Accéder au contenu
Merck
Toutes les photos(5)

Key Documents

View All Documentation

B3251

Sigma-Aldrich

Berberine chloride form

Synonyme(s) :

Benzodioxide, Berberine HCl, Natural Yellow 18

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(5)

About This Item

Formule empirique (notation de Hill):
C20H18ClNO4
Numéro CAS:
633-65-8
Poids moléculaire :
371.81
Numéro C.I. (Colour Index):
75160
Numéro Beilstein :
3836585
Numéro CE :
211-195-9
Numéro MDL:
MFCD00011939
Code UNSPSC :
12171500
ID de substance PubChem :
24891691
Nomenclature NACRES :
NA.32

Forme

powder

Niveau de qualité

200

Solubilité

methanol: soluble

Chaîne SMILES 

COC1=C(C=[N+](CCC2=C3C=C4C(OCO4)=C2)C3=C5)C5=CC=C1OC.[Cl-]

InChI

1S/C20H18NO4.ClH/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;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1

Clé InChI

VKJGBAJNNALVAV-UHFFFAOYSA-M

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Description générale

Berberine Chloride form or Natural Yellow 18, is also known as 5,6-dihydro-9,10-dimethoxybenzo(g)-1,3-benzodioxolo (5,6-a) quinolizinium is a benzyl tetra isoquinoline plant alkaloid. Berberine contains a quaternary base and is commercially available in berberine chloride form.

Application

Berberine Chloride is a fluorescent stain used to stain heparin in mast cells. Berberine upregulates the expression of Pgp in hepatoma cells.
Fluorescent stain for heparin in mast cells

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

Slide 1 of 6

1 of 6

Monoclonal Anti-ELAVL4 antibody produced in mouse clone 6B9, purified immunoglobulin, buffered aqueous solution

Sigma-Aldrich

WH0001996M1

Monoclonal Anti-ELAVL4 antibody produced in mouse

Canadine phyproof® Reference Substance

PHL80378

Canadine

BERBERINE ACETONE ADDUCT AldrichCPR

S567574

BERBERINE ACETONE ADDUCT

Hydrastine phyproof® Reference Substance

PHL89511

Hydrastine

Dihydroberberine phyproof® Reference Substance

PHL80429

Dihydroberberine

BERBERINE BISULFATE AldrichCPR

S583634

BERBERINE BISULFATE

Gil Belofsky et al.
Journal of natural products, 69(2), 261-264 (2006-02-28)
Two new 2-arylbenzofuran aldehydes (1 and 2) and three known phenolic compounds (3-5) were isolated from organic extracts of Dalea spinosa. These compounds were evaluated for their intrinsic antimicrobial activity and their ability to perform as multidrug-resistance inhibitors by potentiating
Siritron Samosorn et al.
Bioorganic & medicinal chemistry, 17(11), 3866-3872 (2009-05-08)
Conjugation of the NorA substrate berberine and the NorA inhibitor 5-nitro-2-phenyl-1H-indole via a methylene ether linking group gave the 13-substituted berberine-NorA inhibitor hybrid, 3. A series of simpler arylmethyl ether hybrid structures were also synthesized. The hybrid 3 showed excellent
Inhibitors of prolyl oligopeptidases for the therapy of human diseases: defining diseases and inhibitors.
Janice Lawandi et al.
Journal of medicinal chemistry, 53(9), 3423-3438 (2010-01-12)
Ying-Hong Li et al.
Journal of medicinal chemistry, 52(2), 492-501 (2008-12-19)
Twenty-nine derivatives of berberine (1) or pseudoberberine (2) were designed, semisynthesized, and evaluated for their up-regulatory activity on the low-density-lipoprotein receptor (LDLR) expression. SAR analysis revealed that (i) the methylenedioxy group at the 2- and 3-position is an essential element
Xiaoling Zhang et al.
Cancer research, 70(23), 9895-9904 (2010-10-12)
Berberine, a natural product derived from a plant used in Chinese herbal medicine, is reported to exhibit anticancer effects; however, its mechanism of action is not clearly defined. Herein, we demonstrate that berberine induces apoptosis in acute lymphoblastic leukemia (ALL)
Afficher tous les articles scientifiques apparentés

Articles

Protein-based Drug Transport

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Protein-based Drug Transport

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Protein-based Drug Transport

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Protein-based Drug Transport

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique