Chemical Formula: C11H8N2

Chemical Formula C11H8N2

Found 51 metabolite its formula value is C11H8N2

beta-Carboline

9H-pyrido[3,4-b]indole

C11H8N2 (168.0687)


beta-Carboline, also known as norharmane, is an organic amine and is the prototype of a class of compounds known as beta-carbolines. beta-Carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. beta-Carboline is a very strong basic compound (based on its pKa). beta-Carboline alkaloids are widely distributed in plants and animals and many are inverse agonists of the GABA-A receptor complex (PMID: 17334612). Other biological activities demonstrated by these compounds include intercalation; inhibition of CDK, topoisomerase, and monoamine oxidase; and interaction with 5-hydroxy serotonin receptors. These compounds have also exhibited sedative, anxiolytic, hypnotic, anticonvulsant, antitumor, antiviral, antiparasitic, and antimicrobial activities (PMID: 17305548). b-Carboline (9H-pyrido[3,4-b]indole) is an organic amine that is the prototype of a class of compounds known as b-carbolines. [HMDB]. Norharman is found in chicory. CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 75 CONFIDENCE standard compound; INTERNAL_ID 2883 D009676 - Noxae > D009498 - Neurotoxins D009676 - Noxae > D009153 - Mutagens Norharmane (Norharman), a β-carboline alkaloid, is a potent and reversible monoamine oxidase inhibitor, with IC50 values of 6.5 and 4.7 μM for MAO-A and MAO-B, respectively. Norharmane causes antidepressant responses. Norharmane is also a prospective anti-cancer photosensitizer. Norharmane alters polar auxin transport (PAT) by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of Arabidopsis thaliana seedlings[1][2][3][4][5][6]. Norharmane (Norharman), a β-carboline alkaloid, is a potent and reversible monoamine oxidase inhibitor, with IC50 values of 6.5 and 4.7 μM for MAO-A and MAO-B, respectively. Norharmane causes antidepressant responses. Norharmane is also a prospective anti-cancer photosensitizer. Norharmane alters polar auxin transport (PAT) by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of Arabidopsis thaliana seedlings[1][2][3][4][5][6].

   

3-[(Z)-2-isocyanoethenyl]-1H-indole

3-[(Z)-2-isocyanoethenyl]-1H-indole

C11H8N2 (168.0687)


   

3-[(E)-2-isocyanoethenyl]-1H-indole

3-[(E)-2-isocyanoethenyl]-1H-indole

C11H8N2 (168.0687)


   

1H-Pyrrolo[2,3-f]quinoline

6H-pyrrolo[2,3-f]quinoline

C11H8N2 (168.0687)


   

5H-Pyrido[4,3-b]indole

gamma-Carboline monohydrochloride

C11H8N2 (168.0687)


   

Pyrroloquinoline

7H-pyrrolo[2,3-h]quinoline

C11H8N2 (168.0687)


   

5H-Pyrido[4,3-b]indole

5H-pyrido[4,3-b]indole

C11H8N2 (168.0687)


   

9H-Pyrido[2,3-b]indole

9H-pyrido[2,3-b]indole

C11H8N2 (168.0687)


   

(Z)-3-(2-Isocyanoethenyl)-1H-indole

(Z)-3-(2-Isocyanoethenyl)-1H-indole

C11H8N2 (168.0687)


   

Norharmane

9H-Pyrido[3,4-B]indole

C11H8N2 (168.0687)


D009676 - Noxae > D009498 - Neurotoxins D009676 - Noxae > D009153 - Mutagens IPB_RECORD: 2981; CONFIDENCE confident structure Norharmane (Norharman), a β-carboline alkaloid, is a potent and reversible monoamine oxidase inhibitor, with IC50 values of 6.5 and 4.7 μM for MAO-A and MAO-B, respectively. Norharmane causes antidepressant responses. Norharmane is also a prospective anti-cancer photosensitizer. Norharmane alters polar auxin transport (PAT) by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of Arabidopsis thaliana seedlings[1][2][3][4][5][6]. Norharmane (Norharman), a β-carboline alkaloid, is a potent and reversible monoamine oxidase inhibitor, with IC50 values of 6.5 and 4.7 μM for MAO-A and MAO-B, respectively. Norharmane causes antidepressant responses. Norharmane is also a prospective anti-cancer photosensitizer. Norharmane alters polar auxin transport (PAT) by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of Arabidopsis thaliana seedlings[1][2][3][4][5][6].

   

Norharman

InChI=1\C11H8N2\c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10\h1-7,13

C11H8N2 (168.0687)


D009676 - Noxae > D009498 - Neurotoxins D009676 - Noxae > D009153 - Mutagens Annotation level-1 Norharmane (Norharman), a β-carboline alkaloid, is a potent and reversible monoamine oxidase inhibitor, with IC50 values of 6.5 and 4.7 μM for MAO-A and MAO-B, respectively. Norharmane causes antidepressant responses. Norharmane is also a prospective anti-cancer photosensitizer. Norharmane alters polar auxin transport (PAT) by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of Arabidopsis thaliana seedlings[1][2][3][4][5][6]. Norharmane (Norharman), a β-carboline alkaloid, is a potent and reversible monoamine oxidase inhibitor, with IC50 values of 6.5 and 4.7 μM for MAO-A and MAO-B, respectively. Norharmane causes antidepressant responses. Norharmane is also a prospective anti-cancer photosensitizer. Norharmane alters polar auxin transport (PAT) by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of Arabidopsis thaliana seedlings[1][2][3][4][5][6].

