Classification Term: 281

Indoles and derivatives (ontology term: CHEMONTID:0000211)

Organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring." []

found 28 associated metabolites at class metabolite taxonomy ontology rank level.

Ancestor: Organoheterocyclic compounds

Child Taxonomies: Tryptamines and derivatives, Carbazoles, Indolequinones, Indolines, Pyridoindoles, Indolyl carboxylic acids and derivatives, Pyrroloindoles, Benzoylindoles, Indolecarboxylic acids and derivatives, Phenylacetylindoles, Naphthoylindoles, Indoles, Hydroxyindoles, N-alkylindoles

Molindone

3-ethyl-2-methyl-5-(morpholin-4-ylmethyl)-4,5,6,7-tetrahydro-1H-indol-4-one

C16H24N2O2 (276.18376839999996)


An indole derivative effective in schizophrenia and other psychoses and possibly useful in the treatment of the aggressive type of undersocialized conduct disorder. Molindone has much lower affinity for D2 receptors than most antipsychotic agents and has a relatively low affinity for D1 receptors. It has only low to moderate affinity for cholinergic and alpha-adrenergic receptors. Some electrophysiologic data from animals indicate that molindone has certain characteristics that resemble those of clozapine. (From AMA Drug Evaluations Annual, 1994, p283) D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents N - Nervous system > N05 - Psycholeptics > N05A - Antipsychotics > N05AE - Indole derivatives D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants C78272 - Agent Affecting Nervous System > C29710 - Antipsychotic Agent

   

Linopirdine

1-phenyl-3,3-bis[(pyridin-4-yl)methyl]-2,3-dihydro-1H-indol-2-one

C26H21N3O (391.1684536)


N - Nervous system > N06 - Psychoanaleptics > N06B - Psychostimulants, agents used for adhd and nootropics D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents D002317 - Cardiovascular Agents > D026902 - Potassium Channel Blockers D049990 - Membrane Transport Modulators C93038 - Cation Channel Blocker D020011 - Protective Agents Same as: D04741

   

Indole-5,6-quinone

5,6-dihydro-1H-indole-5,6-dione

C8H5NO2 (147.032027)


Indole-5,6-quinone is involved in the tyrosine metabolism pathway. More specifically, indole-5,6-quinone is an intermediate in the production of melanin. Indole-5,6-quinone is produced from 5,6-dihydroxyindole by tyrosinase [EC:1.14.18.1]. [HMDB] Indole-5,6-quinone is involved in the tyrosine metabolism pathway. More specifically, indole-5,6-quinone is an intermediate in the production of melanin. Indole-5,6-quinone is produced from 5,6-dihydroxyindole by tyrosinase [EC:1.14.18.1].

   

19-Hydroxytestosterone

(2S,10R,14S,15S)-14-hydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

C19H28O3 (304.2038338)


19-Hydroxytestosterone is an intermediate in Androgen and estrogen metabolism. 19-Hydroxytestosterone is the 4th to last step in the synthesis of 16-Glucuronide-estriol. It is generated from Testosterone via the enzyme cytochrome P450 (EC 1.14.14.1) and then converted to 19-Oxotestosterone.

   

N-Methoxyspirobrassinol

1-Methoxy-5-(methylsulphanyl)-1,2-dihydro-3H-spiro[indole-3,2-[1,4]thiazole]-2-ol

C12H14N2O2S2 (282.04966640000004)


N-Methoxyspirobrassinol is found in brassicas. N-Methoxyspirobrassinol is a stress metabolite from the Japanese radish Daikon (Raphanus sativus var. hortensis) (Cruciferae) inoculated with Pseudomonas cichorii. Stress metabolite from the Japanese radish Daikon (Raphanus sativus variety hortensis) (Cruciferae) inoculated with Pseudomonas cichorii. N-Methoxyspirobrassinol is found in brassicas.

   

Wasalexin A

(3E)-3-({[bis(methylsulphanyl)methylidene]amino}methylidene)-1-methoxy-2,3-dihydro-1H-indol-2-one

C13H14N2O2S2 (294.04966640000004)


Wasalexin A is found in brassicas. Wasalexin A is a constituent of Wasabia japonica (Japanese horseradish) Constituent of Wasabia japonica (Japanese horseradish). Wasalexin A is found in brassicas and wasabi.

