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 8 Target ID: CHEMBL1903 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8297	14.0 µM [IC50]
GABA transporter 3 6 Target ID: CHEMBL5208 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8297	119.0 µM [IC50]
Betaine transporter 4 Target ID: CHEMBL3715 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8297	1870.0 µM [IC50]
GABA transporter 2 3 Target ID: CHEMBL4535 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7851497	Inhibitor 8297	66.0 µM [IC50]

PubMed

Title	Date	PubMed
GABA uptake inhibitors. Design, molecular pharmacology and therapeutic aspects.	2000 Aug	10903390
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 Jun 21	11405652
Effects of Betel chewing on the central and autonomic nervous systems.	2001 May-Jun	11385294
Gamma-aminobutyric acid transporter (BGT-1) expressed in human astrocytoma U373 MG cells: pharmacological and molecular characterization and phorbol ester-induced inhibition.	2002 Jul 1	12111824
Effects of GABAergic agents on anesthesia induced by halothane, isoflurane, and thiamylal in mice.	2002 May	11900777
Effect of cannabinoids on synaptic transmission in the rat hippocampal slice is temperature-dependent.	2002 May 3	12020681
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 Sep-Oct	12742090
Vigabatrin transport across the human intestinal epithelial (Caco-2) brush-border membrane is via the H+ -coupled amino-acid transporter hPAT1.	2006 Feb	16331283
A metabolomic approach to the metabolism of the areca nut alkaloids arecoline and arecaidine in the mouse.	2006 Jun	16780361
Major human gamma-aminobutyrate transporter: in silico prediction of substrate efficacy.	2007 Dec 28	17967412
Presynaptic GABAA receptors facilitate GABAergic transmission to dopaminergic neurons in the ventral tegmental area of young rats.	2007 May 1	17303643
Glutamate uptake triggers transporter-mediated GABA release from astrocytes.	2009 Sep 24	19777062
Properties of gamma frequency oscillatory activity induced in hippocampal slices from the adult GAD67-GFP (Deltaneo) mouse.	2010 Apr 6	20138847
Betel nut chewing and subclinical ischemic heart disease in diabetic patients.	2010 Nov 4	21076525
Antiovulatory and abortifacient effects of Areca catechu (betel nut) in female rats.	2010 Oct	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 Sep	20512624

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:50:53 GMT 2023` Edited by `admin` on `Fri Dec 15 19:50:53 GMT 2023`
Record UNII	41538P325K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GUVACINE

Common Name

English

GUVACINE [MI]

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