Name | 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo[g]benzo-1,3-dioxolo[5,6-a]quinolizine |
Synonyms | canadine Nsc94918 l-Canadine l-Xanthopuccine l-Tetrahydroberberine Berberine, tetrahydro- Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)- 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo[g]benzo-1,3-dioxolo[5,6-a]quinolizine 6H-Benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine, 5,8,13,13A-tetrahydro-9,10-dimethoxy- (13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine |
CAS | 522-97-4 |
EINECS | 208-338-2 |
InChI | InChI=1/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3 |
Molecular Formula | C20H21NO4 |
Molar Mass | 339.39 |
Density | 1.33±0.1 g/cm3(Predicted) |
Melting Point | 166.5 °C |
Boling Point | 476.1±45.0 °C(Predicted) |
Solubility | Soluble in hot water, hot ethanol, insoluble in acetone, chloroform |
Appearance | Pale yellow needle crystal |
Color | yellow |
pKa | 6.53±0.20(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
MDL | MFCD00067284 |
Physical and Chemical Properties | Light yellow crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Phellodendron, Corydalis tuber, Corydalis. |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
Safety Description | 36 - Wear suitable protective clothing. |
WGK Germany | 3 |
Toxicity | LD50 in mice (mg/kg): 940 orally; 790 s.c.; 100 i.v. (Sadritdinov, Sultanov) |
Reference Show more | 1. Fang Xingyue, Liu Qibing, Yang Xiao et al. Effect of tetrahydroberberine on vascular endothelial cell injury [J]. Journal of Hainan Medical College 2020(15):1146-1151. 2. Antrum Zenghua, du Lianping. Simultaneous determination of six components in compound yuanhu Zhitong tablets by HPLC [J]. Chinese patent medicine 2017 39(02):312-315. 3. Feng Xin, Zhao Wenjun, Hou Ting, et al. Determination of 14 components in ermiao powder extract by UPLC-MS/MS [J]. Chinese Journal of Experimental prescriptions, 2017, 023(021):79-85. 4. [IF = 5.81] Xiao Xiaofei et al."The Anti-Diaria Activity of the Non-toxic Dihuang Powder in Mice." Front Pharmacol. 2018 Sep;0:1037 5. [IF = 4.411] Jinjun Shan et al."Liquid Chromatography Coupled with Linear Ion Trap Hybrid OrbitrapMass Spectrometry for Determination of Alkaloids in Sinomeniumacutum."Molecules. 2018 Jul;23(7):1634 6. [IF=3.004] Kai Zhang et al."Untargeted metabolomics reveals the synergistic mechanisms of Yuanhu Zhitong oral liquid in the treatment of primary dysmenorrhea."J Chromatogr B. 2021 Feb;1165:122523 |
Target | Value |
D2 receptor () | 6.08(pKi) |
5-HT1A () | 5.38(pKi) |
use | tetrahydroberberine has antiarrhythmic effect. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: sedation and analgesia. |