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482-36-0

Basic Information
CAS No.: 482-36-0
Name: Hyperoside
Article Data: 11
Molecular Structure:
Molecular Structure of 482-36-0 (Hyperoside)
Formula: C21H20O12
Molecular Weight: 464.383
Synonyms: Hyperin(7CI,8CI);3,3',4',5,7-Pentahydroxyflavone 3-O-b-D-galactopyranoside;3-O-b-D-Galactopyranosyl quercetin;NSC 407304;Quercetin 3-O-galactopyranoside;Quercetin3-O-b-D-galactoside;Quercetin 3-O-b-galactopyranoside;Quercetin3-O-b-galactoside;Quercetin3-galactoside;Quercetin 3-b-galactoside;
EINECS: 207-580-6
Density: 1.87 g/cm3
Melting Point: 225-226 °C
Boiling Point: 872.6 °C at 760 mmHg
Flash Point: 307.4 °C
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 22-45
PSA: 210.51000
LogP: -0.53890
Synthetic route
161126-00-7

3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-3',4',5,7-tetrahydroxyflavonol

482-36-0

Hyperoside

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 0.5h;87%
With sodium methylate In methanol at 20℃; for 1h;81%
With methanol; sodium methylate In ethyl acetate at 20℃; for 0.5h;75%
With methanol; sodium methylate
Stage #1: 3-O-(2'',3'',4'',6''-tetra-O-acetyl-β-D-galactopyranosyl)-3',4',5,7-tetrahydroxyflavonol With sodium methylate In methanol at 20℃; for 1.5h;
Stage #2: In methanol
53209-27-1, 69624-79-9

quercetin-3-O-(2”-galloyl)-β-D-galactopyranoside

A

482-36-0

Hyperoside

B

149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With tannase In water at 37℃; for 2h;

quercetin 3-O-α-L-rhamnopyranosyl(1->2)-β-D-galactopyranoside

482-36-0

Hyperoside

Conditions
ConditionsYield
With formic acid; cyclohexanol for 20h; Heating;
53171-28-1, 56316-75-7

quercetin-3-O-(6-O-galloyl)-β-gallcopyranoside

482-36-0

Hyperoside

Conditions
ConditionsYield
With sodium carbonate In methanol; dimethyl sulfoxide at 40℃;28.5 mg
117-39-5

quercetol

alkaline solution

alkaline solution

482-36-0

Hyperoside

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 37 percent / 0.17 h / 180 °C
2: 31 percent / K2CO3 / dimethylformamide / 10 h / 20 °C
3: 79 percent / hydrogen / Pd/C / ethanol / 24 h / 25 °C
4: 81 percent / NaOMe / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: 0.08 h / 180 °C
2: K2CO3 / dimethylformamide
3: H2 / Pd/C
4: MeONa; MeOH
View Scheme
357194-03-7

2-(2,2-diphenylbenzo[1,3]dioxol-5-yl)-3,5,7-trihydroxychromen-4-one

482-36-0

Hyperoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 31 percent / K2CO3 / dimethylformamide / 10 h / 20 °C
2: 79 percent / hydrogen / Pd/C / ethanol / 24 h / 25 °C
3: 81 percent / NaOMe / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: K2CO3 / dimethylformamide
2: H2 / Pd/C
3: MeONa; MeOH
View Scheme
742062-20-0

2-(2,2-diphenylbenzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-3-(2,3,4,6-tetraacetyl-β-D-galactopyranosyl)-4H-chromen-4-one

482-36-0

Hyperoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / hydrogen / Pd/C / ethanol / 24 h / 25 °C
2: 81 percent / NaOMe / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: H2 / Pd/C
2: MeONa; MeOH
View Scheme
482-36-0

Hyperoside

A

10257-28-0

D-Galactose

B

117-39-5

quercetol

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 1h;A n/a
B 68%
With grape snail enzymes
With rhamnodiastase
482-36-0

Hyperoside

A

59-23-4

D-Galactose

B

117-39-5

quercetol

Conditions
ConditionsYield
With water Acidic conditions;A n/a
B 64%
Acidic conditions;
Acidic aq. solution;
482-36-0

Hyperoside

117-39-5

quercetol

Conditions
ConditionsYield
Acidic conditions;63.3%
Acid hydrolysis;
With hydrogenchloride In water for 0.5h; Reflux;
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    482-36-0

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Chemistry

IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one 
Empirical Formula: C21H20O12
Molecular Weight: 464.3763g/mol
Structure of 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3-(b-D-galactopyranosyloxy)-5,7-dihydroxy- (CAS NO.482-36-0):

Index of Refraction: 1.803
Molar Refractivity: 105.987 cm3
Molar Volume: 247.183 cm3
Polarizability: 42.016×10-24cm3
Surface Tension: 134.896 dyne/cm
Density: 1.879 g/cm3
Flash Point: 307.473 °C
Enthalpy of Vaporization: 132.867 kJ/mol 
Melting Point: 225-226°C
Boiling Point: 872.627 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C 
Product Categories: Flavanols 
Canonical SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
Isomeric SMILES: C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O
InChI: InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15+,17+,18-,21+/m1/s1
InChIKey: OVSQVDMCBVZWGM-DTGCRPNFSA-N

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-40
R22:Harmful if swallowed. 
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 22-45-36
S22:Do not breathe dust. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: DJ3009200
F: 10-23

Specification

  4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3-(b-D-galactopyranosyloxy)-5,7-dihydroxy- , its cas register number is 482-36-0. It also can be called Hyperasid ; Hyperin ; Hyperosid ; Hyperoside ; Hyperozide ; NSC 407304 ; Quercetin 3-O-beta-D-galactopyranoside ; Quercetin 3-beta-D-galactopyranoside ; Quercetin-3-O-galactoside ; Quercetin-3-galactoside .