gabapentin (CHEBI:42797)

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ChEBI Name	gabapentin

ChEBI ID	CHEBI:42797

Definition	A γ-amino acid that is cyclohexane substituted at position 1 by aminomethyl and carboxymethyl groups. Used for treatment of neuropathic pain and restless legs syndrome.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:5237

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Formula

C9H17NO2

Net Charge

Average Mass

171.23680

Monoisotopic Mass

171.12593

InChI

InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)

InChIKey

UGJMXCAKCUNAIE-UHFFFAOYSA-N

SMILES

NCC1(CCCCC1)CC(O)=O

Roles Classification
Chemical Role(s):	environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. 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):	calcium channel blocker One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools. xenobiotic A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.

Application(s):	anticonvulsant A drug used to prevent seizures or reduce their severity.

ChEBI Ontology
Outgoing	gabapentin (CHEBI:42797) has functional parent γ-aminobutyric acid (CHEBI:16865) gabapentin (CHEBI:42797) has role anticonvulsant (CHEBI:35623) gabapentin (CHEBI:42797) has role calcium channel blocker (CHEBI:38215) gabapentin (CHEBI:42797) has role environmental contaminant (CHEBI:78298) gabapentin (CHEBI:42797) has role xenobiotic (CHEBI:35703) gabapentin (CHEBI:42797) is a γ-amino acid (CHEBI:33707)

Incoming	gabapentin enacarbil (CHEBI:68840) has functional parent gabapentin (CHEBI:42797)

IUPAC Name

[1-(aminomethyl)cyclohexyl]acetic acid

Synonym	Source
1-(Aminomethyl)cyclohexaneacetic acid	ChemIDplus

Brand Name	Source
Neurontin	DrugBank

Last Modified

22 February 2017