CAS 6078-17-7|Berbamine hydrochloride

Introduction：Basic information about CAS 6078-17-7|Berbamine hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Berbamine hydrochloride BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles25
7. Synonyms

Common Name	Berbamine hydrochloride
CAS Number	6078-17-7	Molecular Weight	681.65
Density	/	Boiling Point	744.4ºC at 760 mmHg
Molecular Formula	C₃₇H₄₂Cl₂N₂O₆	Melting Point	250-253ºC(lit.)
MSDS	ChineseUSA	Flash Point	404ºC
Symbol	GHS07	Signal Word	Warning

Names

Name	Berbaminedihydrochloride
Synonym	More Synonyms

Berbamine hydrochloride BiologicalActivity

Description	Berbamine dihydrochloride is an inhibitor of NF-κB activity with remarkable anti-myeloma efficacy.
Related Catalog	Signaling Pathways >>Autophagy >>AutophagyNatural Products >>AlkaloidResearch Areas >>Cancer
Target	NF-κB Autophagy
In Vitro	Berbamine, a novel NF-κB inhibitor, inhibits growth and induces apoptosis in human myeloma cells. Berbamine treatment leads to increased expression of A20, down-regulation of IKKα, p-IκBα, and follows by inhibition of p65 nuclear localization. As a result, NF-κB downstream targets such as cyclin D1, Bcl-xL, Bid and survivin are down-regulated. To determine whether Berbamine has growth inhibitory effect on myeloma cells, KM3 cells are treated with Berbamine at various concentrations for 24, 48, and 72 h, respectively, and then cell viability is assessed by MTT assays. Berbamine inhibits the growth of KM3 cells in a dose- and time-dependent manner, and the IC50 values are 8.17 μg/mL, 5.09 μg/mL, and 3.84 μg/mL for treatment of 24, 48, and 72 h, respectively. In contrast, IC50 value of Berbamine for normal hematopoietic cells is 185.20 μg/mL at 48 h[1].
In Vivo	Berbamine (BBM) is a natural bisbenzylisoquinoline product isolated from traditional Chinese herbal medicine Berberis amurensis and has been used to treat inflammatory and other diseases.The anti-tumor effects of Berbamine are determined on a xenograft animal model. Two liver cancer cell lines, Huh7 (epithelial) and SK-Hep-1 (mesenchymal-like), are inoculated into NOD/SCID mice by subcutaneous injection. The oral Berbamine treatment greatly suppresses the growth of Huh7 xenografted tumors over the time and leads to a tumor reduction by 70% based on the tumor weight. The growth of SK-Hep-1 cells in NOD/SCID mice is less sensitive to Berbamine than that of Huh7. There is a significant suppression of the growth of the SK-Hep-1 xenograft with more than 50% reduction of the tumor weight[2].
Cell Assay	The inhibitory effect of Berbamine on growth of KM3 cells is measured by MTT assay. Briefly, KM3 cells (8×103 per well) are incubated with increasing concentrations of Berbamine (1-32 μg/mL) for 24, 48, or 72 h and then pulsed with 20 μL of 5 mg/mL MTT for the last 4 h, 200 μL DMSO is then added to dissolve the formazan crystals. Dye absorbance in viable cells is measured at 570 nm, and then the inhibitory concentration of 50% (IC50) is calculated[1].
Animal Admin	Mice[2] 5×106 Huh7 cells in 50% Matrigel dissolved in PBS are inoculated in a NOD/SCID mice. 5×106 SK-Hep-1 cells are applied for each xenograft without Matrigel. 100 mg/kg of Berbamine is orally treated to mice with a regimen of twice a day for 5 consecutive days after the tumors reach a size of 2 mm in diameter. After 2 days withdraw, the regimen is repeated once[2].
References	[1]. Liang Y, et al. Berbamine, a novel nuclear factor kappaB inhibitor, inhibits growth and induces apoptosis in human myeloma cells. Acta Pharmacol Sin. 2009 Dec;30(12):1659-65. [2]. Meng Z, et al. Berbamine inhibits the growth of liver cancer cells and cancer-initiating cells by targeting Ca²⁺/calmodulin-dependent protein kinase II. Mol Cancer Ther. 2013 Oct;12(10):2067-77.

Chemical & Physical Properties

Boiling Point	744.4ºC at 760 mmHg
Melting Point	250-253ºC(lit.)
Molecular Formula	C₃₇H₄₂Cl₂N₂O₆
Molecular Weight	681.65
Flash Point	404ºC
PSA	72.86000
LogP	7.53720
InChIKey	USRXDYNDPPUBSG-KKXMJGKMSA-N
SMILES	COc1cc2c3cc1Oc1c(OC)c(OC)cc4c1C(Cc1ccc(O)c(c1)Oc1ccc(cc1)CC3N(C)CC2)N(C)CC4.Cl.Cl
Storage condition	-20°C

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn
Risk Phrases	22-36/37/38
Safety Phrases	S26-S36
RIDADR	NONH for all modes of transport
WGK Germany	3
HS Code	2933990090

Customs

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles25

Flavonols, alkaloids, and antioxidant capacity of edible wild berberis species from patagonia.

J. Agric. Food Chem. 62(51) , 12407-17, (2014)

There are 20 species of the Berberidaceae family described in Chile, whose fruits are edible and show high anthocyanin and hydroxycinnamic acid levels. Berberis microphylla G. Forst, commonly known as...

Berbamine, a novel nuclear factor kappaB inhibitor, inhibits growth and induces apoptosis in human myeloma cells.

Acta Pharmacol. Sin. 30(12) , 1659-65, (2009)

We sought to investigate the effect of berbamine on the growth of human multiple myeloma cell line KM3 and elucidate the mechanism of its action.MTT assay was used to determine the inhibitory effect o...

Berbamine induces Fas-mediated apoptosis in human hepatocellular carcinoma HepG2 cells and inhibits its tumor growth in nude mice.

J. Asian Nat. Prod. Res. 11(3) , 219-28, (2009)

Berbamine, a natural compound from the plant Berberis amurensis, is a traditional Chinese medicine mainly used in stimulating normal hematopoiesis in clinic. Our previous studies demonstrated that ber...

Synonyms

6,6',7-Trimethoxy-2,2'-dimethylberbaman-12-ol hydrochloride (1:1)

MFCD01076588

berbamine dihydrochloride

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