Showing Compound Norharman (FDB007945)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:51 UTC

Update date

2019-11-26 03:01:54 UTC

Primary ID

FDB007945

Secondary Accession Numbers

Not Available

Chemical Information

FooDB 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. Based on a literature review a significant number of articles have been published on beta-Carboline.

CAS Number

244-63-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2,9-Diazafluorene	ChEBI
2-Azacarbazole	ChEBI
9H-b-Carboline	Generator
9H-beta-Carboline	ChEBI
9H-Beta-carboline	biospider
9H-Pyrido(3,4-b)indole	ChEBI
9H-Pyrido[3,4-b]indole	ChEBI
9H-Β-carboline	Generator
9H-β-carboline	Generator
b-Carboline	Generator

Showing 1 to 10 of 20 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	2.56	ALOGPS
logP	1.87	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	13.22	ChemAxon
pKa (Strongest Basic)	5.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.68 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	51.32 m³·mol⁻¹	ChemAxon
Polarizability	18.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C11H8N2

IUPAC name

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

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

Isomeric SMILES

N1C2=CC=CC=C2C2=C1C=NC=C2

Average Molecular Weight

168.1946

Monoisotopic Molecular Weight

168.068748266

Classification

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Biofluid and excreta:

Feces

Source:

Biological:

Plant

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	3.17	BIAGI,GL ET AL. (1989)
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	199 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Norharman, non-derivatized, GC-MS Spectrum	splash10-014i-5900000000-3480c725264b958ffc7f	Spectrum
GC-MS	Norharman, non-derivatized, GC-MS Spectrum	splash10-014i-5900000000-3480c725264b958ffc7f	Spectrum
Predicted GC-MS	Norharman, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014l-0900000000-fcdb4b3e6837a47248e2	Spectrum
Predicted GC-MS	Norharman, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-014i-0900000000-5f1c82b770634430089f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-014i-2900000000-ec1e052158bb7ac51fa5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 11V, negative	splash10-014i-0900000000-8356e3b21f024042498f	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 15V, negative	splash10-014i-0900000000-309bca0da39eb9bfe16c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - ESI-QFT 21V, negative	splash10-014i-0900000000-5a054045fb18991566ad	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 10V, negative	splash10-014i-0900000000-6ae41f21021169fba158	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 30V, negative	splash10-014l-0900000000-18f3f6cb6eddcab3e38c	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 50V, negative	splash10-03di-9000000000-eebba0b8b6a195a9bcf6	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 6V, negative	splash10-014i-0900000000-bb0bad9db10636d0020a	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 11V, negative	splash10-014i-0900000000-81c9902ae9712620ee7b	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 10V, negative	splash10-014i-0900000000-2ff64ee76e6f4e6e7b47	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 12V, negative	splash10-014i-0900000000-eb22bb403f17b41824ee	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, negative	splash10-014i-0900000000-710549ac9a89ddcb850f	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 15V, negative	splash10-014l-0900000000-0560d33cc2baa8568068	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 17V, negative	splash10-014i-1900000000-e89060680f0fbbb90fc1	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-014i-0900000000-7bfe2973a911f7d04882	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-014i-0900000000-c64bc52da34801ce4cf5	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-014i-0900000000-730c48ee2c09863f6c4d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-c27561fcfb62e1fb8dc0	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-eb27fd1af093e9373987	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-675b8bf1bb9442b351a3	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-0900000000-6b01d3bcbbc7303b646b	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-a18ea037f074412ab5bf	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-d9a1aef47a4155b550a7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-0900000000-82fd47fe0f1bc435ec2c	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB12897

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

NORHARMAN

BIGG ID

Not Available

KNApSAcK ID

C00026537

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
topoisomerase-I inhibitor	50276	A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA.	DUKE
tremorogenic			DUKE