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D7802

Sigma-Aldrich

Daidzein

≥98% (TLC), powder, carbonic anhydrase (CA) inhibitor

Sinónimos:

4′,7-Dihydroxy­iso­flavone, 7-Hydroxy-3-(4-hydroxy­phenyl)-4H-1-benzo­pyran-4-one, 7-Hydroxy-3-(4-hydroxy­phenyl)­chromone, Isoaurostatin

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About This Item

Fórmula empírica (notación de Hill):
C15H10O4
Número de CAS:
486-66-8
Peso molecular:
254.24
Beilstein/REAXYS Number:
231523
EC Number:
207-635-4
MDL number:
MFCD00016954
UNSPSC Code:
12352202
PubChem Substance ID:
24278030
NACRES:
NA.77

product name

Daidzein, ≥98%, synthetic

biological source

synthetic

Quality Level

200

assay

≥98%

form

powder

mp

>290 °C

solubility

DMSO: 10 mg/mL

storage temp.

−20°C

SMILES string

Oc1ccc(cc1)C2=COc3cc(O)ccc3C2=O

InChI

1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

InChI key

ZQSIJRDFPHDXIC-UHFFFAOYSA-N

Gene Information

human ... ESR1(2099) , ESR2(2100) , UGT1A4(54657)
mouse ... Aldh1a2(19378) , Hexa(15211) , Maoa(17161)
rat ... Aldh1a2(116676)

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General description

Daidzein is an isoflavone present in soy. It regulates oxidative stress, angiogenesis, cell growth and apoptosis. Daidzein has antioxidant, antiestrogenic and antiatherogenic properties. It provides protection against osteoporosis.

Application

Daidzein has been used:
  • as a control to evaluate fertility in rats
  • to study its effects on ovarian cancer
  • to simulate in vitro antioxidant activity

Biochem/physiol Actions

Soy isoflavone daidzein protects against oxidative damage in liver cells induced by 7,12-dimethylbenz[a]anthracene (DMBA). Catalase and superoxide dismutase activity, down-regulated by DMBA, was restored by daidzein.
Daidzein is a phytoestrogen that is suggested to play a role in preventing hormone-induced cancers. Arrests cell cycle at G1 in Swiss 3T3 cells.

Packaging

Packaged under Argon.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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Formononetin

N Sathyamoorthy et al.
Cancer research, 54(4), 957-961 (1994-02-15)
Epidemiological studies suggest a lowered risk of hormone-dependent cancers among vegetarians, but the basis for this association remains unclear. Vegetables and fruits contain certain compounds which can be converted to biologically active hormone-like substances, such as lignans and isoflavones, by
Comparison of the effects of mesquite pod and Leucaena extracts with phytoestrogens on the reproductive physiology and sexual behavior in the male rat
Retana-Marquez S, et al.
Physiology & Behavior, 164, 1-10 (2016)
Estrogen receptor modulators genistein, daidzein and ERB-041 inhibit cell migration, invasion, proliferation and sphere formation via modulation of FAK and PI3K/AKT signaling in ovarian cancer
Chan KKL, et al.
Cancer Cell International, 18(1), 65-65 (2018)
K Higashi et al.
Biochimica et biophysica acta, 1221(1), 29-35 (1994-03-10)
An isoflavone compound, daidzein, inhibits the cell proliferation of Swiss 3T3 cells. Analysis of entry in S phase of Swiss 3T3 cells reveals that daidzein blocked cell cycle G1 phase progression 4.6 h after stimulation by bombesin plus insulin. After
Mesquite (Prosopis juliflora) pod extract decreases fertility in female but not male rats
Retana-Marquez S, et al.
African Journal of Pharmacy and Pharmacology, 10(46), 984-994 (2016)
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Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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