Daidzein supplier | CasNO.486-66-8

Name
Daidzein
EINECS 207-635-4
CAS No. 486-66-8
Article Data79
CAS DataBase
Density 1.443 g/cm³
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
Appearance off-white crystalline powder
Safety 24-26-37/39
Risk Codes 36/38
Molecular Structure
Hazard Symbols Xi
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)-;
PSA 70.67000
LogP 2.87120

Synthetic route

: 552-66-9
daidzin

: 486-66-8
daidzein

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

: 6''-O-Acetyldaidzin

: 486-66-8
daidzein

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogen iodide for 4h; Reflux;	94%
With aluminum (III) chloride In toluene at 100℃; for 12h; Sealed tube; Inert atmosphere;	92%
With boron tribromide	84%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In ethanol; water; trifluoroborane diethyl ether; N,N-dimethyl-formamide	44%

...Expand

: 77316-78-0
7-hydroxy-3-(4-aminophenyl)-4H-benzopyran-4-one

: 486-66-8
daidzein

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite ueber das Diazoniumsalz;

: 487-24-1
pratol

: 486-66-8
daidzein

Conditions

Conditions	Yield
With hydrogen iodide

: 57023-42-4
2-Carboxy-7,4'-dihydroxyisoflavone

: 486-66-8
daidzein

Conditions

Conditions	Yield
at 300℃;

: 69097-97-8
7,4'-dihydroxy-dihydroflavone

A: 486-66-8
daidzein

B: 131887-80-4
(2R,3S)-2,7,4'-trihydroxyisoflavanone

Conditions

Conditions	Yield
With NADPH at 30℃; for 0.75h; Mechanism; cytochrome P-450; other substrates, effect of detergents;

: 1-(2,4-Dihydroxy-phenyl)-2-(4-hydroxy-phenyl)-3,3-dimethoxy-propan-1-one

: 486-66-8
daidzein

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 2h; Heating; Yield given;

: Formic acid 3-(4-hydroxy-phenyl)-4-oxo-4H-chromen-7-yl ester

: 486-66-8
daidzein

Conditions

Conditions	Yield
With triethylamine; formyl acetic anhydride at 80 - 100℃; for 0.25h; Yield given;

: 552-66-9
daidzin

A: 2280-44-6
D-Glucose

B: 486-66-8
daidzein

Conditions

Conditions	Yield
With hydrogenchloride
With citrate buffer; phosphate buffer; soybean β-glucosidase at 40℃; pH=5.0; Enzyme kinetics;

: 109963-62-4
2,7,4'-trihydroxyisoflavanone

: 486-66-8
daidzein

Conditions

Conditions	Yield
2-hydroxyisoflavanone dehydratase In phosphate buffer; acetone at 30℃; for 0.333333h; pH=7.0; Dehydration;
2-hydroxyisoflavanone dehydratase In phosphate buffer; acetone at 30℃; for 0.333333h; pH=7.0; Enzyme kinetics; Dehydration;

: 17720-60-4
2,4,4'-trihydroxy deoxybenzoin

zinc cyanide: zinc cyanide

: 486-66-8
daidzein

Conditions

Conditions	Yield
With diethyl ether Einleiten von Chlorwasserstoff und Erhitzen des Reaktionsprodukts mit Wasser;
Multi-step reaction with 2 steps 1: Et3N / 0.17 h / 0 °C 2: mixed anhydride of acetic and formic acid, Et3N / 0.25 h / 80 - 100 °C View Scheme

: 17720-60-4
2,4,4'-trihydroxy deoxybenzoin

: 109-94-4
formic acid ethyl ester

sodium: sodium

: 486-66-8
daidzein

Conditions

Conditions	Yield
Erhitzen des Reaktionsprodukts mit wss.-aethanol.HCl;

...Expand

: 486-66-8
daidzein

: 531-95-3
equol

Conditions

Conditions	Yield
With Eggerthella sp. YY7918 at 37℃; for 72h;	100%
With 5%-palladium/activated carbon; hydrogen; acetic acid In ethanol; water at 20℃; under 760.051 Torr; for 10h;	95%

: 486-66-8
daidzein

: 485-63-2
3',4',7-trihydroxyisoflavone

Conditions

Conditions	Yield
With bacillus megaterium tyrosinase In dimethyl sulfoxide at 20℃; for 6h; pH=9 - 10; Enzymatic reaction;	100%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 50℃; for 2h;	28%
With ferredoxin reductase; ferredoxin; recombinant CYP105D7 from Streptomyces avermitilis MA4680; NADH In aq. phosphate buffer at 20℃; for 2h; pH=7.2; Kinetics; Enzymatic reaction;
Multi-step reaction with 4 steps 1: potassium carbonate / acetone / 12 h / 60 °C 2: bromine / dichloromethane / 0.5 h / 20 °C 3: copper(I) bromide / methanol; N,N-dimethyl-formamide / 2 h / 20 - 120 °C / Darkness 4: dimethylsulfide; aluminum (III) chloride / dichloromethane / 6 h / 5 - 20 °C View Scheme

: 486-66-8
daidzein

: 73762-91-1
3-(chloromethyl)-2-benzothiazolinone

: 640275-93-0
daidzein 7-N-(2"(3"H)-benzothiazolonyl)methyl ether

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 14h;	98.4%

: 486-66-8
daidzein

: 108-24-7
acetic anhydride

: 3682-01-7
daidzein diacetate

Conditions

Conditions	Yield
Stage #1: daidzein; acetic anhydride at 60℃; for 0.166667h; Stage #2: With pyridine at 60℃; for 0.0833333h;	98%
for 3h; Reflux;	96.5%
With pyridine at 105 - 110℃; for 1h;	90%

: 486-66-8
daidzein

: 142-61-0
Hexanoyl chloride

: 602329-45-3
7,4'-di-O-hexanoyl-daidzein

Conditions

Conditions	Yield
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 4.5h; Cooling with ice;	95%
With pyridine; dmap In chloroform at -20℃;	77%

: 486-66-8
daidzein

: 106-95-6
allyl bromide

: 102042-06-8
7-allyloxy-3-(4-allyloxy-phenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 8h; Williamson-type O-alkylation reaction; Reflux;	94%

: 486-66-8
daidzein

: 7,4’-dihydroxy-3’-nitroisoflavone

Conditions

Conditions	Yield
With ammonium nitrate; trifluoroacetic anhydride In acetonitrile at 20℃; for 1.5h;	94%
With ammonium cerium (IV) nitrate; acetic acid In N,N-dimethyl-formamide at 20℃;	92%
With sulfuric acid; nitric acid In ethanol at 20℃; for 2h;

: 486-66-8
daidzein

: (+/-)-4-Hydroxy-Equol

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In N,N-dimethyl-formamide at 25℃; under 600.06 Torr; for 3h; Time;	93%
With hydrogen; 10% Pd/Al2O3 In ethanol under 750.075 Torr;
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 40 °C 2: sodium tetrahydroborate; ethanol / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 3: palladium(II) hydroxide; ammonium formate / water; tetrahydrofuran; ethanol / Inert atmosphere View Scheme

: 486-66-8
daidzein

: 2008-75-5
N-chloroethylpiperidine hydrochloride

: 41524-24-7
7-(2-(piperidin-1-yl)ethoxy)-3-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 8h; Williamson-type O-alkylation reaction; Reflux;	93%

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: 315-323^oC (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: 2-8^oC
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: Irritant Xi
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.

Product Name

Daidzein

Synthetic route

Daidzein Chemical Properties

Daidzein Uses

Daidzein Toxicity Data With Reference

Daidzein Safety Profile

Daidzein Specification

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