   

5-Carboline

5H-Pyrido[4,3-b]indole

C11H8N2 (168.0687)


CONFIDENCE standard compound; INTERNAL_ID 2881 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 71

   

Carboline

9H-Pyrido[2,3-b]indole

C11H8N2 (168.0687)


CONFIDENCE standard compound; INTERNAL_ID 2882 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 76

   

2-methylquinoline-6-carbonitrile

2-methylquinoline-6-carbonitrile

C11H8N2 (168.0687)


   

1H-Naphth[1,2-d]imidazole

1H-Naphth[1,2-d]imidazole

C11H8N2 (168.0687)


   

4-Quinolinylacetonitrile

4-Quinolinylacetonitrile

C11H8N2 (168.0687)


   

Propanedinitrile,2-[(4-methylphenyl)methylene]-

Propanedinitrile,2-[(4-methylphenyl)methylene]-

C11H8N2 (168.0687)


   

1H-Pyrrolo[3,2-h]quinoline

1H-Pyrrolo[3,2-h]quinoline

C11H8N2 (168.0687)


   

2-methylquinoline-8-carbonitrile

2-methylquinoline-8-carbonitrile

C11H8N2 (168.0687)


   

5-amino-1-naphthonitrile

5-amino-1-naphthonitrile

C11H8N2 (168.0687)


   

5H-Pyrido[3,2-b]indole

5H-Pyrido[3,2-b]indole

C11H8N2 (168.0687)


   

N-(3-CYANOPHENYL)PYRROLE

N-(3-CYANOPHENYL)PYRROLE

C11H8N2 (168.0687)


   

Pyrido[1,2-a]benzimidazole (7CI,8CI,9CI)

Pyrido[1,2-a]benzimidazole (7CI,8CI,9CI)

C11H8N2 (168.0687)


   

1-Phenyl-1H-pyrrole-2-carbonitrile

1-Phenyl-1H-pyrrole-2-carbonitrile

C11H8N2 (168.0687)


   

2-(3-METHYLBENZYLIDENE)-MALONONITRILE

2-(3-METHYLBENZYLIDENE)-MALONONITRILE

C11H8N2 (168.0687)


   

Propanedinitrile,2-(1-phenylethylidene)-

Propanedinitrile,2-(1-phenylethylidene)-

C11H8N2 (168.0687)


   

2-methylquinoline-4-carbonitrile

2-methylquinoline-4-carbonitrile

C11H8N2 (168.0687)


   

1-amino-2-naphthonitrile

1-amino-2-naphthonitrile

C11H8N2 (168.0687)


   

4-Amino-1-naphthonitrile

4-Amino-1-naphthonitrile

C11H8N2 (168.0687)


   

1H-Cyclopenta[b]quinoxaline (8CI,9CI)

1H-Cyclopenta[b]quinoxaline (8CI,9CI)

C11H8N2 (168.0687)


   

2-pyrrol-1-ylbenzonitrile

2-pyrrol-1-ylbenzonitrile

C11H8N2 (168.0687)


   

Pyrido[3,4-b]indolizine (9CI)

Pyrido[3,4-b]indolizine (9CI)

C11H8N2 (168.0687)


   

2-quinolin-6-ylacetonitrile

2-quinolin-6-ylacetonitrile

C11H8N2 (168.0687)


   

2-Quinolinylacetonitrile

2-Quinolinylacetonitrile

C11H8N2 (168.0687)


   

2-(quinolin-5-yl)acetonitrile

2-(quinolin-5-yl)acetonitrile

C11H8N2 (168.0687)


   

2-quinolin-7-ylacetonitrile

2-quinolin-7-ylacetonitrile

C11H8N2 (168.0687)


   

Benzonitrile,4-(1H-pyrrol-1-yl)-

Benzonitrile,4-(1H-pyrrol-1-yl)-

C11H8N2 (168.0687)


   

4,5-Diazafluorene

4,5-Diazafluorene

C11H8N2 (168.0687)


   

5-phenyl-1H-pyrrole-3-carbonitrile

5-phenyl-1H-pyrrole-3-carbonitrile

C11H8N2 (168.0687)


   

9H-Cyclopenta[1,2-b:3,4-b]dipyridine

9H-Cyclopenta[1,2-b:3,4-b]dipyridine

C11H8N2 (168.0687)


   

4-Methyl-quinoline-6-carbonitrile

4-Methyl-quinoline-6-carbonitrile

C11H8N2 (168.0687)


   

3H-BENZ[E]INDAZOLE

3H-BENZ[E]INDAZOLE

C11H8N2 (168.0687)


   

1h-Naphth[2,3-d]imidazole

1h-Naphth[2,3-d]imidazole

C11H8N2 (168.0687)


   

Perimidine

Perimidine

C11H8N2 (168.0687)


   

4-Cyano-3-methylisoquinoline

4-Cyano-3-methylisoquinoline

C11H8N2 (168.0687)


   

9bH-perimidine

9bH-perimidine

C11H8N2 (168.0687)


   

1H-azepino[5,4,3-cd]indole

1H-azepino[5,4,3-cd]indole

C11H8N2 (168.0687)


   

6H-perimidine

6H-perimidine

C11H8N2 (168.0687)


   

4H-perimidine

4H-perimidine

C11H8N2 (168.0687)


   

3-[(Z)-2-isocyanovinyl]indole

3-[(Z)-2-isocyanoethenyl]-1H-indole

C11H8N2 (168.0687)


A 3-(2-isocyanovinyl)indole in which the double bond of the isocyanovinyl group has Z (cis-) configuration. An antibacterial agent isolated from a species of Pseudomonas.

   

beta-Carboline

beta-Carboline

C11H8N2 (168.0687)


The parent compound of the beta-carbolines, a tricyclic structure comprising an indole ring system ortho- fused to C-3 and C-4 of a pyridine ring.