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D7802

Sigma-Aldrich

Daidzein

≥98%, synthetic

Synonym(e):

4′,7-Dihydroxy-isoflavon, 7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-on, 7-Hydroxy-3-(4-hydroxyphenyl)-chromon, Isoaurostatin

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About This Item

Empirische Formel (Hill-System):
C15H10O4
CAS-Nummer:
486-66-8
Molekulargewicht:
254.24
Beilstein:
231523
EG-Nummer:
207-635-4
MDL-Nummer:
MFCD00016954
UNSPSC-Code:
12352202
PubChem Substanz-ID:
24278030
NACRES:
NA.77

Biologische Quelle

synthetic

Qualitätsniveau

200

Assay

≥98%

Form

powder

mp (Schmelzpunkt)

>290 °C

Löslichkeit

DMSO: 10 mg/mL

Lagertemp.

−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

InChIKey

ZQSIJRDFPHDXIC-UHFFFAOYSA-N

Angaben zum Gen

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

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Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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.

Verpackung

abgefüllt unter Argon

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315 - H319

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Genistin from Glycine max (soybean), ≥95% (HPLC)

Sigma-Aldrich

G0897

Genistin

S-Equol ≥97% (HPLC)

Sigma-Aldrich

SML2147

S-Equol

Biochanin A

Sigma-Aldrich

D2016

Biochanin A

Genistein analytical standard

Supelco

92136

Genistein

Glycitin ≥98% (HPLC)

Sigma-Aldrich

G1296

Glycitin

(±)-Equol ≥99.0% (TLC)

Sigma-Aldrich

45405

(±)-Equol

Formononetin ≥99.0% (TLC)

Sigma-Aldrich

47752

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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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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