A glycoside with diverse biological activities
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Bergenin

Item No. 26406

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S,4S,4aR,10bS)-3,4,4a,10b-tetrahydro-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-pyrano[3,2-c][2]benzopyran-6(2H)-one
CAS Number
477-90-7
Synonyms
  • (–)-Bergenin
  • Cuscutin
  • NSC 661749
Molecular Formula
C14H16O9
Formula Weight
328.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mg/mL
λmax
275 nm
SMILES
OC1=C2C(C(O[C@@]3([H])[C@@]2([H])O[C@H](CO)[C@@H](O)[C@@H]3O)=O)=CC(O)=C1OC
InChi Code
InChI=1S/C14H16O9/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12/h2,6,8,10,12-13,15-19H,3H2,1H3/t6-,8-,10+,12+,13-/m1/s1
InChi Key
YWJXCIXBAKGUKZ-HJJNZUOJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    250 mg

    $54

    Add

    500 mg

    $102

    Add

    1 g

    $190

    Add

    5 g

    $732

    Add
    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    Bergenin is a glycoside and a major constituent of Peltophorum plants and has diverse biological activities.1,2,3,4 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) and ABTS radicals and inhibits nitrite production in vitro when used at concentrations ranging from 0.1 to 3 mM.1 Bergenin induces production of TNF-α, nitric oxide (NO), and IL-12 in M. tuberculosis-infected macrophages.2 In vivo, bergenin reduces pulmonary lesion formation and bacterial load in mice infected with M. tuberculosis H37Rv. Bergenin (10 mg/kg, i.p) restores activity of mitochondrial complex I, II, and IV and reduces renal lipid peroxidation, IL-1β production, and shrinkage of glomeruli in a rat model of ethylene glycol-induced renal injury.3 It also prevents arrhythmias induced by coronary artery ligation and reperfusion and BaCl2 in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. de Olivira, G.A.L., de Silva Oliveira, G.L., Nicolau, L.A.D., et al. Bergenin from Peltophorum dubium: Isolation,characterization, and antioxidant activities in non-biological systems and erythrocytes. Med. Chem. 13(6), 592-603 (2017).

    2. Dwivedi, V.P., Bhattacharya, D., Yadav, V., et al. The phytochemical bergenin enhances T helper 1 responses and anti-mycobacterial immunity by activating the MAP kinase pathway in macrophages. Front Cell. Infect. Microbiol. 7:149, (2017).

    3. Aggarwal, D., Gautam, D., Sharma, M., et al. Bergenin attenuates renal injury by reversing mitochondrial dysfunction in ethylene glycol induced hyperoxaluric rat model. Eur. J. Pharmacol. 791, 611-621 (2016).

    4. Pu, H.L., Huang, X., Zhao, J.H., et al. Bergenin is the antiarrhythmic principle of Fluggea virosa. Planta Med. 68(4), 372-374 (2002).