Harmine

Harmine
Names
	Preferred IUPAC name 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole
Identifiers
CAS Number	442-51-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28121 ;
ChEMBL	ChEMBL269538 ;
ChemSpider	4444445 ;
DrugBank	DB07919 ;
ECHA InfoCard	100.006.485
KEGG	C06538 ;
PubChem CID	5280953;
UNII	4FHH5G48T7 ;
CompTox Dashboard (EPA)	DTXSID30196066 ;
	InChI 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 Key: BXNJHAXVSOCGBA-UHFFFAOYSA-N ; InChI=1/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 Key: BXNJHAXVSOCGBA-UHFFFAOYAR;
	SMILES COc1ccc2c(c1)[nH]c3c(C)nccc23;
Properties
Chemical formula	C13H12N2O
Molar mass	212.25 g/mol
Density	1.326 g/cm3
Melting point	321 °C (610 °F; 594 K) (·HCl); 262 °C (·HCl·2H2O)
Solubility in water	insoluble
Solubility in Dimethyl sulfoxide	100mM
Solubility in Ethanol	1 mg/mL
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Harmine is a beta-carboline and a harmala alkaloid. It occurs in a number of different plants, most notably the Syrian rue and Banisteriopsis caapi.^[3] Harmine reversibly inhibits monoamine oxidase A (MAO-A), an enzyme which breaks down monoamines, making it a Reversible inhibitor of monoamine oxidase A (RIMA). Harmine does not inhibit MAO-B.^[4] Harmine is also known as banisterin, banisterine, telopathin, telepathine, leucoharmine^[5] and yagin, yageine.^[3]^[6]

^ ^a ^b ^c "Harmine - CAS 442-51-3". scbio.de. Santa Cruz Biotechnology, Inc. Retrieved 27 October 2015.
^ The Merck Index (1996). 12th edition
^ ^a ^b Djamshidian A, et al. (2015). "Banisteriopsis caapi, a Forgotten Potential Therapy for Parkinson's Disease?". Movement Disorders Clinical Practice. 3 (1): 19–26. doi:10.1002/mdc3.12242. PMC 6353393. PMID 30713897.
^ Frecska E, Bokor P, Winkelman M (2016). "The Therapeutic Potentials of Ayahuasca: Possible Effects against Various Diseases of Civilization". Frontiers in Pharmacology. 7: 35. doi:10.3389/fphar.2016.00035. PMC 4773875. PMID 26973523.
^ Allen JR, Holmstedt BR (1980). "The simple β-carboline alkaloids". Phytochemistry. 19 (8): 1573–1582. Bibcode:1980PChem..19.1573A. doi:10.1016/S0031-9422(00)83773-5.
^ "SciFinderⁿ Login". sso.cas.org. Retrieved 2021-11-12.