16587
Daidzein
analytical standard
Synonyme(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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A propos de cet article
Formule empirique (notation de Hill) :
C15H10O4
Numéro CAS:
Poids moléculaire :
254.24
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
207-635-4
Beilstein/REAXYS Number:
231523
MDL number:
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analytical standard
Quality Level
assay
≥97.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable, gas chromatography (GC): suitable
application(s)
food and beverages
format
neat
storage temp.
2-8°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
General description
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.
Application
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.
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.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)