Apigenin supplier | CasNO.520-36-5

Name
Apigenin
EINECS 208-292-3
CAS No. 520-36-5
Article Data132
CAS DataBase
Density 1.548 g/cm³
Solubility DMSO: 27 mg/mL
Melting Point 345-350 °C
Formula C₁₅H₁₀O₅
Boiling Point 555.5 °C at 760 mmHg
Molecular Weight 270.241
Flash Point 217 °C
Transport Information
Appearance Pale Yellow Crystalline Solid
Safety S26;S36
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms C.I. Natural Yellow 1;Prestwick_719;Versulin;4,5, 7-Trihydroxyflavone;2446-tetrahydroxychalcone;Apigenol;4H-1-Benzopyran-4-one,5,7-dihydroxy-2- (4-hydroxyphenyl)-;4H-1-Benzopyran-4-one, 5, 7-dihydroxy-2- (4-hydroxyphenyl)-;ND-9076;5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one;4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-;Spigenin;5,7,4-Trihydroxyflavone;4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)- (9CI);4,5,7-Trihydroxyflavone;5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone;2-(p-Hydroxyphenyl)-5,7-dihydroxychromone;Flavone, 4,5,7-trihydroxy-;
PSA 90.90000
LogP 2.57680

Synthetic route

: 2,4’,5,7-tetrahydroxyflavanone

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water	100%

: 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With sulfuric acid; iodine In dimethyl sulfoxide at 100℃; for 1.5h;	95%
With pyridine; iodine for 4h; Heating;	93%
With pyridine; iodine at 95℃; for 5h;	66%

: 578-74-5
apigenin 7-O-glucoside

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With hydrogenchloride for 2h; Heating;	95%
Acid hydrolysis;
Acidic conditions;

: 110865-03-7
2-chloro-1-(2,4,6-trihydroxyphenyl)ethan-1-one

: 123-08-0
4-hydroxy-benzaldehyde

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
Stage #1: 2-chloro-1-(2,4,6-trihydroxyphenyl)ethan-1-one; 4-hydroxy-benzaldehyde With sodium hydroxide In ethanol; water Stage #2: With hydrogenchloride Further stages.;	92%
Stage #1: 4-hydroxy-benzaldehyde With potassium hydroxide In ethanol; water for 0.166667h; Inert atmosphere; Stage #2: 2-chloro-1-(2,4,6-trihydroxyphenyl)ethan-1-one In ethanol; water at 60℃; for 4h;	90%
With potassium hydroxide In ethanol at 20 - 60℃; for 6h;	83%

: 5631-70-9
4',5,7-trimethoxyflavone

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With pyridine hydrochloride at 180 - 190℃; for 6h; Inert atmosphere;	90%
With pyridine hydrochloride at 180℃; for 6h; Inert atmosphere;	90%
With boron tribromide In dichloromethane at 20℃; for 24h; Inert atmosphere;	90%
Stage #1: 4',5,7-trimethoxyflavone With aluminum (III) chloride In toluene at 80 - 140℃; Stage #2: With hydrogenchloride In water; toluene at 0℃; Reagent/catalyst; Solvent; Temperature; Time;	61.5%
With hydrogen iodide In acetic anhydride at 115 - 118℃; for 6h;	10 g

: 480-41-1
naringenin

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With iodine In pyridine at 90℃; for 8h;	86%
With flavone synthase I Product distribution;
With GLUTATHIONE; N-[tris(hydroxymethyl)methyl]glycine; flavone synthase II; NADPH; potassium hydroxide at 25℃; for 0.5h; pH=7.9; Enzymatic reaction;
With 2,3-dicyano-5,6-dichloro-p-benzoquinone

: 25515-46-2, 73692-50-9
2',4',6',4-tetrahydroxydihydrochalcone

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With oxygen at 20℃; under 760.051 Torr; for 0.866667h; Reagent/catalyst;	77%

: 1-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(2,4,6-trihydroxy-phenyl)-propane-1,3-dione

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With sulfuric acid In acetic acid at 95 - 100℃; for 1h;	76%

