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T4699

Sigma-Aldrich

Tetrahydroberberine

≥99% (HPLC), solid

Synonym(s):

5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-alpha]quinolizine, Canadine, THB, Tetrahydroumbellatine, Xanthopuccine

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About This Item

Empirical Formula (Hill Notation):
C20H21NO4
CAS Number:
522-97-4
Molecular Weight:
339.39
EC Number:
208-338-2
MDL number:
MFCD00067284
UNSPSC Code:
12352200

Assay

≥99% (HPLC)

form

solid

color

yellow

solubility

DMSO: soluble >10 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

COc1ccc2CC3N(CCc4cc5OCOc5cc34)Cc2c1OC

InChI

1S/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

InChI key

VZTUIEROBZXUFA-UHFFFAOYSA-N

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Biochem/physiol Actions

Dopamine receptor antagonist; nicotinic acetylcholine receptor (α4β2, α4β4, α7, α1β, 1γδ) modulator

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Schroeder, K.M.
Abstr. Soc. Neurosci, #137.4 (2002)
J Wu et al.
Brain research, 775(1-2), 214-218 (1998-01-24)
In the patch-clamp perforated whole-cell recording mode, tetrahydroberberine (THB), a novel dopamine (DA) receptor antagonist, inhibits not only DA-induced outward K+ currents, but also acetylcholine-, caffeine- or strychnine-induced outward current. However, THB does not affect either GABA- or glycine-induced Cl-

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