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Supelco

Daidzein

analytical standard

Sinônimo(s):

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 (Notação de Hill):
C15H10O4
Número CAS:
486-66-8
Peso molecular:
254.24
Beilstein:
231523
Número CE:
207-635-4
Número MDL:
MFCD00016954
Código UNSPSC:
85151701
ID de substância PubChem:
329751271
NACRES:
NA.24

grau

analytical standard

Nível de qualidade

100

Ensaio

≥97.0% (HPLC)

prazo de validade

limited shelf life, expiry date on the label

técnica(s)

HPLC: suitable
gas chromatography (GC): suitable

aplicação(ões)

food and beverages

Formato

neat

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

ZQSIJRDFPHDXIC-UHFFFAOYSA-N

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Descrição geral

Daidzein is an endocrine-active estrogenic isoflavone. This phytoestrogen is capable to bind to estrogen to exert estrogenic effects in vivo. It can naturally be found in soybean seed and flour.

Aplicação

Daidzein was used as standard in determination of daidzein and genistein, in soybean food using in-tube solid-phase microextraction coupled to high-performance liquid chromatography (in-tube SPME–HPLC). It was also used as reference standard in determination of isoflavones in red clover using high-performance liquid chromatography–UV–electrospray ionization-mass spectrometric detector (HPLC–UV–ESI-MSD).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Ações bioquímicas/fisiológicas

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.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
WXBD5206V
WXBD1344V
WXBC8222V
WXBC6768V
WXBC5866V

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Supelco

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Sigma-Aldrich

G6649

Genistein

Developmental effects of dietary phytoestrogens in Sprague-Dawley rats and interactions of genistein and daidzein with rat estrogen receptors alpha and beta in vitro.
Casanova, Mercedes, et al.
Toxicological Sciences, 51.2, 236-244 (1999)
Determination of isoflavones in red clover and related species by high-performance liquid chromatography combined with ultraviolet and mass spectrometric detection.
Wu Q, Wang M, Simon JE.
Journal of Chromatography A, 1016(2), 195-209 (2003)
Determination of daidzein and genistein in soybean foods by automated on-line in-tube solid-phase microextraction coupled to high-performance liquid chromatography.
Mitani K, Narimatsu S, Kataoka H.
Journal of Chromatography A, 986(2), 169-177 (2003)
Katherine A Jackman et al.
Current medicinal chemistry, 14(26), 2824-2830 (2007-11-30)
Isoflavones are an important class of phytoestrogens that are found at extrememly high levels in soy. Up until recently, daidzein and genistein were considered to be the most important and hence most studied isoflavones, however more recently attention has shifted
Ivonne M C M Rietjens et al.
Molecular nutrition & food research, 57(1), 100-113 (2012-11-24)
Isoflavones are phytoestrogens that have been linked to both beneficial as well as adverse effects in relation to cell proliferation and cancer risks. The present article presents an overview of these seemingly contradicting health effects and of mechanisms that could
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