An alkaloid and metabolite of berberine with diverse biological activities
Related Products
Parent Compound(s)
10006427Berberine (chloride)
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.

Oxyberberine

Item No. 34384

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6-dihydro-9,10-dimethoxy-8H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-8-one
CAS Number
549-21-3
Synonyms
  • Berlambine
  • JKL 1073A
  • 8-Oxoberberine
  • NSC 93138
Molecular Formula
C20H17NO5
Formula Weight
351.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
225, 343 nm
SMILES
O=C1C2=C(C(OC)=CC=C2C=C3C4=CC5=C(C=C4CCN13)OCO5)OC
InChi Code
InChI=1S/C20H17NO5/c1-23-15-4-3-12-7-14-13-9-17-16(25-10-26-17)8-11(13)5-6-21(14)20(22)18(12)19(15)24-2/h3-4,7-9H,5-6,10H2,1-2H3
InChi Key
ZHYQCBCBTQWPLC-UHFFFAOYSA-N
Origin
Plant/Phellodendri chinensis cortex
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

    1 mg

    $41

    Add

    5 mg

    $167

    Add

    10 mg

    $293

    Add

    25 mg

    $487

    Add
    Cayman Chemical
    Explore Obesity & Metabolic Disease Resources

    Discover high-quality research tools to investigate GLP-1 mechanisms and next-generation metabolic targets.

    OBESITY RESEARCH SOLUTIONS
    Product Description

    Oxyberberine is an alkaloid and a metabolite of the alkaloid berberine (Item No. 10006427) that has been found in A. mexicana and has diverse biological activities.1,2,3 Oxyberberine is formed from berberine by gut microbiota.2 It reduces viability of SW480 colon cancer cells when used at concentrations ranging from 1 to 200 µg/ml.1 Oxyberberine (50 and 100 mg/kg) increases the ratio of phosphorylated to unphosphorylated PI3K, Akt, and GSK3β in isolated rat pancreatic tissue and reduces rat blood glucose levels in an oral glucose tolerance test in a model of diabetes induced by streptozotocin (STZ; Item No. 13104).2 It also reduces inflammation and hepatosteatosis in a rat model of high-fat diet-induced non-alcoholic fatty liver disease (NAFLD).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Singh, S., Verma, M., Malhotra, M., et al. Cytotoxicity of alkaloids isolated from Argemone mexicana on SW480 human colon cancer cell line. Pharm. Biol. 54(4), 740-745 (2016).

    2. Dou, Y., Huang, R., Li, Q., et al. Oxyberberine, an absorbed metabolite of berberine, possess superior hypoglycemic effect via regulating the PI3K/Akt and Nrf2 signaling pathways. Biomed. Pharmacother. 137, 111312 (2021).

    3. Li, Q.-P., Dou, Y.-X., Huabg, Z.-W., et al. Therapeutic effect of oxyberberine on obese non-alcoholic fatty liver disease rats. Phytomedicine 85, 153550 (2021).