A natural isoflavone
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3',4',7-Trihydroxyisoflavone

Item No. 20930

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
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 (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:4): 0.1 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    Product Description

    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

    WARNING This product is not for human or veterinary use.

    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. The Journal of Biological Chemisty 285(28), 21458-21466 (2010).