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3',4',7-Trihydroxyisoflavone

Item № 20930
CAS № 485-63-2
Purity ≥98%
product image
                (CAS 485-63-2)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     25 mg $35.00 0.00
     50 mg $67.00 0.00
     100 mg $119.00 0.00
     250 mg $245.00 0.00

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

Description
Synonyms
  • 3'-hydroxy Daidzein
  • 3’,4’,7-THIF

3',4',7-Trihydroxyisoflavone is a natural isoflavonoid that has antioxidant activity.1 It can be produced by the metabolism of daidzein (Item No. 10005166) or daidzin (Item No. 13202).2,3 3',4',7-Trihydroxyisoflavone inhibits several signaling pathways in cells, including tyrosinase-mediated melanin formation (IC50 = 5.2 µM), casein kinase II-mediated phosphorylation of 60S acidic ribosomal P proteins, and cyclin-dependent, kinase-regulated cell proliferation.4,5,6

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Technical Information
Formal Name
3-(3,4-dihydroxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one
CAS Number
485-63-2
Synonyms
  • 3'-hydroxy Daidzein
  • 3’,4’,7-THIF
Molecular Formula
C15H10O5
Formula Weight
270.2
Purity
≥98%
Formulation
A crystalline solid
λmax
219, 249, 261, 293 nm
SMILES
OC1=CC=C(C(C(C2=CC(O)=C(O)C=C2)=CO3)=O)C3=C1
InChI Code
InChI=1S/C15H10O5/c16-9-2-3-10-14(6-9)20-7-11(15(10)19)8-1-4-12(17)13(18)5-8/h1-7,16-18H
InChI Key
DDKGKOOLFLYZDL-UHFFFAOYSA-N

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

Shipping & Storage
Storage
-20°C
Shipping
Wet ice 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. Komiyama, K., Funayama, S., Anraku, Y., et al. Isolation of isoflavonoids possessing antioxidant activity from the fermentation broth of Streptomyces sp J. Antibiot. (Tokyo) 42(9), 1344-1349 (1989).

2. Choi, K.-Y., Kim, T.-j., Koh, S.-K., et al. A-ring ortho-specific monohydroxylation of daidzein by cytochrome P450s of Nocardia farcinica IFM10152 Biotechnol. J. 4(11), 1586-1595 (2009).

3. Yasuda, T., and Ohsawa, K. Urinary metabolites of daidzin orally administered in rats Biol. Pharm. Bull. 21(9), 953-957 (1998).

4. Park, J.-S., Kim, D.H., Lee, J.K., et al. Natural ortho-dihydroxyisoflavone derivatives from aged Korean fermented soybean paste as potent tyrosinase and melanin formation inhibitors Bioorg. Med. Chem. Lett. 20(3), 1162-1164 (2010).

5. Maekawa, T., Kosuge, S., Sakamoto, S., et al. Biochemical characterization of 60S acidic ribosomal P proteins associated with CK-II from bamboo shoots and potent inhibitors of their phosphorylation in vitro Biol. Pharm. Bull. 22(7), 667-673 (1999).

6. Lee, D.E., Lee, K.Q., Song, N.R., et al. 7,3',4'-Trihydroxyisoflavone inhibits epidermal growth factor-induced proliferation and transformation of JB6 P+ mouse epidermal cells by suppressing cyclin-dependent kinases and phosphatidylinositol 3-kinase J. Biol. Chem. 285(28), 21458-21466 (2010).

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