Berberine chloride | CAS#633-65-8 | macrophage regulator

MedKoo Cat#: 563251 | Name: Berberine chloride

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Berberine chloride is a regulator of HuR in LPS-induced macrophages. It acts by decreasing iNOS mRNA stability, and is an antineoplastic, radiosensitizing, anti-inflammatory, anti-lipidemic and antidiabetic agent.

Chemical Structure

Berberine chloride

CAS#633-65-8 (chloride)

Theoretical Analysis

MedKoo Cat#: 563251

Name: Berberine chloride

CAS#: 633-65-8 (chloride)

Chemical Formula: C20H18ClNO4

Exact Mass: 371.0924

Molecular Weight: 371.81

Elemental Analysis: C, 64.61; H, 4.88; Cl, 9.53; N, 3.77; O, 17.21

Price and Availability

Size	Price	Availability
5g	USD 250.00	2 weeks
10g	USD 350.00	2 weeks
25g	USD 450.00	2 weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

117-74-8 (hydroxide) 633-65-8 (chloride) 316-41-6 (sulfate) 633-66-9 (hydrosulfate) 2086-83-1 (cation) 1868138-66-2 (ursodeoxycholate)

Synonym

Berberine chloride; Berberine chloride salt; Natural Yellow 18; BBR; Umbellatine chloride; NSC 163088; NSC163088; NSC-163088; NSC 646666; NSC646666; NSC-646666

IUPAC/Chemical Name

5,6-Dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium chloride

InChi Key

VKJGBAJNNALVAV-UHFFFAOYSA-M

InChi Code

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

SMILES Code

COC1=C(OC)C2=C[N+]3=C(C(C(CC3)=C4)=CC5=C4OCO5)C=C2C=C1.[Cl-]

Appearance

Solid powder

Purity

>97% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Berberine chloride induces reactive oxygen species (ROS) generation and inhibits DNA topoisomerase.

In vitro activity:

Berberine chloride (BBC) inhibited the proliferation and colony formation of human non-small cell lung cancer (NSCLC) cells in a dose- and time-dependent manner. In addition, BBC induced DNA double-stranded breaks (DSBs) through downregulating TOP2B level, leading to apoptosis in human NSCLC cells. Furthermore, BBC decreased Sin3A expression and shortened the half-life of Sin3A, resulting in downregulation of TOP2B in human NSCLC cells. Reference: Cancer Chemother Pharmacol. 2020 Jul;86(1):151-161. https://link.springer.com/article/10.1007/s00280-020-04050-y

In vivo activity:

A dextran sulfate sodium (DSS)-induced chronic relapsing colitis model was used to assess the ameliorating activity of berberine. The colitis mice were orally administered 20mg/kg berberine from day 13 onward for 30days and monitored daily. Results showed that berberine significantly ameliorated the disease activity index (DAI), colon shortening, colon tissue injury, and reduction of colonic expression of tight junction (TJ) protein ZO-1 and occludin of colitis mice. Notably, berberine treatment pronouncedly reduced DSS-upregulated Th17-related cytokine (IL-17 and ROR-γt) mRNAs in the colon. Furthermore, the mRNA expression of IL-6 and IL-23, and the phosphorylation of STAT3 in colon tissues from DSS-treated mice were pronouncedly inhibited by berberine. Reference: Pharmacol Res. 2016 Aug;110:227-239. https://www.sciencedirect.com/science/article/abs/pii/S1043661816300901?via%3Dihub

	Solvent	mg/mL	mM
Solubility
	DMSO	38.8	104.22
	DMSO:PBS (pH 7.2) (1:4)	0.2	0.54

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 371.81 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Wan JJ, Brown RS, Kielian M. Berberine Chloride is an Alphavirus Inhibitor That Targets Nucleocapsid Assembly. mBio. 2020 Jun 30;11(3):e01382-20. doi: 10.1128/mBio.01382-20. PMID: 32605989; PMCID: PMC7327175. 2. Chen J, Huang X, Tao C, Wang L, Chen Z, Li X, Zeng Q, Ma M, Zhang R, Wu Z. Berberine chloride suppresses non-small cell lung cancer by deregulating Sin3A/TOP2B pathway in vitro and in vivo. Cancer Chemother Pharmacol. 2020 Jul;86(1):151-161. doi: 10.1007/s00280-020-04050-y. Epub 2020 Jun 30. PMID: 32607786. 3. Aski ML, Rezvani ME, Khaksari M, Hafizi Z, Pirmoradi Z, Niknazar S, Mehrjerdi FZ. Neuroprotective effect of berberine chloride on cognitive impairment and hippocampal damage in experimental model of vascular dementia. Iran J Basic Med Sci. 2018 Jan;21(1):53-58. doi: 10.22038/IJBMS.2017.23195.5865. PMID: 29372037; PMCID: PMC5776437. 4. Li YH, Xiao HT, Hu DD, Fatima S, Lin CY, Mu HX, Lee NP, Bian ZX. Berberine ameliorates chronic relapsing dextran sulfate sodium-induced colitis in C57BL/6 mice by suppressing Th17 responses. Pharmacol Res. 2016 Aug;110:227-239. doi: 10.1016/j.phrs.2016.02.010. Epub 2016 Mar 9. PMID: 26969793.

