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Details

Stereochemistry ACHIRAL
Molecular Formula C6H15NO3.C2H4O2S
Molecular Weight 241.305
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIOGLYCOLIC ACID TRIETHANOLAMINE

SMILES

OC(=O)CS.OCCN(CCO)CCO

InChI

InChIKey=ZSRUSYMBCCXANQ-UHFFFAOYSA-N
InChI=1S/C6H15NO3.C2H4O2S/c8-4-1-7(2-5-9)3-6-10;3-2(4)1-5/h8-10H,1-6H2;5H,1H2,(H,3,4)

HIDE SMILES / InChI

Molecular Formula C6H15NO3
Molecular Weight 149.1882
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C2H4O2S
Molecular Weight 92.117
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Thioglycolic acid (TGA, also known as MERCAPTOACETIC ACID) is widely used in the hairdressing industry, which mostly caters to women. TGA has been reported to impair several organs, especially reproductive ones such as testes and ovaries. Thioglycolates (the salt forms of TGA) was shown to penetrate the skin and distribute to the kidneys, lungs, small intestine, and spleen; excretion is primarily in the urine. In addition, thioglycolates can be skin irritants of an animal and can be sensitizers.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
A study of bacterial pathogens in acute pelvic inflammatory disease.
2001 Jun
Expression of proenkephalin (PENK) mRNA in inflammatory leukocytes during experimental peritonitis in Swiss mice.
2001 Nov-Dec
Continuous production of L-phenylalanine by Rhodotorula glutinis immobilized cells using a column reactor.
2002
Optimization of reaction conditions and stabilization of phenylalanine ammonia lyase-containing Rhodotorula glutinis cells during bioconversion of trans-cinnamic acid to L-phenylalanine.
2002
Probing substrate binding to metallo-beta-lactamase L1 from Stenotrophomonas maltophilia by using site-directed mutagenesis.
2002
Effect of morphine on thioglycollate-induced peritonitis in chickens.
2002 Apr
Responses of hepatic and celiac vagal afferents to intraportal mercaptoacetate in rats fed a high-fat or low-fat diet.
2002 Apr 16
[The probability of microbiological contamination during the collection and processing of umbilical cord blood].
2002 Aug
Contamination of single-use biopsy forceps: a prospective in vitro analysis.
2002 Aug
Validation of a spectrophotometric method for the determination of iron (III) impurities in dosage forms.
2002 Aug 1
Necrotic enteritis: effect of barley, wheat and corn diets on proliferation of Clostridium perfringens type A.
2002 Dec
Comparison of different methods for lignin determination as a basis for calibration of near-infrared reflectance spectroscopy and implications of lignoproteins.
2002 Dec
Morphine-induced enhancement in the granulocyte response to thioglycollate administration in the rat.
2002 Dec
Molecular cloning of a laccase isozyme gene from Pleurotus sajor-caju and expression in the heterologous Pichia pastoris host.
2002 Dec
Protective actions of rat gastric epithelial E-cadherin expression against epithelial barrier dysfunctions induced by chemical hypoxia-reoxygenation in vitro.
2002 Dec
Continuous in vitro culture of the carpet shell clam Tapes decussatus protozoan parasite Perkinsus atlanticus.
2002 Dec 10
Blockade of fatty acid oxidation mimics phase II-phase III transition in a fasting bird, the king penguin.
2002 Jul
Metabolism of caffeic acid by isolated rat hepatocytes and subcellular fractions.
2002 Jul 21
IL-4 dependent alternatively-activated macrophages have a distinctive in vivo gene expression phenotype.
2002 Jul 4
[Synthesis of new N3S pseudo-peptide complexes and biodistribution in mice].
2002 Jun
A new synthesis of oxadiazole, thiazolidinone, N-phthalimidoamino carbonyl and arylidene derivatives with potential antimicrobial activity.
2002 Jun
Design and in vitro evaluation of a novel bioadhesive vaginal drug delivery system for clotrimazole.
2002 Jun 17
Thioglycollate peritonitis in mice lacking C5, 5-lipoxygenase, or p47(phox): complement, leukotrienes, and reactive oxidants in acute inflammation.
2002 Mar
Medial versus lateral parabrachial nucleus lesions in the rat: effects on mercaptoacetate-induced feeding and conditioned taste aversion.
2002 May
Effect of (-)-epigallocatechin-3-gallate on respiratory burst of rat macrophages.
2002 May
Modulation of rat macrophage function by the Mangifera indica L. extracts Vimang and mangiferin.
2002 May
Influence of abiotic factors on the bacteriocinogenic activity of Actinobacillus actinomycetemcomitans.
2002 May
The effect of reducing agents on the recovery of injured Bifidobacterium cells.
2002 May
Synthesis of newer thiadiazolyl and thiazolidinonyl quinazolin-4 3H-ones as potential anticonvulsant agents.
2002 Nov
In vivo regulation of plasminogen function by plasma carboxypeptidase B.
2002 Nov
Effects of 2-mercaptoacetate on ingestive behavior in 18- and 21-day-old rats.
2002 Nov 15
Methylglyoxal synthetase, enol-pyruvaldehyde, glutathione and the glyoxalase system.
2002 Nov 6
Evaluation of the 3D BacT/ALERT automated culture system for the detection of microbial contamination of platelet concentrates.
2002 Oct
Reduction of octacyanomolybdate(V) by thioglycolic acid in aqueous media.
2002 Oct 21
Design and synthesis of tricyclic compounds with enone functionalities in rings A and C: a novel class of highly active inhibitors of nitric oxide production in mouse macrophages.
2002 Oct 24
Optimizing sporulation of Clostridium perfringens.
2002 Sep
Mercaptoacetate decreases latency to initiate independent ingestion, but not suckling, in preweanling rats.
2002 Sep
Macrophages as effector cells in interleukin 12-induced T cell-dependent tumor rejection.
2002 Sep 1
Chemistry of the strong electrophilic metal fragment [(99)Tc(N)(PXP)](2+) (PXP = diphosphine ligand). A novel tool for the selective labeling of small molecules.
2002 Sep 25
Comparative study between culture media employed in sterility test.
2002 Sep-Oct
Development of an in vitro clonal culture and characterization of the rRNA gene cluster of Perkinsus atlanticus, a protistan parasite of the clam Tapes decussatus.
2002 Sep-Oct
Thiazolidinedione inhibition of peritoneal inflammation.
2003
Efficacy of transport media use versus direct inoculation of blood agar plates in the microbiologic evaluation of experimental Streptococcus pneumoniae keratitis.
2003 Apr
Altered feeding responses in mice with targeted disruption of the dopamine-3 receptor gene.
2003 Feb
Cytotoxicity in glioma cells due to interleukin-12 and interleukin-18-stimulated macrophages mediated by interferon-gamma-regulated nitric oxide.
2003 Feb
Hybridization biosensor using di(2,2'-bipyridine)osmium (III) as electrochemical indicator for detection of polymerase chain reaction product of hepatitis B virus DNA.
2003 Feb 15
Bothrops lanceolatus (Fer de lance) venom stimulates leukocyte migration into the peritoneal cavity of mice.
2003 Jan
Rapid recruitment of inflammatory monocytes is independent of neutrophil migration.
2003 Jul 1
Determination of kanamycin by electrophoretically mediated microanalysis with in-capillary derivatization and UV detection.
2003 Mar
In vitro evaluation of the viscoelastic properties of chitosan-thioglycolic acid conjugates.
2003 Mar
Patents

