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| CAS No.: | 10236-47-2 |
|---|---|
| Name: | Naringin |
| Molecular Structure: | |
|
|
|
| Formula: | C27H32O14 |
| Molecular Weight: | 580.543 |
| Synonyms: | Nvaringin;Momordica grosvenori Extract;schizandra extract;Naringin 98% (HPLC);PolymethoxyLatecl Flavones (Nobiletin);Naringoside;4H-1-Benzopyran-4-one,7-[[2-O-(6-deoxy- R-L-mannopyranosyl)-a-D-glucopyranosyl]- oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-,(2S)-;Naringenin 7-O-[beta-L-rhamnosyl-(1->2)-beta-D-glucoside];45-diOH-Flavone-7-rhgluc;Naringenin 7-O-neohesperidoside;7-[[2-O-(6-Deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-5-hydroxy-2(S)-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;7-(2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone; |
| EINECS: | 233-566-4 |
| Density: | 1.66 g/cm3 |
| Melting Point: | 166 °C |
| Boiling Point: | 928.1 °C at 760 mmHg |
| Flash Point: | 308.5 °C |
| Solubility: | Soluble in water, alcohol, acetone and warm acetic acid. |
| Appearance: | beige to yellowish powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 22 |
| Safety: | 22-24/25-36 |
| PSA: | 225.06000 |
| LogP: | -1.16520 |
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4'-rhamnoglucosyloxy-2',4,6'-trihydroxychalcone
- 10236-47-2
naringin
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethanol; water at 25℃; Kinetics; Equilibrium constant; Activation energy; Further Variations:; Solvents; |
- 10236-47-2
naringin
- 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on
| Conditions | Yield |
|---|---|
| With sulfuric acid In water at 121℃; for 2h; | 100% |
- 10236-47-2
naringin
- 108-24-7
acetic anhydride
| Conditions | Yield |
|---|---|
| With pyridine; dmap at 20℃; for 2h; Inert atmosphere; | 99% |
| With sodium acetate for 4h; Acetylation; Heating; |
- 10236-47-2
naringin
- 18916-17-1
[4-[[2-O-(6-deoxy-L-mannopyranosyl)-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone
| Conditions | Yield |
|---|---|
| With palladium on activated charcoal; hydrogen; potassium hydroxide In ethanol at 55℃; under 7500.75 - 15001.5 Torr; Temperature; Reagent/catalyst; Pressure; Autoclave; | 98% |
| With potassium hydroxide; hydrogen; palladium on activated charcoal at 30℃; under 2280 Torr; for 0.5h; |
| Conditions | Yield |
|---|---|
| In methanol; ethanol at 50℃; for 1.5h; | 87% |
- 10236-47-2
naringin
- 23643-71-2
2,6-dihydroxy-4-(β-neohesperidosyloxy)acetophenone
| Conditions | Yield |
|---|---|
| With potassium hydroxide for 4h; Heating; | 64% |
- 10236-47-2
naringin
- 221362-75-0
prunin
| Conditions | Yield |
|---|---|
| With sulfuric acid In water at 121℃; for 0.5h; High pressure; | 58% |
- 10236-47-2
naringin
- 77-78-1
dimethyl sulfate
- 5128-44-9
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
| Conditions | Yield |
|---|---|
| Stage #1: naringin With pyridine; iodine Heating; Stage #2: With sulfuric acid In ethanol Heating; Stage #3: dimethyl sulfate With potassium carbonate In acetone at 45℃; for 0.5h; regioselective reaction; | 44% |
- 10236-47-2
naringin
A
- 2280-44-6
D-Glucose
B
- 221362-75-0
prunin
C
- 2781-65-9
2-O-α-L-rhamonopyranosyl-D-glucopyranose
D
- 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on
| Conditions | Yield |
|---|---|
| With water at 120℃; for 45h; | A 16 mg B 13 mg C 30 mg D 30 mg |
| Conditions | Yield |
|---|---|
| With cyclodextrin glucanotransferase from alkanophilic Bacillus sp. AP A2-5a In water at 40℃; for 16h; other reagent; |
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Chemistry
IUPAC Name: 7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Synonyms of Naringin (CAS NO.10236-47-2): 5-Hydroxy-2-(4-hydroxyphenyl)-7-(2-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyloxy)-4-chromanon ; Naringenin-7-beta-neohesperidoside ; Naringoside ; 4H-1-Benzopyran-4-one, 7-((2-O-(6-deoxy-alpha-L-mannapyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl), (S)- ; 4H-1-Benzopyran-4-one, 7-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)- ; 7-(2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyloxy)-2,3-dihydro-4',5,7-trihydroxyflavone
CAS NO: 10236-47-2
Molecular Formula: C27H32O14
Molecular Weight: 580.54
Molecular Structure: 
H bond acceptors: 14
H bond donors: 8
Freely Rotating Bonds: 14
Polar Surface Area: 137.06 Å2
Index of Refraction: 1.708
Molar Refractivity: 135.63 cm3
Molar Volume: 347.8 cm3
Surface Tension: 101.2 dyne/cm
Density: 1.66 g/cm3
Flash Point: 308.5 °C
Enthalpy of Vaporization: 141.42 kJ/mol
Boiling Point: 928.1 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Melting Point: 166 °C
Alpha: -91 º (c=1, C2H5OH)
Storage temp: 0-6°C
Appearance: beige to yellowish powder
Product Categories of Naringin (CAS NO.10236-47-2): Flavanones;Biochemistry;Disaccharides;Flavonoids;Glycosides;Sugars;Natural Plant Extract
Uses
Naringin (CAS NO.10236-47-2) has obvious anti-inflammation effect. Besides it can reduce blood viscosity and thrombosis. Naringin can also be used for analgesia, calm, and increase the secretion of bile of the experimental animals.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | intraperitoneal | 2gm/kg (2000mg/kg) | Eksperimentalna Meditsina i Morfologiya. Vol. 19, Pg. 207, 1980. | |
| rat | LD50 | intraperitoneal | 2gm/kg (2000mg/kg) | Eksperimentalna Meditsina i Morfologiya. Vol. 19, Pg. 207, 1980. |
Safety Profile
Safety information of Naringin (CAS NO.10236-47-2):
Hazard Codes: 
Xn
Risk Statements: 22
R22: Harmful if swallowed.
Safety Statements: 22-24/25-36
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: QN6340000
F: 3
Specification
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: Use agent most appropriate to extinguish fire.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Storage: Store in a cool, dry place. Store in a tightly closed container.