File:GabapentinStructure.svg · Wikimedia Commons · See Wikimedia Commons
گاباپنتین
Sign in to saveAlso known as CI 945, Go 3450, GOE 2450, GOE 3450, Neurontin®, 1-(Aminomethyl)cyclohexaneacetic acid, Gabapetin, Aclonium
دارو و ترکیب شیمیایی
OverviewAI-generated
Gabapentin is a chemical compound with the formula C₉H₁₇NO₂. Its IUPAC name is 2-[1-(azaniumylmethyl)cyclohexyl]acetate. The substance has a mass of 171.126 and a weight of 171.24. It possesses a defined daily dose of 1.8.
Chemical properties include an xlogp of -0.5 and a topological polar surface area of 67.8. The molecule contains one hydrogen bond donor and two hydrogen bond acceptors, with a charge of 0.
The compound is referenced by 1,354 other encyclopedia articles. A search for gabapentin in PubMed yields a count of 9602.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.onset
- 2-3 hours
- Drug.image
- GabapentinStructure.svg
- Drug.image_class
- skin-invert-image
- Drug.tradename
- Neurontin, others
- Drug.MedlinePlus
- a694007
- Drug.DailyMedID
- Gabapentin
- Drug.pregnancy_AU
- B1
- Drug.dependency_liability
- Physical: HighPsychological: Moderate
- Drug.addiction_liability
- Low
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- N02
- Drug.ATC_suffix
- BF01
- Drug.legal_AU
- S4
- Drug.legal_BR
- C1
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- Class C
- Drug.legal_US
- Schedule V controlled substance (Select States)
- Drug.bioavailability
- 27–60% (inversely proportional to dose; a high-fat meal also increases bioavailability)
via Wikipedia infobox
Chemical data
- Formula
- C9H17NO2
- Molecular weight
- 171.24 g/mol
- IUPAC name
- 2-[1-(azaniumylmethyl)cyclohexyl]acetate
- SMILES
- C1CCC(CC1)(CC(=O)[O-])C[NH3+]
- InChIKey
- UGJMXCAKCUNAIE-UHFFFAOYSA-N
- XLogP
- -0.5
- Polar surface area
- 67.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1993
- Admin. routes
- oral
- Indications
- insomnia, pain, Pruritus, scoliosis
via ChEMBL · EBI
Research
9,602 papers- Gabapentin-Friend or foe?Pain practice : the official journal of World Institute of Pain · 2023
- A comparison of the pharmacokinetics and pharmacodynamics of pregabalin and gabapentin.Clinical pharmacokinetics · 2010
- Suicide by gabapentin overdose.Journal of forensic sciences · 2011
- A comprehensive review of the typical and atypical side effects of gabapentin.Pain practice : the official journal of World Institute of Pain · 2024
- Perioperative gabapentin usage in pediatric patients: A scoping review.Paediatric anaesthesia · 2023
via PubMed
Wikidata facts
- Mass
- 171.126
- Manufacturer
- Pfizer
- Image
- Gabapentin molecule ball.png
- Has use
- substance abuse
Show 6 more facts
- chemical formula
- C₉H₁₇NO₂
- Commons category
- Gabapentin
- canonical SMILES
- C1CCC(CC1)(CC(=O)O)CN
- World Health Organisation international non-proprietary name
- gabapentin
- defined daily dose
- 1.8
- significant drug interaction
- morphine
via Wikidata · CC0