(Aminooxy)acetic acid

HCID 286

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Basic information

CAS: 645-88-5
Standard SMILES: NOCC(=O)O
InChIKey: NQRKYASMKDDGHT-UHFFFAOYSA-N
Molecular formula: C2H5NO3
Average molar mass: 91.07 g/mol
Monoisotopic mass: 91.02694302

Overview

(aminooxy)acetic acid is a member of the class of hydroxylamines that is acetic acid substituted at postion 2 by an aminooxy group. It is a compound which inhibits aminobutyrate aminotransferase activity in vivo, resulting in increased levels of gamma-aminobutyric acid in tissues. It has a role as an anticonvulsant, an EC 4.2.1.22 (cystathionine beta-synthase) inhibitor, an EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor and a nootropic agent. It is a member of hydroxylamines, a monocarboxylic acid and an amino acid. It is a conjugate acid of an (aminooxy)acetate.

Names & identifiers

Preferred name: (Aminooxy)acetic acid
IUPAC: 2-aminooxyacetic acid
English name: Hydroxylamine, O-(carboxymethyl)-
Molecular formula: C2H5NO3
Molecular weight: 91.07

Names & synonyms

Aminooxyacetic acid645-88-52-(Aminooxy)acetic acid(aminooxy)acetic acidaminoxyacetic acidAOAA2-aminooxyacetic acidCarboxymethoxyamine(Carboxymethoxy)amineACETIC ACID, (AMINOOXY)-(o-Carboxymethyl)hydroxylamineu-7524

Show more names

O-(Carboxymethyl)hydroxylamine(aminooxy)acetateAcetic acid,2-(aminooxy)-2-(Aminooxy)-acetic acid HCl

14I68GI3OQCHEBI:40823DTXSID50214756Acid, AminooxyaceticRefChem:112056DTXCID80137247Aminooxy-acetic acidcarboxymethoxylamine

Database identifiers

CAS: 645-88-5
PubChem CID: 286
DTXSID: DTXSID50214756
ChEMBL: CHEMBL347862
ChEBI: CHEBI:40823
UNII: 14I68GI3OQ
Nikkaji: J36.275A

Properties

Computed structural properties

XLogP: -3.4
Topological polar surface area: 72.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 6
Formal charge: 0
Complexity: 52.8

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Melting point: 138 ℃ · 138℃
Boiling point: 327 ℃ · 327℃
Density: 1.375 · 1.375
refractive index: 1.4264 · 1.4264 (estimate)
Flash point: 151 ℃ · 151℃
pka: 1.92 · 1.92±0.10(Predicted)
FDA UNII: 14 I68GI3OQ · 14I68GI3OQ
Toxicity: 50 intraperitoneal · LD50 intraperitoneal in mouse: 40mg/kg

Safety & regulation

Safety data

Toxicity: LD50 intraperitoneal in mouse: 40mg/kg

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Substances used for their pharmacological actions on GABAergic systems. GABAergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function.

Upstream & downstream products

Downstream products

[[(α-Methylbenzylidene)amino]oxy]acetic acid

Suppliers55 total

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

成都西岭源药业有限公司18884146872 · [email protected]

Shaanxi Haibo Biotechnology Co., Ltd+86-18629295024 · [email protected]

Syntechem Co.,Ltd[email protected]

Additional notes · 1 item

DefinitionChEBI: (aminooxy)acetic acid is a member of the class of hydroxylamines that is acetic acid substituted at postion 2 by an aminooxy group. It is a compound which inhibits aminobutyrate aminotransferase activity in vivo, resulting in increased levels of gamma-aminobutyric acid in tissues. It has a role as a nootropic agent, an EC 4.2.1.22 (cystathionine beta-synthase) inhibitor, an EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor and an anticonvulsant. It is an amino acid, a member of hydroxylamines and a monocarboxylic acid. It is a conjugate acid of an (aminooxy)acetate.