Myricetin supplier | CasNO.529-44-2

Name
Myricetin
EINECS 208-463-2
CAS No. 529-44-2
Article Data34
CAS DataBase
Density 1.912 g/cm³
Solubility slightly soluble in water
Melting Point >300 °C(lit.)
Formula C₁₅H₁₀O₈
Boiling Point 747.6 °C at 760 mmHg
Molecular Weight 318.24
Flash Point 285.9 °C
Transport Information
Appearance brown-yellow to brown-green crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Flavone,3,3',4',5,5',7-hexahydroxy- (8CI);3,3',4',5,5',7-Hexahydroxyflavone;3,5,7,3',4',5'-Hexahydroxyflavone;Cannabiscetin;4H-1-benzopyran-4-one, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-;3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphényl)-4H-chromén-4-one;
PSA 151.59000
LogP 1.69360

Synthetic route

: 14585-04-7
5,7-dihydroxy-3,3',4',5'-tetramethoxyflavone

: 529-44-2
myricetin

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at 10 - 15℃; for 10h;	95.2%

: 15648-86-9, 19833-12-6
isomyricitrin

: 529-44-2
myricetin

Conditions

Conditions	Yield
Acidic conditions;	64%

: Azamicroside

A: 6014-42-2
L-rhamnose

B: 529-44-2
myricetin

Conditions

Conditions	Yield
With sulfuric acid for 0.0666667h; Heating;	A n/a B 45%
With sulfuric acid for 0.0666667h; Heating;	A n/a B 45%

: 27200-12-0
ampelopsin

: 529-44-2
myricetin

Conditions

Conditions	Yield
Stage #1: ampelopsin With sodium hydroxide In water for 0.25h; Reflux; Stage #2: With selenium(IV) oxide In water for 1.5h; Reagent/catalyst; Reflux;	42%

: 10034-85-2
hydrogen iodide

: 256486-48-3
2',6,6',8-tetrabromo-3,3',4',5,5',7-hexahydroxyflavone

: 529-44-2
myricetin

myricetin-3.3'.4'.5'-tetramethyl ether: myricetin-3.3'.4'.5'-tetramethyl ether

: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogen iodide; acetic anhydride

myricetin-5.7.3'.4'.5'-pentamethyl ether: myricetin-5.7.3'.4'.5'-pentamethyl ether

: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogen iodide; phenol

potato flowers of the variety "Rozovyi rannii": potato flowers of the variety "Rozovyi rannii"

: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogenchloride; ethanol for 4h; Heating;

: myricetin-3,5,3'-trimethyl ether

: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogen iodide; phenol at 145℃; for 0.5h;	7 mg

: 17912-87-7
myricitrin

: 529-44-2
myricetin

Conditions

Conditions	Yield
With naringinase In acetate buffer at 20℃; for 3h; pH=5.5; Enzymatic reaction;

: 17912-87-7
myricitrin

A: 3615-41-6
L-Rhamnose

B: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogenchloride; water for 0.25h; Heating;

: 1241909-29-4
myricetin-3-O-β-D-galactoside-3'-O-α-D-glucoside

A: 2280-44-6
D-Glucose

B: 10257-28-0
D-Galactose

C: 529-44-2
myricetin

Conditions

Conditions	Yield
With sulfuric acid In methanol at 90℃; for 2h;

...Expand

: 1241909-30-7
myricetin-3-O-β-D-galactoside-3'-O-α-D-galactoside

A: 10257-28-0
D-Galactose

B: 529-44-2
myricetin

Conditions

Conditions	Yield
With sulfuric acid In methanol at 90℃; for 2h;

: 100-53-8
phenylmethanethiol

proanthocyanidin: proanthocyanidin

A: 220886-23-7
(epi)gallocatechin-3-O-gallate benzylthioether

B: 529-44-2
myricetin

C: 213007-61-5
(-)-epicatechin benzylthioether

D: 220886-22-6
epigallocatechin-4-benzylthioether

E: 154-23-4, 490-46-0, 7295-85-4, 17334-50-8, 18829-70-4, 35323-91-2, 72690-97-2, 13392-26-2
catechin

F: 2596-50-1, 4233-96-9, 5127-64-0, 19065-20-4, 107965-88-8, 137766-94-0, 989-51-5
(-)-epigallocathechin gallate

G: (epi)catechin-3-O-gallate benzylthioether

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 60℃; for 2h;

...Expand

: 15648-86-9, 19833-12-6
myricetin 3-O-β-D-glucopyranoside

A: 50-99-7
D-glucose

B: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol at 100℃; for 2h;
Acidic conditions;

