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Tetrahydroberberine

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Tetrahydroberberine Basic information

Product Name:
Tetrahydroberberine
Synonyms:
  • (13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
  • l-Canadine
  • l-Tetrahydroberberine
  • l-Xanthopuccine
  • 6H-Benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine, 5,8,13,13A-tetrahydro-9,10-dimethoxy-
  • Berberine, tetrahydro-
  • Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-
  • Nsc94918
CAS:
522-97-4
MF:
C20H21NO4
MW:
339.39
EINECS:
208-338-2
Product Categories:
  • Inhibitors
  • reference standards from Chinese medicinal herbs (TCM).
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • standardized herbal extract
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Neurochemicals
  • Pharmaceuticals
Mol File:
522-97-4.mol
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Tetrahydroberberine Chemical Properties

Melting point:
166.5 °C
Boiling point:
476.1±45.0 °C(Predicted)
Density 
1.33±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO: >10 mg/mL, soluble
form 
solid
pka
6.53±0.20(Predicted)
color 
yellow
biological source
(Corydalis yanhusuo)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
Toxicity
LD50 in mice (mg/kg): 940 orally; 790 s.c.; 100 i.v. (Sadritdinov, Sultanov)

MSDS

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Tetrahydroberberine Usage And Synthesis

Uses

Canadine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Canadine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling.

Uses

Tetrahydroberberine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Tetrahydroberberine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling.

Definition

ChEBI: A berberine alkaloid that is 5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline substituted by methoxy groups at positions 9 and 10.

Biological Activity

Dopamine receptor antagonist; nicotinic acetylcholine receptor (α4β2, α4β4, α7, α1β, 1γδ) modulator; induces clearance of low-density lipoprotein in mice.

Tetrahydroberberine (Canadine), an isoquinoline alkaloid isolated from corydalis tuber, is a potent dopamine D2 receptor antagonist (pKi = 6.08) and nicotinic acetylcholine receptor (α4β2, α4β4, α7, α1β, 1γδ) modulator. Tetrahydroberberine alleviates high-f at diet-induced hyperlipidemia and induces clearance of low-density lipoprotein and intermediate-density lipoprotein in mice.

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