A polymethoxylated flavone with anticancer and anti-inflammatory activities
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Isosinensetin

Item No. 36009

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dimethoxyphenyl)-5,7,8-trimethoxy-4H-1-benzopyran-4-one
CAS Number
17290-70-9
Synonyms
  • 6-Demethoxynobiletin
Molecular Formula
C20H20O7
Formula Weight
372.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetone: solubleChloroform: solubleDichloromethane: solubleDMSO: solubleEthyl Acetate: soluble
λmax
248, 270, 339 nm
SMILES
O=C1C=C(C2=CC(OC)=C(OC)C=C2)OC3=C1C(OC)=CC(OC)=C3OC
InChi Code
InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(24-3)10-17(25-4)19(26-5)20(18)27-14/h6-10H,1-5H3
InChi Key
UYCWETIUOAGWIL-UHFFFAOYSA-N
Origin
Plant/Citrus reticulata Blanco
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $44

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    5 mg

    $196

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    10 mg

    $347

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    25 mg

    $703

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    Cayman Chemical
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    Product Description

    Isosinensetin is a polymethoxylated flavone that has been found in C. reticulata and has anticancer and anti-inflammatory activities.1,2,3 It inhibits P-glycoprotein (P-gp; IC50 = 4.2 µM) and increases the cytotoxicity of paraquat in MDR1-MDCKII cells and paclitaxel (Item No. 10461) in MX-1 breast and paclitaxel-resistant MX-1/T cancer cells.1 Isosinensetin inhibits the proliferation of A549 lung, HL-60 leukemia, MCF-7 breast, and HO-8910 ovarian cancer cells (IC50s = 23.6, 23.8, 15.1, and 12.5 µM, respectively).2 It prevents decreases in cell viability and inhibits increases in IL-1β, TNF-α, and IL-6 levels and the production of reactive oxygen species (ROS) induced by fine particulate matter less than or equal to 2.5 µm (PM2.5) in 16HBE bronchial epithelial cells when used at a concentration of 80 µg/ml.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bai, J., Zhao, S., Fan, X., et al. Inhibitory effects of flavonoids on P-glycoprotein in vitro and in vivo: Food/herb-drug interactions and structure-activity relationships. Toxicol. Appl. Pharmacol. 369, 49-59 (2019).

    2. Du, Q., and Chen, H. The methoxyflavones in Citrus reticulata Blanco cv. ponkan and their antiproliferative activity against cancer cells. Food Chem. 119(2), 567-572 (2010).

    3. Zou, Y., Li, S., Li, X., et al. Isosinensetin alleviates the injury of human bronchial epithelial cells induced by PM2.5. Exp. Ther. Med. 22(6), 1435 (2021).