A flavanoid with diverse biological activities
Related Products
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.

Luteoloside

Item No. 25141

Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-7-(β-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one
CAS Number
5373-11-5
Synonyms
  • Cynaroside
  • Luteolin 7-β-D-Glucopyranoside
  • Luteolin 7-O-Glucoside
Molecular Formula
C21H20O11
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:5): 1 mg/mlEthanol: 5 mg/ml
λmax
256, 350 nm
SMILES
OC1=C(C(C=C(C2=CC(O)=C(O)C=C2)O3)=O)C3=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C1
InChi Code
InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1
InChi Key
PEFNSGRTCBGNAN-QNDFHXLGSA-N
Origin
Plant/Lonicera japonica
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

    Luteoloside is a flavonoid that has been found in many Chinese herbs with diverse biological activities.1,2,3,4 It reduces lactate dehydrogenase (LDH) and caspase-3 activities and production of reactive oxygen species (ROS) and increases cell viability and 14-3-3η protein levels in H9C2 cardiomyocytes after anoxia/reoxygenation injury.1 Luteoloside blocks 3C protease activity (IC50 = 0.36 mM) and reduces the cytopathic effect of enterovirus 71 in rhabdomyosarcoma cells (EC50 = 0.43 mM).2 It inhibits the growth of hepatocellular carcinoma (HCC) cells in vitro via reduction in ROS accumulation, caspase-1 activity, and expression of the NLRP3 inflammasome and reduces the number of lung metastases in an SMMC-7721 HCC mouse xenograft model when administered at a dose of 2 mg/kg.3 Luteoloside also reduces acanthosis and expression of epidermal differentiation markers in a mouse model of psoriasis induced by imiquimod (Item No. 14956).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, Z., Yang, L., Huang, J., et alLuteoloside attenuates anoxia/reoxygenation-induced cardiomyocytes injury via mitochondrial pathway mediated by 14-3-3η protein. Phytother. Res. 32(6), 1126-1134 (2018).

    2. Cao, Z., Ding, Y., Ke, Z., et alLuteoloside acts as 3C protease inhibitor of enterovirus 71 in vitro. PloS One 11(2), e0148693 (2016).

    3. Fan, S.-H., Wang, Y.-Y., Lu, J., et alLuteoloside suppresses proliferation and metastasis of hepatocellular carcinoma cells by inhibition of NLRP3 inflammasome. PLoS One 9(2), e89961 (2014).

    4. Palombo, R., Savini, I., Avigliano, L., et alLuteolin-7-glucoside inhibits IL-22/STAT3 pathway, reducing proliferation, acanthosis, and inflammation in keratinocytes and in mouse psoriatic model. Cell Death Dis. 7(8), e2344 (2016).