CHEBI:5576 - guvacine

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ChEBI Name guvacine
ChEBI ID CHEBI:5576
Definition A α,β-unsaturated monocarboxylic acid that is nicotinic acid which has been hydrogenated at the 1-2 and 5-6 positions of the pyridine ring.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C6H9NO2
Net Charge 0
Average Mass 127.14120
Monoisotopic Mass 127.06333
InChI InChI=1S/C6H9NO2/c8-6(9)5-2-1-3-7-4-5/h2,7H,1,3-4H2,(H,8,9)
InChIKey QTDZOWFRBNTPQR-UHFFFAOYSA-N
SMILES OC(=O)C1=CCCNC1
Metabolite of Species Details
Areca catechu (NCBI:txid184783) Found in fruit (BTO:0000486). See: Phytochemistry, 1998, Vol. 48(3), pp. 581-582.
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
GABA reuptake inhibitor
A compound that inhibits the re-uptake of the neurotransmitter GABA from the synapse into the pre-synaptic neuron, so increasing the extracellular concentrations of the neurotransmitter and hence increasing neurotransmission.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): GABA reuptake inhibitor
A compound that inhibits the re-uptake of the neurotransmitter GABA from the synapse into the pre-synaptic neuron, so increasing the extracellular concentrations of the neurotransmitter and hence increasing neurotransmission.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing guvacine (CHEBI:5576) has role GABA reuptake inhibitor (CHEBI:85384)
guvacine (CHEBI:5576) has role plant metabolite (CHEBI:76924)
guvacine (CHEBI:5576) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
guvacine (CHEBI:5576) is a β-amino acid (CHEBI:33706)
guvacine (CHEBI:5576) is a pyridine alkaloid (CHEBI:26416)
guvacine (CHEBI:5576) is a secondary amino compound (CHEBI:50995)
guvacine (CHEBI:5576) is a tetrahydropyridine (CHEBI:26921)
Incoming guvacoline (CHEBI:80754) has functional parent guvacine (CHEBI:5576)
IUPAC Name
1,2,5,6-tetrahydropyridine-3-carboxylic acid
Synonyms Sources
1,2,5,6-tetrahydro-3-pyridinecarboxylic acid ChEBI
1,2,5,6-tetrahydronicotinic acid ChemIDplus
Manual Xrefs Databases
C00002043 KNApSAcK
C10149 KEGG COMPOUND
DB08848 DrugBank
View more database links
Registry Numbers Types Sources
111256 Reaxys Registry Number Reaxys
498-96-4 CAS Registry Number KEGG COMPOUND
498-96-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20985618 PubMed citation Europe PMC
3509345 PubMed citation Europe PMC
515113 PubMed citation Europe PMC
922499 PubMed citation Europe PMC
Last Modified
02 April 2015