A major isoflavone
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Glycitein

Item No. 14162

Technical Information
Formal Name
7-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
CAS Number
40957-83-3
Molecular Formula
C16H12O5
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 0.5 mg/mlDMSO: 0.5 mg/ml
λmax
232, 261, 319 nm
SMILES
O=C1C(C2=CC=C(O)C=C2)=COC3=CC(O)=C(OC)C=C31
InChi Code
InChI=1S/C16H12O5/c1-20-15-6-11-14(7-13(15)18)21-8-12(16(11)19)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3
InChi Key
DXYUAIFZCFRPTH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Glycitein is an O-methylated isoflavone that comprises 5-10% of the total isoflavones in soy food products. This phytoestrogen is reported to have weak estrogenic activity, displacing estradiol binding at the estrogen receptor in vitro with an IC50 value of 3.94 μM.1 It suppresses the proliferation of osteoblasts and promotes differentiation from its progenitor.2 It has also been used to attenuate proliferation (10 μM) of aortic smooth muscle cells related to atherosclerotic vascular change in stroke-prone hypertensive rats and to protect against beta amyloid (Aβ)-induced toxicity and oxidative stress (100 μg/ml) in C. elegans expressing human Aβ.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Song, T.T., Hendrich, S., and Murphy, P.A. Estrogenic activity of glycitein, a soy isoflavone. J. Agric. Food Chem. 47(4), 1607-1610 (1999).

    2. Yoshida, H., Teramoto, T., Ikeda, K., et alGlycitein effect on suppressing the proliferation and stimulating the differentiation of osteoblastic MC3T3-E1 cells. Biosci. Biotechnol. Biochem. 65(5), 1211-1213 (2001).

    3. Pan, W., Ikeda, K., Takebe, M., et alGenistein, daidzein and glycitein inhibit growth and DNA synthesis of aortic smooth muscle cells from stroke-prone spontaneously hypertensive rats. J. Nutr. 131(4), 1154-1158 (2001).

    4. Gutierrez-Zepeda, A., Santell, R., Wu, Z., et alSoy isoflavone glycitein protects againstβamyloid-induced toxicity and oxidative stress in transgenic Caenorhabditis elegans. BMC Neurosci. 6(54), (2005).