   

N-Methoxyspirobrassinol methyl ether

1,2-Dimethoxy-5-(methylsulphanyl)-1,2-dihydro-3H-spiro[indole-3,2-[1,4]thiazole]

C13H16N2O2S2 (296.0653156)


N-Methoxyspirobrassinol methyl ether is found in brassicas. N-Methoxyspirobrassinol methyl ether is a stress metabolite from Japanese daikon radish inoculated with Pseudomonas cichorii. Stress metabolite from Japanese daikon radish inoculated with Pseudomonas cichorii. N-Methoxyspirobrassinol methyl ether is found in brassicas and radish.

   

1-Methoxyspirobrassinin

1-Methoxy-5-(methylsulphanyl)-1,2-dihydro-3H-spiro[indole-3,2-[1,4]thiazole]-2-one

C12H12N2O2S2 (280.0340172)


Phytoalexin from Brassica oleracea variety gongylodes (kohlrabi). 1-Methoxyspirobrassinin is found in cauliflower, brassicas, and radish. 1-Methoxyspirobrassinin is found in brassicas. Phytoalexin from Brassica oleracea var. gongylodes (kohlrabi

   

3-Methylene-indolenine

3-Methyleneindolenine, conjugate acid

C9H7N (129.0578462)


3-Methylene-indolenine is an electrophilic molecule produced by the action of cytochrome P450 2F1 on 3-methylindole (3MI). 3-Methylindole (3MI) is a naturally occurring pulmonary toxin that requires metabolic activation. In particular, 3MI-induced pneumotoxicity arises from cytochrome P-450-catalyzed dehydrogenation of 3MI to an electrophilic methylene imine (3-methyleneindolenine), which covalently binds to cellular macromolecules. Members of the CYP2F gene subfamily are selectively expressed in lung tissues and have been implicated as important catalysts in the formation of reactive intermediates from several pneumotoxic chemicals. (PMID: 10383923) [HMDB] 3-Methylene-indolenine is an electrophilic molecule produced by the action of cytochrome P450 2F1 on 3-methylindole (3MI). 3-Methylindole (3MI) is a naturally occurring pulmonary toxin that requires metabolic activation. In particular, 3MI-induced pneumotoxicity arises from cytochrome P-450-catalyzed dehydrogenation of 3MI to an electrophilic methylene imine (3-methyleneindolenine), which covalently binds to cellular macromolecules. Members of the CYP2F gene subfamily are selectively expressed in lung tissues and have been implicated as important catalysts in the formation of reactive intermediates from several pneumotoxic chemicals. (PMID: 10383923).

   

Adrenochrome o-semiquinone

(3,6-dihydroxy-1-methyl-2,3-dihydro-1H-indol-5-yl)oxidanyl

C9H10NO3 (180.066065)


Adrenochrome semiquinone is the intermediate in the formation of adrenochrome,which is a reaction in which a total of two electrons are removed. Adrenochrome formed in the cells can also suffer conjugation with cellular GSH, leading to its depletion, or polymerize into several other compounds. Adrenochrome semiquinone is the intermediate in the formation of adrenochrome,which is a reaction in which a total of two electrons are removed.

   

Adrenochrome

(3R)-3-Hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione

C9H9NO3 (179.05824040000002)


Adrenochrome (CAS: 54-06-8) belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Adrenochrome is a red-coloured oxidation product of adrenaline (epinephrine) that was first isolated and identified by Green and Richter in 1937 (PMID: 16746378). It is highly soluble in water. Adrenochrome can be synthesized from adrenalin via oxidation with silver oxide (PMID: 4581204). Adrenochrome is a compound produced by the oxidation of adrenaline (epinephrine). The derivative carbazochrome is a hemostatic medication. [Wikipedia]

   

Noradrenochrome

3-hydroxy-3,5,6,7-tetrahydro-2H-indole-5,6-dione

C8H7NO3 (165.0425912)


Noradrenochrome is an aminochrome and is closely related to adrenochrome and dopaminochrome. This compound is present in human brain, induces a combination of neurotoxic and mind-mood altering effect, and is therapeutic for the treatment of schizophrenia. [HMDB] Noradrenochrome is an aminochrome and is closely related to adrenochrome and dopaminochrome. This compound is present in human brain, induces a combination of neurotoxic and mind-mood altering effect, and is therapeutic for the treatment of schizophrenia.

   

Wasalexin B

(3Z)-3-({[bis(methylsulphanyl)methylidene]amino}methylidene)-1-methoxy-2,3-dihydro-1H-indol-2-one

C13H14N2O2S2 (294.04966640000004)


Wasalexin B is found in brassicas. Wasalexin B is a constituent of Wasabia japonica (Japanese horseradish) Constituent of Wasabia japonica (Japanese horseradish). Wasalexin B is found in brassicas and wasabi.

