| Identification | Back Directory | [Name]
tetrahydroharmine | [CAS]
17019-01-1 | [Synonyms]
HARMALINE-001
Tetrahydroharmin
tetrahydroharmine
1,2,3,4-Tetrahydroharmine
7-methoxy-1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole
2,3,4,9-tetrahydro-7-methoxy-1-methyl-1H-Pyrido[3,4-b]indole
7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
1H-Pyrido[3,4-b]indole, 2,3,4,9-tetrahydro-7-methoxy-1-methyl-
1H-Pyrido(3,4-B)indole, 2,3,4,9-tetrahydro-7-methoxy-1-methyl- (van) | [Molecular Formula]
C13H16N2O | [MOL File]
17019-01-1.mol | [Molecular Weight]
216.28 |
| Chemical Properties | Back Directory | [Melting point ]
199 °C | [Boiling point ]
399.2±37.0 °C(Predicted) | [density ]
1.145±0.06 g/cm3(Predicted) | [storage temp. ]
Amber Vial, -20°C Freezer, Under inert atmosphere | [solubility ]
Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
18.03±0.40(Predicted) | [color ]
White to Off-White | [Stability:]
Light Sensitive |
| Hazard Information | Back Directory | [Description]
This carboline alkaloid is present in Banisteria caapi, a plant indigenous toSouth America. It is dextrorotatory with [o:]l>s + 32° (c 1.0, CHCI3). One
methoxyl group, a methyl group and two imino groups are present in the
molecule. | [Uses]
Tetrahydroharmine is a β-Carboline derivative. β-Carboline alkaloids are inhibitors of human monoamine oxidase enzymes. β-carboline derivatives were also reported to have antiviral and fungicidal activity. Tetrahydroharmine is related to 3,4-Dihydroharmine (D449718). | [IC 50]
MAO-B: 74 nM (IC50) | [References]
Hochstein, Paradies., J. Arner. Chern. Soc., 79, 5735 (1957)
Bernauer., Helv. Chirn. Acta, 47, 1075 (1960)
Koblicova, Trojanek., Chern. Ind., 1342 (1966) |
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