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CHEBI:42797 - gabapentin

ChEBI IDCHEBI:42797
ChEBI Namegabapentin
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:5237
Last Modified22 February 2017
DownloadsMolfile
FormulaC9H17NO2
Net Charge0
Average Mass171.240
Monoisotopic Mass171.12593
SMILESNCC1(CC(=O)O)CCCCC1
InChIInChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)
InChIKeyUGJMXCAKCUNAIE-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
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 (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
gabapentin enacarbil (CHEBI:68840) has functional parent gabapentin (CHEBI:42797)
IUPAC Name 
[1-(aminomethyl)cyclohexyl]acetic acid
INNs  Source
gabapentinKEGG DRUG
gabapentinumDrugBank
gabapentinaWHO MedNet
gabapentineDrugBank
Synonym  Source
1-(Aminomethyl)cyclohexaneacetic acidChemIDplus
Brand Name  Source
NeurontinDrugBank
Manual XrefsDatabases
GBNPDBeChem
GabapentinWikipedia
D00332KEGG DRUG
DB00996DrugBank
US2012046272Patent
WO2010023694Patent
US2009043126Patent
EP1140793Patent
US2009292138Patent
WO2008060572Patent
US2008103334Patent
US2008269326Patent
WO2005037784Patent
HMDB0005015HMDB
LSM-5716LINCS
1264DrugCentral
2975VSDB
Registry NumbersSources
Reaxys:2359739Reaxys
CAS:60142-96-3KEGG DRUG
CAS:60142-96-3ChemIDplus
Citations