Chemical Formula: C9H17NO2

Chemical Formula C9H17NO2

Found 112 metabolite its formula value is C9H17NO2

Gabapentin

2-[1-(aminomethyl)cyclohexyl]acetic acid

C9H17NO2 (171.1259222)


Gabapentin 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) [HMDB] Gabapentin 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). D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D018692 - Antimanic Agents N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BF - Gabapentinoids D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D002491 - Central Nervous System Agents > D000927 - Anticonvulsants D002491 - Central Nervous System Agents > D000700 - Analgesics

   

1-Hydroxy-2,2,6,6-tetramethyl-4-piperidinone

1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine hydrochloride

C9H17NO2 (171.12592220000002)


   

2-Amino-3-cyclohexylpropanoic acid

2-amino-3-cyclohexylpropanoic acid

C9H17NO2 (171.12592220000002)


   

gabapentin

gabapentin

C9H17NO2 (171.12592220000002)


D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D018692 - Antimanic Agents N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BF - Gabapentinoids D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D002491 - Central Nervous System Agents > D000927 - Anticonvulsants D002491 - Central Nervous System Agents > D000700 - Analgesics CONFIDENCE standard compound; EAWAG_UCHEM_ID 2561

   
   
   

2-amino-3-cyclohexylpropanoic acid

2-amino-3-cyclohexylpropanoic acid

C9H17NO2 (171.12592220000002)


   

gabapentin

gabapentin

C9H17NO2 (171.12592220000002)


D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D018692 - Antimanic Agents N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BF - Gabapentinoids D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D002491 - Central Nervous System Agents > D000927 - Anticonvulsants D002491 - Central Nervous System Agents > D000700 - Analgesics CONFIDENCE standard compound; INTERNAL_ID 1678 CONFIDENCE standard compound; INTERNAL_ID 4114 CONFIDENCE Reference Standard (Level 1)

   
   
   

(Z)-3-aminonon-5-enoic acid_major

(Z)-3-aminonon-5-enoic acid_major

C9H17NO2 (171.12592220000002)


   
   

2-Methyl-2-propanyl cis-3-aminocyclobutanecarboxylate

2-Methyl-2-propanyl cis-3-aminocyclobutanecarboxylate

C9H17NO2 (171.12592220000002)


   

Cyclohexanecarboxylic acid, 2-amino-, ethyl ester, (1S,2R)-

Cyclohexanecarboxylic acid, 2-amino-, ethyl ester, (1S,2R)-

C9H17NO2 (171.12592220000002)


   
   
   

2-(3-methylpiperidin-1-yl)propanoic acid

2-(3-methylpiperidin-1-yl)propanoic acid

C9H17NO2 (171.12592220000002)


   

2-Methyl-2-propanyl 1-pyrrolidinecarboxylate

2-Methyl-2-propanyl 1-pyrrolidinecarboxylate

C9H17NO2 (171.12592220000002)


   

Ethyl (2E)-3-(diethylamino)acrylate

Ethyl (2E)-3-(diethylamino)acrylate

C9H17NO2 (171.12592220000002)


   

Cyclohexanecarboxylicacid, 1-amino-, ethyl ester

Cyclohexanecarboxylicacid, 1-amino-, ethyl ester

C9H17NO2 (171.12592220000002)


   

Methyl 3-(3-piperidinyl)propanoate

Methyl 3-(3-piperidinyl)propanoate

C9H17NO2 (171.12592220000002)


   

ethyl 6-methylpiperidine-3-carboxylate

ethyl 6-methylpiperidine-3-carboxylate

C9H17NO2 (171.12592220000002)


   

(R)-METHYL 2-AMINO-3-CYCLOPENTYLPROPANOATE

(R)-METHYL 2-AMINO-3-CYCLOPENTYLPROPANOATE

C9H17NO2 (171.12592220000002)


   

methyl 3-piperidin-4-ylpropanoate(SALTDATA: HCl)

methyl 3-piperidin-4-ylpropanoate(SALTDATA: HCl)

C9H17NO2 (171.12592220000002)


   
   

Carbamic acid,N-cyclohexyl-, ethyl ester

Carbamic acid,N-cyclohexyl-, ethyl ester

C9H17NO2 (171.12592220000002)


   

tert-Butyl 3-aminocyclobutanecarboxylate

tert-Butyl 3-aminocyclobutanecarboxylate

C9H17NO2 (171.12592220000002)


   

(1-Aminocyclohexyl)acetic acid methyl ester

(1-Aminocyclohexyl)acetic acid methyl ester

C9H17NO2 (171.12592220000002)


