Chemical Formula: C14H18N2O2

Chemical Formula C14H18N2O2

Found 55 metabolite its formula value is C14H18N2O2

L-Tryptophan betaine

(2S)-3-(1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate

C14H18N2O2 (246.1368208)


Hypaphorine is an amino acid betaine obtaine by exhaustive methylation of the alpha-amino group of L-tryptophan with concomitant deprotonation of the carboxy group. It has a role as a plant metabolite, a xenobiotic and a fungal metabolite. It is an amino-acid betaine, a L-tryptophan derivative and an indole alkaloid. Hypaphorine is a natural product found in Erythrina suberosa, Erythrina subumbrans, and other organisms with data available. Lenticin or hypaphorine is a compound found in lentil extracts. It can also be detected in blood after an individual has consumed lentils and may therefore serve as a food biomarker. Lenticin is an indole alkaloid that is essentially an N-methylated form of tryptophan. It is known to be a sleep-inducing compound (PMID: 18571406). In plants it is an agonist of the plant hormone indole acetic acid. An amino acid betaine obtaine by exhaustive methylation of the alpha-amino group of L-tryptophan with concomitant deprotonation of the carboxy group. (+)-Hypaphorine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=487-58-1 (retrieved 2024-07-01) (CAS RN: 487-58-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Hypaphorine is an indole alkaloid isolated from Caragana korshinskii, and with neurological and glucose-lowering effects in rodents[1]. Hypaphorine is an indole alkaloid isolated from Caragana korshinskii, and with neurological and glucose-lowering effects in rodents[1].

   

Nefiracetam

N-(2,6-dimethylphenyl)-2-(2-oxopyrrolidin-1-yl)ethanimidic acid

C14H18N2O2 (246.1368208)


D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs D002491 - Central Nervous System Agents > D018697 - Nootropic Agents C26170 - Protective Agent > C1509 - Neuroprotective Agent D020011 - Protective Agents Nefiracetam is a GABAergic, cholinergic, and monoaminergic neuronal systems enhancer for Ro 5-4864-induced convulsions. Target: GABA Receptor Nefiracetam induces a short-term depression of ACh-evoked currents at submicromolar concentrations (0.01-0.1 μM) and a long-term enhancement of the currents at micromolar concentrations (1-10 μM). Nefiracetam interacts with PKA and PKC pathways, which may explain a cellular mechanism for the action of cognition-enhancing agents. Lower (submicromolar) concentrations of the nootropic Nefiracetam reduces ACh-evoked currents to 30\% (0.01 μM) and 38\% (0.1 μM) of control after a 10-minute treatment [1]. Nefiracetam administered orally inhibits Ro 5-4864-induced convulsions in EL mice. Nefiracetam also efficiently inhibits Ro 5-4864-induced convulsions in DDY mice at doses higher than 10 mg/kg [2]. Nefiracetam administered daily 1 hour before each training session facilitates the acquisition process of the avoidance response [3].

   

Parsalmide

5-amino-N-butyl-2-(prop-2-yn-1-yloxy)benzamide

C14H18N2O2 (246.1368208)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic

   
   

(E)-N-(3-acetamidopropyl)-cinnamamide

(E)-N-(3-acetamidopropyl)-cinnamamide

C14H18N2O2 (246.1368208)


   
   
   

12-alpha-hydroxycamoensine

12-alpha-hydroxycamoensine

C14H18N2O2 (246.1368208)


   

Nefiracetam

Nefiracetam (Translon)

C14H18N2O2 (246.1368208)


D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs D002491 - Central Nervous System Agents > D018697 - Nootropic Agents C26170 - Protective Agent > C1509 - Neuroprotective Agent D020011 - Protective Agents Nefiracetam is a GABAergic, cholinergic, and monoaminergic neuronal systems enhancer for Ro 5-4864-induced convulsions. Target: GABA Receptor Nefiracetam induces a short-term depression of ACh-evoked currents at submicromolar concentrations (0.01-0.1 μM) and a long-term enhancement of the currents at micromolar concentrations (1-10 μM). Nefiracetam interacts with PKA and PKC pathways, which may explain a cellular mechanism for the action of cognition-enhancing agents. Lower (submicromolar) concentrations of the nootropic Nefiracetam reduces ACh-evoked currents to 30\% (0.01 μM) and 38\% (0.1 μM) of control after a 10-minute treatment [1]. Nefiracetam administered orally inhibits Ro 5-4864-induced convulsions in EL mice. Nefiracetam also efficiently inhibits Ro 5-4864-induced convulsions in DDY mice at doses higher than 10 mg/kg [2]. Nefiracetam administered daily 1 hour before each training session facilitates the acquisition process of the avoidance response [3].

