(12bR)-3,4,10,11-tetramethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene

• ChemBase ID: 178395
• Molecular Formular: C21H25NO4
• Molecular Mass: 355.4275
• Monoisotopic Mass: 355.17835829
• SMILES: c1c(c(c2c(c1)C[C@H]1N(C2)CCc2c1cc(c(c2)OC)OC)OC)OC
• Canonical SMILES: COc1cc2CCN3[C@@H](c2cc1OC)Cc1c(C3)c(OC)c(cc1)OC
• InChI: InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m1/s1
• InChIKey: AEQDJSLRWYMAQI-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (12bR)-3,4,10,11-tetramethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene
• IUPAC Traditional name: (12bR)-3,4,10,11-tetramethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene
• Synonyms: (13aR)-5,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxy-6H-dibenzo[a,g]quinolizine; 2,3,9,10-Tetramethoxy-13aβ-berbine; (+)-(R)-Tetrahydropalmatine; (+)-2,3,9,10-Tetramethoxyberbine; (+)-Corydalis B; (R)-Tetrahydropalmatine; (+)-Tetrahydropalmatine Alkaloid; Corydalis B; d-Tetrahydropalmatine; D-Tetrahydropalmatine

Database IDs

• CAS Number: 3520-14-7
• PubChem SID: 164234305
• PubChem CID: 969488

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.8399758
• LogD (pH = 7.4): 3.142365
• Log P: 3.1479747
• Molar Refractivity: 101.3555 cm^3
• Polarizability: 39.105385 Å^3
• Polar Surface Area: 40.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T294160

D-Tetrahydropalmatine is an alkaloid isolated from a traditional Chinese herb Rhizoma Corydalis (yanhusuo). D-Tetrahydropalmatine inhibits dopamine and serotonin uptake of synaptosomes in the rat brain. D-Tetrahydropalmatine also shows inhibitory effects

REFERENCES

• Xu, S.X. et al.: Zhong. Yao Li Xue Bao, 8, 207 (1987)
• Chlebek, J. et al.: Nat. Prod. Comm., 6, 607 (1987)
• Hong, Z. et al.: Biopharm. Drug Dispos., 27, 111 (1987)