Tetrahydroharmol

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

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
ChEMBL
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

Australia

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

References
  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): 610–6. doi:10.1002/dta.1344. PMID 22514127.
  2. Buckholtz, Neil S.; Boggan, William O. (1 November 1977). "Monoamine oxidase inhibition in brain and liver produced by β-carbolines: structure-activity relationships and substrate specificity". Biochemical pharmacology. Elsevier BV. 26 (21): 1991–1996. doi:10.1016/0006-2952(77)90007-7. ISSN 0006-2952. PMID 921812.
  3. Poisons Standard October 2015 https://www.comlaw.gov.au/Details/F2015L01534


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