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)
Molecular Formula | C2HCl3O2 |
Molecular Weight | 163.387 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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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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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Fifty years of dysentery research at the Pécs University. | 2001 |
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Exogenous ochronosis. An update on clinical features, causative agents and treatment options. | 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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Site-specific mutations of FtsZ--effects on GTPase and in vitro assembly. | 2001 |
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Thyroxine signal transduction in liver cells involves phospholipase C and phospholipase D activation. Genomic independent action of thyroid hormone. | 2001 |
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The effects of alpha-lactabumin and whey protein concentrate on dry matter recovery, TCA soluble protein levels, and peptide distribution in the rat gastrointestinal tract. | 2001 Apr |
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Trimethylamine and total volatile basic nitrogen determination by flow injection/gas diffusion in Mediterranean hake (Merluccius merluccius). | 2001 Apr |
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Sample preparation for residue determination of gentamicin and neomycin by liquid chromatography. | 2001 Apr 20 |
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High-performance liquid chromatographic determination of cefepime in human plasma and in urine and dialysis fluid using a column-switching technique. | 2001 Apr 25 |
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[Endogenic intoxication markers: data from capillary electrophoresis of trichloroacetic acid supernatant]. | 2001 Aug |
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Photosonochemical degradation of trichloroacetic acid in aqueous solution. | 2001 Aug |
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Stability of a cisplatin-chondroitin sulfate A complex in plasma and kidney in terms of protein binding. | 2001 Aug |
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Assay of 2,3-dihydroxybenzoic acid and related compounds in plant materials by high-performance liquid chromatography. | 2001 Aug 24 |
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Factors involved in clearance of genital warts. | 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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Isolation of antidiabetic components from white-skinned sweet potato (Ipomoea batatas L.). | 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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Medium-depth chemical peels. | 2001 Jul |
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A simple HPLC method for the determination of the mycotoxins ochratoxin A and B in blood serum of swine. | 2001 Jul |
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Investigation of uptake, translocation and fate of trichloroacetic acid in Norway spruce (Picea abies/L./Karst.) using 14C-labelling. | 2001 Jul |
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Simplified analysis of contaminant rejection during ground- and surface water nanofiltration under the information collection rule. | 2001 Jul |
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Sensitive and simple determination of mannitol in human brain tissues by gas chromatography-mass spectrometry. | 2001 Jul 5 |
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Factors influencing attachment of thermophilic bacilli to stainless steel. | 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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Determination of 226Ra in biological samples by adsorption on specific adsorbers. | 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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Inositol phosphates from barley low-phytate grain mutants analysed by metal-dye detection HPLC and NMR. | 2001 Mar 1 |
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The treatment of eruptive syringomas in an African American patient with a combination of trichloroacetic acid and CO2 laser destruction. | 2001 May |
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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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Lamotrigine analysis in blood and brain by high-performance liquid chromatography. | 2001 May 5 |
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Outcome of 22 cases of perforated tympanic membrane caused by otomycosis. | 2001 Nov |
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Redundancy of mammalian proteasome beta subunit function during endoplasmic reticulum associated degradation. | 2001 Nov 6 |
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Aerobic dehalogenation potentials of four bacterial species isolated from soil and sewage sludge. | 2001 Oct |
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Atomic emission method for total boron in blood during neutron-capture therapy. | 2001 Oct |
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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 |
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The application of physiologically based pharmacokinetic modelling in the analysis of occupational exposure to perchloroethylene. | 2001 Oct 15 |
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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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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 |
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Spectra interference between diquat and paraquat by second derivative spectrophotometry. | 2001 Sep 15 |
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The immunosuppressive activity of chemically modified lipopolysaccharide of Shigella sonnei. | 2002 Jan 1 |
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).
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 16:01:34 UTC 2022
by
admin
on
Fri Dec 16 16:01:34 UTC 2022
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Record UNII |
5V2JDO056X
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Record Status |
Validated (UNII)
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Record Version |
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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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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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CHEMBL14053
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SUB15604MIG
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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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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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PARENT -> METABOLITE INACTIVE |
MAJOR
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ACTIVE MOIETY |