Hesperetin supplier | CasNO.520-33-2

Name
Hesperetin
EINECS 208-290-2
CAS No. 520-33-2
Article Data54
CAS DataBase
Density 1.458 g/cm³
Solubility water-soluble
Melting Point 230-232 °C
Formula C₁₆H₁₄O₆
Boiling Point 586.2 °C at 760 mmHg
Molecular Weight 302.284
Flash Point 223 °C
Transport Information
Appearance Beige to Light Brown Crystalline Solid
Safety 26-36/37/39-27
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one;(S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone;Flavanone, 3,5, 7-trihydroxy-4-methoxy-;5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one;Flavanone, 3,5,7-trihydroxy-4-methoxy- (VAN) (8CI);4H-1-Benzopyran-4-one,2,3-dihydro-5,7- dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-,(2S)-;5,7,3-Trihydroxy-4-methoxyflavanone;Prestwick_908;3,5,7-Trihydroxy-4-methoxyflavanone;4H-1-Benzopyran-4-one, 2,3-dihydro-5, 7-dihydroxy-2- (3-hydroxy-4-methoxyphenyl)-, (S)-;5,7, 3-Trihydroxy-4-methoxyflavanone;Cyanidanon 4-methyl ether 1626;
PSA 96.22000
LogP 2.51850

Synthetic route

: 520-26-3
hesperidin

: 520-33-2
hesperetin

Conditions

Conditions	Yield
With sulfuric acid; acetic acid In water for 12h; Reflux;	98%
With sulfuric acid In water at 121℃; for 4h; High pressure;	87%
With sulfuric acid In ethanol for 8h; Reflux;	87%

: 90-33-5, 79566-13-5
7-hydroxy-4-methyl-chromen-2-one

: 520-26-3
hesperidin

A: 1356391-89-3
4-methylumbelliferyl-rutinoside

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water In dimethyl sulfoxide at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;	A 28% B n/a

...Expand

: 520-26-3
hesperidin

A: 520-33-2
hesperetin

B: 3′,5,7,8-tetrahydroxy-4′-methoxyflavanone

Conditions

Conditions	Yield
With Aspergillus saitoi In water; dimethyl sulfoxide at 30℃; pH=5.0;	A n/a B 3.5%

: 520-26-3
hesperidin

A: 520-33-2
(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With sulfuric acid; ethylene glycol
With sulfuric acid
With methanol; sulfuric acid

: 520-26-3
hesperidin

A: 2280-44-6
D-Glucose

B: 73-34-7
L-rhamnose

C: hesperetin 7‐O‐β‐D‐glucopyranoside

D: 520-33-2
hesperetin

Conditions

Conditions	Yield
With sulfuric acid In water at 140℃; for 1h; Kinetics; Product distribution; Further Variations:; pH-values; Reagents; Temperatures; Hydrolysis;

...Expand

: 520-26-3
hesperidin

A: hesperetin-7-glucoside

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
L. acidophilus NCC 3010 crude extract for 4 - 8h; pH=4 - 6; Product distribution / selectivity; Enzymatic reaction;
L. plantarum NCC 1313 crude extract for 4 - 8h; pH=4 - 6; Product distribution / selectivity; Enzymatic reaction;

: 161713-86-6
4G-α-D-glucopyranosyl hesperidin

A: 520-26-3
hesperidin

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With small intestine homogenate of rat at 37℃; for 4h; Title compound not separated from byproducts.;

concentrated H2 SO4: concentrated H2 SO4

: 520-26-3
hesperidin

: 520-33-2
hesperetin

Conditions

Conditions	Yield
In methanol; water

: 520-33-2
(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone

A: 24604-97-5
(R)-4'-methoxy-3',5,7-trihydroxyflavanone

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With ammonium acetate In water; isopropyl alcohol pH=5; Resolution of racemate;
With per(4-chloro-3-methyl)phenylcarbamate β-cyclodextrin clicked onto an alkynyl surface modified silica support In ethanol; hexane at 25℃; Resolution of racemate;

: 67-56-1
methanol

: 520-26-3
hesperidin

A: 184239-14-3
C13H24O10

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: 71-23-8
propan-1-ol

: 520-26-3
hesperidin

A: 168172-05-2
C15H28O10

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: 64-17-5
ethanol

: 520-26-3
hesperidin

A: 187539-57-7
ethyl α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: 78-83-1
2-methyl-propan-1-ol

