General
Preferred name
aminooxyacetic acid
Synonyms
O-(Carboxymethyl)hydroxylamine hemihydrochloride ()
Carboxymethoxylamine Hemihydrochloride ()
Aminooxyacetic acid hemihydrochloride ()
Aminooxyacetic acid (hemihydrochloride) ()
Carboxymethoxylamine (hemihydrochloride) ()
Aminooxyacetate (hemihydrochloride) ()
Aminooxy-Acetic Acid ()
CARBOXYMETHOXYLAMINE ()
Aminooxyacetic Acid (hydrochloride) ()
P&D ID
PD008572
CAS
2921-14-4
645-88-5
Tags
drug candidate
natural product
available
Drug indication
Discovery agent
Drug Status
experimental
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Non-selective aminotransferase inhibitor
(LOPAC library)
DESCRIPTION
Aminooxyacetic acid (AOA) hemihydrochloride is a malate-aspartate shuttle (MAS) inhibitor which also inhibits the GABA degradating enzyme GABA-T. Aminooxyacetic acid hemihydrochloride treatment produces a significant increase in the percentage of the cells arrested in the stage of G0/G1, as well as a significant decrease in the percentage of the cells at S phase and G2/M phase.
(BOC Sciences Bioactive Compounds)
DESCRIPTION
Aminooxyacetic acid, often abbreviated AOA or AOAA, is a GABA transaminase (GABA-T) inhibitor (Ki = 9.16 µM) that inhibits 4-aminobutyrate aminotransferase (GABA-T) activity in vitro and in vivo, leading to less gamma-aminobutyric acid (GABA) being broken down. Subsequently, the level of GABA is increased in tissues. At concentrations high enough to fully inhibit 4-aminobutyrate aminotransferase activity, aminooxyacetic acid is indicated as a useful tool to study regional GABA turnover in rats. AOAA is also an inhibitor of pyridoxal phosphate (PLP)-dependent enzymes, which serve as an inhibitor by attacking the Schiff base linkage between PLP and the enzyme, forming oxime type complexes.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
13
AdooQ Bioactive Compound Library
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
Concise Guide to Pharmacology 2017/18
Concise Guide to Pharmacology 2019/20
Concise Guide to Pharmacology 2021/22
Concise Guide to Pharmacology 2023/24
DrugBank
DrugMAP
Guide to Pharmacology
LOPAC library
MedChem Express Bioactive Compound Library
TargetMol Bioactive Compound Library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
49
Molecular Weight
91.03
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
2
Rotatable Bonds
2
Ring Count
0
Aromatic Ring Count
0
cLogP
-1.04
TPSA
72.55
Fraction CSP3
0.5
Chiral centers
0.0
Largest ring
0.0
QED
0.43
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
Aminotransferase
Pathway
Neuroscience
Membrane Transporter/Ion Channel
Neuronal Signaling
Target
GABA
MAS
GABA Receptor
Solubility
Soluble in water (100 mg/ml), DMSO, and methanol.
Source data
