An active metabolite of daidzein
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6,7,4'-Trihydroxyisoflavone

Item No. 35405

Technical Information
Formal Name
6,7-dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
17817-31-1
Synonyms
  • 6-hydroxy Daidzein
  • 6,7,4’-THIF
Molecular Formula
C15H10O5
Formula Weight
Purity
≥98%
A solid
DMF: 14 mg/mlDMSO: 12 mg/mlEthanol: Slightly solublePBS (pH 7.2): 0.11 mg/ml
λmax
259 nm
SMILES
O=C1C(C2=CC=C(O)C=C2)=COC3=CC(O)=C(C=C13)O
InChi Code
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-14-6-13(18)12(17)5-10(14)15(11)19/h1-7,16-18H
InChi Key
GYLUFQJZYAJQDI-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    6,7,4’-Trihydroxyisoflavone is an active metabolite of the phytoestrogen daidzein (Item No. 10005166).1,2,3,4 It suppresses anchorage-dependent and -independent growth of HCT116 and DLD-1 colon cancer cells, as well as induces cell cycle arrest at the S and G2/M phases in HCT116 cells when used at concentrations ranging from 12.5 to 100 µM.1 6,7,4'-Trihydroxyisoflavone (40 and 80 µM) inhibits adipogenesis in 3T3-L1 preadipocytes induced by isobutylmethylxanthine, dexamethasone, and insulin (MDI).2 In vivo, 6,7,4'-trihydroxyisoflavone (5 mg/kg) reverses scopolamine-induced memory impairments and increases hippocampal brain-derived neurotrophic factor (BDNF) and CREB levels in mice.3 It also prevents LPS-induced bone loss in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, D.E., Lee, K.W., Jung, S.K., et al6,7,4'-Trihydroxyisoflavone inhibits HCT-116 human colon cancer cell proliferation by targeting CDK1 and CDK2. Carcinogenesis 32(4), 629-635 (2011).

    2. Seo, S.G., Yang, H., Shin, S.H., et alA metabolite of daidzein, 6,7,4'-trihydroxyisoflavone, suppresses adipogenesis in 3T3-L1 preadipocytes via ATP-competitive inhibition of PI3K. Mol. Nutr. Food Res. 57(8), 1446-1455 (2013).

    3. Ko, Y.-H., Kim, S.Y., Lee, S.-Y., et al6,7,4'-Trihydroxyisoflavone, a major metabolite of daidzein, improves learning and memory via the cholinergic system and the p-CREB/BDNF signaling pathway in mice. Eur. J. Pharmacol. 826, 140-147 (2018).

    4. Kim, E.-N., Kim, Y.G., Lee, J.-H., et al6,7,4'-Trihydroxyflavone inhibits osteoclast formation and bone resorption in vitro and in vivo. Phytother. Res. 33(11), 2948-2959 (2019).