: 520-26-3
hesperidin

A: C16H30O10

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: 71-41-0
pentan-1-ol

: 520-26-3
hesperidin

A: 189187-99-3
C17H32O10

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: 67-63-0
isopropyl alcohol

: 520-26-3
hesperidin

A: 1174639-57-6
C15H28O10

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: 520-26-3
hesperidin

A: 26184-96-3, 552-74-9, 47235-47-2, 56906-86-6, 56942-81-5, 59246-67-2, 68398-81-2, 68567-48-6, 68567-49-7, 75828-90-9
rutinose

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 60℃; for 0.5h; pH=5; aq. buffer; Enzymatic reaction;
With ethanol; α-rhamnosyl-β-glucosidase at 30℃; for 2h; Enzymatic reaction;
With α-rhamnosyl-β-glucosidase; water Enzymatic reaction;
With sulfuric acid In methanol; water for 6h; Reflux;
With 6-O-α-rhamnosyl-β-glucosidase from Acremonium sp. DSM24697; choline chloride; urea In aq. phosphate buffer at 60℃; for 1h; pH=6; Reagent/catalyst; Enzymatic reaction;

: 520-26-3
hesperidin

: 100-51-6
benzyl alcohol

A: 88510-10-5
1′-O-benzyl-α-L-rhamnopyranosyl-(1″→6′)-β-D-glucopyranoside

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: 520-26-3
hesperidin

: 71-36-3
butan-1-ol

A: n-butyl α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction;

...Expand

: hesperetin 7‐O‐β‐D‐glucopyranoside

A: 492-61-5
β-D-glucose

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With water Enzymatic reaction;

: 520-26-3
hesperidin

A: 552-74-9, 26184-96-3, 47235-47-2, 56906-86-6, 56942-81-5, 68398-81-2, 68567-48-6, 68567-49-7, 75828-90-9, 59246-67-2
6-O-α-L-rhamnopyranosyl-β-D-glucopyranose

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With solid phase supported Acremonium sp. DSM24697 α-rhamnosyl-β-glucosidase at 60℃; for 1h; pH=5; Kinetics; aq. buffer; Enzymatic reaction;

: 13241-33-3, 61303-28-4, 61303-29-5, 61303-30-8, 61347-97-5, 61348-24-1, 88294-38-6, 139686-38-7
neohesperidin

A: 19949-48-5
2-O-α-L-rhamnopyranosyl-β-D-glucopyranose

B: 520-33-2
hesperetin

Conditions

Conditions	Yield
With sulfuric acid In methanol; water for 6h; Reflux;

: hesperetin 7‐O‐β‐D‐glucopyranoside

: 520-33-2
hesperetin

Conditions

Conditions	Yield
With β-D-glucosidase In aq. buffer at 50 - 100℃; for 0.583333h; pH=4; Kinetics; Enzymatic reaction;

: 485-80-3, 15519-60-5, 60018-85-1, 60018-86-2, 79845-28-6
S-adenosyl-L-methionine

: 552-58-9
eriodictyol

: 520-33-2
hesperetin

Conditions

Conditions	Yield
With DL-dithiothreitol; recombinant Plagiochasma appendiculatum flavone 6-O-methyltransferase; magnesium chloride In aq. buffer at 37℃; for 0.5h; pH=7.5; Enzymatic reaction;

: 520-33-2
hesperetin

: 520-34-3
diosmetin

Conditions

Conditions	Yield
With pyridine; iodine at 90℃; for 22h;	100%
With iodine In pyridine at 90℃; for 8h;	85%
With pyridine; iodine at 90 - 95℃;
With trifluoroacetic anhydride; potassium iodide In dimethyl sulfoxide; N,N-dimethyl-formamide at 100 - 120℃; for 4h; Temperature; Reagent/catalyst;	37.6 g

: 2106-10-7
1-deoxy-1-fluoro-α-D-glucose

: 520-33-2
hesperetin

: hesperetin 7-α-O-glucoside

Conditions

Conditions	Yield
With α-glucosidase from sulfolobus solfataricus In dimethyl sulfoxide at 45℃; for 2h; pH=9; Enzymatic reaction;	99%

