AMINOOXYACETIC ACID

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H5NO3
Molecular Weight	91.066
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NOCC(O)=O

InChI

InChIKey=NQRKYASMKDDGHT-UHFFFAOYSA-N

InChI=1S/C2H5NO3/c3-6-1-2(4)5/h1,3H2,(H,4,5)

HIDE SMILES / InChI

Molecular Formula	C2H5NO3
Molecular Weight	91.066
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
Kynurenic acid leads, dopamine follows: a new case of volume transmission in the brain?	2007-01	16932989
Cisplatin-induced toxicity is associated with platinum deposition in mouse kidney mitochondria in vivo and with selective inactivation of the alpha-ketoglutarate dehydrogenase complex in LLC-PK1 cells.	2006-07-25	16846239
Hydrogen sulfide inhibits nitric oxide production and nuclear factor-kappaB via heme oxygenase-1 expression in RAW264.7 macrophages stimulated with lipopolysaccharide.	2006-07-01	16781459
Nonezymatic formation of succinate in mitochondria under oxidative stress.	2006-07-01	16781453
Oligosaccharide microarrays fabricated on aminooxyacetyl functionalized glass surface for characterization of carbohydrate-protein interaction.	2006-02-15	16099642
Neuronal and astrocytic shuttle mechanisms for cytosolic-mitochondrial transfer of reducing equivalents: current evidence and pharmacological tools.	2006-02-14	16368075
High plasma cyst(e)ine level may indicate poor clinical outcome in patients with acute stroke: possible involvement of hydrogen sulfide.	2006-02	16462202
Enzymatic and mechanistic studies on the formation of N-phenylglycolohydroxamic acid from nitrosobenzene and pyruvate in spinach leaf homogenate.	2006-01-25	16417326
Transamination in the metabolism of the nephrotoxicant N-(3,5-dichlorophenyl)succinimide in rats.	2005-12	16174804
Effect of aminooxyacetic acid on extracellular level of D-serine in rat striatum: an in vivo microdialysis study.	2005-11-21	16289454
Demonstration of extensive GABA synthesis in the small population of GAD positive neurons in cerebellar cultures by the use of pharmacological tools.	2005-10-19	16516347
Cultures of rat astrocytes challenged with a steady supply of glutamate: new model to study flux distribution in the glutamate-glutamine cycle.	2005-09	15834952
Demonstration of kynurenine aminotransferases I and II and characterization of kynurenic acid synthesis in oligodendrocyte cell line (OLN-93).	2005-08	16258845
Alpha-Ketoisocaproate-induced hypersecretion of insulin by islets from diabetes-susceptible mice.	2005-08	15741243
Gamma-aminobutyric acid and mefloquine-induced seizures in mice.	2005-07	16009480
Demonstration of kynurenine aminotransferases I and II and characterization of kynurenic acid synthesis in cultured cerebral cortical neurons.	2005-06-01	15880762
Differential expression of genes encoding 1-aminocyclopropane-1-carboxylate synthase in Arabidopsis during hypoxia.	2005-05	16028113
Structure of P-protein of the glycine cleavage system: implications for nonketotic hyperglycinemia.	2005-04-20	15791207
Automorphosis of etiolated pea seedlings in space is simulated by a three-dimensional clinostat and the application of inhibitors of auxin polar transport.	2005-04	15844285
Enhancement of photorespiration in immobilized Chlamydomonas reinhardtii cells.	2005-02	15742148
Chronic exposure to beta-hydroxybutyrate inhibits glucose-induced insulin release from pancreatic islets by decreasing NADH contents.	2005-02	15479955
Isolation and characterization of cytosolic alanine aminotransferase isoforms from starved rat liver.	2004-12	15663181
Nitrogen-15 NMR studies of nitrogen metabolism in Picea glauca buds.	2004-12	15596100
Branched-chain amino acid aminotransferase and methionine formation in Mycobacterium tuberculosis.	2004-10-07	15471546
