| Identification | Back Directory | [Name]
Tetrahydroberberine | [CAS]
522-97-4 | [Synonyms]
THB
CANADINE
Nsc94918
l-Canadine
DL-CANADINE
AKOS 213-56
Xanthopuccine
l-Xanthopuccine
TETRAHYDROBERBERINE
l-Tetrahydroberberine
Berberine, tetrahydro-
DL-TETRAHYDROBERBERINE
Tetrahydroberberine, BR
Tetrahydroberberine,THB
Tetrahydroberberine, Canadine
Tetrahydroberberine USP/EP/BP
9-Deoxy-16,17-dihydroberberine
dl-Tetrahydroberberine 〔dl-Canadine〕
9,10-DiMethoxy-2,3-(Methylenedioxy)berbine
Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-
Tetrahydroberberine, 98%, from Coptis chinensis Franch.
5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo[g]benzo-1,3-dioxolo[5,6-a]quinolizine
5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
6H-Benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine, 5,8,13,13A-tetrahydro-9,10-dimethoxy-
9,10-DIMETHOXY-5,8,13,13A-TETRAHYDRO-6H-[1,3]DIOXOLO[4,5-G]ISOQUINO[3,2-A]ISOQUINOLINE
5,8,13,13A-TETRAHYDRO-9,10-DIMETHOXY-6H-BENZO[G]-1,3-BENZODIOXOLO[5,6-ALPHA]QUINOLIZINE
(13aR)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
Canadine, THB, 5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-alpha]quinolizine | [EINECS(EC#)]
208-338-2 | [Molecular Formula]
C20H21NO4 | [MDL Number]
MFCD00067284 | [MOL File]
522-97-4.mol | [Molecular Weight]
339.39 |
| Chemical Properties | Back Directory | [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) | [InChIKey]
VZTUIEROBZXUFA-UHFFFAOYSA-N | [SMILES]
N21C(Cc5c(c(c(cc5)OC)OC)C2)c3c(cc4c(c3)OCO4)CC1 |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [Safety Statements ]
36 | [WGK Germany ]
3
| [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Toxicity]
LD50 in mice (mg/kg): 940 orally; 790 s.c.; 100 i.v. (Sadritdinov, Sultanov) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Phellodendron chinense, Corydalis yanhusuo root tuber, and Rhizoma Corydalis. | [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 (α4β2α4β4α7α1β1γδ) modulator; induces clearance of low-density lipoprotein in mice.
Tetrahydroberberine (Canadine)an isoquinoline alkaloid isolated from corydalis tuberis a potent dopamine D2 receptor antagonist (pKi = 6.08) and nicotinic acetylcholine receptor (α4β2α4β4α7 α1β1γδ) modulator. Tetrahydroberberine alleviates high-f at diet-induced hyperlipidemia and induces clearance of low-density lipoprotein and intermediate-density lipoprotein in mice. | [in vivo]
Tetrahydroberberine (30 μg/kg; IV) causes a dramatic increase in gastric regulatory capacity in beagle dogs, significantly enhances gastric contractility and shortens contraction intervals in rats, and enhances gastric motility function in the upper gastrointestinal tract[1].
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