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Daidzein
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Name

Daidzein

 EINECS 207-635-4
CAS No. 486-66-8 Density 1.443 g/cm3
PSA 70.67000 LogP 2.87120
Solubility insoluble in water Melting Point 315-323 °C (dec.)
Formula C15H10O4 Boiling Point 512.8 °C at 760 mmHg
Molecular Weight 254.242 Flash Point 201.2 °C
Transport Information N/A Appearance off-white crystalline powder
Safety 24-26-37/39 Risk Codes 36/38
Molecular Structure Molecular Structure of 486-66-8 (Daidzein) Hazard Symbols IrritantXi
Synonyms

7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone;Daidzein (6CI);7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one;Isoflavone, 4,7-dihydroxy- (8CI);7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one;4,7-Dihydroxyisoflavone;7,4-Dihydroxyisoflavone;Daidzeol;4',7-dihydroxyisoflavone;4H-1-Benzopyran-4-one,7-hydroxy-3-(4- hydroxyphenyl)-;

Article Data 79

Daidzein Synthetic route

552-66-9

daidzin

486-66-8

daidzein

Conditions
ConditionsYield
β-glucosidase, derived from Aspergillus niger In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;100%
diglycosidase, produced by Penicillium multicolor IAM7153 In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;88.5%
With sulfonated graphene oxide nanosheets In water; ethylene glycol at 105℃; for 8h; Reagent/catalyst; Sealed tube;55.7%
17720-60-4

2,4,4'-trihydroxy deoxybenzoin

486-66-8

daidzein

Conditions
ConditionsYield
With methanesulfonyl chloride In N,N-dimethyl-formamide at 60 - 70℃; for 1.5h;98%
Multi-step reaction with 2 steps
1: pyridine / Behandeln des Reaktionsprodukts mit wss. Natronlauge
2: 300 °C
View Scheme

daidzein 7-O-phosphate

486-66-8

daidzein

Conditions
ConditionsYield
With sulfatase VIII In water at 37℃; for 0.5h; pH=5.2;98%

6''-O-Acetyldaidzin

486-66-8

daidzein

Conditions
ConditionsYield
diglycosidase, produced by Penicillium multicolor IAM7153 In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;96.2%
diglycosidase, produced by Aspergillus fumigatus IAM2046 In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;66.5%
β-glucosidase, derived from Aspergillus niger In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;9%
β-xylosidase, derived from pectinase G In methanol at 55℃; for 1h; pH=4; Enzyme kinetics; Aqueous acetate buffer;9.7%
β-glucosidase, derived from almond In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;0.6%
1157-39-7

7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one

486-66-8

daidzein

Conditions
ConditionsYield
With hydrogen iodide for 4h; Reflux;94%
With aluminum (III) chloride In toluene at 100℃; for 12h; Sealed tube; Inert atmosphere;92%
With boron tribromide84%
With pyridine hydrochloride at 180℃; for 12h; Inert atmosphere;63%
With hydrogen iodide
1621-59-6

7-benzyloxy-3-(4-methoxyphenyl)-1-benzopyran-4-one

486-66-8

daidzein

Conditions
ConditionsYield
With aluminum (III) chloride; ethanethiol In dichloromethane at 0℃; for 0.5h; Inert atmosphere;92%
With aluminum (III) chloride; ethanethiol In dichloromethane at 0℃; for 0.5h; Inert atmosphere;92%
485-72-3

7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on

486-66-8

daidzein

Conditions
ConditionsYield
Stage #1: 7-Hydroxy-3-(4-methoxy-phenyl)-chromen-4-on With boron tribromide In dichloromethane at 0 - 20℃; for 4h;
Stage #2: With water In dichloromethane at 0℃;		65%
With boron tribromide In dichloromethane at 0 - 20℃;65%
124590-31-4

6''-O-malonyldaidzin

486-66-8

daidzein

Conditions
ConditionsYield
diglycosidase, produced by Penicillium multicolor IAM7153 In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;61.5%
diglycosidase, produced by Aspergillus fumigatus IAM2046 In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;32.3%
β-glucosidase, derived from Aspergillus niger In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;16%
β-xylosidase, derived from pectinase G In methanol at 55℃; for 6h; pH=4; Enzyme kinetics; Aqueous acetate buffer;3.3%
156-38-7

4-hydroxyphenylacetate

108-46-3

recorcinol

486-66-8

daidzein

Conditions
ConditionsYield
Stage #1: 4-hydroxyphenylacetate; recorcinol With zinc(II) chloride at 140℃; under 600.06 Torr; for 0.333333h;
Stage #2: With moroxydine; acetic acid; orthoformic acid triethyl ester In N,N-dimethyl-formamide at 140℃; for 5h; Temperature;		60%
124-63-0

methanesulfonyl chloride

108-46-3

recorcinol

614-75-5

2-Hydroxyphenylacetic acid

486-66-8

daidzein

Conditions
ConditionsYield
In ethanol; water; trifluoroborane diethyl ether; N,N-dimethyl-formamide44%

Daidzein Chemical Properties

Molecular Structure of Daidzein (CAS NO.486-66-8):

IUPAC Name: 7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
Product Name: Daidzein
CAS No: 486-66-8
Molecular Formula: C15H10O4
Formula Weight: 254.24
Density: 1.443 g/cm3
Melting Point: 315-323oC (dec.)
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 44.76 Å2
Index of Refraction: 1.698
Molar Refractivity: 67.97 cm3
Molar Volume: 176.1 cm3
Surface Tension: 68.2 dyne/cm
Flash Point: 201.2 °C
Enthalpy of Vaporization: 81.37 kJ/mol
Boiling Point: 512.8 °C at 760 mmHg
Vapour Pressure: 3.87E-11 mmHg at 25°C
Storage temp: 2-8oC
DMSO solubility: 10 mg/mL
Water solubility: insoluble
EINECS: 207-635-4
InChI
InChI=1/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
Smiles
Oc1ccc2c(=O)c(c3ccc(O)cc3)coc2c1
Product Categories: Iso-Flavones; pharmacetical; Biochemistry; Flavonoids; The group of Daidzin; Inhibitors; Tyrosine Kinase Inhibitors; Intracellular receptor

Daidzein Uses

  Daidzein (CAS NO.486-66-8) act as antioxidants to counteract damaging effects of free radicals in tissues. It can act like estrogen in stimulating development and maintenance of female characteristics or they can block cells from using other forms of estrogen. It also has been found to have antiangiogenic effects (blocking formation of new blood vessels), and may block the uncontrolled cell growth associated with cancer, most likely by inhibiting the activity of substances in the body that regulate cell division and cell survival (growth factors).

Daidzein Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Pharmaceutical Chemistry Journal Vol. 13, Pg. 51, 1979.

Daidzein Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/38
R36/38:Irritating to eyes and skin.
Safety Statements: 24-26-37/39
S24:Avoid contact with skin. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: DJ3100040

Daidzein Specification

  Daidzein , with CAS number of 486-66-8, can be called 4',7-dihydroxyisoflavone ; Cyproheptadine ; 4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)- ; 7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyrone ; 7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one ; 7,4-Dihydroxyisoflavone . Daidzein (CAS NO.486-66-8) is one of several known isoflavones, which are found in a number of plants and herbs like the Thai Kwao Krua or Pueraria Mirifica, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Soy isoflavones are a group of compounds found in and isolated from the soybean. Besides functioning as antioxidants, many isoflavones have been shown to interact with animal and human estrogen receptors, and are therefore known as phytoestrogens. Soy isoflavones also produce non-hormonal effects.

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