: 29741-09-1, 56317-11-4
apigenin-7-O-β-D-glucuronide

A: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

B: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With sulfuric acid for 5h;	A n/a B 68%
With sulfuric acid for 5h;

: 108-73-6
3,5-dihydroxyphenol

: 77103-47-0
ethyl (4-hydroxybenzoyl)acetate

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
for 0.0633333h; microwave irradiation;	66%

: C27H18O9S2

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With potassium carbonate In methanol at 65℃; for 5h; Inert atmosphere;	66%

: 874202-29-6
7-benzyloxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one

A: 20450-81-1
7-O-benzylapigenin

B: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
Stage #1: 7-benzyloxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one With pyridine; iodine for 4h; Heating / reflux; Stage #2: With hydrogenchloride In water	A 58% B 24%

: 4,6-bis(methoxymethyl)-2-(4-acetoxybenzoyloxy)acetophenone

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
Stage #1: 4,6-bis(methoxymethyl)-2-(4-acetoxybenzoyloxy)acetophenone With potassium hydroxide In pyridine at 50℃; for 0.333333h; Stage #2: With acetic acid In pyridine; water for 0.5h; Stage #3: With hydrogenchloride In methanol Reflux;	58%

: 5631-70-9
4',5,7-trimethoxyflavone

A: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

B: 480-44-4
5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With N-butyl-N-methylimidazolium heptachlorodialuminate In dichloromethane at 40℃; for 4h;	A 54% B 16%

: apigenin 7-O-[β-D-glucuronopyranosyl-(1->2)]-O-β-D-glucuronopyranoside

A: 6556-12-3
D-Glucuronic acid

B: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
Acid hydrolysis;	A n/a B 52%

: 480-40-0
5,7-dihydroxy-2-phenyl-chromen-4-one

A: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

B: 491-70-3
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

C: luteolin 3'-monosulphate

Conditions

Conditions	Yield
With Mucore ramannianus (ATCC 9628) In N,N-dimethyl-formamide for 336h; Microbiological reaction;	A 3% B 10.2% C 10.2%

...Expand

: 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

A: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

B: 4049-38-1
eriodictyol

Conditions

Conditions	Yield
With plasmid pFusionF87V-carrying recombinant Escherichia coli BL21 (DE3) cells at 28℃; for 24h; Microbiological reaction;	A 3.7% B 5.2%

: 480-40-0
5,7-dihydroxy-2-phenyl-chromen-4-one

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With Aspergillus alliaceous (ATCC 10060) In N,N-dimethyl-formamide for 336h; Microbiological reaction;	4.1%

: 35095-48-8
6-bromo-5-hydroxy-7,4'-dimethoxyflavone

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With hydrogen iodide; acetic anhydride

: 724434-08-6
dihydrokaempferol

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With sulfuric acid

: 21089-34-9
4'-O-methylapigenin 6-C-β-D-glucopyranoside

A: 2280-44-6
D-Glucose

B: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With hydrogenchloride; water In acetic acid at 100℃; for 24h;
With iron(III) chloride at 100℃; for 6h;

: 525-82-6
FLAVONE

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With pyridine hydrochloride

: 5128-44-9
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With pyridine hydrochloride at 170℃; for 2h; Product distribution; for identification of structure;

: 126661-94-7
apigenin 7-p-coumarate

A: 7400-08-0
p-Coumaric Acid

B: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With sodium hydroxide for 0.5h; Ambient temperature;

: 123656-62-2
crotonoylcosmosiin

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 5h; Heating;	6 mg

: 126871-97-4
apigenin 7-(4-O-β-glucosyl-trans-p-coumarate)

A: 2280-44-6
D-Glucose

B: 7400-08-0
p-Coumaric Acid

C: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With hydrogenchloride Heating;
With hydrogenchloride Heating;

...Expand

: 64325-11-7
2-hydroxynaringenin

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 1h; Heating; Yield given;
With hydrogenchloride; acetic acid at 100℃; for 1.5h; Yield given;

: 84563-91-7
nivyaside

A: 2280-44-6
D-Glucose

B: 20089-18-3, 907575-48-8
cyclohexanetetrol-(1r,2t,3t,4c)

