IODOACETIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H3IO2
Molecular Weight	185.9485
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CI

InChI

InChIKey=JDNTWHVOXJZDSN-UHFFFAOYSA-N

InChI=1S/C2H3IO2/c3-1-2(4)5/h1H2,(H,4,5)

HIDE SMILES / InChI

Molecular Formula	C2H3IO2
Molecular Weight	185.9485
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Glycolytic buffering affects cardiac bioenergetic signaling and contractile reserve similar to creatine kinase.	2003-08	12714331
Characterization of cytotoxic and genotoxic effects of different compounds in CHO K5 cells with the comet assay (single-cell gel electrophoresis assay).	2003-06-06	12787820
Modulation of the Pasteur effect in retinal cells: implications for understanding compensatory metabolic mechanisms.	2003-06	12742354
Chemical modifications of alpha1,6-fucosyltransferase define amino acid residues of catalytic importance.	2003-05-29	12770769
Maternal diabetes in vivo and high glucose in vitro diminish GAPDH activity in rat embryos.	2003-05	12716756
Purification and some properties of cathepsin H from rabbit skeletal muscle.	2003-04	12565709
Glycolysis and glutamate accumulation into synaptic vesicles. Role of glyceraldehyde phosphate dehydrogenase and 3-phosphoglycerate kinase.	2003-02-21	12488440
Hieronymain I, a new cysteine peptidase isolated from unripe fruits of Bromelia hieronymi Mez (Bromeliaceae).	2003-02	12760417
Monocarboxylates and glucose utilization as energy substrates in rat brain slices under selective glial poisoning--a 31P NMR study.	2003-02	12701813
Glucose regulation of Saccharomyces cerevisiae cell cycle genes.	2003-02	12582131
The carnosine C-2 proton's chemical shift reports intracellular pH in oxidative and glycolytic muscle fibers.	2003-02	12541242
Volumetric and ionic responses of goldfish hepatocytes to anisotonic exposure and energetic limitation.	2003-02	12502772
Pacemaker frequency is increased by sodium nitroprusside in the guinea pig gastric antrum.	2003-01-01	12509488
Novel aminopeptidase specific for glycine from Actinomucor elegans.	2003-01	12619677
Protein kinase C-epsilon is involved in the adenosine-activated signal transduction pathway conferring protection against ischemia-reperfusion injury in primary rat neuronal cultures.	2003-01	12559003
Dynamic recording of cell death in the in vitro dorsal vagal nucleus of rats in response to metabolic arrest.	2003-01	12522201
Effects of fructose-1,6-bisphosphate on morphological and functional neuronal integrity in rat hippocampal slices during energy deprivation.	2003	12559101
Interaction of cofilin with triose-phosphate isomerase contributes glycolytic fuel for Na,K-ATPase via Rho-mediated signaling pathway.	2002-12-13	12359716
Human, rat and chicken small intestinal Na+ - Cl- -creatine transporter: functional, molecular characterization and localization.	2002-11-15	12433955
Preparation and characterization of bovine albumin isoforms.	2002-10-01	12297233
[Phenomenon of pseudomutagenesis: experiments with modifiers of cell metabolism in human lymphocytes].	2002-10	12449644
Expression of cysteine proteinase of Clonorchis sinensis and its use in serodiagnosis of clonorchiasis.	2002-10	12435144
Differences between rat primary cortical neurons and astrocytes in purine release evoked by ischemic conditions.	2002-10	12384169
Nucleic acid related compounds. 116. Nonaqueous diazotization of aminopurine nucleosides. Mechanistic considerations and efficient procedures with tert-butyl nitrite or sodium nitrite.	2002-09-20	12227811
Anandamide uptake by synaptosomes from human, mouse and rat brain: inhibition by glutamine and glutamate.	2002-09-03	12617751
Mechanical performance and glycolytic requirement in trout ventricular muscle.	2002-09-01	12210119
Glyceraldehyde metabolism in human erythrocytes in comparison with that of glucose and dihydroxyacetone.	2002-09	12125098
Identification of prolylcarboxypeptidase as the cell matrix-associated prekallikrein activator.	2002-07-17	12123826
Inhibition of plasmodium falciparum triose-phosphate isomerase by chemical modification of an interface cysteine. Electrospray ionization mass spectrometric analysis of differential cysteine reactivities.	2002-07-12	12006590
Morphological analysis of iodoacetic acid-induced cataract in the rat.	2002-07-05	12097793
Isolation of the patC gene encoding the cystathionine beta-lyase of Lactobacillus delbrueckii subsp. bulgaricus and molecular analysis of inter-strain variability in enzyme biosynthesis.	2002-07	12101291
beta-Amyloid neurotoxicity is exacerbated during glycolysis inhibition and mitochondrial impairment in the rat hippocampus in vivo and in isolated nerve terminals: implications for Alzheimer's disease.	2002-07	12093093
Effect of metabolic inhibition on glimepiride block of native and cloned cardiac sarcolemmal K(ATP) channels.	2002-07	12086984
Antibody to Cryptococcus neoformans capsular glucuronoxylomannan promotes expression of interleukin-12Rbeta2 subunit on human T cells in vitro through effects mediated by antigen-presenting cells.	2002-06	12047756
Dinitrophenol pretreatment of rat ventricular myocytes protects against damage by metabolic inhibition and reperfusion.	2002-05	12056859
Glutathione peroxidase from the liver of Japanese sea bass Lateolabrax japonicus.	2002-04-03	11926531
A novel N(alpha)-acetyl alanine aminopeptidase from Allomyces arbuscula.	2002-04	12106909
Catabolism of cytoplasmic and intramitochondrial adenine nucleotides in C2C12 skeletal myotube under chemical hypoxia.	2002-04	12014580
Substrate-dependence of reduction of MTT: a tetrazolium dye differs in cultured astroglia and neurons.	2002-04	11821152
ATP depletion is an important factor in DHEA-induced growth inhibition and apoptosis in BV-2 cells.	2002-03-15	12148690
Cysteine synthase of an extremely thermophilic bacterium, Thermus thermophilus HB8.	2002-03	12005048
Intracellular ATP measured with luciferin/luciferase in isolated single mouse skeletal muscle fibres.	2002-03	11889583
Recombinant lysine:N(6)-hydroxylase: effect of cysteine-->alanine replacements on structural integrity and catalytic competence.	2002-02-11	11904218
Mechanisms of glutamate release in the rat spinal cord slices during metabolic inhibition.	2002-02	11893026
Purification and properties of membrane-bound D-sorbitol dehydrogenase from Gluconobacter suboxydans IFO 3255.	2002-01	11866120
Moderation of iodoacetate-induced experimental osteoarthritis in rats by matrix metalloproteinase inhibitors.	2001-11	11795995
Platelet-derived growth factor-BB: a survival factor for the retinal microvasculature during periods of metabolic compromise.	2001-08	11840346
Effects of inhibitors on chicken polymorphonuclear leukocyte oxygenation activity measured by use of selective chemiluminigenic substrates.	2001-02	11926296
Inhibitors of caspase homologues suppress an apoptotic phenotype in cultured rabbit corpora lutea.	2001	11833936
Purification and characterization of alpha-amylases from the intestine and muscle of ascaris suum (Nematoda).	2001	11833785

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:46:32 GMT 2025` Edited by `admin` on `Mon Mar 31 17:46:32 GMT 2025`
Record UNII	WF5188V710
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-2125

Preferred Name

English

IODOACETIC ACID

Systematic Name

English

IODOACETIC ACID [MI]

Common Name

English

IODOACETIC ACID [HSDB]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID5025445