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
Investigation of sulfhydryl groups in cabbage phospholipase D by combination of derivatization methods and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.	2001	11180538
Stored cysteine proteinases start globulin mobilization in protein bodies of embryonic axes and cotyledons during vetch (Vicia sativa L.) seed germination.	2001 Apr	11346945
Properties of myofibril-bound calpain activity in longissimus muscle of callipyge and normal sheep.	2001 Aug	11518218
Grass group I pollen allergens (beta-expansins) lack proteinase activity and do not cause wall loosening via proteolysis.	2001 Aug	11488915
An ion exchange liquid chromatography/mass spectrometry method for the determination of reduced and oxidized glutathione and glutathione conjugates in hepatocytes.	2001 Aug	11451650
An ATP-sensitive K(+) conductance in dissociated neurones from adult rat intracardiac ganglia.	2001 Aug 1	11483702
Asymmetric synthesis of chiral organofluorine compounds: use of nonracemic fluoroiodoacetic acid as a practical electrophile and its application to the synthesis of monofluoro hydroxyethylene dipeptide isosteres within a novel series of HIV protease inhibitors.	2001 Aug 1	11472148
Cys359 of GrdD is the active-site thiol that catalyses the final step of acetyl phosphate formation by glycine reductase from Eubacterium acidaminophilum.	2001 Dec	11737196
Detection of two distinct transporter systems for 2-deoxyglucose uptake by the opportunistic pathogen Pneumocystis carinii.	2001 Dec 1	11718673
Oxidative stress induces impairment of human erythrocyte energy metabolism through the oxygen radical-mediated direct activation of AMP-deaminase.	2001 Dec 21	11675377
Properties of bound inorganic phosphate on bovine mitochondrial F1F0-ATP synthase.	2001 Feb	11460924
Fiber type and metabolic dependence of T2 increases in stimulated rat muscles.	2001 Feb	11160061
Partially carboxymethylated feather keratins. 2. Thermal and mechanical properties of films.	2001 Jan	11170581
Uptake of the neutral amino acids glutamine, leucine, and serine by Pneumocystis carinii.	2001 Jul 1	11414689
Flexible loop of beta 2-glycoprotein I domain V specifically interacts with hydrophobic ligands.	2001 Jul 10	11434778
The effect of modifications of the charged residues in the transmembrane helices on the transport activity of the melibiose carrier of Escherichia coli.	2001 Jul 13	11444849
Lactate dehydrogenase release is facilitated by brief sonication of rat hippocampal slices and isolated retinas following acute neuronal damage.	2001 Jul 15	11459617
Proteomics based on selecting and quantifying cysteine containing peptides by covalent chromatography.	2001 Jul 27	11521884
Purification and characterization of two extracellular alkaline proteases from a newly isolated obligate alkalophilic Bacillus sphaericus.	2001 Jun	11571623
Effects of some nonsteroidal anti-inflammatory drugs on articular cartilage of rats in an experimental model of osteoarthritis.	2001 Mar	11426673
Glucose loading during primary culture has opposite effects on the viability of hepatocytes exposed to potassium cyanide and to iodoacetic acid.	2001 Mar	11230789
Two new cysteine endopeptidases obtained from the latex of Araujia hortorum fruits.	2001 May	11594466
Glycolysis protects sarcolemmal membrane integrity during total ischemia in the rat heart.	2001 Nov	11770080
Chemical modification of transducin with iodoacetic acid: transducin-alpha carboxymethylated at Cys(347) allows transducin binding to Light-activated rhodopsin but prevents its release in the presence of GTP.	2001 Nov 15	11697851
Neuroprotection and intracellular Ca2+ modulation with fructose-1,6-bisphosphate during in vitro hypoxia-ischemia involves phospholipase C-dependent signaling.	2001 Nov 2	11640901
In vitro excystation of Paragonimus heterotremus metacercariae.	2001 Oct	11695393
Difference in susceptibility of tyrosine residue to oxidative lodination between a thioredoxin box region and a hormonogenic region.	2001 Oct	11693549
Iodoacetate protects hippocampal neurons against excitotoxic and oxidative injury: involvement of heat-shock proteins and Bcl-2.	2001 Oct	11677264
The KATP channel opener diazoxide protects cardiac myocytes during metabolic inhibition without causing mitochondrial depolarization or flavoprotein oxidation.	2001 Oct	11588107
Divergent roles of glycolysis and the mitochondrial electron transport chain in hypoxic pulmonary vasoconstriction of the rat: identity of the hypoxic sensor.	2001 Oct 1	11579170
Catabolism of cytoplasmic and intramitochondrial adenine nucleotides in C2C12 skeletal myotube under chemical hypoxia.	2002 Apr	12014580
Substrate-dependence of reduction of MTT: a tetrazolium dye differs in cultured astroglia and neurons.	2002 Apr	11821152
Purification and properties of membrane-bound D-sorbitol dehydrogenase from Gluconobacter suboxydans IFO 3255.	2002 Jan	11866120
Intracellular redox status affects transplasma membrane electron transport in pulmonary arterial endothelial cells.	2002 Jan	11741813
Identification of prolylcarboxypeptidase as the cell matrix-associated prekallikrein activator.	2002 Jul 17	12123826
ATP depletion is an important factor in DHEA-induced growth inhibition and apoptosis in BV-2 cells.	2002 Mar 15	12148690
Dinitrophenol pretreatment of rat ventricular myocytes protects against damage by metabolic inhibition and reperfusion.	2002 May	12056859
[Phenomenon of pseudomutagenesis: experiments with modifiers of cell metabolism in human lymphocytes].	2002 Oct	12449644
Preparation and characterization of bovine albumin isoforms.	2002 Oct 1	12297233
Glyceraldehyde metabolism in human erythrocytes in comparison with that of glucose and dihydroxyacetone.	2002 Sep	12125098
Effects of fructose-1,6-bisphosphate on morphological and functional neuronal integrity in rat hippocampal slices during energy deprivation.	2003	12559101
Monocarboxylates and glucose utilization as energy substrates in rat brain slices under selective glial poisoning--a 31P NMR study.	2003 Feb	12701813
The carnosine C-2 proton's chemical shift reports intracellular pH in oxidative and glycolytic muscle fibers.	2003 Feb	12541242
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 Jan	12559003
Dynamic recording of cell death in the in vitro dorsal vagal nucleus of rats in response to metabolic arrest.	2003 Jan	12522201
Pacemaker frequency is increased by sodium nitroprusside in the guinea pig gastric antrum.	2003 Jan 1	12509488
Characterization of cytotoxic and genotoxic effects of different compounds in CHO K5 cells with the comet assay (single-cell gel electrophoresis assay).	2003 Jun 6	12787820

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:06:14 GMT 2023` Edited by `admin` on `Fri Dec 15 15:06:14 GMT 2023`
Record UNII	WF5188V710
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IODOACETIC ACID

Systematic Name

English

IODOACETIC ACID [MI]

Common Name

English

NSC-2125

Code

English

IODOACETIC ACID [HSDB]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID5025445