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B3412

Sigma-Aldrich

Berberine hemisulfate salt

≥95%

Synonym(s):

Natural Yellow 18

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About This Item

Linear Formula:
C20H18NO4 · 1/2SO4
CAS Number:
633-66-9
Molecular Weight:
384.39
Colour Index Number:
75160
MDL number:
MFCD00031743
UNSPSC Code:
12171500
PubChem Substance ID:
24891718
NACRES:
NA.32

assay

≥95%

form

powder

solubility

methanol: soluble

SMILES string

[O-]S([O-])(=O)=O.COc1ccc2cc3-c4cc5OCOc5cc4CC[n+]3cc2c1OC.COc6ccc7cc8-c9cc%10OCOc%10cc9CC[n+]8cc7c6OC

InChI

1S/2C20H18NO4.H2O4S/c2*1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;1-5(2,3)4/h2*3-4,7-10H,5-6,11H2,1-2H3;(H2,1,2,3,4)/q2*+1;/p-2

Inchi Key

OJVABJMSSDUECT-UHFFFAOYSA-L

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application

Fluorescent stain for heparin in mast cells

Biochem/physiol Actions

An alkaloid with weak antibiotic properties. Substrate for MDR efflux pumps. Antimicrobial activities of berberine is potentiated by the MDR inhibitor 5´-methoxyhydnocarpin (5´-MHC). Berberine upregulates the expression of Pgp in hepatoma cells. Treatment with berberine potentially results in the reduced accumulation of chemotherapeutic drugs.

Pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Dong-Gu Kim et al.
Molecular medicine reports, 21(1), 258-266 (2019-11-21)
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