In vitro protocol:

In vivo protocol:

1. Aski ML, Rezvani ME, Khaksari M, Hafizi Z, Pirmoradi Z, Niknazar S, Mehrjerdi FZ. Neuroprotective effect of berberine chloride on cognitive impairment and hippocampal damage in experimental model of vascular dementia. Iran J Basic Med Sci. 2018 Jan;21(1):53-58. doi: 10.22038/IJBMS.2017.23195.5865. PMID: 29372037; PMCID: PMC5776437. 2. Li YH, Xiao HT, Hu DD, Fatima S, Lin CY, Mu HX, Lee NP, Bian ZX. Berberine ameliorates chronic relapsing dextran sulfate sodium-induced colitis in C57BL/6 mice by suppressing Th17 responses. Pharmacol Res. 2016 Aug;110:227-239. doi: 10.1016/j.phrs.2016.02.010. Epub 2016 Mar 9. PMID: 26969793.

1: Nonaka M, Murata Y, Takano R, Han Y, Bin Kabir MH, Kato K. Screening of a library of traditional Chinese medicines to identify anti-malarial compounds and extracts. Malar J. 2018 Jun 25;17(1):244. doi: 10.1186/s12936-018-2392-4. PubMed PMID: 29941026; PubMed Central PMCID: PMC6020241. 2: Robinson CL, Chong ACN, Ashbrook AW, Jeng G, Jin J, Chen H, Tang EI, Martin LA, Kim RS, Kenyon RM, Do E, Luna JM, Saeed M, Zeltser L, Ralph H, Dudley VL, Goldstein M, Rice CM, Cheng CY, Seandel M, Chen S. Male germ cells support long-term propagation of Zika virus. Nat Commun. 2018 May 29;9(1):2090. doi: 10.1038/s41467-018-04444-w. PubMed PMID: 29844387; PubMed Central PMCID: PMC5974187. 3: Bhatnagar P, Kumari M, Pahuja R, Pant AB, Shukla Y, Kumar P, Gupta KC. Hyaluronic acid-grafted PLGA nanoparticles for the sustained delivery of berberine chloride for an efficient suppression of Ehrlich ascites tumors. Drug Deliv Transl Res. 2018 Jun;8(3):565-579. doi: 10.1007/s13346-018-0485-9. PubMed PMID: 29441466. 4: Liu R, Zhang Y. Mechanism of UV-driven Photoelectrocatalytic Degradation of Berberine Chloride Form Using the ESR Spin-trapping Method. Photochem Photobiol. 2018 Jul;94(4):650-658. doi: 10.1111/php.12907. Epub 2018 Mar 31. PubMed PMID: 29437228. 5: Delp J, Gutbier S, Klima S, Hoelting L, Pinto-Gil K, Hsieh JH, Aichem M, Klein K, Schreiber F, Tice RR, Pastor M, Behl M, Leist M. A high-throughput approach to identify specific neurotoxicants/ developmental toxicants in human neuronal cell function assays. ALTEX. 2018 Jan 21. doi: 10.14573/altex.1712182. [Epub ahead of print] PubMed PMID: 29423527. 6: Ochin CC, Garelnabi M. Berberine Encapsulated PLGA-PEG Nanoparticles Modulate PCSK-9 in HepG2 Cells. Cardiovasc Hematol Disord Drug Targets. 2018;18(1):61-70. doi: 10.2174/1871529X18666180201130340. PubMed PMID: 29422010. 7: Park HS, Wijerathne CUB, Jeong HY, Seo CS, Ha H, Kwun HJ. Gastroprotective effects of Hwanglyeonhaedok-tang against Helicobacter pylori-induced gastric cell injury. J Ethnopharmacol. 2018 Apr 24;216:239-250. doi: 10.1016/j.jep.2018.01.025. Epub 2018 Feb 2. PubMed PMID: 29410309. 8: Liu R, Zhang Y. Highly efficient degradation of berberine chloride form wastewater by a novel three-dimensional electrode photoelectrocatalytic system. Environ Sci Pollut Res Int. 2018 Apr;25(10):9873-9886. doi: 10.1007/s11356-018-1293-y. Epub 2018 Jan 25. PubMed PMID: 29372529. 9: Aski ML, Rezvani ME, Khaksari M, Hafizi Z, Pirmoradi Z, Niknazar S, Mehrjerdi FZ. Neuroprotective effect of berberine chloride on cognitive impairment and hippocampal damage in experimental model of vascular dementia. Iran J Basic Med Sci. 2018 Jan;21(1):53-58. doi: 10.22038/IJBMS.2017.23195.5865. PubMed PMID: 29372037; PubMed Central PMCID: PMC5776437. 