C: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With Kiliani's mixture for 6h; Heating;	A n/a B n/a C 36 mg

...Expand

: 125300-52-9
apigenin 5-O-α-L-rhamnopyranosyl-(1'''->2'')-6''-O-acetyl-β-D-glucopyranoside

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
sulfuric acid In ethanol; water for 6h; Heating;

: 764-09-0
chlorosulfuric acid 2,2,2-trichloroethyl ester

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: C21H13Cl9O14S3

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃;	95%

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 491-70-3
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

Conditions

Conditions	Yield
With C9H8IO4Pol In dimethyl sulfoxide at 25℃; for 2h;	95%
With cytochromes P450 in human liver microsomes Kinetics; Enzymatic reaction;

: 75-30-9
2-iodo-propane

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 5-hydroxy-7-isopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 30h; Inert atmosphere;	95%

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: C15H8F2O9S2

Conditions

Conditions	Yield
With fluorosulfonyl fluoride In acetonitrile at 20℃; for 3h; Sealed tube;	95%

: 186581-53-3, 908094-01-9
diazomethane

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 5128-44-9
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
In methanol; diethyl ether at 20℃; for 0.5h;	94%
With ethanol
In methanol at 20℃; for 1h;

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 108-24-7
acetic anhydride

: 3316-46-9
apigenin triacetate

Conditions

Conditions	Yield
With pyridine at 70℃; for 6h;	94%
With pyridine at 140℃; for 8h; Temperature;	90.8%
With pyridine Reflux;	87.2%

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 105-39-5
chloroacetic acid ethyl ester

: diethyl 2,2'-((2-(4-(2-ethoxy-2-oxoethoxy)phenyl)-4-oxo-4H-chromene-5,7-diyl)bis(oxy))diacetate

Conditions

Conditions	Yield
Stage #1: 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: chloroacetic acid ethyl ester In N,N-dimethyl-formamide at 20℃; for 24h;	94%

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 1006032-73-0
6,8-dibromo-5,7,4'-trihydroxyflavone

Conditions

Conditions	Yield
With N-Bromosuccinimide In trifluoroacetic acid at 20℃; for 5h;	93%
With N-Bromosuccinimide In acetone at 22℃; for 0.716667h;

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen at 20℃;	91%
With palladium 10% on activated carbon; hydrogen	25%

: europium(III) oxide

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 7732-18-5
water

: C45H27EuO15*2H2O

Conditions

Conditions	Yield
With dihydrogen peroxide; nitric acid; triethylamine In ethanol at 20℃; for 20h; pH=8; Reagent/catalyst; Darkness;	90.93%

...Expand

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 98-88-4
benzoyl chloride

: 5,7,4'-tribenzoyloxyflavone

Conditions

Conditions	Yield
With pyridine hydrochloride at 140 - 200℃; for 9h;	89%
With potassium hydroxide

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 7,4'-di-O-(tert-butyldimethylsilyl)apigenin

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 5h;	89%

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 142-61-0
Hexanoyl chloride

: 1145669-46-0
5,7,4'-tri-O-hexanoyl apigenin

Conditions

Conditions	Yield
With dmap; triethylamine In N,N-dimethyl-formamide for 8h; Cooling with ice;	88%
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 4.5h; Cooling with ice;	87%
With dmap; triethylamine In N,N-dimethyl-formamide

: 14273-90-6
methyl 6-bromohexanoate

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: methyl 6-((5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)hexanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 6h; Inert atmosphere;	87%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6h;	20%

: 393-75-9
4-chloro-3,5-dinitrobenzotrifluoride

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 7-(2,6-dinitro-4-(trifluoromethyl)phenoxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃;	84%

: 50-00-0
formaldehyd

: 617-89-0
furan-2-ylmethanamine

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: C36H31N3O8

Conditions

Conditions	Yield
In dimethyl sulfoxide at 100℃; for 12h;	84%

...Expand

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 263711-74-6
5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3

