Hmdb loader
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-10-17 08:37:49 UTC
Update Date2023-02-21 17:17:06 UTC
HMDB IDHMDB0005015
Secondary Accession Numbers
  • HMDB05015
Metabolite Identification
Common NameGabapentin
DescriptionGabapentin was originally developed as a chemical analogue of gamma-aminobutyric acid (GABA) to reduce the spinal reflex for the treatment of spasticity and was found to have anticonvulsant activity in various seizure models. In addition, it also displays antinociceptive activity in various animal pain models. Clinically, gabapentin is indicated as an add-on medication for the treatment of partial seizures, and neuropathic pain. It was also claimed to be beneficial in several other clinical disorders such as anxiety, bipolar disorder, and hot flashes. The possible mechanisms or targets involved in the multiple therapeutic actions of gabapentin have been actively studied. Since gabapentin was developed, several hypotheses had been proposed for its action mechanisms. They include selectively activating the heterodimeric GABA(B) receptors consisting of GABA(B1a) and GABA(B2) subunits, selectively enhancing the NMDA current at GABAergic interneurons, or blocking AMPA-receptor-mediated transmission in the spinal cord, binding to the L-alpha-amino acid transporter, activating ATP-sensitive K(+) channels, activating hyperpolarization-activated cation channels, and modulating Ca(2+) current by selectively binding to the specific binding site of [(3)H]gabapentin, the alpha(2)delta subunit of voltage-dependent Ca(2+) channels. Different mechanisms might be involved in different therapeutic actions of gabapentin. In this review, we summarized the recent progress in the findings proposed for the antinociceptive action mechanisms of gabapentin and suggest that the alpha(2)delta subunit of spinal N-type Ca(2+) channels is very likely the analgesic action target of gabapentin. (PMID: 16474201 ).
Structure
Data?1676999826
Synonyms
ValueSource
1-(Aminomethyl)cyclohexaneacetic acidChEBI
GabapentinaChEBI
GabapentineChEBI
GabapentinumChEBI
NeurontinChEBI
GraliseKegg
1-(Aminomethyl)cyclohexaneacetateGenerator
AcloniumHMDB
GabapentinoHMDB
GabapetinHMDB
Novo-gabapentineHMDB
ConvalisHMDB
Gabapentin hexalHMDB
PMS-GabapentinHMDB
Gabapentin stadaHMDB
Gabapentin-ratiopharmHMDB
Novo-gabapentinHMDB
Apo-gabapentinHMDB
Gabapentin ratiopharmHMDB
NovoGabapentinHMDB
Apo gabapentinHMDB
ApoGabapentinHMDB
Novo gabapentinHMDB
Chemical FormulaC9H17NO2
Average Molecular Weight171.2368
Monoisotopic Molecular Weight171.125928793
IUPAC Name2-[1-(aminomethyl)cyclohexyl]acetic acid
Traditional Namegabapentin
CAS Registry Number60142-96-3
SMILES
NCC1(CC(O)=O)CCCCC1
InChI Identifier
InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)
InChI KeyUGJMXCAKCUNAIE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentGamma amino acids and derivatives
Alternative Parents
Substituents
  • Gamma amino acid or derivatives
  • Amino fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point165 - 167 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.10SANGSTER (1994)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available138.613http://allccs.zhulab.cn/database/detail?ID=AllCCS00001294
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.34 g/LALOGPS
logP-1.9ALOGPS
logP-1.3ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)4.63ChemAxon
pKa (Strongest Basic)9.91ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.33 m³·mol⁻¹ChemAxon
Polarizability18.92 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+138.40531661259
DarkChem[M-H]-134.38531661259
DeepCCS[M+H]+145.70830932474
DeepCCS[M-H]-143.0130932474
DeepCCS[M-2H]-179.06830932474
DeepCCS[M+Na]+154.48930932474
AllCCS[M+H]+138.432859911
AllCCS[M+H-H2O]+134.332859911
AllCCS[M+NH4]+142.232859911
AllCCS[M+Na]+143.332859911
AllCCS[M-H]-138.732859911
AllCCS[M+Na-2H]-139.932859911
AllCCS[M+HCOO]-141.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GabapentinNCC1(CC(O)=O)CCCCC12405.8Standard polar33892256
GabapentinNCC1(CC(O)=O)CCCCC11507.8Standard non polar33892256
GabapentinNCC1(CC(O)=O)CCCCC11510.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Gabapentin,1TMS,isomer #1C[Si](C)(C)OC(=O)CC1(CN)CCCCC11547.6Semi standard non polar33892256
Gabapentin,1TMS,isomer #2C[Si](C)(C)NCC1(CC(=O)O)CCCCC11692.6Semi standard non polar33892256
Gabapentin,2TMS,isomer #1C[Si](C)(C)NCC1(CC(=O)O[Si](C)(C)C)CCCCC11675.8Semi standard non polar33892256
Gabapentin,2TMS,isomer #1C[Si](C)(C)NCC1(CC(=O)O[Si](C)(C)C)CCCCC11732.3Standard non polar33892256