   
   

Tryptophan betaine

Tryptophan betaine

C14H18N2O2 (246.1368208)


MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; AOHCBEAZXHZMOR-ZDUSSCGKSA-N_STSL_0038_Tryptophan betaine_0500fmol_180407_S2_LC02_MS02_09; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I.

   
   
   

4,7-DIAZA-SPIRO[2.5]OCTANE-4-CARBOXYLIC ACID BENZYL ESTER

4,7-DIAZA-SPIRO[2.5]OCTANE-4-CARBOXYLIC ACID BENZYL ESTER

C14H18N2O2 (246.1368208)


   

TERT-BUTYL 4-CYANOPHENETHYLCARBAMATE

TERT-BUTYL 4-CYANOPHENETHYLCARBAMATE

C14H18N2O2 (246.1368208)


   

3-AMINOMETHYL-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

3-AMINOMETHYL-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

C14H18N2O2 (246.1368208)


   

Methyl 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylate

Methyl 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylate

C14H18N2O2 (246.1368208)


   

L-4-METHYLPHENYLALANINE

L-4-METHYLPHENYLALANINE

C14H18N2O2 (246.1368208)


   

4-Acetoxy-N,N-dimethyltryptamine

4-Acetoxy-N,N-dimethyltryptamine

C14H18N2O2 (246.1368208)


   

(S)-N-Cbz-Leucinenitrile

(S)-N-Cbz-Leucinenitrile

C14H18N2O2 (246.1368208)


   

2-[(4-methoxyphenyl)methyl]-5-propyl-4H-pyrazol-3-one

2-[(4-methoxyphenyl)methyl]-5-propyl-4H-pyrazol-3-one

C14H18N2O2 (246.1368208)


   

tert-butyl [(1r)-1-cyano-2-phenylethyl]carbamate

tert-butyl [(1r)-1-cyano-2-phenylethyl]carbamate

C14H18N2O2 (246.1368208)


   

6-AMINOMETHYL-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

6-AMINOMETHYL-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

C14H18N2O2 (246.1368208)


   

cis-2-Cbz-hexahydropyrrolo[3,4-c]pyrrole

cis-2-Cbz-hexahydropyrrolo[3,4-c]pyrrole

C14H18N2O2 (246.1368208)


   

2-N-Boc-amino-1-Methyl indole

2-N-Boc-amino-1-Methyl indole

C14H18N2O2 (246.1368208)


   

2-(3,3-DIMETHYL-3,4-DIHYDRO-ISOQUINOLIN-1-YL-AMINO)-PROPIONIC ACID

2-(3,3-DIMETHYL-3,4-DIHYDRO-ISOQUINOLIN-1-YL-AMINO)-PROPIONIC ACID

C14H18N2O2 (246.1368208)


   

(1S,6R)-8-Cbz-3,8-diazabicyclo[4.2.0]octane

(1S,6R)-8-Cbz-3,8-diazabicyclo[4.2.0]octane

C14H18N2O2 (246.1368208)


   

(S)-N-Boc-phenylalaninenitrile

(S)-N-Boc-phenylalaninenitrile

C14H18N2O2 (246.1368208)


   

benzyl 1,7-diazaspiro[3.4]octane-1-carboxylate

benzyl 1,7-diazaspiro[3.4]octane-1-carboxylate

C14H18N2O2 (246.1368208)


   

1,6-Diazaspiro[3.4]octane-6-carboxylic acid, phenylmethyl ester

1,6-Diazaspiro[3.4]octane-6-carboxylic acid, phenylmethyl ester

C14H18N2O2 (246.1368208)


   

Benzyl 2,5-diazaspiro[3.4]octane-5-carboxylate

Benzyl 2,5-diazaspiro[3.4]octane-5-carboxylate

C14H18N2O2 (246.1368208)


   

6-(PIPERIDIN-4-YLMETHYL)-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE

6-(PIPERIDIN-4-YLMETHYL)-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE

C14H18N2O2 (246.1368208)


   

tert-Butyl ((1H-indol-5-yl)methyl)carbamate

tert-Butyl ((1H-indol-5-yl)methyl)carbamate

C14H18N2O2 (246.1368208)


   

2-(2-diethylaminoethyl)-1H-isoindole-1,3(2H)-dione

2-(2-diethylaminoethyl)-1H-isoindole-1,3(2H)-dione

C14H18N2O2 (246.1368208)