: 85622-93-1
temozolomide

: 520-33-2
hesperetin

: C6H6N6O2*C16H14O6

Conditions

Conditions	Yield
In ethanol for 1h;	94%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 520-33-2
hesperetin

: 3',5,7-tri-O-tert-butyldimethylsilylhesperetin

Conditions

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

: 936-02-7
2-Hydroxybenzoylhydrazine

: 520-33-2
hesperetin

: 1261060-91-6
hesperetin (2-hydroxybenzoyl)hydrazone

Conditions

Conditions	Yield
With acetic acid In ethanol for 24h; Reflux;	83.6%

: 98-11-3
benzenesulfonic acid

: 520-33-2
hesperetin

: (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochroman-7-yl benzenesulfonate

Conditions

Conditions	Yield
With sodium carbonate; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 100℃; for 6h;	80.9%

: 520-33-2
hesperetin

: 35400-60-3
3-(3-hydroxy-4-methoxy-phenyl)-1-(2,4,6-trihydroxyphenyl)propan-1 -one

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; palladium on activated charcoal at 30℃; under 2280 Torr; for 0.5h;	80%

: 50-00-0
formaldehyd

: 4892-89-1
4-(2-(piperazin-1-yl)ethyl)morpholine

: 520-33-2
hesperetin

: 6-[4-(2-morpholin-4-ylethyl)piperazine-1-yl]methyl-3',5,7-trihydroxyflavanone

Conditions

Conditions	Yield
In methanol; water for 0.5h; Mannich Aminomethylation;	80%

...Expand

: 395-44-8
o-trifluoromethylbenzyl bromide

: 520-33-2
hesperetin

: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[2-(trifluoromethyl)benzyl]oxy}chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	80%

: 5308-25-8
4-ethylpiperazine

: 50-00-0
formaldehyd

: 520-33-2
hesperetin

: C23H28N2O6

Conditions

Conditions	Yield
In methanol; water for 0.5h; Mannich Aminomethylation;	79%

...Expand

: 50-00-0
formaldehyd

: 75-64-9
tert-butylamine

: 520-33-2
hesperetin

: C21H25NO6

Conditions

Conditions	Yield
In methanol; water for 0.5h; Mannich Aminomethylation;	78%

...Expand

: 50-00-0
formaldehyd

: 64-04-0
phenethylamine

: 520-33-2
hesperetin

: C25H25NO6

Conditions

Conditions	Yield
In methanol; water for 0.5h; Mannich Aminomethylation;	78%

...Expand

: 459-46-1
4-Fluorobenzyl bromide

: 520-33-2
hesperetin

: (S)-7-[(4-fluorobenzyl)oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	78%

: 402-23-3
1-bromomethyl-3-trifluoromethylbenzene

: 520-33-2
hesperetin

: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[3-(trifluoromethyl)benzyl]oxy}chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	78%

: 402-49-3
4-bromomethyltrifluoromethylbenzene

: 520-33-2
hesperetin

: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[4-(trifluoromethyl)benzyl]oxy}chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	77%

: 106-94-5
propyl bromide

: 520-33-2
hesperetin

: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-propoxychroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	75%

: 456-41-7
1-(Bromomethyl)-3-fluorobenzene

: 520-33-2
hesperetin

: (S)-7-[(3-fluorobenzyl)oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	75%

: 89-92-9
2-methylbenzyl bromide

: 520-33-2
hesperetin

: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2-methylbenzyl)oxy]chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	74%

: 50-00-0
formaldehyd

: 75-31-0
isopropylamine

: 520-33-2
hesperetin

: C20H23NO6

Conditions

Conditions	Yield
In methanol; water for 0.5h; Mannich Aminomethylation;	73%

...Expand

: 104-81-4
4-Methylbenzyl bromide

: 520-33-2
hesperetin

: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(4-methylbenzyl)oxy]chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	73%

: 446-48-0
o-fluorobenzyl bromide

: 520-33-2
hesperetin

: (S)-7-[(2-fluorobenzyl)oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	72%

