CAS No.520-36-5,Apigenin Suppliers

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Basic Information

Molecular Structure:
CAS No.:	520-36-5
Name:	Apigenin
Article Data:	132

Formula:	C₁₅H₁₀O₅
Molecular Weight:	270.241
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-;
EINECS:	208-292-3
Density:	1.548 g/cm³
Melting Point:	345-350 °C
Boiling Point:	555.5 °C at 760 mmHg
Flash Point:	217 °C
Solubility:	DMSO: 27 mg/mL
Appearance:	Pale Yellow Crystalline Solid
Hazard Symbols:	Xi
Risk Codes:	R36/37/38
Safety:	S26;S36
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%

Raw Materials

99-76-3

134810-54-1

480-40-0

90-24-4

480-44-4

123-08-0

10034-85-2

724434-08-6

Downstream Products

480-44-4

96333-59-4

99-93-4

480-41-1

491-70-3

3316-46-9

108-73-6

437-64-9

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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.

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