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| CAS No.: | 480-41-1 |
|---|---|
| Name: | Naringenin |
| Molecular Structure: | |
|
|
|
| Formula: | C15H12O5 |
| Molecular Weight: | 272.257 |
| Synonyms: | 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)-;Flavanone,4',5,7-trihydroxy- (8CI);Naringenin (6CI);(-)-(2S)-Naringenin;(2S)-4',5,7-Trihydroxy-flavanone;(2S)-Naringenin;(S)-Naringenin;(2S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-on;(S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Naringenine;S-Dihydrogenistein;Salipurol;4H-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-; |
| EINECS: | 207-550-2 |
| Density: | 1.485 g/cm3 |
| Melting Point: | 247-250 °C |
| Boiling Point: | 577.5°C at 760mmHg |
| Flash Point: | 224.7°C |
| Solubility: | almost insoluble in water |
| Appearance: | beige-brown powder |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 36/37/38-22 |
| Safety: | 26-36-37/39 |
| PSA: | 86.99000 |
| LogP: | 2.50990 |
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| Conditions | Yield |
|---|---|
| With hydrogenchloride; water at 80℃; for 1h; | A n/a B 72% |
- 10236-47-2
naringin
- 480-41-1
naringenin
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 100℃; for 1h; Temperature; | 26.9% |
| With glucosidase Rohapect(R) D5L; citric-phosphorus acid McIlvaine buffer at 37℃; for 24h; pH=5.5; | 12 mg |
| Multi-step reaction with 2 steps 1: naringinase from Aspergillus aculeatus JMUdb058 / aq. buffer / 0.58 h / 50 - 100 °C / pH 4 / Enzymatic reaction 2: β-D-glucosidase / aq. buffer / 0.58 h / 50 - 100 °C / pH 4 / Enzymatic reaction View Scheme | |
| With sulfuric acid at 90℃; | 4.62 g |
| With sulfuric acid In water at 90℃; for 2h; |
- 480-41-1
naringenin
| Conditions | Yield |
|---|---|
| With sulfuric acid; water at 20℃; for 0.166667h; | 21% |
| Conditions | Yield |
|---|---|
| With Aspergillus saitoi In water; dimethyl sulfoxide at 30℃; pH=5.0; | A n/a B 5% C 13.7% |
- 529-41-9, 19253-00-0, 23711-00-4
(2S)-(-)-naringenin-5-O-β-D-glucopyranoside
- 480-41-1
naringenin
| Conditions | Yield |
|---|---|
| With formic acid; ethylene glycol |
- 112294-87-8
4,2',4',6'-tetrahydroxychalchone 4'-glucoside
- 480-41-1
naringenin
| Conditions | Yield |
|---|---|
| acid and enzymatic hydrolysis; |
- 480-41-1
naringenin
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 4h; Heating; |
- 480-41-1
naringenin
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 4h; Heating; |
- 520-29-6, 2957-21-3, 17784-36-0, 118244-13-6
(-)-(S)-sakuranetin
A
- 480-41-1
naringenin
| Conditions | Yield |
|---|---|
| With Cunninghamella elegans NRRL 1392; water In N,N-dimethyl-formamide for 240h; | A 60.0 mg B 110 mg |
- 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on
A
- 480-41-1
naringenin
B
- 480-41-1, 17654-19-2, 67604-48-2, 93602-28-9
(+)-Naringenin
| Conditions | Yield |
|---|---|
| Resolution of racemate; | |
| With chiral β-cyclodextrin column In methanol; water Resolution of racemate; stereospecific reaction; | |
| With trifluoroacetic acid In ethanol; hexane Resolution of racemate; |
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Chemistry
Molecular Structure of Naringenin (CAS NO.480-41-1):
.png)
IUPAC Name: (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Molecular Formula: C15H12O5
Formula Weight: 272.26g/mol
Appearance: yellow crystalline powder
Density: 1.485g/cm3
Melting Point: 247-250 °C
Boiling Point: 577.5°C at 760mmHg
Flash Point: 224.7°C
Vapor Pressure: 6.18E-14 mmHg at 25°C
EINECS: 207-550-2
liansport Information: OTH
Freely Rotating Bonds: 4
Index of Refraction: 1.692
Molar Refractivity: 70.25 cm3
Molar Volume: 183.2 cm3
Polarizability: 27.85 10-24cm3
Surface Tension: 72.8 dyne/cm
Enthalpy of Vaporization: 89.65 kJ/mol
Solubility: dissolved in ethanol, ether and benzene, almost insoluble in water,475.2mg/L in water at 25°C
InChI
InChI=1/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2
Smiles
c12c(O[C@@H](c3ccc(O)cc3)CC1=O)cc(O)cc2O
Product Categories: Flavanones; Natural Plant Extract; Inhibitors
Toxicity Data With Reference
| 1. | dnd-rat-lvr 20 µmol/L | FCTOD7 Food and Chemical Toxicology. 35 (1997),443. |
Safety Profile
Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes: 
Xi,
Xn
Risk Statements: 36/37/38-22.
22: Harmful if swallowed.
36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39.
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
36: Wear suitable protective clothing.
37/39: Wear suitable gloves and eye/face protection.
Specification
Naringenin, with CAS number of 480-41-1, can be called 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)- ; Naringenin (6CI) ; (2S)-4',5,7-Trihydroxy-flavanone ; (2S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-on ; (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ; 4H-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- ; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)- . Naringenin (CAS NO.480-41-1) is a beige-brown powder, It can be used as antibacterial , anti-inflammatory, anti-cancer and anti-oxidation.