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D7802

Daidzein

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

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:
486-66-8
Poids moléculaire :
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
Service technique
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Nom du produit

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)

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

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Classe de stockage

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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Certificats d'analyse (COA)

Lot/Batch Number
0000486497
0000486516
0000486497
0000486516
0000421210

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Consulter la Bibliothèque de documents

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
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)
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)
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