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About This Item
Empirical Formula (Hill Notation):
C7H9NO2 · HCl
CAS Number:
Molecular Weight:
175.61
Beilstein:
4552667
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Assay
≥98%
mp
203 °C (dec.) (lit.)
storage temp.
2-8°C
SMILES string
Cl[H].NC1CC(=CC=C1)C(O)=O
InChI
1S/C7H9NO2.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-3,6H,4,8H2,(H,9,10);1H
InChI key
OBZFLUDUSNCZKL-UHFFFAOYSA-N
Gene Information
human ... GABRG1(2565), GABRG2(2566), GABRG3(2567)
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General description
γ-aminobutyric acid (GABA) is an inhibitory neurotransmitter that binds selective transmembrane receptors, resulting in gating of ion channels in the central nervous system. GABA that is released from the receptors is degraded by GABA-transaminase. Gabaculine (3-Amino-2,3-dihydrobenzoic acid) is a neurotoxin that was first isolated from Streptomyces toyocaenis and is a conformationally constrained analog of GABA. Gabaculine inhibits GABA-transaminase, which results in an increase of endogenous GABA in the brain and spinal cord.
Biochem/physiol Actions
3-Amino-2,3-dihydrobenzoic acid hydrochloride potently and specifically inhibits GABA-transaminase (GABA-T), resulting in inhibited degradation of GABA. May inhibit glutamic acid decarboxylase (GAD), though it is 1000-fold more effective as a GABA-T inhibitor than as a GAD inhibitor.
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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