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Harmine Properties

Harmine

WashTechs 7412-Product_Structure
Molecule 3D Structure Image
WashTechs 7412-Molecule 3D Structure
Molecule Structure Image

Description

 

Harmine is a fluorescent harmala alkaloid belonging to the beta-carboline family of compounds. It occurs in a number of different plants, most notably the Middle Eastern plant harmal or Syrian rue and the South American vine Banisteriopsis caapi. It is a RIMA, a reversible inhibitor of monoamine oxidase A (MAO-A), an enzyme which breaks down monoamines. It selectively binds to MAO-A but does not inhibit the variant MAO-B. MAOIs have been used to treat depression since they inhibit the breakdown of serotonin and norepinephrine, two neurotransmitters that have a role in the pathophysiology of clinical depression, suggesting that harmine may have antidepressant effect. It is a useful fluorescent pH indicator. As the pH of its local environment increases, the fluorescence emission of harmine decreases. With the radioisotope carbon-11 harmine is used in positron emission tomography neuroimaging to examine its binding to MAO-A. Harmine found in root secretions of Oxalis tuberosa has been found to have insecticidal properties.

Chemical Properties

Appearance Off-White Solid
Boiling Point 421.4°C
CAS Number 442-51-3
ChEBI 28121
Class NA
Density 1.252g/cm3
EINECS Number 207-131-4
IUPAC Name 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole
InChI 1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3
InChIKey BXNJHAXVSOCGBA-UHFFFAOYSA-N
Melting Point 262-264 °C
Molar Mass 212.25 g/mol
Molecular Formula C13H12N2O
NFPA 704 H-2,F-0,R-0,C-NA
PG NA
RTECS Number UV0175000
Synonyms 7-MeO-1-Me-9H-pyrido[3,4-b]-indole;9H-Pyrido[3,4-b]indole,7-methoxy-1-methyl-;1-Methyl-7-methoxy-b-carboline;Banisterin;Banisterine;Harmin;Harmine;Leucoharmine;Telepathin;Telepathine;Yagein;Yageine