A natural flavonol aglycone
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Isorhamnetin

Item No. 16496

Technical Information
Formal Name
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
480-19-3
Synonyms
  • 3'-O-methyl Quercetin
Molecular Formula
C16H12O7
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
204, 255, 367 nm
SMILES
OC(C=C1O)=CC2=C1C(C(O)=C(C3=CC=C(O)C(OC)=C3)O2)=O
InChi Code
InChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
InChi Key
IZQSVPBOUDKVDZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isorhamnetin is a natural flavonol aglycone that is the 3-methyl metabolite of quercetin (Item No. 10005169). It has antioxidant activity and inhibits xanthine oxidase (IC50 = 0.40 µM).1 Isorhamnetin also competitively inhibits the human multidrug and toxic compounds extrusion transporter 1 (Ki = 0.32 µM), which has an important role in the excretion of xenobiotics at the kidney and liver.2 It has also been reported to potentiate the neurological actions of nerve growth factor, diminish the cardiotoxic impact of doxorubicin, and have beneficial anti-cancer effects.3,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nagao, A., Seki, M., and Kobayashi, H. Inhibition of xanthine oxidase by flavonoids. Biosci. Biotechnol. Biochem. 63(10), 1787-1790 (1999).

    2. Kawasaki, T., Ito, H., and Omote, H. Components of foods inhibit a drug exporter, human multidrug and toxin extrusion transporter 1. Biol. Pharm. Bull. 37(2), 292-297 (2014).

    3. Xu, S.L., Choi, R.C.Y., Zhu, K.Y., et alIsorhamnetin, a flavonol aglycone from Ginkgo biloba L., induces neuronal differentiation of cultured PC12 cells: Potentiating the effect of nerve growth factor. Evid. Based Complement. Alternat. Med. 278273 (2012).

    4. Sun, J., Sun, G., Meng, X., et alIsorhamnetin protects against doxorubicin-induced cardiotoxicity in vivo and in vitro. PLoS One 8(5), 1-14 (2014).

    5. Ramachandran, L., Manu, K.A., Shanmugam, M.K., et alIsorhamnetin inhibits proliferation and invasion and induces apoptosis through the modulation of peroxisome proliferator-activated receptor γ activation pathway in gastric cancer. The Journal of Biological Chemisty 287(45), 38028-38040 (2012).

    6. Saud, S.M., Young, M.R., Jones-Hall, Y.L., et alChemopreventive activity of plant flavonoid isorhamnetin in colorectal cancer is mediated by oncogenic Src and β-catenin. Cancer Res. 73(17), 5473-5484 (2013).