10: Chandirasegaran G, Elanchezhiyan C, Ghosh K. Effects of Berberine chloride on the liver of streptozotocin-induced diabetes in albino Wistar rats. Biomed Pharmacother. 2018 Mar;99:227-236. doi: 10.1016/j.biopha.2018.01.007. PubMed PMID: 29334666. 11: Elsheikh MA, Elnaggar YSR, Otify DY, Abdallah OY. Bioactive-Chylomicrons for Oral Lymphatic Targeting of Berberine Chloride: Novel Flow-Blockage Assay in Tissue-Based and Caco-2 Cell Line Models. Pharm Res. 2018 Jan 5;35(1):18. doi: 10.1007/s11095-017-2307-z. PubMed PMID: 29305670. 12: Sun L, Ding F, You G, Liu H, Wang M, Ren X, Deng Y. Development and Validation of an UPLC-MS/MS Method for Pharmacokinetic Comparison of Five Alkaloids from JinQi Jiangtang Tablets and Its Monarch Drug Coptidis Rhizoma. Pharmaceutics. 2017 Dec 29;10(1). pii: E4. doi: 10.3390/pharmaceutics10010004. PubMed PMID: 29286316; PubMed Central PMCID: PMC5874817. 13: Elsheikh MA, Elnaggar YSR, Hamdy DA, Abdallah OY. Novel cremochylomicrons for improved oral bioavailability of the antineoplastic phytomedicine berberine chloride: Optimization and pharmacokinetics. Int J Pharm. 2018 Jan 15;535(1-2):316-324. doi: 10.1016/j.ijpharm.2017.11.023. Epub 2017 Nov 11. PubMed PMID: 29138046. 14: Ha TK, Hansen AH, Kol S, Kildegaard HF, Lee GM. Baicalein Reduces Oxidative Stress in CHO Cell Cultures and Improves Recombinant Antibody Productivity. Biotechnol J. 2018 Mar;13(3):e1700425. doi: 10.1002/biot.201700425. Epub 2017 Nov 15. PubMed PMID: 29125225. 15: Wu L, Li H, Tang T. A Novel Yeast Surface Display Method for Large-Scale Screen Inhibitors of Sortase A. Bioengineering (Basel). 2017 Jan 24;4(1). pii: E6. doi: 10.3390/bioengineering4010006. PubMed PMID: 28952485; PubMed Central PMCID: PMC5590430. 16: Chandirasegaran G, Elanchezhiyan C, Ghosh K, Sethupathy S. Berberine chloride ameliorates oxidative stress, inflammation and apoptosis in the pancreas of Streptozotocin induced diabetic rats. Biomed Pharmacother. 2017 Nov;95:175-185. doi: 10.1016/j.biopha.2017.08.040. Epub 2017 Sep 12. PubMed PMID: 28843149. 17: Yan X, Gu S, Shi Y, Cui X, Wen S, Ge J. The effect of emodin on Staphylococcus aureus strains in planktonic form and biofilm formation in vitro. Arch Microbiol. 2017 Nov;199(9):1267-1275. doi: 10.1007/s00203-017-1396-8. Epub 2017 Jun 14. PubMed PMID: 28616631. 18: He A, Kang X, Xu Y, Noda I, Ozaki Y, Wu J. Investigation on intermolecular interaction between berberine and β-cyclodextrin by 2D UV-Vis asynchronous spectra. Spectrochim Acta A Mol Biomol Spectrosc. 2017 Oct 5;185:343-348. doi: 10.1016/j.saa.2017.05.070. Epub 2017 Jun 8. PubMed PMID: 28601038. 19: Zhou Y, Liu S, Ming J, Li Y, Deng M, He B. Sustained release effects of berberine-loaded chitosan microspheres on in vitro chondrocyte culture. Drug Dev Ind Pharm. 2017 Oct;43(10):1703-1714. doi: 10.1080/03639045.2017.1339076. Epub 2017 Jun 26. PubMed PMID: 28585864. 20: Sen S, Paul BK, Guchhait N. Differential interaction behaviors of an alkaloid drug berberine with various bile salts. J Colloid Interface Sci. 2017 Nov 1;505:266-277. doi: 10.1016/j.jcis.2017.05.081. Epub 2017 May 25. PubMed PMID: 28578289.