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Tetrahydroharmol

From Wikipedia, the free encyclopedia
Tetrahydroharmol
Clinical data
Other names1,2-Dihydroharmaline
Identifiers
  • 1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-7-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H14N2O
Molar mass202.257 g·mol−1
3D model (JSmol)
  • CC1C2=C(CCN1)C3=C(N2)C=C(C=C3)O
  • InChI=1S/C12H14N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6-7,13-15H,4-5H2,1H3
  • Key:AZTMWIPCEFFOJD-UHFFFAOYSA-N

Tetrahydroharmol is a bioactive β-carboline and harmala alkaloid.[1] It acts as a reversible inhibitor of monoamine oxidase A.[2]

Society and culture

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Australia

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Harmala alkaloids are considered Schedule 9 prohibited substances under the Poisons Standard (October 2015).[3] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.[3]

See also

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References

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  1. ↑ Riba J, McIlhenny EH, Valle M, Bouso JC, Barker SA (2012). "Metabolism and disposition of N,N-dimethyltryptamine and harmala alkaloids after oral administration of ayahuasca". Drug Testing and Analysis. 4 (7–8): 610–616. doi:10.1002/dta.1344. PMID 22514127.
  2. ↑ Buckholtz NS, Boggan WO (November 1977). "Monoamine oxidase inhibition in brain and liver produced by beta-carbolines: structure-activity relationships and substrate specificity". Biochemical Pharmacology. 26 (21). Elsevier BV: 1991–1996. doi:10.1016/0006-2952(77)90007-7. PMID 921812.
  3. 1 2 "Poisons Standard October 2015". Australian Government Department of Health. September 2015.
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