Aminooxyacetic acid inhibits antheridiogenesis and development of Anemia phyllitidis gametophytes.	2004-10	15480681
Opioid modulation of GABA release in the rat inferior colliculus.	2004-09-07	15353008
Crystal structures of unbound and aminooxyacetate-bound Escherichia coli gamma-aminobutyrate aminotransferase.	2004-08-31	15323550
Inhibition of [(15)N]valine transamination during selective labeling of barstar in a T7 polymerase system.	2004-07	15310282
Androgen secretion by Rcho-1 cells is independent of extracellular glutamate concentration.	2004-07	15135238
Differential in vitro development of inflorescences in long and short day Lemna spp.: involvement of ethylene and polyamines.	2004-06	15266712
Energy substrate requirements of rat retinal pigmented epithelial cells in culture: relative importance of glucose, amino acids, and monocarboxylates.	2004-04	15037596
Cellular glutathione prevents cytolethality of monomethylarsonic acid.	2004-03-01	14998680
Kynurenic acid production in cultured bovine aortic endothelial cells. Homocysteine is a potent inhibitor.	2004-03	14770276
A proteomic analysis identifies glutathione S-transferase isoforms whose abundance is differentially regulated by ethylene during the formation of early root epidermis in Arabidopsis seedlings.	2004-02-20	14984929
Reactive oxygen and ethylene are involved in the regulation of regurgitant-induced responses in bean plants.	2004-02	15022833
Purification and properties of cytosolic alanine aminotransferase from the liver of two freshwater fish, Clarias batrachus and Labeo rohita.	2004-02	14990216
Retinal function loss after monocarboxylate transport inhibition.	2004-02	14744902
Enhanced survival effect of pyruvate correlates MAPK and NF-kappaB activation in hydrogen peroxide-treated human endothelial cells.	2004-02	14578369
Distinct trans-plasma membrane redox pathways reduce cell-impermeable dyes in HeLa cells.	2004	15720822
Does ethylene mediate cluster root formation under iron deficiency?	2003-11	12967908
13C NMR analysis reveals a link between L-glutamine metabolism, D-glucose metabolism and gamma-glutamyl cycle activity in a clonal pancreatic beta-cell line.	2003-11	12955201
Modulation of endogenous production of H2S in rat tissues.	2003-09	14614520
Mechanisms of pyruvate inhibition of oxidant-induced apoptosis in human endothelial cells.	2003-09	12935767
Overproduced ethylene causes programmed cell death leading to temperature-sensitive lethality in hybrid seedlings from the cross Nicotiana suaveolens x N. tabacum.	2003-09	12728318
Renal cysteine conjugate C-S lyase mediated toxicity of halogenated alkenes in primary cultures of human and rat proximal tubular cells.	2003-07	12700887
The metabolic pathway of salicylic acid rather than of chlorogenic acid is involved in the stress-induced flowering of Pharbitis nil.	2003-05	12806773
Ethylene insensitivity modulates ozone-induced cell death in birch.	2003-05	12746524
Effects of some GABAergic agents on quinine-induced seizures in mice.	1992-07-15	1322322
Age dependency of the susceptibility of rats to aminooxyacetic acid seizures.	1992-06-19	1511512
Involvement of GABAergic mechanisms in chloroquine-induced seizures in mice.	1992-03	1639237

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:09:07 GMT 2025` Edited by `admin` on `Mon Mar 31 18:09:07 GMT 2025`
Record UNII	14I68GI3OQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMINOOXYACETIC ACID

Systematic Name

English

U-7524

Preferred Name

English

AOAA

Common Name

English

ACETIC ACID, (AMINOOXY)-

Common Name

English

AMINOXYACETIC ACID

Common Name

English

CARBOXYMETHOXYAMINE

Systematic Name

English

(AMINOOXY)ACETIC ACID

Systematic Name

English

Code System Code Type Description

DRUG BANK

DB02079