Gabapentin,2TMS,isomer #1C[Si](C)(C)NCC1(CC(=O)O[Si](C)(C)C)CCCCC11974.8Standard polar33892256
Gabapentin,2TMS,isomer #2C[Si](C)(C)N(CC1(CC(=O)O)CCCCC1)[Si](C)(C)C1879.2Semi standard non polar33892256
Gabapentin,2TMS,isomer #2C[Si](C)(C)N(CC1(CC(=O)O)CCCCC1)[Si](C)(C)C1779.7Standard non polar33892256
Gabapentin,2TMS,isomer #2C[Si](C)(C)N(CC1(CC(=O)O)CCCCC1)[Si](C)(C)C2113.8Standard polar33892256
Gabapentin,3TMS,isomer #1C[Si](C)(C)OC(=O)CC1(CN([Si](C)(C)C)[Si](C)(C)C)CCCCC11872.4Semi standard non polar33892256
Gabapentin,3TMS,isomer #1C[Si](C)(C)OC(=O)CC1(CN([Si](C)(C)C)[Si](C)(C)C)CCCCC11889.8Standard non polar33892256
Gabapentin,3TMS,isomer #1C[Si](C)(C)OC(=O)CC1(CN([Si](C)(C)C)[Si](C)(C)C)CCCCC11938.5Standard polar33892256
Gabapentin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1(CN)CCCCC11778.4Semi standard non polar33892256
Gabapentin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC1(CC(=O)O)CCCCC11940.0Semi standard non polar33892256
Gabapentin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC1(CC(=O)O[Si](C)(C)C(C)(C)C)CCCCC12140.2Semi standard non polar33892256
Gabapentin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC1(CC(=O)O[Si](C)(C)C(C)(C)C)CCCCC12131.8Standard non polar33892256
Gabapentin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC1(CC(=O)O[Si](C)(C)C(C)(C)C)CCCCC12230.7Standard polar33892256
Gabapentin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CC1(CC(=O)O)CCCCC1)[Si](C)(C)C(C)(C)C2309.0Semi standard non polar33892256
Gabapentin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CC1(CC(=O)O)CCCCC1)[Si](C)(C)C(C)(C)C2167.5Standard non polar33892256
Gabapentin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CC1(CC(=O)O)CCCCC1)[Si](C)(C)C(C)(C)C2310.8Standard polar33892256
Gabapentin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCCC12538.2Semi standard non polar33892256
Gabapentin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCCC12467.1Standard non polar33892256
Gabapentin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)CC1(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCCC12273.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Gabapentin GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9300000000-1b1c66a2b9ea4333921d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gabapentin GC-MS (1 TMS) - 70eV, Positivesplash10-00ai-9520000000-9cbc5f48f228d49f903c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gabapentin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-QTOF , negative-QTOFsplash10-00di-0900000000-bccc9bd5f1637db7b6c72017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-QTOF , negative-QTOFsplash10-00di-0900000000-67139ca9559173bf98592017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-QTOF , negative-QTOFsplash10-0006-9000000000-bfe6527f738e4c67eb2b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-QTOF , positive-QTOFsplash10-00di-0900000000-bb175ef297a289e1936b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-QTOF , positive-QTOFsplash10-0udr-0900000000-258d4493623d0ab7b4152017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-QTOF , positive-QTOFsplash10-0f79-0900000000-bc24764f394c6fee34fd2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-0udi-0900000000-006ecd4a58af763b087f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-00di-0900000000-012c52738f11970adb8d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-00di-0900000000-8f0d390195aa406adb5d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-0uk9-0900000000-72f8d5cb88eda76dab562017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-0udi-3900000000-b634b4e7144ec6ffdc832017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-0ktn-9800000000-20c4131179b228ab34402017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-00ke-9300000000-dd9d44ed4f16961ed0752017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-00di-0900000000-f9a7deaa778e9d893ee82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-00di-0900000000-4f85e6ac9fd91a3e3b812017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-0uk9-0900000000-d3a4c5658e343cf3cf8d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-0udi-3900000000-712133d5b9eae1b27ffb2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-0ktn-9800000000-c652847259e0851b428e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Gabapentin LC-ESI-ITFT , positive-QTOFsplash10-00ke-9200000000-77e258cf26b045a7e46e2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gabapentin 10V, Positive-QTOFsplash10-0kmi-0900000000-bd606c1e84a1821141d52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gabapentin 20V, Positive-QTOFsplash10-0a6r-1900000000-7e1f93e356d99c221d792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gabapentin 40V, Positive-QTOFsplash10-0a4l-9400000000-e7cad8847543c27e9be72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gabapentin 10V, Negative-QTOFsplash10-00fr-0900000000-46b0ef53eef895d164072016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gabapentin 20V, Negative-QTOFsplash10-00fr-1900000000-49d03843c6afc2b387192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gabapentin 40V, Negative-QTOFsplash10-0a4i-7900000000-21b2e487e51f606cc2ad2016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Brain
