of D- and L-aspartate in cell culturing medium, within cells of MPT1 cell line and in rat blood by a column-switching high-performance liquid chromatogrpahic method.
2001 Sep 15
Spectra interference between diquat and paraquat by second derivative spectrophotometry.
2001 Sep 15
Synthesis of a divalent glycoside of an alpha-galactosyl disaccharide epitope involved in the hyperacute rejection of xenotransplantation.
2001 Sep 7
Trichloroethylene, trichloroacetic acid, and dichloroacetic acid: do they affect fetal rat heart development?
2001 Sep-Oct
The immunosuppressive activity of chemically modified lipopolysaccharide of Shigella sonnei.
2002 Jan 1
Sources, pathways, and relative risks of contaminants in surface water and groundwater: a perspective prepared for the Walkerton inquiry.
2002 Jan 11
Study of competitive binding of enantiomers to protein by affinity capillary electrochromatography.
2002 Jan 15
Succinate dehydrogenase and fumarate reductase from Escherichia coli.
2002 Jan 17
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment:: http://www.ncbi.nlm.nih.gov/pubmed/24922100
for melasma: 15% TCA peel for anal high-grade squamous intraepithelial lesions: 80% TCA
Route of Administration: Topical
In Vitro Use Guide
Lymphocytes obtained from three healthy donors were exposed to 25, 50, and 100 μg/ml concentration of TCA separately. TCA exposure resulted in chromosomal anomalies and the formation of micronuclei in lymphocytes. Chromosome analysis revealed the dose-dependent and significant induction of Chromosomal aberration (CA).
Name Type Language
TRICHLOROACETIC ACID
EP   HSDB   MART.   MI   VANDF   WHO-DD  
Systematic Name English
NSC-215204
Code English
TRICHLOROACETIC ACID [EP]
Common Name English
TRICHLOROACETIC ACID [WHO-DD]
Common Name English
ACETIC ACID, TRICHLORO-
Common Name English
TCA
ISO  
Common Name English
TRICHLOROACETATE
Systematic Name English
TRICHLOROACETIC ACID [MART.]
Common Name English
TRICHLOROACETIC ACID [VANDF]
Common Name English
TRICHLOROACETIC ACID [HSDB]
Common Name English
TRICHLOROACETIC ACID [EP MONOGRAPH]
Common Name English
TRICHLOROACETIC ACID [MI]
Common Name English
TCA [ISO]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 81002
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
IARC Trichloroacetic acid
Code System Code Type Description
RXCUI
10773
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
MERCK INDEX
M11062
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY Merck Index
FDA UNII
5V2JDO056X
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
MESH
D014238
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
PUBCHEM
6421
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
WIKIPEDIA
TRICHLOROACETIC ACID
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
EPA CompTox
76-03-9
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
RXCUI
618564
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
ALTERNATIVE
ChEMBL
CHEMBL14053
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
EVMPD
SUB15604MIG
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
CAS
76-03-9
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
DRUG BANK
DB11152
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
DRUG CENTRAL
3627
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
LACTMED
Trichloroacetic Acid
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-927-2
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY
HSDB
1779
Created by admin on Fri Jun 25 21:19:56 UTC 2021 , Edited by admin on Fri Jun 25 21:19:56 UTC 2021
PRIMARY