   
   

(2S)-2-amino-2-cycloheptylacetic acid

(2S)-2-amino-2-cycloheptylacetic acid

C9H17NO2 (171.12592220000002)


   

(S)-(3-PYRROLIDINEOXY)TETRAHYDRO-2H-PYRAN

(S)-(3-PYRROLIDINEOXY)TETRAHYDRO-2H-PYRAN

C9H17NO2 (171.12592220000002)


   

1,4-dioxaspiro[4.5]decan-8-ylmethanamine

1,4-dioxaspiro[4.5]decan-8-ylmethanamine

C9H17NO2 (171.12592220000002)


   
   
   

CIS-ETHYL 4-AMINOCYCLOHEXANECARBOXYLATE

CIS-ETHYL 4-AMINOCYCLOHEXANECARBOXYLATE

C9H17NO2 (171.12592220000002)


   

ETHYL 1-(AMINOMETHYL)CYCLOPENTANECARBOXYLATE

ETHYL 1-(AMINOMETHYL)CYCLOPENTANECARBOXYLATE

C9H17NO2 (171.12592220000002)


   

3-(4-Aminocyclohexyl)propanoic acid

3-(4-Aminocyclohexyl)propanoic acid

C9H17NO2 (171.12592220000002)


   
   

4-(CyclopropylaMino)butanoic acid ethyl ester

4-(CyclopropylaMino)butanoic acid ethyl ester

C9H17NO2 (171.12592220000002)


   

methyl 2-amino-3-cyclopentylpropanoate

methyl 2-amino-3-cyclopentylpropanoate

C9H17NO2 (171.12592220000002)


   

Ethyl 3-aminocyclohexanecarboxylate

Ethyl 3-aminocyclohexanecarboxylate

C9H17NO2 (171.12592220000002)


   

1-propylpiperidine-2-carboxylic acid

1-propylpiperidine-2-carboxylic acid

C9H17NO2 (171.12592220000002)


   

1-PROPYLPIPERIDINE-4-CARBOXYLIC ACID

1-PROPYLPIPERIDINE-4-CARBOXYLIC ACID

C9H17NO2 (171.12592220000002)


   

N-(5-methyl-2-oxohexan-3-yl)acetamide

N-(5-methyl-2-oxohexan-3-yl)acetamide

C9H17NO2 (171.12592220000002)


   

2,2-Dimethyl-3-morpholin-4-ylpropanal

2,2-Dimethyl-3-morpholin-4-ylpropanal

C9H17NO2 (171.12592220000002)


   

methyl 1-(aminomethyl)cyclohexane-1-carboxylate

methyl 1-(aminomethyl)cyclohexane-1-carboxylate

C9H17NO2 (171.12592220000002)


   

(S)-METHYL 2-AMINO-3-CYCLOPENTYLPROPANOATE

(S)-METHYL 2-AMINO-3-CYCLOPENTYLPROPANOATE

C9H17NO2 (171.12592220000002)


   

(R)-(1-(2,4,6-TRIMETHYLPHENYL)ETHYL)AMINE

(R)-(1-(2,4,6-TRIMETHYLPHENYL)ETHYL)AMINE

C9H17NO2 (171.12592220000002)


   
   

(S)-2-Amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one

(S)-2-Amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one

C9H17NO2 (171.12592220000002)


   

METHYL 2-(1-METHYL-4-PIPERIDYL)ACETATE

METHYL 2-(1-METHYL-4-PIPERIDYL)ACETATE

C9H17NO2 (171.12592220000002)


   

Methyl 1-ethylpiperidine-4-carboxylate

Methyl 1-ethylpiperidine-4-carboxylate

C9H17NO2 (171.12592220000002)


   

1,4-dioxaspiro[4.5]decan-3-ylmethanamine

1,4-dioxaspiro[4.5]decan-3-ylmethanamine

C9H17NO2 (171.12592220000002)


   

N-BUTYL PYRROLIDINE-3-CARBOXYLATE

N-BUTYL PYRROLIDINE-3-CARBOXYLATE

C9H17NO2 (171.12592220000002)


   

Ethyl 2-(piperidin-4-yl)acetate

Ethyl 2-(piperidin-4-yl)acetate

C9H17NO2 (171.12592220000002)


   

Methyl 4-isopropyl-3-pyrrolidinecarboxylate

Methyl 4-isopropyl-3-pyrrolidinecarboxylate

C9H17NO2 (171.12592220000002)


   

N-Methyl-1,4-dioxaspiro[4.5]decan-8-amine

N-Methyl-1,4-dioxaspiro[4.5]decan-8-amine

C9H17NO2 (171.12592220000002)