Conditions

Conditions	Yield
With boron trifluoride; [D3]phosphoric acid In water-d2 at 55℃; for 96h; deuteration;	83%
Multi-step reaction with 3 steps 1: D2O / acetone 2: 1-butyl-3-methylimidazolium chloride; DCl; D2O / 0.33 h / 120 °C / 3750.38 Torr / microwave irradiation 3: H2O View Scheme

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 814-49-3
diethyl chlorophosphate

: C27H37O14P3

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 24.5h; Inert atmosphere; Cooling with ice;	83%
With dmap; triethylamine In tetrahydrofuran at 70℃; for 3.5h; Cooling with ice; Inert atmosphere;

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 108-24-7
acetic anhydride

: 857-79-4
7,4'-diacetoxy-5-hydroxyflavone

Conditions

Conditions	Yield
	82%
With pyridine
With pyridine at 20℃; for 24h;

: 75-30-9
2-iodo-propane

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 5,7-diisopropoxy-2-(4-isopropoxyphenyl)-4H-benzopyran-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Inert atmosphere;	82%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 24h; Inert atmosphere;	78%
With potassium carbonate In N,N-dimethyl-formamide	73%

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

A: 120562-19-8
C15H9O8S(1-)*K(1+)

B: 116097-08-6
C15H8O11S2(2-)*2K(1+)

Conditions

Conditions	Yield
With potassium acetate; tetra(n-butyl)ammonium hydrogensulfate; dicyclohexyl-carbodiimide In pyridine at 4℃; for 72h; Yields of byproduct given;	A n/a B 81%
With potassium acetate; tetra(n-butyl)ammonium hydrogensulfate; dicyclohexyl-carbodiimide In pyridine at 4℃; for 72h; Yields of byproduct given;	A 28% B n/a

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 18107-18-1
diazomethyl-trimethyl-silane

: 5128-44-9
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
In methanol; hexane; dichloromethane at 20℃; for 12h;	81%

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 77-78-1
dimethyl sulfate

: 5128-44-9
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With potassium hydroxide In water; acetone at 20℃; for 4h;	80%
With potassium hydroxide
With sodium hydroxide
With potassium carbonate regioselective reaction;
With potassium carbonate In acetone at 65℃;

: 520-36-5
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

: 74-88-4
methyl iodide

: 480-44-4
5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere; regiospecific reaction;	79%
With potassium carbonate In N,N-dimethyl-formamide for 2h;

Apigenin Specification

The Apigenin, with the CAS registry number 520-36-5,is also known as 4',5,7-Trihydroxyflavone; 5,7,4'-Trihydroxyflavone. It belongs to the product categories of Natural Plant Extract;Inhibitors;Protein Kinase;Signalling. This chemical's molecular formula is C₁₅H₁₀O₅ and molecular weight is 270.24.Its EINECS number is 208-292-3. What's more,Its systematic name is Apigenin.It is a Pale Yellow Crystalline Solid .The Apigenin is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. When you use it ,wear suitable protective clothing. Apigenin is a potent inhibitor of CYP2C9, an enzyme responsible for the metabolism of many pharmaceutical drugs in the body. Apigenin is a flavone that is the aglycone of several glycosides.

Physical properties about Apigenin are:
(1)ACD/LogP: 2.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.07; (4)ACD/LogD (pH 7.4): 0.94; (5)ACD/BCF (pH 5.5): 21.33; (6)ACD/BCF (pH 7.4): 1.56; (7)ACD/KOC (pH 5.5): 299.53; (8)ACD/KOC (pH 7.4): 21.96; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.732; (13)Molar Refractivity: 69.852 cm³; (14)Molar Volume: 174.563 cm³; (15)Surface Tension: 79.5999984741211 dyne/cm; (16)Density: 1.548 g/cm³; (17)Flash Point: 217.064 °C; (18)Enthalpy of Vaporization: 86.806 kJ/mol; (19)Boiling Point: 555.505 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C\1c3c(O/C(=C/1)c2ccc(O)cc2)cc(O)cc3O;
(2)Std. InChI:InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H;
(3)Std. InChIKey:KZNIFHPLKGYRTM-UHFFFAOYSA-N.

Product Name

Apigenin

Synthetic route

Apigenin Specification

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