Structure via PubChem · Public domain (PubChem)
harman
Sign in to saveAlso known as L-methylpyridobindole, 1-methyl-beta-carboline, 1-methyl-2-carboline, 1-methylnorharman, locuturin, passiflorin, locuturine, loturine
Harmane, or harman, also known as 1-methyl-β-carboline, is a heterocyclic amine and β-carboline found in a variety of foods including coffee, sauces, and cooked meat. It is also present in tobacco smoke.
Chemical data
- Formula
- C12H10N2
- Molecular weight
- 182.22 g/mol
- IUPAC name
- 1-methyl-9H-pyrido[3,4-b]indole
- SMILES
- CC1=NC=CC2=C1NC3=CC=CC=C23
- InChIKey
- PSFDQSOCUJVVGF-UHFFFAOYSA-N
- XLogP
- 3.6
- Polar surface area
- 28.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
4,379 papers- Exposure to beta-carbolines norharman and harman.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences · 2004
- β-Carbolines norharman and harman change neurobehavior causing neurological damage in Caenorhabditis elegans.Food & function · 2023
- β-carbolines norharman and harman in vegetable oils in China.Food additives & contaminants. Part B, Surveillance · 2020
- Harman and norharman, metabolites of the entomopathogenic fungus Conidiobolus coronatus (Entomophthorales), affect the serotonin levels and phagocytic activity of hemocytes, insect immunocompetent cells, in Galleria mellonella (Lepidoptera).Cell & bioscience · 2019
- Harman induces CYP1A1 enzyme through an aryl hydrocarbon receptor mechanism.Toxicology and applied pharmacology · 2010
via PubMed
Wikidata facts
- Mass
- 182.084398
Show 6 more facts
- found in taxon
- Grewia damine
- chemical formula
- C₁₂H₁₀N₂
- canonical SMILES
- CC1=NC=CC2=C1NC3=CC=CC=C23
- subject has role
- neurotoxin
- has characteristic
- bitterness
- Commons category
- Harmane
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
9 sectionsContents
- Pharmacology
- Chemistry
- Natural occurrence
- Society and culture
- Legal status
- Canada
- See also
- References
- External links
Harmane, or harman, also known as 1-methyl-β-carboline, is a heterocyclic amine and β-carboline found in a variety of foods including coffee, sauces, and cooked meat. It is also present in tobacco smoke.
Harmane is related to other alkaloids, harmine and harmaline, found in 1837 in the plant Peganum harmala. The name derives from the Arabic word for the plant, ().
Excerpted from Wikipedia’s “harman” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0