   

4-(PIPERIDIN-4-YL)BUTANOIC ACID

4-(PIPERIDIN-4-YL)BUTANOIC ACID

C9H17NO2 (171.12592220000002)


   

ethyl 3-(propylamino)but-2-enoate

ethyl 3-(propylamino)but-2-enoate

C9H17NO2 (171.12592220000002)


   

N-[(2-methylpropoxy)methyl]methacrylamide

N-[(2-methylpropoxy)methyl]methacrylamide

C9H17NO2 (171.12592220000002)


   

(2R,4R)-4-Methyl-2-piperidinecarboxylate

(2R,4R)-4-Methyl-2-piperidinecarboxylate

C9H17NO2 (171.12592220000002)


   

3-Cyclohexyl-L-alanine

(S)-2-amino-3-cyclohexylpropanoic acid

C9H17NO2 (171.12592220000002)


COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   
   

2-METHYL-3-PIPERIDIN-1-YL-PROPIONIC ACID

2-METHYL-3-PIPERIDIN-1-YL-PROPIONIC ACID

C9H17NO2 (171.12592220000002)


   

N-[(5-ETHYL-1,3,4-OXADIAZOL-2-YL)METHYL]-N-ISOPROPYLAMINE

N-[(5-ETHYL-1,3,4-OXADIAZOL-2-YL)METHYL]-N-ISOPROPYLAMINE

C9H17NO2 (171.12592220000002)


   

2-(4-Methylpiperidin-1-yl)propanoic acid

2-(4-Methylpiperidin-1-yl)propanoic acid

C9H17NO2 (171.12592220000002)


   

Ethyl-1-methylpiperidin-3-carboxylat

Ethyl-1-methylpiperidin-3-carboxylat

C9H17NO2 (171.12592220000002)


   

ethyl 5,5-dimethylpyrrolidine-2-carboxylate

ethyl 5,5-dimethylpyrrolidine-2-carboxylate

C9H17NO2 (171.12592220000002)


   

3-Piperidinecarboxylicacid,1-(1-methylethyl)-(9CI)

3-Piperidinecarboxylicacid,1-(1-methylethyl)-(9CI)

C9H17NO2 (171.12592220000002)


   

(S)-2-Amino-4-pentenoic acid t-butyl ester

(S)-2-Amino-4-pentenoic acid t-butyl ester

C9H17NO2 (171.12592220000002)


   
   

1-Pyrrolidinepropanoicacid, ethyl ester

1-Pyrrolidinepropanoicacid, ethyl ester

C9H17NO2 (171.12592220000002)


   

1-(4-hydroxy-1,4-dimethyl-3-piperidyl)ethanone

1-(4-hydroxy-1,4-dimethyl-3-piperidyl)ethanone

C9H17NO2 (171.12592220000002)


   

2-Methyl-2-propanyl 3-pyrrolidinecarboxylate

2-Methyl-2-propanyl 3-pyrrolidinecarboxylate

C9H17NO2 (171.12592220000002)


   

Methyl (4-aminocyclohexyl)acetate

Methyl (4-aminocyclohexyl)acetate

C9H17NO2 (171.12592220000002)


   

Methyl 4-(aminomethyl)cyclohexanecarboxylate

Methyl 4-(aminomethyl)cyclohexanecarboxylate

C9H17NO2 (171.12592220000002)


   

(2-ethylpiperidin-1-yl)acetic acid(SALTDATA: FREE)

(2-ethylpiperidin-1-yl)acetic acid(SALTDATA: FREE)

C9H17NO2 (171.12592220000002)


   

Ethyl 3-methylpiperidine-3-carboxylate

Ethyl 3-methylpiperidine-3-carboxylate

C9H17NO2 (171.12592220000002)


   

3-Amino-3-cyclohexylpropanoic acid

3-Amino-3-cyclohexylpropanoic acid

C9H17NO2 (171.12592220000002)


   

(S)-3-Methyl-piperidine-3-carboxylic acid ethyl ester

(S)-3-Methyl-piperidine-3-carboxylic acid ethyl ester

C9H17NO2 (171.12592220000002)


   

(R)-ethyl 3-Methylpiperidine-3-carboxylate

(R)-ethyl 3-Methylpiperidine-3-carboxylate

C9H17NO2 (171.12592220000002)


   

Ethyl 1-methylpiperidine-4-carboxylate

Ethyl 1-methylpiperidine-4-carboxylate

C9H17NO2 (171.12592220000002)


   
   

