A flavone C-glycoside
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.

Vitexin

Item No. 15116

Technical Information
Formal Name
8-β-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
3681-93-4
Synonyms
  • Orientoside
Molecular Formula
C21H20O10
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 14.3 mg/mlDMSO: 16.6 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
215, 270, 332 nm
SMILES
O=C1C=C(C2=CC=C(O)C=C2)OC3=C([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(O)=CC(O)=C31
InChi Code
InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1
InChi Key
SGEWCQFRYRRZDC-VPRICQMDSA-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.

    Add

    Add

    Add

    Add

    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Vitexin is an apigenin flavone C-glycoside isolated from Crataegus spp. (hawthorn), Passiflora spp. (passionflower), P. glaucum R. Br. (pearl millet), P. nigra (bamboo leaves), V. agnuscastus L. (chasteberry), and various other tropical plant species.1,2,3 It demonstrates antioxidant activity in a DPPH bleaching assay (IC50 = 24.2 μM) and also inhibits the activity of the carbohydrate-hydrolyzing enzyme α-glucosidase (IC50 = 244 μM).1,3 It has been shown to have broad anti-tumor activity, activating caspases and inducing apoptosis in cancer xenograft models.4 Additionally, vitexin at 10 mg/kg exhibits an analgesic effect in several different models of inflammatory pain by targeting TRPV1 channel activity, by preventing the decrease of reduced glutathione levels, and by modulating the production of cytokines.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Simirgiotis, M.J., Schmeda-Hirschmann, G., Bórquez, J., et alThe Passiflora tripartita (banana passion) fruit: A source of bioactive flavonoid C-glycosides isolated by HSCCC and characterized by HPLC-DAD-ESI/MS/MS. Molecules 18(2), 1672-1692 (2013).

    2. Wang, J., Yue, Y.D., Jiang, H., et alRapid screening for flavone C-glycosides in the leaves of different species of bamboo and simultaneous quantitation of four marker compounds by HPLC-UV/DAD. Int. J. Anal. Chem. 205101 (2012).

    3. Chen, Y.G., Ping, L., Peng, L., et alα-Glucosidase inhibitory effect and simultaneous quantification of three major flavonoid glycosides in Microctis folium. Molecules 18(4), 4221-4232 (2013).

    4. Zhou, Y., Liu, Y.E., Cao, J., et alVitexins, nature-derived lignan compounds, induce apoptosis and suppress tumor growth. Clin. Cancer Res. 15(16), 5161-5169 (2009).

    5. Borghi, S.M., Carvalho, T.T., Staurengo-Ferrari, L., et alVitexin inhibits inflammatory pain in mice by targeting TRPV1, oxidative stress, and cytokines. J. Nat. Prod. 76(6), 1141-1149 (2013).