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| CAS No.: | 520-33-2 |
|---|---|
| Name: | Hesperetin |
| Article Data: | 54 |
| Molecular Structure: | |
|
|
|
| Formula: | C16H14O6 |
| Molecular Weight: | 302.284 |
| 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; |
| EINECS: | 208-290-2 |
| Density: | 1.458 g/cm3 |
| Melting Point: | 230-232 °C |
| Boiling Point: | 586.2 °C at 760 mmHg |
| Flash Point: | 223 °C |
| Solubility: | water-soluble |
| Appearance: | Beige to Light Brown Crystalline Solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37/39-27 |
| PSA: | 96.22000 |
| LogP: | 2.51850 |
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- 548773-13-32-amino-4,6-dimethylpyrimidine-5-carboxylic acid
| 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 | Yield |
|---|---|
| With water In dimethyl sulfoxide at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction; | A 28% B n/a |
| 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 | Yield |
|---|---|
| With sulfuric acid; ethylene glycol | |
| With sulfuric acid | |
| With methanol; sulfuric acid |
| Conditions | Yield |
|---|---|
| With sulfuric acid In water at 140℃; for 1h; Kinetics; Product distribution; Further Variations:; pH-values; Reagents; Temperatures; Hydrolysis; |
| 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; |
| Conditions | Yield |
|---|---|
| With small intestine homogenate of rat at 37℃; for 4h; Title compound not separated from byproducts.; |
| 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 | 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; |
| Conditions | Yield |
|---|---|
| With water at 30℃; for 1h; pH=5; aq. buffer; Enzymatic reaction; |
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Chemistry
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 :.png)
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
Uses
Hesperetin (CAS NO.520-33-2) is used as the aglucon of hesperidin.
Production
Hesperidin is found in Citrus fruits.
Safety Profile
Hazard Codes: 
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
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.