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D7802

Daidzein

Name: Daidzein
Brand: SIGMA

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

Synonym(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

Empirical Formula (Hill Notation):

C₁₅H₁₀O₄

CAS Number:

486-66-8

Molecular Weight:

254.24

NACRES:

NA.77

PubChem Substance ID:

24278030

UNSPSC Code:

12352202

EC Number:

207-635-4

MDL number:

MFCD00016954

Beilstein/REAXYS Number:

231523

Assay:

≥98%

Form:

powder

Quality level:

200

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Properties

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)

Description

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

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.

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

Packaged under Argon.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319

pcodes

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Conversion of daidzein and genistein by an anaerobic bacterium newly isolated from the mouse intestine

Matthies A, et al.

Applied and Environmental Microbiology, 74(15), 4847-4852 (2008)

Pharmacology E-Book: A Handbook for Complementary Healthcare Professionals (2008)

Epigenetic Cancer Therapy (2015)

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