: 1357272-88-8
myricetin 3-O-(2'',3''-digalloyl)-β-D-galactopyranoside

A: 59-23-4
D-Galactose

B: 149-91-7
3,4,5-trihydroxybenzoic acid

C: 529-44-2
myricetin

Conditions

Conditions	Yield
Stage #1: myricetin 3-O-(2'',3''-digalloyl)-β-D-galactopyranoside With sulfuric acid; water at 85℃; for 3h; Stage #2: In water

...Expand

: 557792-97-9
ampelopsin

: 529-44-2
myricetin

Conditions

Conditions	Yield
In water at 100℃; for 12h;

: 480-18-2
taxifolin

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 83-30-7
acide 2,4,6-trihydroxybenzoique

C: C15H10O7

D: 30048-34-1
2-(3',4'-dihydroxybenzoyloxy)-4,6-dihydroxybenzoic acid

E: 2'-hydroxytaxifolin

F: 69098-01-7
2-oxo-2-(2,4,6-trihydroxyphenyl)acetic acid

G: 529-44-2
myricetin

H: 139-85-5
3,4-dihydroxybenzaldehyde

Conditions

Conditions	Yield
With oxygen; potassium hydroxide In methanol

...Expand

: myricetin 3-O-β-4C1-galactopyranouronoide

: 529-44-2
myricetin

Conditions

Conditions	Yield
With acetic acid In water at 100℃; for 0.5h;

: myricetin 3-O-β-4C1-galactopyranouronoide

A: 685-73-4
D-galacturonic acid

B: 529-44-2
myricetin

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 2h;

: myricetin 3-O-(2'',4''-di-O-acetyl)-α-L-rhamnopyranoside

A: 3615-41-6
L-Rhamnose

B: 529-44-2
myricetin

Conditions

Conditions	Yield
Acidic conditions;

: 108-73-6
3,5-dihydroxyphenol

: 529-44-2
myricetin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / ethyl acetate / 7 h / 20 °C 2: triethylamine / 6 h / 90 °C 3: boron tribromide / dichloromethane / 10 h / 10 - 15 °C View Scheme

: 17912-87-7
myricitrin

A: 7658-08-4
D-quionovose

B: 529-44-2
myricetin

Conditions

Conditions	Yield
With sulfuric acid In water for 4h;

: 529-44-2
myricetin

: 74-88-4
methyl iodide

: 14813-27-5
myricetin hexamethyl ether

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;	95%
With potassium carbonate In acetone for 14h; Heating;

: 529-44-2
myricetin

: 51-05-8
procaine hydrochloride

: 6,8-bis{p-[2-(diethylamino)ethoxycarbonyl]benzeneazo}-3,3',4',5,5',7-hexahydroxyflavone

Conditions

Conditions	Yield
Stage #1: procaine hydrochloride With hydrogenchloride; sodium acetate; sodium nitrite In water Diazotization; Stage #2: myricetin In ethanol; water at 25℃; Substitution;	95%

: 529-44-2
myricetin

: 121-57-3
4-aminobenzene sulfonic acid

: sodium salt of 6,8-bis(p-sulfobenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

Conditions

Conditions	Yield
Stage #1: 4-aminobenzene sulfonic acid With sodium hydroxide; sodium nitrite In water at 0℃; for 1h; Diazotization; Stage #2: myricetin In ethanol; water at 25℃; for 1h; Substitution; Stage #3: With sodium chloride In ethanol; water at 0℃; for 3h; Sodium salt formation;	95%

: 529-44-2
myricetin

phenylhydrazine acetate: phenylhydrazine acetate

: 4,4',7-tris(phenylhydrazono)-3,3',5,5'-tetrahydroxyflavone

Conditions

Conditions	Yield
In ethanol; acetic acid at 90 - 95℃; for 5h; Condensation;	93%

: 529-44-2
myricetin

: 3,3',4',5,5',7-hexahydroxy-α-hydroxychalcone

Conditions

Conditions	Yield
With ammonium hydroxide In ethanol at 60℃; for 1.5h; Ring cleavage;	86%

: 529-44-2
myricetin

: 108-24-7
acetic anhydride

: 14813-29-7
[3,5-diacetoxy-4-oxo-2-(3,4,5-triacetoxyphenyl)chromen-7-yl] acetate

Conditions

Conditions	Yield
With sodium acetate at 80℃; for 6h;	85%
With pyridine at 15℃; for 16h;	61%
With pyridine at 15℃; for 12h;	61%

: 72-14-0
Sulfathiazole

: 529-44-2
myricetin

: 6,8-bis[p-(1,3-thiazol-2-ylsulfamoyl)benzeneazo]-3,3',4',5,5',7-hexahydroxyflavone

Conditions

Conditions	Yield
Stage #1: Sulfathiazole With hydrogenchloride; sodium acetate; sodium nitrite In water Diazotization; Stage #2: myricetin In ethanol; water at 25℃; Substitution;	82%

