A glucoside chalcone with diverse biological activities
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Marein

Item No. 33213

Technical Information
Formal Name
(2E)-3-(3,4-dihydroxyphenyl)-1-[4-(β-D-glucopyranosyloxy)-2,3-dihydroxyphenyl]-2-propen-1-one
CAS Number
535-96-6
Molecular Formula
C21H22O11
Formula Weight
Purity
≥95%
A crystalline solid
λmax
383 nm
SMILES
OC[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OC2=C(C(O)=C(C=C2)C(/C=C/C3=CC(O)=C(C=C3)O)=O)O
InChi Code
InChI=1S/C21H22O11/c22-8-15-18(28)19(29)20(30)21(32-15)31-14-6-3-10(16(26)17(14)27)11(23)4-1-9-2-5-12(24)13(25)7-9/h1-7,15,18-22,24-30H,8H2/b4-1+/t15-,18-,19+,20-,21-/m1/s1
InChi Key
XGEYXJDOVMEJNG-HTFDPZBKSA-N
Origin
Plant/Senecio cineraria
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Marein is a glucoside chalcone that has been found in C. tinctoria and has diverse biological activities, including antioxidant, enzyme inhibitory, antidiabetic, and anti-inflammatory properties.1,2,3 It scavenges DPPH (Item No. 14805) radicals (IC50 = 48.35 μM) in a cell-free assay and is an inhibitor of EGFR (IC50 = 19.94 μM).1,2 Marein (50 mg/kg) reduces fasting blood glucose and fasting serum levels of insulin, triglycerides, LDL cholesterol, and total cholesterol in diabetic db/db mice.3 It also reduces serum and renal IL-6 and chemokine (C-C motif) ligand 2 (CCL2) levels, as well as decreases kidney fibrosis, in db/db mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, W., Chen, W., Yang, Y., et alNew phenolic compounds from Coreopsis tinctoria Nutt. and their antioxidant and angiotensin i-converting enzyme inhibitory activities. J. Agric. Food Chem 63(1), 200-207 (2015).

    2. Yang, E.B., Guo, Y.J., Zhang, K., et alInhibition of epidermal growth factor receptor tyrosine kinase by chalcone derivatives. Biochim Biophys Acta. 1550(2), 144-152 (2001).

    3. Guo, Y., Ran, Z., Zhang, Y., et alMarein ameliorates diabetic nephropathy by inhibiting renal sodium glucose transporter 2 and activating the AMPK signaling pathway in db/db mice and high glucose-treated HK-2 cells. Biomed. Pharmacother. 131, 110684 (2020).