Tetrahydroalstonine

The Tetrahydroalstonine, with the CAS registry number 6474-90-4, is also known as Methyl (19alpha, 20alpha)-16, 17-didehydro-19-methyloxayohimban-16-carboxylate. It belongs to the product category of Miscellaneous Natural Products. Its EINECS registry number is 229-331-0. This chemical's molecular formula is C₂₁H₂₄N₂O₃ and molecular weight is 352.43. What's more, its systematic name is Methyl (19α, 20α)-19-methyl-16, 17-didehydro-18-oxayohimban-16-carboxylate. This chemical's classification code is Drug/Therapeutic Agent.

Physical properties about Tetrahydroalstonine are: (1)ACD/LogP: 2.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.28; (4)ACD/LogD (pH 7.4): 1.96; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 11; (7)ACD/KOC (pH 5.5): 2.2; (8)ACD/KOC (pH 7.4): 105.99; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 43.7 Å²; (13)Index of Refraction: 1.656; (14)Molar Refractivity: 99.37 cm³; (15)Molar Volume: 270.4 cm³; (16)Polarizability: 39.39×10^-24 cm³; (17)Surface Tension: 58.6 dyne/cm; (18)Density: 1.3 g/cm³; (19)Flash Point: 270.7 °C; (20)Enthalpy of Vaporization: 79.78 kJ/mol; (21)Boiling Point: 524 °C at 760 mmHg; (22)Vapour Pressure: 4.47E-11 mmHg at 25 °C.

Preparation of Tetrahydroalstonine: this chemical is prepared by 11-Methoxycarbonyl-8-methyl-5, 6, 7α, 8, 11α, 12, 12α, 13-octahydro-9-oxa-13-aza-6α-azonia-indeno[2, 1-a]anthracene. This reaction needs reagents NaBD₄, D₂O. The yield is about 50.3 %.

Uses of Tetrahydroalstonine: it is used to produce other chemicals. For example, it is used to produce Cathenamine. The reaction needs reagent Lithium diethoxyaluminum hydride and solvent Tetrahydrofuran. The reaction time is 2 hours with reaction temperature of -45 °C. The yield is about 70 %.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(OC)\C4=C\O[C@H]([C@@H]5CN3CCc1c(nc2ccccc12)[C@@H]3C[C@H]45)C
(2) InChI: InChI=1/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16-,19-/m0/s1
(3) InChIKey: GRTOGORTSDXSFK-DLLGKBFGBQ