: 57-68-1
sulfadimesine

: 529-44-2
myricetin

: 6,8-bis[p-(4,6-dimethylpyrimidinylsulfamoyl)benzeneazo]-3,3',4',5,5',7-hexahydroxyflavone

Conditions

Conditions	Yield
Stage #1: sulfadimesine With hydrogenchloride; sodium acetate; sodium nitrite In water Diazotization; Stage #2: myricetin In ethanol; water at 25℃; Substitution;	81%

: 106-31-0
butanoic acid anhydride

: 529-44-2
myricetin

: 3,5-bis(butanoyloxy)-4-oxo-2-[3,4,5-tris(butanoyloxy)phenyl]-4H-chromen-7-yl butanoate

Conditions

Conditions	Yield
With pyridine at 20℃; for 12h; Inert atmosphere;	79.79%

: 529-44-2
myricetin

: 141-75-3
butyryl chloride

: 3,5-bis(butanoyloxy)-4-oxo-2-[3,4,5-tris(butanoyloxy)phenyl]-4H-chromen-7-yl butanoate

Conditions

Conditions	Yield
With pyridine for 12h; Inert atmosphere;	79.79%

: 529-44-2
myricetin

: 256486-45-0
3,3',4',5,5',7-hexahydroxy-2',6,6',8-tetranitroflavone

Conditions

Conditions	Yield
With nitric acid In acetic acid at 20℃; for 3h; Nitration;	77%

: 529-44-2
myricetin

: 256486-48-3
2',6,6',8-tetrabromo-3,3',4',5,5',7-hexahydroxyflavone

Conditions

Conditions	Yield
With bromine In acetic acid at 20℃; for 3h; Bromination;	75%
With carbon disulfide; bromine at 100℃;

: 529-44-2
myricetin

: 63-74-1
sulfanilamide

: 6,8-bis(p-sulfamoylbenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

Conditions

Conditions	Yield
Stage #1: sulfanilamide With hydrogenchloride; sodium nitrite In water Diazotization; Stage #2: myricetin In ethanol; water at 23 - 25℃; Substitution;	73%

: 529-44-2
myricetin

: 100-01-6
4-nitro-aniline

: 6,8-bis(p-nitrobenzeneazo)-3,3',4',5,5',7-hexahydroxyflavone

Conditions

Conditions	Yield
Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Diazotization; Stage #2: myricetin In ethanol; water at 25℃; Substitution;	70%

: 4349-62-6
2-benzyloxybenzoyl chloride

: 529-44-2
myricetin

: C99H70O20

Conditions

Conditions	Yield
Stage #1: 2-benzyloxybenzoyl chloride; myricetin In acetonitrile at 20℃; for 0.5h; Stage #2: With dmap at 20℃; for 12h;	63.4%

: 529-44-2
myricetin

: 74-88-4
methyl iodide

: 190323-49-0
3-hydroxy-5,7-dimethoxy-2–(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;	54.4%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 60h;
Stage #1: myricetin With potassium carbonate In N,N-dimethyl-formamide at 20℃; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 48h;
Stage #1: myricetin With 2K(1+)CO3(2-)0.5H2O=K2CO3*0.5H2O In N,N-dimethyl-formamide at 20℃; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 48h;
Stage #1: myricetin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 48h;

: 7491-74-9
2-oxo-1-pyrrolidine acetamide

: 529-44-2
myricetin

: C15H10O8*C6H10N2O2

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 312h;	54%

: 3590-12-3
N,N-bis(2-p-tolylsulfonyloxyethyl)aniline

: 529-44-2
myricetin

: 4'-O-(2-N,N-hydroxy ethyl-phenyl)-ethyl myricetin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;	52%

: 529-44-2
myricetin

: 8-bromomyricetin

Conditions

Conditions	Yield
With 2,3-dibromo-3-phenylpropanoic acid; caesium carbonate In N,N-dimethyl-formamide at 40℃; for 16h; Inert atmosphere; regioselective reaction;	49%

: 529-44-2
myricetin

: 100-39-0
benzyl bromide

: C43H34O8

Conditions

Conditions	Yield
Stage #1: myricetin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Stage #2: benzyl bromide at 70℃; for 12h;	46%

: 6315-52-2
1,2-bis-tosyloxyethane

: 529-44-2
myricetin

: 4'-O-(2-hydroxy)ethylmyricetin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;	45%
With potassium carbonate In N,N-dimethyl-formamide at 100℃;	262 mg

: 16695-22-0
N,N-bis(tosyloxyethyl)-p-toluenesulfonamide

: 529-44-2
myricetin

: 4'-O-(2-N,N-hydroxy ethyl-toluene-4-sulfonyl)-ethyl myricetin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;	45%
With potassium carbonate In N,N-dimethyl-formamide at 110℃;	402 g

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 529-44-2
myricetin

A: 3,4-dihydroxy-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

B: 4-hydroxy-3-((3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy)-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