: 100-39-0
benzyl bromide

: 520-33-2
hesperetin

: 1403990-90-8
(S)-7-(benzyloxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	71%
With potassium carbonate In acetone at 56℃; for 10.5h;	70.1%

: 109-01-3
1-methyl-piperazine

: 50-00-0
formaldehyd

: 520-33-2
hesperetin

: C22H26N2O6

Conditions

Conditions	Yield
In methanol; water for 0.5h; Mannich Aminomethylation;	70%

...Expand

: 105-36-2
ethyl bromoacetate

: 520-33-2
hesperetin

: 7-O-(2-ethoxy-2-oxoethyl)hesperetin

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In ethanol for 1h; Reflux;	70%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h;	68%
With potassium carbonate; potassium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;	50%
Stage #1: hesperetin With potassium carbonate; potassium hydrogencarbonate In N,N-dimethyl-formamide at 25℃; for 0.5h; Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide for 1h;	50%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h;

: 17201-43-3
4-cyanobenzyl bromide

: 520-33-2
hesperetin

: (S)-4-{[(5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochroman-7-yl)oxy]methyl}benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	70%

: 1186389-76-3
C35H56O5

: 520-33-2
hesperetin

: 1314678-14-2
C51H68O10

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 60℃; for 2.5h; Inert atmosphere;	68%

: 10544-63-5
ethyl crotonate

: 520-33-2
hesperetin

: C22H22O8

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;	68%

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 50-00-0
formaldehyd

: 520-33-2
hesperetin

: C23H28N2O7

Conditions

Conditions	Yield
In methanol; water for 0.5h; Mannich Aminomethylation;	67%

...Expand

: 620-13-3
1-bromomethyl-3-methyl-benzene

: 520-33-2
hesperetin

: (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(3-methylbenzyl)oxy]chroman-4-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Alkaline conditions;	67%

Hesperetin Chemical Properties

IUPAC Name: 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
Synonyms of Hesperetin (CAS NO.520-33-2): 3',5,7-Trihydroxy-4'-methoxyflavanone ; 5,7,3'-Trihydroxy-4'-methoxyflavanone ; Hesperitin ; (S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone ; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)- (9CI) ; Flavanone, 3',5,7-trihydroxy-4'-methoxy- (VAN) (8CI)
CAS NO:520-33-2
Molecular Formula:C₁₆H₁₄O₆
Molecular Weight :302.2788
Molecular Structure :
EINECS: 208-290-2
H bond acceptors: 6
H bond donors: 3
Freely Rotating Bonds: 5
Polar Surface Area: 63.22 Å²
Index of Refraction: 1.664
Molar Refractivity: 76.93 cm³
Molar Volume: 207.2 cm³
Surface Tension: 67.4 dyne/cm
Density: 1.458 g/cm³
Flash Point: 223 °C
Enthalpy of Vaporization: 90.79 kJ/mol
Boiling Point: 586.2 °C at 760 mmHg
Vapour Pressure: 2.45E-14 mmHg at 25°C
Melting Point: 230-232°C
Appearance: Beige to Light Brown Crystalline Solid
Storage temp: 2-8°C .
Product Categories of Hesperetin (CAS NO.520-33-2): Flavanones;Biochemistry;Flavonoids;Natural Plant Extract;Inhibitors
SMILES: O=C2c3c(OC(c1ccc(OC)c(O)c1)C2)cc(O)cc3O
InChI: InChI=1/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3
InChIKey: AIONOLUJZLIMTK-UHFFFAOYAH
Std. InChI: InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3
Std. InChIKey: AIONOLUJZLIMTK-UHFFFAOYSA-N

Hesperetin Uses

Hesperetin (CAS NO.520-33-2) is used as the aglucon of hesperidin.

Hesperetin Production

Hesperidin is found in Citrus fruits.

Hesperetin Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27: Take off immediately all contaminated clothing.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3

Hesperetin Specification

Hesperetin (CAS NO.520-33-2) is a bioflavonoid and specificly it is a flavanone. Hesperidin is water-soluble due to the presence of the sugar part in its structure, so on ingestion it releases its aglycone, i.e, hesperetin.

Product Name

Hesperetin

Synthetic route

Hesperetin Chemical Properties

Hesperetin Uses

Hesperetin Production

Hesperetin Safety Profile

Hesperetin Specification

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