ChemicalBook > CAS DataBase List > Berberine hydrochloride

Berberine hydrochloride

Product Name
Berberine hydrochloride
CAS No.
633-65-8
Chemical Name
Berberine hydrochloride
Synonyms
BERBERINE HCL;BBR;BERBERIN HCL;5,6-DIHYDRO-9,10-DIMETHOXY-BENZO[G]-1,3-BENZODIOXOLO[5,6-A]QUINOLIZINIUM, CHLORIDE;CI 75160;Kyoberin;NSC 646666;UMBELLATINE;Benzodioxide;Berberine chL
CBNumber
CB3758777
Molecular Formula
C20H18NO4.Cl
Formula Weight
371.81
MOL File
633-65-8.mol
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Berberine hydrochloride Property

Melting point:
204-206 °C (dec.)
storage temp. 
Inert atmosphere,2-8°C
solubility 
methanol: soluble
form 
Yellow powder
Colour Index 
75160
color 
Yellow powder
Water Solubility 
SOLUBLE IN COLD WATER
BRN 
3836585
Stability:
Hygroscopic
InChI
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
InChIKey
VKJGBAJNNALVAV-UHFFFAOYSA-M
SMILES
C12C=C3C(C(OC)=C(OC)C=C3)=C[N+]=1CCC1=CC3=C(OCO3)C=C21.[Cl-]
CAS DataBase Reference
633-65-8
EPA Substance Registry System
Berberine chloride (633-65-8)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
24/25-36-26
RIDADR 
1544
WGK Germany 
2
RTECS 
DR9866400
F 
3-10
TSCA 
Yes
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29349990
Toxicity
LD50 orl-rat: >15 g/kg KSRNAM 8,654,74
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BP1108
Product name
Berberine chloride
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$278
Updated
2024/03/01
Sigma-Aldrich
Product number
1065210
Product name
Berberine Chloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
50mg
Price
$644
Updated
2024/03/01
Sigma-Aldrich
Product number
200275
Product name
Berberine Chloride
Purity
A highly potent and selective oxysterol EBI2 (GPR183) agonist (K
Packaging
25mg
Price
$40.3
Updated
2023/01/07
Alfa Aesar
Product number
J62311
Product name
Berberine chloride
Packaging
5g
Price
$47
Updated
2024/03/01
Cayman Chemical
Product number
10006427
Product name
Berberine (chloride)
Purity
≥95%
Packaging
1g
Price
$20
Updated
2024/03/01
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Berberine hydrochloride Chemical Properties,Usage,Production

Chemical Properties

yellow crystalline powder

Uses

An isoqinoline alkaloid shown to have a chemopreventive property against colon tumor formation by inhibiting the enzyme cyclooxygenase-2 (cox-2) which is abundantly expressed in colon cancer cells. Al so inhibits Activator Protein 1 (AP-1), a transcription factor that plays a critical role in inflammation and carcinogenesis. Treatment with berberine potentially results in the reduced accumulation o f chemotherapeutic drugs.

Uses

An ingredient in some commercial eyewash products.

Uses

Berberine hydrochloride: antiarrhythmic, alpha2 agonist, anticonvulsant, antiinflammatory, antibacterial, antifungal, antitrypanosomal, antineoplastic, immunostimulant

Definition

Berberine Chloride is the orally bioavailable, hydrochloride salt form of berberine, a quaternary ammonium salt of an isoquinoline alkaloid and active component of various Chinese herbs, with potential antineoplastic, radiosensitizing, anti-inflammatory, anti-lipidemic and antidiabetic activities. Berberine is a naturally occurring yellow alkaloid in some plants. Berberine HCL is the native form combine with hydrogen chloride to make it more stable.

Definition

ChEBI: Berberine chloride (TN) is an organic molecular entity.

Biological Functions

Although the mechanisms of action through which berberine exerts its effects are not yet fully elucidated, upon administration this agent appears to suppress the activation of various proteins and/or modulate the expression of a variety of genes involved in tumorigenesis and inflammation, including, but not limited to transcription factor nuclear factor-kappa B (NF-kB), myeloid cell leukemia 1 (Mcl-1), B-cell lymphoma 2 (Bcl-2), B-cell lymphoma-extra large (Bcl-xl), cyclooxygenase (COX)-2, tumor necrosis factor (TNF), interleukin (IL)-6, IL-12, inducible nitric oxide synthase (iNOS), intercellular adhesion molecule-1 (ICAM-1), E-selectin, monocyte chemoattractant protein-1 (MCP-1), C-X-C motif chemokine 2 (CXCL2), cyclin D1, activator protein (AP-1), hypoxia-inducible factor 1 (HIF-1), signal transducer and activator of transcription 3 (STAT3), peroxisome proliferator-activated receptor (PPAR), arylamine N-acetyltransferase (NAT), and DNA topoisomerase I and II. The modulation of gene expression may induce cell cycle arrest and apoptosis, and inhibit cancer cell proliferation. In addition, berberine modulates lipid and glucose metabolism.

General Description

A highly potent and selective oxysterol EBI2 (GPR183) agonist (Kd) = 450 pM in a saturation binding assay, and EC50 = 140 pM over EC50 = 2.1 nM for its enantiomer, 7β,25-OHC, in a GTP-γS binding assay). Dose-dependently suppresses forskolin-induced cAMP accumulation in an EBI2-expressing SK-N-MC/CRE-β-galactosidase cell line (IC50 = 2 nM), but not in control cells. Stimulates migration of LPS-activated spleen B-cells and anti-CD3/CD28-activated CD4+ T-cells in a dose-dependent manner. In addition, pharmacological inhibition of its biosynthesis in vivo by Clotrimazole, a CYP7B1inhibitor, promotes the migration of adoptively transferred pre-activated B cells to the T/B boundary, mimicking the phenotype of pre-activated B cells in EBI2-deficient mice.

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.

Side effects

Some side effects of berberine have been reported in research studies, primarily gastrointestinal symptoms such as nausea, abdominal pain, bloating, constipation, or diarrhea. Berberine may interact with medicines. For example, it has been shown to interact with cyclosporine, a drug used to prevent rejection of transplanted organs. If you take medicine, talk with your health care provider if you consider taking berberine supplements. Exposure to berberine has been linked to a harmful buildup of bilirubin in infants, which can cause brain damage. Therefore, berberine is likely to be unsafe for infants and may also be unsafe for use during pregnancy or while breastfeeding because of possible effects on the fetus or infant.

Safety Profile

Poison by intraperitoneal route.Slightly toxic by ingestion. Mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx andCl-.

Purification Methods

Berberine chloride crystallises from water to give the dihydrate. The anhydrous salt may be obtained by recrystallisation from EtOH/Et2O, wash the crystals with Et2O and dry them in a vacuum. The iodide has m 250o(dec) (from EtOH). [Perkin J Chem Soc 113 503 1918, Kametani et al. J Chem Soc(C) 2036 1969, Beilstein 27 I 515, 27 II 567.]

Clinical claims and research

People most commonly use berberine for diabetes, high levels of cholesterol or other fats in the blood, and high blood pressure. It is also used for burns, canker sores, liver disease, and many other conditions but there is no good scientific evidence to support many of these uses.

Berberine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Berberine hydrochloride Suppliers

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View Lastest Price from Berberine hydrochloride manufacturers

Jinan Jianfeng Chemical Co., Ltd
Product
Berberine hydrochloride 633-65-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1t
Release date
2024-05-17
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Berberine HCl 633-65-8
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-12-09
Hebei Mojin Biotechnology Co.,Ltd
Product
Berberine hydrochloride 633-65-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-08-05

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