C: 3-hydroxy-4-((3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy)-1-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)naphtho[2,3-b]benzofuran-6,11-dione

Conditions

Conditions	Yield
With pyridine at 85℃; for 24h;	A 45% B 18% C 16%

...Expand

: 529-44-2
myricetin

: 7460-82-4
diethylene glycol ditosylate

: 4'-O-[2-(2-hydroxyethyl)hydroxy]ethylmyricetin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Williamson Ether Synthesis;	36%
With potassium carbonate In N,N-dimethyl-formamide at 110℃;	236 mg

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

: 529-44-2
myricetin

A: 16280-27-6
3,5,3',4',5'-pentahydroxy-7-methoxyflavone

B: 16805-10-0
3,5,7-trihydroxy-2-(3,5-dihydroxy-4-methoxyphenyl)-4H-chromen-4-one

C: 7,4'-di-O-methylmyricetin

D: 5-hydroxy-3,7-dimethoxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one

Conditions

Conditions	Yield
In methanol; diethyl ether at 20℃; for 1h;	A 25% B 31% C 9% D 6%

...Expand

: 529-44-2
myricetin

: 123-62-6
propionic acid anhydride

: [4-oxo-3,5-di(propanoyloxy)-2-[3,4,5-tri(propanoyloxy)phenyl]chromen-7-yl] propanoate

Conditions

Conditions	Yield
With pyridine at 0 - 20℃; Inert atmosphere;	30%
With pyridine at 0 - 20℃; Inert atmosphere;	30%
With pyridine at 0℃; Inert atmosphere;	30%
With pyridine at 0 - 20℃; Inert atmosphere;	30%

Myricetin Chemical Properties

Molecular Structure:

IUPAC Name:3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
Molecular Formula:C₁₅H₁₀O₈
Molecular Weight:318.2351
H bond acceptors: 8
H bond donors: 6
Freely Rotating Bonds: 7
Polar Surface Area: 81.68 Å²
Molar Refractivity: 75.2 cm³
Molar Volume: 166.4 cm³
Surface Tension: 133 dyne/cm
Density: 1.912 g/cm³
Melting Point: >300°C (lit.)
Boiling Point: 747.6°C at 760 mmHg
Flash Point: 285.9°C
Index of Refraction: 1.863
Form: crystalline
Merck: 13,6357
EINECS: 208-463-2
Product Categories: Flavanols; Nutritional Ingredients
InChI
InChI=1/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H
Smiles
c12c(c(c(O)c(o1)c1cc(c(O)c(c1)O)O)=O)c(cc(c2)O)O

Myricetin Uses

Myricetin (CAS NO.529-44-2) is widely used in the fields of medicine, food, health care products and cosmetics. Myricetin (CAS NO.529-44-2) is mainly used as a additive to treat and prevent arthritis, especially for pregnant or lactating women. Myricetin (CAS NO.529-44-2) is favorable to decrease the side effects caused by antibiotics.

Myricetin Toxicity Data With Reference

1.		PYTCAS Phytochemistry. An International Journal of Plant Biochemistry. 26 (1987),2231.
2.	dnd-hmn-hla 400 µmol/L	MUREAV Mutation Research. 390 (1997),141.
3.	dni-hmn-hla 12500 µg/L	PYTCAS Phytochemistry. An International Journal of Plant Biochemistry. 27 (1988),1017. EXPEAM Experientia. 44 (1988),882.

Myricetin Safety Profile

Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Statements:24/25
24/25:Avoid contact with skin and eyes
RTECS: LK8646000
F: 10
WGK Germany: 3

Myricetin Specification

Myricetin , with CAS number of 529-44-2, can be called 3,3’,4’,5,5’,7-hexahydroxy-flavon ; 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4h-1-benzopyran-4-on ; Cannabiscetin ; 3,3',4',5,5',7-hexahydroxyflavone ; 3',4',5',3,5,7-hexahydroxyflavone ; 3,5,7,3',4',5'-hexahydroxyflavone ; Myricetin ; Myricetol . Myricetin (CAS NO.529-44-2) is a compoud that belongs to flavonols. It is incompatibilities with strong oxidizing agents. It emits carbon monoxide and carbon dioxide when it is decomposed. Myricetin (CAS NO.529-44-2) belongs to flavonols. Myricetin (CAS NO.529-44-2) exists as a brown-yellow to brown-green crystalline powder, soluble in methanol, ethanol, acetone, ethyl acetate, slightly soluble in water, insoluble in chloroform, petroleum ether. Myricetin (CAS NO.529-44-2) is easily turns green in the air.

Product Name

Myricetin

Synthetic route

Myricetin Chemical Properties

Myricetin Uses

Myricetin Toxicity Data With Reference

Myricetin Safety Profile

Myricetin Specification

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