Tetrahydroharmine

Tetrahydroharmine
Clinical data
Other names	THH; 1,2,3,4-Tetrahydroharmine; Leptaflorine; 7-Methoxy-1,2,3,4-tetrahydroharman; 7-Methoxy-1-methyl-1,2,3,4-tetrahydro-β-carboline; 7-MeO-THH
Routes of; administration	Oral
Drug class	Hallucinogen; Oneirogen; Monoamine oxidase inhibitor; Reversible inhibitor of MAO-A; Serotonin reuptake inhibitor; Serotonin receptor modulator
ATC code	None;
Legal status
Legal status	AU: S9 (Prohibited substance);
Pharmacokinetic data
Elimination half-life	4.7–8.8 hours
Duration of action	Unknown
Identifiers
	IUPAC name 7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole;
CAS Number	17019-01-1;
PubChem CID	159809;
ChemSpider	140510;
UNII	F1Q1E0G45A;
KEGG	C09243;
ChEBI	CHEBI:311931;
ChEMBL	ChEMBL129208;
CompTox Dashboard (EPA)	DTXSID70901873 ;
Chemical and physical data
Formula	C13H16N2O
Molar mass	216.284 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1C2=C(CCN1)C3=C(N2)C=C(C=C3)OC;
	InChI InChI=1S/C13H16N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7-8,14-15H,5-6H2,1-2H3; Key:ZXLDQJLIBNPEFJ-UHFFFAOYSA-N;

Tetrahydroharmine (THH), also known as 7-methoxy-1,2,3,4-tetrahydroharman (7-MeO-THH), is a fluorescent indole alkaloid and β-carboline that occurs in the tropical liana species Banisteriopsis caapi.