MiMeDB: Showing metabocard for Norharman (MMDBc0008411)

Microbial

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 01:16:13 UTC

Update Date

2022-08-12 19:58:05 UTC

Metabolite ID

MMDBc0008411

Metabolite Identification

Common Name

Norharman

Description

beta-Carboline, also known as norharman or 9H-b-carboline, belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. beta-Carboline has been detected, but not quantified in, chicories (Cichorium intybus). This could make beta-carboline a potential biomarker for the consumption of these foods. beta-Carboline is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on beta-Carboline.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,9-Diazafluorene	ChEBI
2-Azacarbazole	ChEBI
9H-beta-Carboline	ChEBI
9H-Pyrido(3,4-b)indole	ChEBI
9H-Pyrido[3,4-b]indole	ChEBI
Carbazoline	ChEBI
Norharman	ChEBI
Norharmane	ChEBI
9H-b-Carboline	Generator
9H-Β-carboline	Generator
b-Carboline	Generator
Β-carboline	Generator
Norharman hydrochloride	MeSH, HMDB
Norhormane	MeSH, HMDB
beta-Carboline	HMDB

Molecular Formula

C₁₁H₈N₂

Average Mass

168.1946

Monoisotopic Mass

168.068748266

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

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

InChI Key

AIFRHYZBTHREPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Indole
Benzenoid
Pyridine
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-carbolines (CHEBI:109895 )
mancude organic heterotricyclic parent (CHEBI:109895 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	1		Metabolic reconstruction
nah	1		Metabolic reconstruction
Bacteria	nah	3		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0012897

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Beta-Carboline

METLIN ID

Not Available

PubChem Compound

64961

PDB ID

NRH

ChEBI ID

109895

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Gynther J, Konschin H, Tylli H, Rouvinen J: Electrostatic requirements for high benzodiazepine receptor affinity among betacarboline-3-carboxylic acid derivatives. Acta Pharm Nord. 1990;2(1):45-52. [PubMed:2160247 ]
Munoz MA, Sama O, Galan M, Guardado P, Carmona C, Balon M: Hydrogen bonding NH/pi interactions between betacarboline and methyl benzene derivatives. Spectrochim Acta A Mol Biomol Spectrosc. 2001 Apr;57A(5):1049-56. doi: 10.1016/s1386-1425(00)00421-2. [PubMed:11374564 ]
Cao R, Peng W, Wang Z, Xu A: beta-Carboline alkaloids: biochemical and pharmacological functions. Curr Med Chem. 2007;14(4):479-500. doi: 10.2174/092986707779940998. [PubMed:17305548 ]
Venault P, Chapouthier G: From the behavioral pharmacology of beta-carbolines to seizures, anxiety, and memory. ScientificWorldJournal. 2007 Feb 19;7:204-23. doi: 10.1100/tsw.2007.48. [PubMed:17334612 ]
Bailey JE, Nutt DJ: GABA-A receptors and the response to CO(2) inhalation - a translational trans-species model of anxiety? Pharmacol Biochem Behav. 2008 Jul;90(1):51-7. doi: 10.1016/j.pbb.2008.04.002. Epub 2008 Apr 9. [PubMed:18485466 ]
Hidalgo J, Sanchez-Coronilla A, Balon M, Asuncion Munoz M, Carmona C: Dual emission of temperature-induced betacarboline self-associated hydrogen bond aggregates. Photochem Photobiol Sci. 2009 Mar;8(3):414-20. doi: 10.1039/b816776a. Epub 2009 Jan 20. [PubMed:19255684 ]

Showing metabocard for Norharman (MMDBc0008411)

MOL for #<Metabolite:0x00007f9acd1dcee0>

3D MOL for #<Metabolite:0x00007f9acd1dcee0>

3D SDF for #<Metabolite:0x00007f9acd1dcee0>

3D-SDF for #<Metabolite:0x00007f9acd1dcee0>

PDB for #<Metabolite:0x00007f9acd1dcee0>

3D PDB for #<Metabolite:0x00007f9acd1dcee0>

SMILES for #<Metabolite:0x00007f9acd1dcee0>

INCHI for #<Metabolite:0x00007f9acd1dcee0>

Structure for #<Metabolite:0x00007f9acd1dcee0>

3D Structure for #<Metabolite:0x00007f9acd1dcee0>