An alkaloid with diverse biological activities
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Epiberberine

Item No. 34569

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
11,12-dihydro-8,9-dimethoxy-benzo[a]-1,3-benzodioxolo[4,5-g]quinolizinium
CAS Number
6873-09-2
Molecular Formula
C20H18NO4
Formula Weight
336.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
225, 244, 265, 361 nm
SMILES
COC1=C(C=C2C3=CC4=C(C=[N+]3CCC2=C1)C5=C(OCO5)C=C4)OC
InChi Code
InChI=1S/C20H18NO4/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
InChi Key
FPJQGFLUORYYPE-UHFFFAOYSA-N
Origin
Plant/Unidentified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $54

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    5 mg

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    10 mg

    $209

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    25 mg

    $392

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Epiberberine is an alkaloid that has been found in C. chinensis and has diverse biological activities.1,2,3 It inhibits the activities of acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and β-secretase 1 (BACE1; IC50s = 1.07, 6.03, and 8.55 µM, respectively).1 Epiberberine scavenges peroxynitrite radicals in a cell-free assay with an IC50 value of 16.83 µM. It is cytotoxic to HepG2 hepatocellular carcinoma (HCC) cells when used at a concentration of 100 µM.2 Epiberberine (70 mg/kg) reduces serum total cholesterol and LDL-cholesterol levels in Syrian golden hamsters fed a high-fat and high-cholesterol diet.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jung, H.A., Min, B.S., Yokozawa, T., et al. Anti-Alzheimer and antioxidant activities of Coptidis Rhizoma alkaloids. Biol. Pharm. Bull. 32(8), 1433-1438 (2009).

    2. Chen, H.-Y., Ye, X.-L., Cui, X.-L., et al. Cytotoxicity and antihyperglycemic effect of minor constituents from Rhizoma Coptis in HepG2 cells. Fitoterapia 83(1), 67-73 (2012).

    3. Zou, Z.-Y., Hu, Y.-R., Ma, H., et al. Epiberberine reduces serum cholesterol in diet-induced dyslipidemia Syrian golden hamsters via network pathways involving cholesterol metabolism. Eur. J. Pharmacol. 774, (2016).