   

ethyl 6-methyl-2-propan-2-ylimidazo[1,2-a]pyridine-3-carboxylate

ethyl 6-methyl-2-propan-2-ylimidazo[1,2-a]pyridine-3-carboxylate

C14H18N2O2 (246.1368208)


   

Benzyl 4,7-diazaspiro[2.5]octane-7-carboxylate

Benzyl 4,7-diazaspiro[2.5]octane-7-carboxylate

C14H18N2O2 (246.1368208)


   

5-[1-Hydroxy-2-(isopropylamino)ethyl]-8-quinolinol

5-[1-Hydroxy-2-(isopropylamino)ethyl]-8-quinolinol

C14H18N2O2 (246.1368208)


   

DM 235

DM 235

C14H18N2O2 (246.1368208)


Sunifiram (DM-235) is an ampakine-like compound with better nootropic activity than piracetam.

   

N-(4-(PIPERIDINE-4-CARBONYL)PHENYL)ACETAMIDE

N-(4-(PIPERIDINE-4-CARBONYL)PHENYL)ACETAMIDE

C14H18N2O2 (246.1368208)


   

3-(3,3-DIMETHYL-3,4-DIHYDRO-ISOQUINOLIN-1-YLAMINO)-PROPIONIC ACID

3-(3,3-DIMETHYL-3,4-DIHYDRO-ISOQUINOLIN-1-YLAMINO)-PROPIONIC ACID

C14H18N2O2 (246.1368208)


   

3-((2-hydroxyethylamino)methyl)-6,8-dimethylquinolin-2(1H)-one

3-((2-hydroxyethylamino)methyl)-6,8-dimethylquinolin-2(1H)-one

C14H18N2O2 (246.1368208)


   

(R)-1-BENZYL-3-ISOPROPYLPIPERAZINE-2,5-DIONE

(R)-1-BENZYL-3-ISOPROPYLPIPERAZINE-2,5-DIONE

C14H18N2O2 (246.1368208)


   

tert-Butyl ((1H-indol-3-yl)methyl)carbamate

tert-Butyl ((1H-indol-3-yl)methyl)carbamate

C14H18N2O2 (246.1368208)


   

3-methyl-N-cyanoethyl-N-acetoxyethylaniline

3-methyl-N-cyanoethyl-N-acetoxyethylaniline

C14H18N2O2 (246.1368208)


   

1-[2-(DIETHYLAMINO)ETHYL]-1H-INDOLE-2,3-DIONE

1-[2-(DIETHYLAMINO)ETHYL]-1H-INDOLE-2,3-DIONE

C14H18N2O2 (246.1368208)


   

4-AMINOMETHYL-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

4-AMINOMETHYL-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

C14H18N2O2 (246.1368208)


   

ETHYL 3-(6-PYRROLIDIN-1-YLPYRIDIN-3-YL)ACRYLATE

ETHYL 3-(6-PYRROLIDIN-1-YLPYRIDIN-3-YL)ACRYLATE

C14H18N2O2 (246.1368208)


   

8-Benzyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one

8-Benzyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one

C14H18N2O2 (246.1368208)


   

3-(1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate

3-(1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate

C14H18N2O2 (246.1368208)


   

3-[(Dimethylamino)methyl]-4-[methyl(phenyl)amino]furan-2(5H)-one

3-[(Dimethylamino)methyl]-4-[methyl(phenyl)amino]furan-2(5H)-one

C14H18N2O2 (246.1368208)


   

N-butyl-5-methoxy-1H-indole-2-carboxamide

N-butyl-5-methoxy-1H-indole-2-carboxamide

C14H18N2O2 (246.1368208)


   

N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]butanamide

N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]butanamide

C14H18N2O2 (246.1368208)


   

(5Z)-2,2-dimethyl-5-[2-(4-methylphenyl)hydrazinylidene]tetrahydro-4H-pyran-4-one

(5Z)-2,2-dimethyl-5-[2-(4-methylphenyl)hydrazinylidene]tetrahydro-4H-pyran-4-one

C14H18N2O2 (246.1368208)


   

Parsalmide

Parsalmide

C14H18N2O2 (246.1368208)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic

   

Cyclo(L-Phe-L-Val)

Cyclo(L-Phe-L-Val)

C14H18N2O2 (246.1368208)


Cyclo(L-Phe-L-Val) is a potent inhibitor of enzymes isocitrate lyase (ICL) (IC50=27 μg/mL). cyclo(L-Phe-L-Val) inhibits the gene transcription of ICL in C. albicans under C2-carbon-utilizing conditions[1].