GUVACINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H9NO2
Molecular Weight	127.1412
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=CCCNC1

InChI

InChIKey=QTDZOWFRBNTPQR-UHFFFAOYSA-N

InChI=1S/C6H9NO2/c8-6(9)5-2-1-3-7-4-5/h2,7H,1,3-4H2,(H,8,9)

HIDE SMILES / InChI

Molecular Formula	C6H9NO2
Molecular Weight	127.1412
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Potency
GABA transporter 1 11 Target ID: CHEMBL1903 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8504	14.0 µM [IC50]
GABA transporter 3 7 Target ID: CHEMBL5208 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8504	119.0 µM [IC50]
Betaine transporter 4 Target ID: CHEMBL3715 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8504	1870.0 µM [IC50]
GABA transporter 2 4 Target ID: CHEMBL4535 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8504	66.0 µM [IC50]

PubMed

Title	Date	PubMed
Betel nut chewing and subclinical ischemic heart disease in diabetic patients.	2010-11-04	21076525
Antiovulatory and abortifacient effects of Areca catechu (betel nut) in female rats.	2010-10	21206624
A possible role of the non-GAT1 GABA transporters in transfer of GABA from GABAergic to glutamatergic neurons in mouse cerebellar neuronal cultures.	2010-09	20512624
Properties of gamma frequency oscillatory activity induced in hippocampal slices from the adult GAD67-GFP (Deltaneo) mouse.	2010-04-06	20138847
Glutamate uptake triggers transporter-mediated GABA release from astrocytes.	2009-09-24	19777062
Major human gamma-aminobutyrate transporter: in silico prediction of substrate efficacy.	2007-12-28	17967412
Presynaptic GABAA receptors facilitate GABAergic transmission to dopaminergic neurons in the ventral tegmental area of young rats.	2007-05-01	17303643
A metabolomic approach to the metabolism of the areca nut alkaloids arecoline and arecaidine in the mouse.	2006-06	16780361
Vigabatrin transport across the human intestinal epithelial (Caco-2) brush-border membrane is via the H+ -coupled amino-acid transporter hPAT1.	2006-02	16331283
Effects of 3-hydroxy-4-amino-4,5,6,7-tetrahydro-1,2-benzisoxazol (exo-THPO) and its N-substituted analogs on GABA transport in cultured neurons and astrocytes and by the four cloned mouse GABA transporters.	2003-05-14	12742090
Gamma-aminobutyric acid transporter (BGT-1) expressed in human astrocytoma U373 MG cells: pharmacological and molecular characterization and phorbol ester-induced inhibition.	2002-07-01	12111824
Effect of cannabinoids on synaptic transmission in the rat hippocampal slice is temperature-dependent.	2002-05-03	12020681
Effects of GABAergic agents on anesthesia induced by halothane, isoflurane, and thiamylal in mice.	2002-05	11900777
Synthesis of novel gamma-aminobutyric acid (GABA) uptake inhibitors. 5.(1) Preparation and structure-activity studies of tricyclic analogues of known GABA uptake inhibitors.	2001-06-21	11405652
Effects of Betel chewing on the central and autonomic nervous systems.	2001-06-01	11385294
GABA uptake inhibitors. Design, molecular pharmacology and therapeutic aspects.	2000-08	10903390

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:58:41 GMT 2025` Edited by `admin` on `Mon Mar 31 19:58:41 GMT 2025`
Record UNII	41538P325K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GUVACINE [MI]

Preferred Name

English

GUVACINE

Common Name

English

1,2,5,6-TETRAHYDRO-3-PYRIDINECARBOXYLIC ACID

Systematic Name

English

1,2,5,6-TETRAHYDRONICOTINIC ACID

Systematic Name

English

Code System Code Type Description

WIKIPEDIA

GUVACINE