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SML4072

Tetrahydroberberine

new

≥98% (HPLC)

Synonym(s):

(±)-Canadine, (±)-Tetrahydroberberine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-alpha]quinolizine, Canadine

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About This Item

Empirical Formula (Hill Notation):
C20H21NO4
CAS Number:
522-97-4
Molecular Weight:
339.39
MDL number:
MFCD00067284
UNSPSC Code:
12352200

biological source

(Corydalis yanhusuo)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

SMILES string

N21C(Cc5c(c(c(cc5)OC)OC)C2)c3c(cc4c(c3)OCO4)CC1

InChI key

VZTUIEROBZXUFA-UHFFFAOYSA-N

Biochem/physiol Actions

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-fat diet-induced hyperlipidemia and induces clearance of low-density lipoprotein and intermediate-density lipoprotein in mice.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000398318
0000398319
0000388460
0000388460
0000398319

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Guilan Wei et al.
European journal of pharmacology, 968, 176433-176433 (2024-02-19)
The promotion of excess low-density lipoprotein (LDL) clearance stands as an effective clinical approach for treating hyperlipidemia. Tetrahydroberberine, a metabolite of berberine, exhibits superior bioavailability compared to berberine and demonstrates a pronounced hypolipidemic effect. Despite these characteristics, the impact of
Tae Ho Lee et al.
The Journal of pharmacology and experimental therapeutics, 338(3), 917-924 (2011-06-11)
Because delayed gastric emptying and impaired gastric accommodation are regarded as pathophysiological mechanisms underlying functional dyspepsia (FD), prokinetics and fundic relaxants have been suggested as a new treatment for FD. We isolated tetrahydroberberine (THB), an isoquinoline alkaloid (5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine) from Corydalis
Erika Plazas et al.
Pharmacological research, 177, 106126-106126 (2022-02-14)
Complex diseases such as neurodegenerative disorders and cancer constitute a growing public health problem due to the rising incidence and lack in effective therapies. Since pharmacotherapy based on a single target has been insufficient for drug development in complex diseases

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