As isoquinoline alkaloid with diverse biological activities
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Berberine (chloride)

Item No. 10006427

Technical Information
Formal Name
5,6-dihydro-9,10-dimethoxy-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium, monochloride
CAS Number
633-65-8
Synonyms
  • BBR
  • Umbellatine
  • NSC 163088
  • NSC 646666
Molecular Formula
C20H18NO4 • Cl
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 0.5 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/mlEthanol: 0.5 mg/ml
λmax
230, 266, 348, 431 nm
SMILES
COC1=C2C(C=C3[N+](CCC4=C3C=C5C(OCO5)=C4)=C2)=CC=C1OC.[Cl-]
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
InChi Key
VKJGBAJNNALVAV-UHFFFAOYSA-M
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Berberine is an isoquinoline alkaloid that has been found in C. fenestratum and has diverse biological activities.1,2,3,4,5 It induces frameshift mutations and gene crossovers in haploid and diploid strains of S. cerevisiae in the exponential growth phase, respectively, when used at a concentration of 50 µg/ml.2 Berberine is active against the S. aureus strains ATCC 25922 and NCTC 8530 (MIC = 250 µg/ml for both).3 It decreases contusion volume, ventricle enlargement, and neurological deficits in a mouse model of controlled cortical impact-induced traumatic brain injury (TBI) when administered at a dose of 10 mg/kg.4 Berberine (50 mg/kg) reduces serum LDL cholesterol levels in hamsters fed a high-fat high-cholesterol diet.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Malhotra, S., Taneja, S.C., and Dhar, K.L. Minor alkaloid from Coscinium fenestratum. Phytochem. 28(7), 1998-1999 (1989).

    2. Pasqual, M.S., Lauer, C.P., Moyna, P., et alGenotoxicity of the isoquinoline alkaloid berberine in prokaryotic and eukaryotic organisms. Mutat. Res. 286(2), 243-252 (1993).

    3. Iwasa, K., Kamigauchi, M., Ueki, M., et alAntibacterial activity and structure-activity relationships of berberine analogs. Eur. J. Med. Chem. 31(6), 469-478 (1996).

    4. Chen, C.C., Hung, T.H., Lee, C.Y., et alBerberine protects against neuronal damage via suppression of glia-mediated inflammation in traumatic brain injury. PLoS One 9(12), e115694 (2014).

    5. Kong, W., Wei, J., Abidi, P., et alBerberine is a novel cholesterol-lowering drug working through a unique mechanism distinct from statins. Nat. Med. 10(12), 1344-1351 (2004).