321 °C (610 °F; 594 K) (·HCl); 262 °C (·HCl·2H2O)[2]
Solubility in water
insoluble[1]
Solubility in Dimethyl sulfoxide
100mM[1]
Solubility in Ethanol
1 mg/mL[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yverify (what is YN ?)
Infobox references
Chemical compound
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]
^ abc"Harmine - CAS 442-51-3". scbio.de. Santa Cruz Biotechnology, Inc. Retrieved 27 October 2015.
^The Merck Index (1996). 12th edition
^ abDjamshidian 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.
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. Harmine...
(Ayahuasca), leaves of tobacco and coffee beans. The alkaloids include harmine, harmaline, harmalol, and their derivatives, which have similar chemical...
contained in the plant, including the seeds, are monoamine oxidase inhibitors (Harmine, Harmaline). African rue is often used in North American English. Harmel...
harmala alkaloids and beta-carbolines. It is the partly hydrogenated form of harmine. Various plants contain harmaline including Peganum harmala (Syrian rue)...
uses a pharmaceutical MAOI instead of a plant. N,N-DMT and harmaline or harmine are typically used as components of pharmahuasca.[citation needed] As a...
paraphernalia with traces of harmine and DMT, discovered in a cave in southwestern Bolivia in 2008. and chemical traces of harmine in the hair of two mummies...
include harmine, harmaline, harmane and a slightly more complex structure of canthinone. Harmaline was first isolated in 1838 by Göbel and harmine in 1848...
Passiflora incarnata, this plant contains higher amounts of the MAO-inhibitor harmine. Though the fruit is edible, it is rather insipid when eaten raw. A tea...
tuber root caps are covered in a fluorescent slush rich in harmaline and harmine which apparently suppresses pests. Creeping wood sorrel and perhaps other...
caapi. THH, like other harmala alkaloids in B. caapi, namely harmaline and harmine, is a reversible inhibitor of monoamine oxidase A (RIMA), but it also inhibits...
Journal of General Microbiology. 25, 297–306. Zanderigo F et al. 2018. [11C]Harmine Binding to Brain Monoamine Oxidase A: Test-Retest Properties and Noninvasive...
visually seen by the listener. (See: synesthesia) The ayahuasca ingredient, harmine, was once known as telepathine because of this group-facilitated activity...
occur in different genera, such as Psilocybe,Cyclocybe, and Hygrophorus. Harmine, harmane, norharmane and a range of other l-tryptophan-derived β-carbolines...
Cannabis, except when separately specified in other Schedules Coca leaf DMT Harmine/Harmaline Heroin Kratom, also known as Mitragyna speciosa; as well its...
eaten during Nowruz in Afghanistan. E. angustifolia contains the alkaloids harmine, harmane, and harmol in the roots and shoot, as well as calligonine in...
β-carboline. It is readily formed in vivo in humans by O-demethylation of harmine. Harmalol Abe A, Kokuba H (2013). "Harmol induces autophagy and subsequent...
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...
leaves and stems which includes harmala alkaloids as well. Yohimbine, harmine, harmaline and ajmalicine occurs in descending order, yohimbine being highest...
inhibits dopamine metabolism from its MAOI activity. Tobacco also contains Harmine and Norharmine which is a reversible MAO-A inhibitor. The MAO-A activity...
Jonathan Ott (1998). "Pharmahuasca: Human pharmacology of oral DMT plus Harmine". Journal of Psychoactive Drugs. 31 (2): 171–7. doi:10.1080/02791072.1999...
particular they contain indole alkaloids derived from Beta-carboline such as harmine, tetrahydroharmine, harmaline, manacin, manacein, and dimethyltryptamine...
selegiline, rasagiline, and pargyline, as well as the harmala alkaloids like harmine, harmaline, tetrahydroharmine, harmalol, harman, and norharman, which are...
The most common of these alkaloids is harman, but harmaline, harmalol, harmine, and harmol are also present. The species known to bear such alkaloids...
experiment in which the brothers attempted to "bond harmine DNA with their own neural DNA" (harmine is another psychedelic compound they used synergistically...