A flavonoid glycoside with diverse biological activities
Related Products
Isomer(s)
33218Tribuloside (hydrate)
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.

Tiliroside

Item No. 34493

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[6-O-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-β-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one
CAS Number
20316-62-5
Synonyms
  • Kaempferol 3-O-β-D-Glucopyranoside-6-p-coumaril ester
  • Kaempferol 3-O-β-D-(6''-E-p-coumaroyl)-glucopyranoside
Molecular Formula
C30H26O13
Formula Weight
594.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
268, 317 nm
SMILES
O=C(C(O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)COC(/C=C/C2=CC=C(C=C2)O)=O)=C(C3=CC=C(C=C3)O)OC4=CC(O)=C5)C4=C5O
InChi Code
InChI=1S/C30H26O13/c31-16-6-1-14(2-7-16)3-10-22(35)40-13-21-24(36)26(38)27(39)30(42-21)43-29-25(37)23-19(34)11-18(33)12-20(23)41-28(29)15-4-8-17(32)9-5-15/h1-12,21,24,26-27,30-34,36,38-39H,13H2/b10-3+/t21-,24-,26+,27-,30+/m1/s1
InChi Key
DVGGLGXQSFURLP-VWMSDXGPSA-N
Origin
Plant/Edgeworthia chrysantha
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

    5 mg

    $72

    Add

    10 mg

    $115

    Add

    50 mg

    $269

    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

    Tiliroside is a polyketide synthase-derived flavonoid glycoside that has been found in Q. ilex and has diverse biological activities.1,2,3,4,5 It inhibits carbonic anhydrase VII (CAVII; Ki = 4.6 nM), but not CAI, CAII, CAIV, or CAXII (Kis = >10, >10, 5.46, and 0.134 µM, respectively), in a cell-free assay.2 Tiliroside scavenges DPPH (Item No. 14805) and superoxide radicals (IC50s = 12.8 and 42 µM, respectively) and is cytotoxic to Jurkat, HepG2, and COLO 205 cells (IC50s = 11.6, 14.3, and 55.4 µM, respectively).3 It reduces ear edema induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) with an ID50 value of 0.357 mg/ear.4 Tiliroside (100 mg/kg) decreases triglyceride accumulation in the liver and skeletal muscle in high-fat diet-fed KKAy diabetic mice.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grochowski, D.M., Locatelli, M., Granica, S., et al. A review on the dietary flavonoid tiliroside. Compr. Rev. Food Sci. Food Saf. 17(5), 1395-1421 (2018).

    2. Karioti, A., Ceruso, M., Carta, F., et al. New natural product carbonic anhydrase inhibitors incorporating phenol moieties. Bioorg. Med. Chem. 23(22), 7219-7225 (2015).

    3. Rao, Y.K., Geethangili, M., Fang, S.-H., et al. Antioxidant and cytotoxic activities of naturally occurring phenolic and related compounds: a comparative study. Food Chem. Toxicol. 45(9), 1770-1776 (2007).

    4. Sala, A., Recio, M.C., Schinella, G.R., et al. Assessment of the anti-inflammatory activity and free radical scavenger activity of tiliroside. Eur. J. Pharmacol. 461(1), 53-61 (2003).

    5. Goto, T., Teraminami, A., Lee, J.-Y., et al. Tiliroside, a glycosidic flavonoid, ameliorates obesity-induced metabolic disorders via activation of adiponectin signaling followed by enhancement of fatty acid oxidation in liver and skeletal muscle in obese-diabetic mice. J. Nutr. Biochem. 23(7), 768-776 (2012).