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.31 +/- 0.012 uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Associated OMIM IDs
DrugBank IDDB00996
Phenol Explorer Compound IDNot Available
FooDB IDFDB023587
KNApSAcK IDNot Available
Chemspider ID3328
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkGabapentin
METLIN ID2989
PubChem Compound3446
PDB IDNot Available
ChEBI ID42797
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceSatzinger, Gerhard; Hartenstein, Johannes; Herrmann, Manfred; Heldt, Wolfgang. Cyclic amino acids. Ger. Offen. (1976), 16 pp. CODEN: GWXXBX DE 2460891 19760701 CAN 85:94679 AN 1976:494679
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Nemeroff CB: The role of GABA in the pathophysiology and treatment of anxiety disorders. Psychopharmacol Bull. 2003;37(4):133-46. [PubMed:15131523 ]
  2. Di Trapani G, Mei D, Marra C, Mazza S, Capuano A: Gabapentin in the prophylaxis of migraine: a double-blind randomized placebo-controlled study. Clin Ter. 2000 May-Jun;151(3):145-8. [PubMed:10958046 ]
  3. Bisaga A, Aharonovich E, Garawi F, Levin FR, Rubin E, Raby WN, Nunes EV: A randomized placebo-controlled trial of gabapentin for cocaine dependence. Drug Alcohol Depend. 2006 Feb 28;81(3):267-74. Epub 2005 Oct 5. [PubMed:16169160 ]
  4. Petroff OA, Rothman DL, Behar KL, Lamoureux D, Mattson RH: The effect of gabapentin on brain gamma-aminobutyric acid in patients with epilepsy. Ann Neurol. 1996 Jan;39(1):95-9. [PubMed:8572673 ]
  5. Taylor CP, Gee NS, Su TZ, Kocsis JD, Welty DF, Brown JP, Dooley DJ, Boden P, Singh L: A summary of mechanistic hypotheses of gabapentin pharmacology. Epilepsy Res. 1998 Feb;29(3):233-49. [PubMed:9551785 ]
  6. Czapinski P, Blaszczyk B, Czuczwar SJ: Mechanisms of action of antiepileptic drugs. Curr Top Med Chem. 2005;5(1):3-14. [PubMed:15638774 ]
  7. Cheng JK, Chiou LC: Mechanisms of the antinociceptive action of gabapentin. J Pharmacol Sci. 2006;100(5):471-86. Epub 2006 Feb 11. [PubMed:16474201 ]

Enzymes

General function:
Involved in catalytic activity
Specific function:
Catalyzes the first reaction in the catabolism of the essential branched chain amino acids leucine, isoleucine, and valine.
Gene Name:
BCAT1
Uniprot ID:
P54687
Molecular weight:
38644.77
General function:
Involved in G-protein coupled receptor protein signaling pathway
Specific function:
Receptor for adenosine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:
ADORA1
Uniprot ID:
P30542
Molecular weight:
36511.3
General function:
Involved in metal ion binding
Specific function:
The alpha-2/delta subunit of voltage-dependent calcium channels regulates calcium current density and activation/inactivation kinetics of the calcium channel. Plays an important role in excitation-contraction coupling
Gene Name:
CACNA2D1
Uniprot ID:
P54289
Molecular weight:
124566.9
General function:
Involved in calcium channel activity
Specific function:
The alpha-2/delta subunit of voltage-dependent calcium channels regulates calcium current density and activation/inactivation kinetics of the calcium channel. Acts as a regulatory subunit for P/Q-type calcium channel (CACNA1A), N-type (CACNA1B), L-type (CACNA1C OR CACNA1D) and possibly T-type (CACNA1G). Overexpression induces apoptosis
Gene Name:
CACNA2D2
Uniprot ID:
Q9NY47
Molecular weight:
129875.2
General function:
Involved in ion channel activity
Specific function:
Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1B gives rise to N-type calcium currents. N-type calcium channels belong to the 'high-voltage activated' (HVA) group and are blocked by omega-conotoxin-GVIA (omega-CTx-GVIA) and by omega-agatoxin- IIIA (omega-Aga-IIIA). They are however insensitive to dihydropyridines (DHP), and omega-agatoxin-IVA (omega-Aga-IVA). Calcium channels containing alpha-1B subunit may play a role in directed migration of immature neurons
Gene Name:
CACNA1B
Uniprot ID:
Q00975
Molecular weight:
262493.8