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Isorhamnetin

Item № 16496
CAS № 480-19-3
Purity ≥98%
product image
                (CAS 480-19-3)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $40.00 0.00
     5 mg $78.00 0.00
     10 mg $136.00 0.00
     25 mg $290.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • 3'-O-methyl Quercetin

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

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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
316.3
Purity
≥98%
Formulation
A crystalline solid
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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References & Product Citations
Product Description References

1. Nagao, A., Seki, M., and Kobayashi, H. Inhibition of xanthine oxidase by flavonoids Bioscience, Biotechnology, and Biochemistry 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 Biological and Pharmaceutical Bullentin 37(2), 292-297 (2014).

3. Xu, S.L., Choi, R.C.Y., Zhu, K.Y., et al. Isorhamnetin, a flavonol aglycone from Ginkgo biloba L., induces neuronal differentiation of cultured PC12 cells: Potentiating the effect of nerve growth factor Evidence-Based Complementary and alternative Medicine 2012, 1-12 (2012).

4. Sun, J., Sun, G., Meng, X., et al. Isorhamnetin 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 al. Isorhamnetin 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 al. Chemopreventive activity of plant flavonoid isorhamnetin in colorectal cancer is mediated by oncogenic Src and β-catenin Cancer Research 73(17), 5473-5484 (2013).

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