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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:
C20H18ClNO4
Molecular Weight:
371.81
MDL Number:
MFCD00011939
MOL File:
633-65-8.mol
MSDS File:
SDS
Last updated:2024-03-28 20:12:32

Berberine hydrochloride Properties

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
FDA UNII UOT4O1BYV8
EPA Substance Registry System Berberine chloride (633-65-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS07
Signal word  Danger
Hazard statements  H301-H312-H315-H319-H332-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38
Safety Statements  24/25-36-26
RIDADR  1544
WGK Germany  2
RTECS  DR9866400
3-10
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  III
HS Code  29349990
Toxicity LD50 orl-rat: >15 g/kg KSRNAM 8,654,74

Berberine hydrochloride price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich BP1108 Berberine chloride British Pharmacopoeia (BP) Reference Standard 633-65-8 100MG $278 2024-03-01 Buy
Sigma-Aldrich 1065210 Berberine Chloride United States Pharmacopeia (USP) Reference Standard 633-65-8 50mg $644 2024-03-01 Buy
Sigma-Aldrich 200275 Berberine Chloride A highly potent and selective oxysterol EBI2 (GPR183) agonist (K 633-65-8 25mg $40.3 2023-01-07 Buy
Alfa Aesar J62311 Berberine chloride 633-65-8 5g $47 2024-03-01 Buy
Cayman Chemical 10006427 Berberine (chloride) ≥95% 633-65-8 1g $20 2024-03-01 Buy
Product number Packaging Price Buy
BP1108 100MG $278 Buy
1065210 50mg $644 Buy
200275 25mg $40.3 Buy
J62311 5g $47 Buy
10006427 1g $20 Buy

Berberine hydrochloride Chemical Properties,Uses,Production

Chemical Properties

yellow crystalline powder

Uses

An ingredient in some commercial eyewash products.

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

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.

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.

51873-53-1
633-65-8
Synthesis of Berberine hydrochloride from Ethanone, 2-(5,8-dihydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-8-yl)-1-phenyl-

Berberine hydrochloride Preparation Products And Raw materials

Global( 636)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu ChenLv Herb Co.,Ltd
+undefined13608205856 maryextract@126.com China 127 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
+8617731987558 xingjiu@xingjiubiotech.com China 990 58
Wuhan ShuEr Biology Technology Co.,Ltd
+86-15629032529 excellentsuppliers@shuerbio.com China 897 58
Bonerge(Hunan) Lifescience Co., Ltd.
+86-731-82791134 +86-18801900056 hank.h@bonerge.com China 30 58
Shaanxi LonierHerb Bio Technology Co Ltd
+86-86-+86-86-029-87551862 +8617702909819 sales006@ingredients-lonier.com China 2596 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 290 58
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.
+86-029-86333380 18829239519 sales06@tgybio.com China 959 58
ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
+8619155187336 shengzhikai3@shengzhikai.com China 38 58
shandong perfect biotechnology co.ltd
+86-53169958659; +8618596095638 sales@sdperfect.com China 294 58

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View Lastest Price from Berberine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Berberine hydrochloride pictures 2024-04-26 Berberine hydrochloride
633-65-8
US $0.00-0.00 / kg 0.10000000149011612kg ≥98%HPLC 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
Berberine hydrochloride pictures 2024-04-23 Berberine hydrochloride
633-65-8
US $0.00 / KG 1KG ≥98% HPLC 1000KG Changsha Staherb Natural Ingredients Co., Ltd.
Berberine hydrochloride pictures 2024-04-22 Berberine hydrochloride
633-65-8
US $0.00 / kg 1kg 99.8% 1000 kg BINBO BIOLOGICAL CO.,LTD
TIMTEC-BB SBB006488 NATURAL YELLOW 18 CHLORIDE NATURAL YELLOW 18 UMBELLATINE BERBERINE HYDROCHLORIDE BERBERINE HYDROCHLORIDE N-HYDRATE LABOTEST-BB LT00440956 CI 75160 3)benzodioxolo(5,6-a)quinolizinium,5,6-dihydro-9,10-dimethoxy-benzo(g)(c 9,10-Dimethoxy-5,6-dihydro-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium·chloride 9,10-Dimethoxy-5,6-dihydrobenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium·chloride C.I.Natural Yellow 18 Kyoberin Berberine hydrochloride hydrate,97% BERBERINECHLORIDE(SH) Berberine chloride form,Natural Yellow18 Berberine Chloride (50 mg) NSC 646666 7,8,13,13a-Tetradehydro-9,10-diMethoxy-2,3-(Methylenedioxy)berbiniuM Chloride Berberin chloride dihydrate Berberine Chloride, JP Berberinehydrochloride,Berberine chloride form Benzo(g)(1,3)benzodioxolo(5,6-a)quinolizinium, 5,6-dihydro-9,10-dimethoxy-, chloride Berbinium, 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-, chloride Berberine chloride ,98% 7,8,13,13a-tetradehydro-9,10-dimethoxy-2,3-(methylenedioxy)-berbiniuchlori berberiniumchloride BERBERINE CHLORIDE(AHP) Berberine chloride form Berberdine HCl 9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium chloride Berberine chloride (TN) Berberine hydrochloride 633-65-8 Berberine Hydroch (2E)-3,7-dimethyl-1-octa-2,6-dienol Berberine Chloride - CAS 633-65-8 - Calbiochem Berberine HCl 98% Berberine chloride CRS Berberine Chloride RS Benzodioxide Berberine chL Berberine hydrochloride USP/EP/BP Shuanghuanglian hydrochloride Berberine hydrochloride powder beriberichloride Berberine Chloride (1065210) BERBERINE HCL BERBERIN HCL BBR 5,6-DIHYDRO-9,10-DIMETHOXY-BENZO[G]-1,3-BENZODIOXOLO[5,6-A]QUINOLIZINIUM, CHLORIDE Berberine HCI Berberine HCA Gadoxetate Disodium Impurity 21 633-65-8 156-2-83 C20H18NO4HCl C20H18ClNO4xH2O C20H18NO4Cl