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
SMILES
OC(=O)C(Cl)(Cl)Cl
InChI
InChIKey=YNJBWRMUSHSURL-UHFFFAOYSA-N
InChI=1S/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7)
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.
Approval Year
PubMed
Title | Date | PubMed |
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trans-Activation of PPARalpha and PPARgamma by structurally diverse environmental chemicals. | 1999 Dec 1 |
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Effect of trichloroethylene and its metabolites, dichloroacetic acid and trichloroacetic acid, on the methylation and expression of c-Jun and c-Myc protooncogenes in mouse liver: prevention by methionine. | 2000 Apr |
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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 |
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Regulation by gonadal steroids of estrogen and progesterone receptors along the reproductive tract in female lambs. | 2001 |
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Deproteinization of serum: another best approach to eliminate all forms of bilirubin interference on serum creatinine by the kinetic Jaffe reaction. | 2001 |
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Simultaneous determination of flucytosine and fluorouracil in human plasma by high-performance liquid chromatography. | 2001 Apr |
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Haloacetates in fog and rain. | 2001 Apr 1 |
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Effects of the matrix and sample preparation on the determination of fluoroquinolone residues in animal tissues. | 2001 Apr 20 |
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Production of hyaluronan and chondroitin sulphate proteoglycans from human arterial smooth muscle--the effect of glucose, insulin, IGF-I or growth hormone. | 2001 Aug |
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Kinetics in the pre-steady state of the formation of cystines in ribonucleoside diphosphate reductase: evidence for an asymmetric complex. | 2001 Aug 14 |
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Factors involved in clearance of genital warts. | 2001 Dec |
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Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway. | 2001 Dec |
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A novel method to analyze betaine in chicken liver: effect of dietary betaine and choline supplementation on the hepatic betaine concentration in broiler chicks. | 2001 Feb |
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Purification and structure elucidation of the N-acetylbacillosamine-containing polysaccharide from Bacillus licheniformis ATCC 9945. | 2001 Feb |
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Two-iron rubredoxin of Pseudomonas oleovorans: production, stability and characterization of the individual iron-binding domains by optical, CD and NMR spectroscopies. | 2001 Feb 15 |
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Simple and rapid determination of nevirapine in human serum by reversed-phase high-performance liquid chromatography. | 2001 Feb 25 |
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Isolation of antidiabetic components from white-skinned sweet potato (Ipomoea batatas L.). | 2001 Jan |
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[Clinical aspects and therapy of anogenital warts and papillomavirus-associated lesions]. | 2001 Jan |
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Insulin receptor antibodies inhibit insulin uptake by the liver: in vivo 123I-insulin scintigraphic scanning and in vitro characterization in autoimmune hypoglycemia. | 2001 Jan |
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Quantitative and qualitative effects of chemical peeling on photo-aged skin: an experimental study. | 2001 Jan |
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The fate and persistence of trifluoroacetic and chloroacetic acids in pond waters. | 2001 Jan |
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Medium-depth chemical peels. | 2001 Jul |
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Dermal peels. | 2001 Jul |
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Possible explanation of the disparity between the in vitro and in vivo measurements of Rubisco activity: a study in loblolly pine grown in elevated pCO2. | 2001 Jul |
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Isolation and specific detection of two major schistosoma gut-associated circulating antigens. | 2001 Jun |
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Study on the cytochrome P-450- and glutathione-dependent biotransformation of trichloroethylene in humans. | 2001 Mar |
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Direct medical costs for surgical and medical treatment of condylomata acuminata. | 2001 Mar |
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Fast, simple and cost-effective determination of thiopental in human plasma by a new HPLC technique. | 2001 Mar |
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Urinary concentrations of trichloroacetic acid in Danish workers exposed to trichloroethylene, 1947-1985. | 2001 Mar |
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Mediated efflux of IgG molecules from brain to blood across the blood-brain barrier. | 2001 Mar 1 |
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Inositol phosphates from barley low-phytate grain mutants analysed by metal-dye detection HPLC and NMR. | 2001 Mar 1 |
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Leptin transport at the blood--cerebrospinal fluid barrier using the perfused sheep choroid plexus model. | 2001 Mar 23 |
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Differential effects of dihalogenated and trihalogenated acetates in the liver of B6C3F1 mice. | 2001 Mar-Apr |
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How Ala-->Gly mutations in different helices affect the stability of the apomyoglobin molten globule. | 2001 May 1 |
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Synthesis of a set of di- and tri-sulfated galabioses. | 2001 Oct 8 |
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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 |
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The immunosuppressive activity of chemically modified lipopolysaccharide of Shigella sonnei. | 2002 Jan 1 |
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Sources, pathways, and relative risks of contaminants in surface water and groundwater: a perspective prepared for the Walkerton inquiry. | 2002 Jan 11 |
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Study of competitive binding of enantiomers to protein by affinity capillary electrochromatography. | 2002 Jan 15 |
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Succinate dehydrogenase and fumarate reductase from Escherichia coli. | 2002 Jan 17 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23130283
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
Sources: http://www.ncbi.nlm.nih.gov/pubmed/23812791
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).
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Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
81002
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IARC | Trichloroacetic acid |
Code System | Code | Type | Description | ||
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100000077252
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10773
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M11062
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TCA
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5V2JDO056X
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D014238
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5V2JDO056X
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6421
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TRICHLOROACETIC ACID
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DTXSID1021378
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618564
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CHEMBL14053
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SUB15604MIG
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27455
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215204
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30956
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76-03-9
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DB11152
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3627
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Trichloroacetic Acid
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200-927-2
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1779
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ACTIVE MOIETY
PARENT (METABOLITE INACTIVE)
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)