   

Cyanidin 3-(diferuloylsophoroside) 5-glucoside

3-ethyl-2-methyl-5-(piperidin-1-ylmethyl)-4,5,6,7-tetrahydro-1H-indol-4-one

C17H26N2O (274.2045026)


Cyanidin 3-(diferuloylsophoroside) 5-glucoside is found in brassicas. Cyanidin 3-(diferuloylsophoroside) 5-glucoside is isolated from red cabbage (Brassica oleracea). Isolated from red cabbage (Brassica oleracea). Cyanidin 3-(diferuloylsophoroside) 5-glucoside is found in brassicas.

   

N,N-dimethylindoliumolate

5-hydroxy-1,1-dimethyl-1H-indol-1-ium-6-olate

C10H11NO2 (177.0789746)


This compound belongs to the family of Indoles and Derivatives. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

   

5-(Aziridin-1-yl)-3-(hydroxymethyl)-2-(3-hydroxyprop-1-enyl)-1-methylindole-4,7-dione

5-(aziridin-1-yl)-3-(hydroxymethyl)-2-(3-hydroxyprop-1-en-1-yl)-1-methyl-4,7-dihydro-1H-indole-4,7-dione

C15H16N2O4 (288.1110016)


   

Adrenolutin

5,6-dihydroxy-1-methyl-2,3-dihydro-1H-indol-3-one

C9H9NO3 (179.05824040000002)


   

Indoline, 1-(2-(2-pyridyl)ethyl)-

1-[2-(pyridin-2-yl)ethyl]-2,3-dihydro-1H-indole

C15H16N2 (224.13134159999998)


   

Carbazochrome

N-[(3,6-Dihydroxy-1-methyl-2,3-dihydro-1H-indol-5-yl)imino]carbamimidate

C10H12N4O3 (236.0909362)


B - Blood and blood forming organs > B02 - Antihemorrhagics > B02B - Vitamin k and other hemostatics D006401 - Hematologic Agents > D003029 - Coagulants > D006490 - Hemostatics C78275 - Agent Affecting Blood or Body Fluid > C78311 - Hemostatic Agent Carbazochrome is a capillary stabiliser and used for the research of haemorrhage. Carbazochrome is an antihemorrhagic agent[1].

   

Ciclazindol

10-(m-Chlorophenyl)-2,3,4,10-tetrahydropyrimidol(1,2-a)indole-10-ol hydrochloride

C17H15ClN2O (298.087285)


C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent

   

Dihydro-beta-erythroidine

16-methoxy-5-oxa-10-azatetracyclo[8.7.0.0¹,¹³.0²,⁷]heptadeca-2(7),13-dien-4-one

C16H21NO3 (275.1521356)


   

Gelsenicine

6-ethyl-1-methoxy-1,2-dihydro-10-oxa-5-azaspiro[indole-3,2-tricyclo[5.3.1.0⁴,⁸]undecan]-5-en-2-one

C19H22N2O3 (326.16303419999997)


Humantenmine, a newalkaloid isolated from Gelsemium elegan Banth in China, has the potential for pain and rheumatic arthritis treatment[1][2]. Humantenmine, a newalkaloid isolated from Gelsemium elegan Banth in China, has the potential for pain and rheumatic arthritis treatment[1][2].

   

indol-2-one

2H-indol-2-one

C8H5NO (131.037112)


   

Mavoglurant

methyl 4-hydroxy-4-[2-(3-methylphenyl)ethynyl]-3,3a,5,6,7,7a-hexahydro-2H-indole-1-carboxylate

C19H23NO3 (313.16778480000005)


   

N-Desethyl Sunitinib

N-[2-(ethylamino)ethyl]-5-[(5-fluoro-2-hydroxy-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboximidic acid

C20H23FN4O2 (370.18049499999995)


   

Piquindone

3-Ethyl-2,6-dimethyl-4,4a,5,6,7,8,8a,9-octahydro-4a,8a-1H-pyrrolo(2,3g)isoquinolin-4-one

C15H22N2O (246.1732042)


D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants

   

Semaxanib

3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one

C15H14N2O (238.1106074)


   

1-Methyl-3-(2-oxopropylidene)indol-2-one

1-methyl-3-(2-oxopropylidene)-2,3-dihydro-1H-indol-2-one

C12H11NO2 (201.0789746)