1-Amino-4-ethylcyclohexanecarboxylic acid

1-Amino-4-ethylcyclohexanecarboxylic acid

C9H17NO2 (171.12592220000002)


   

3-amino-3-cyclohexylpropionic acid

3-amino-3-cyclohexylpropionic acid

C9H17NO2 (171.12592220000002)


   

METHYL 1-AMINOCYCLOHEPTANECARBOXYLATE

METHYL 1-AMINOCYCLOHEPTANECARBOXYLATE

C9H17NO2 (171.12592220000002)


   

(3s,4s)-4-isobutylpyrrolidine-3-carboxylic acid

(3s,4s)-4-isobutylpyrrolidine-3-carboxylic acid

C9H17NO2 (171.12592220000002)


   
   

2-(PIPERIDIN-3-YL)ACETIC ACID ETHYL ESTER

2-(PIPERIDIN-3-YL)ACETIC ACID ETHYL ESTER

C9H17NO2 (171.12592220000002)


   

ETHYL2-AMINOCYCLOHEXANECARBOXYLATE

ETHYL2-AMINOCYCLOHEXANECARBOXYLATE

C9H17NO2 (171.12592220000002)


   

ethyl 4,4-dimethylpyrrolidine-3-carboxylate

ethyl 4,4-dimethylpyrrolidine-3-carboxylate

C9H17NO2 (171.12592220000002)


   

methyl α-methylpyrrolidine-1-propionate

methyl α-methylpyrrolidine-1-propionate

C9H17NO2 (171.12592220000002)


   

1-Aminocyclooctanecarboxylic acid

1-Aminocyclooctanecarboxylic acid

C9H17NO2 (171.12592220000002)


   

8-methyl-1,4-dioxaspiro[4.5]decan-8-amine

8-methyl-1,4-dioxaspiro[4.5]decan-8-amine

C9H17NO2 (171.12592220000002)


   

METHYL 3-(PIPERIDIN-1-YL)PROPANOATE

METHYL 3-(PIPERIDIN-1-YL)PROPANOATE

C9H17NO2 (171.12592220000002)


   

1-Isopropyl-4-piperidinecarboxylic acid

1-Isopropyl-4-piperidinecarboxylic acid

C9H17NO2 (171.12592220000002)


   
   
   

2,6-dihydroxy-3-nitrobenzonitrile

2,6-dihydroxy-3-nitrobenzonitrile

C9H17NO2 (171.12592220000002)


   

Ethyl (S)-(-)-1-ethyl-2-pyrrolidinecarboxylate

Ethyl (S)-(-)-1-ethyl-2-pyrrolidinecarboxylate

C9H17NO2 (171.12592220000002)


   
   

(R)-(+)-1,2-PROPANEDIOLDI-P-TOSYLATE

(R)-(+)-1,2-PROPANEDIOLDI-P-TOSYLATE

C9H17NO2 (171.12592220000002)


   
   
   

2-Piperidinecarboxylic acid,1-(1-methylethyl)-,(2R)-(9CI)

2-Piperidinecarboxylic acid,1-(1-methylethyl)-,(2R)-(9CI)

C9H17NO2 (171.12592220000002)


   

ETHYL4-METHYLPIPERIDINE-4-CARBOXYLATE

ETHYL4-METHYLPIPERIDINE-4-CARBOXYLATE

C9H17NO2 (171.12592220000002)


   

(3R,4R)-4-Isobutylpyrrolidine-3-carboxylic acid

(3R,4R)-4-Isobutylpyrrolidine-3-carboxylic acid

C9H17NO2 (171.12592220000002)


   

(1R,2R)-2-Amino-cyclohexanecarboxylic acid ethyl ester

(1R,2R)-2-Amino-cyclohexanecarboxylic acid ethyl ester

C9H17NO2 (171.12592220000002)


   

(R)-CARBONOCHLORIDICACID1-AZABICYCLO[2.2.2]OCT-3-YLESTER

(R)-CARBONOCHLORIDICACID1-AZABICYCLO[2.2.2]OCT-3-YLESTER

C9H17NO2 (171.12592220000002)


   

1-Methylethyl 2-piperidinecarboxylate

1-Methylethyl 2-piperidinecarboxylate

C9H17NO2 (171.12592220000002)


   

1-(Ammoniomethyl)cycloheaxaneacetate

1-(Ammoniomethyl)cycloheaxaneacetate

C9H17NO2 (171.12592220000002)


   

2-[2-(aminomethyl)cyclohexyl]acetic Acid

2-[2-(aminomethyl)cyclohexyl]acetic Acid

C9H17NO2 (171.12592220000002)