Sample Use Guides

in mice: superovulated female mice were percutaneously treated with different doses of thioglycolic acid (TGA) (37.81, 75.62, and 151.25 mg/kg)
Route of Administration: Other
Thioglycolic acid (TGA) inhibited xenopus oocytes parthenogenetic activation stimulated by calcium ionophore A23187. It was revealed, that TGA had the reproductive toxicity. Mature oocytes were picked out and treated with different does of TGA (0, 5, 25, 125 µg/ml) for 2 h. After rinsing off the TGA with MMR, the oocytes were subsequently activated by adding calcium ionophore A23187.
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:28:22 GMT 2023
Edited
by admin
on Sat Dec 16 11:28:22 GMT 2023
Record UNII
JPH0S6Q77R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THIOGLYCOLIC ACID TRIETHANOLAMINE
Common Name English
ACETIC ACID, 2-MERCAPTO-, COMPD. WITH 2,2',2''-NITRILOTRIS(ETHANOL) (1:1)
Systematic Name English
THIOGLYCOLIC ACID TRIETHANOLAMINE SALT
Common Name English
Code System Code Type Description
PUBCHEM
3014722
Created by admin on Sat Dec 16 11:28:22 GMT 2023 , Edited by admin on Sat Dec 16 11:28:22 GMT 2023
PRIMARY
ECHA (EC/EINECS)
236-190-9
Created by admin on Sat Dec 16 11:28:22 GMT 2023 , Edited by admin on Sat Dec 16 11:28:22 GMT 2023
PRIMARY
EPA CompTox
DTXSID80927584
Created by admin on Sat Dec 16 11:28:22 GMT 2023 , Edited by admin on Sat Dec 16 11:28:22 GMT 2023
PRIMARY
FDA UNII
JPH0S6Q77R
Created by admin on Sat Dec 16 11:28:22 GMT 2023 , Edited by admin on Sat Dec 16 11:28:22 GMT 2023
PRIMARY
RXCUI
2360233
Created by admin on Sat Dec 16 11:28:22 GMT 2023 , Edited by admin on Sat Dec 16 11:28:22 GMT 2023
PRIMARY
DAILYMED
JPH0S6Q77R
Created by admin on Sat Dec 16 11:28:22 GMT 2023 , Edited by admin on Sat Dec 16 11:28:22 GMT 2023
PRIMARY
CAS
13220-80-9
Created by admin on Sat Dec 16 11:28:22 GMT 2023 , Edited by admin on Sat Dec 16 11:28:22 GMT 2023
PRIMARY