Basic information
- Name:
Arbutin
- CAS No.:
497-76-7
- Molecular Structure:
- Formula:
- C12H16O7
- Molecular Weight:
- 272.25 .
- Synonyms:
- .beta.-D-Glucopyranoside, 4-hydroxyphenyl;(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol;Arbutoside;Hydroquinone beta-D-glucopyranoside;2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol;beta-D-Glucopyranoside, 4-hydroxyphenyl- (9CI);hexopyranoside, 4-hydroxyphenyl;(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol;beta-Arbutin;Ursin;Uvasol;4-hydroxyphenyl hexopyranoside;4-Hydroxyphenyl-beta-D-glucopyranoside;p-Hydroxyphenyl beta-D-glucopyranoside;(3R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol;4-Hydroxyphenyl beta-D-glucopyranoside;4-hydroxyphenyl β-D-glucopyranoside;β-Arbutin;4-Hydroxyphenyl-β-D-glucopyranoside;
- EINECS:
- 207-850-3
- Density:
- 1.556 g/cm3
- Melting Point:
- 195-198 °C
- Boiling Point:
- 561.583 °C at 760 mmHg
- Flash Point:
- 293.435 °C
- Solubility:
- 10-15 g/100 mL at 20 °C in water
- Hazard Symbols:
Xn- Risk Codes:
- 20/21/22-36/37/38
- Safety Description:
- 22-24/25-36-26 Details
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Chemistry
IUPAC Name: 2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
CAS: 497-76-7
Molecular formula: C12H16O7
Molecular Weight: 272.25
EINECS: 207-850-3
Density: 1.556g/cm3
Melting Point: 199-201oC
H bond acceptors: 7
H bond donors: 5
Freely Rotating Bonds: 8
Polar Surface Area: 119.61Å2
Index of Refraction: 1.65
Molar Refractivity: 63.84 cm3
Molar Volume: 174.9 cm3
Surface Tension: 73.4 dyne/cm
Flash Point: 293.4 °C
Enthalpy of Vaporization: 88.85 kJ/mol
Boiling Point: 561.6 °C at 760 mmHg
Vapour Pressure: 1.9E-13 mmHg at 25°C
Water Solubility: 10-15g/100 mL at 20oC
Sensitive: Hygroscopic
Merck: 14,773
BRN: 89673
Product Categories: Biochemistry; Glucose; Glycosides; Sugars; Natural Plant Extract
Uses
Arbutin (CAS NO.497-76-7) was found to have depigmenting action in human melanocytes in culture. It can inhibit tyrosinase and thus prevents the formation of melanin. So it is used as a skin-lightening agent.It has also been used as food addition agent.
Production
Arbutin (CAS NO.497-76-7) is extracted from bearberry plant in the genus Arctostaphylos. It is present in the leaves of bearberry, blueberry, cranberry and pear. It is also found in wheat, and is concentrated in pear skins.
Safety Profile
An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: 
Xn
Risk Statements: 20/21/22-36/37/38
20/ 21/22(Harmful by inhalation,in contact with skin and if swallowed)
36/37/38 (Irritating to the eyes piratory system and skin)
Safety Statements: 22-24/25-36-26
22(Do not breathe dust)
24/25(Avoid contact with skin and eyes)
36(Wear suitable protective clothing)
26 (In case of contact with eyes,rinse immediately with plenty of water and seek medical advice)
WGK Germany: 3
RTECS: CE8863000
F: 3-10-23
Specification
Arbutin , with CAS number of 497-76-7, can be called (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol ; Arbutoside ; Hydroquinone-O-beta-D-glucopyranoside ; Hydroquinone .beta.-D-glucopyranoside ; p-Hydroxyphenyl beta-D-glucoside ; 4-Hydroxyphenyl-beta-D-glucopyranoside . Arbutin (CAS NO.497-76-7) should be stored in a cool, dry place with a tightly closed container.
