An active metabolite of daidzein
Related Products
Isomer(s)
29852Pinocembrin
Parent Compound(s)
10005166Daidzein
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Dihydrodaidzein

Item No. 17423

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dihydro-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
17238-05-0
Synonyms
  • (±)-Dihydrodaidzein
  • 4',7-dihydroxy Isoflavanone
Molecular Formula
C15H12O4
Formula Weight
256.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:10): .15 mg/mlEthanol: .1 mg/ml
λmax
213, 276, 312 nm
SMILES
OC(C=C1)=CC=C1C2C(C3=CC=C(O)C=C3OC2)=O
InChi Code
InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-7,13,16-17H,8H2
InChi Key
JHYXBPPMXZIHKG-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

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    50 mg

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    Product Description

    Dihydrodaidzein is an active, estrogenic metabolite of daidzein.1 It has vasodilatory action on rat isolated aortic rings at 1 µg/ml.2 It stimulates the estrogen receptor-dependent growth of breast cancer MCF-7 cells at micromolar concentrations.3 Dihydrodaidzein is produced by the metabolism of daidzein in colonic bacteria and may be further metabolized to various bioactive compounds, including equol (Item No. 13184).4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Franke, A.A., Lai, J.F., and Halm, B.M. Absorption, distribution, metabolism, and excretion of isoflavonoids after soy intake. Arch. Biochem. and Biophys. 559, 24-28 (2014).

    2. Chin-Disting, J.P.F., Fisher, L.J., Lewis, T.V., et al. The vascular activity of some isoflavone metabolites: Implications for a cardioprotective role. Brit. J. Pharmacol. 133(4), 595-605 (2001).

    3. Kinjo, J., Tsuchihashi, R., Morita, K., et al. Interactions of phytoestrogens with estrogen receptors α and β (III). Estrogenic activities of soy isoflavone aglycones and their metabolites isolated from human urine. Biol. Pharm. Bull. 27(2), 185-188 (2004).

    4. Rafii, F. The role of colonic bacteria in the metabolism of the natural isoflavone daidzin to equol. Metabolites 5(1), 56-73 (2015).

    5. Schröder, D., Matthies, A., Engst, W., et al. Identification and expression of genes involved in the conversion of daidzein and genistein by the equol-forming bacterium Slackia isoflavoniconvertens. Appl. Environ. Microb. 79(11), 3494-3502 (2013).