Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

D7802

Sigma-Aldrich

Daidzein

≥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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C15H10O4
CAS Number:
486-66-8
Molecular Weight:
254.24
Beilstein:
231523
EC Number:
207-635-4
MDL number:
MFCD00016954
UNSPSC Code:
12352202
PubChem Substance ID:
24278030
NACRES:
NA.77

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)

Looking for similar products? Visit Product Comparison Guide

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

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.

Packaging

Packaged under Argon.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
View All Related Papers

Articles

Serotonin Synthesis and Metabolism

Serotonin (5-hydroxytryptamine) is principally found stored in three main cell types - i) serotonergic neurons in the CNS and in the intestinal myenteric plexus, ii) enterochromaffin cells in the mucosa of the gastrointestinal tract, and iii) in blood platelets. Metabolism of serotonin is carried out primarily by the outer mitochondrial membrane enzyme monoamine oxidase (MAO), which occurs as two molecular subtypes called MAO-A and MAO-B.

Dietary Antioxidants

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service