Arbutin

Names

[ CAS No. ]:
497-76-7

[ Name ]:
Arbutin

[Synonym ]:
Ericolin)
4-Hydroxyphenyl β-D-glucopyranoside
Uresol
Hydroquinone-β-D-glucoside
EINECS 207-850-3
Hydroquinone-b-D-glucopyranoside
p-Hydroxyphenyl β-D-glucopyranoside
Hydroquinone-β-D-glucopyranoside
Hydroquinoneβ-D-glucopyranoside
hydroquinone O-beta-D-glucopyranoside
UVASOL
Arbutosie
MFCD00016915
P-ARBUTIN
β-D-Glucopyranoside, 4-hydroxyphenyl
4-Hydroxyphenyl-β-D-glucopyranosidep
4-Hydroxyphenyl-β-glucopyranoside
4-Hydroxyphenyl Beta-D-Glucopyranoside
(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydro-2H-pyran-3,4,5-triol
b-Arbutin
Arbutin
4-Hydroxyphenyl-β-D-glucopyranoside
hydroquinone O-β-D-glucopyranoside
URSIN
(2R,3S,4S,5R,6S)-2-(Hydroxyméthyl)-6-(4-hydroxyphénoxy)tétrahydro-2H-pyran-3,4,5-triol
4-Hydroxyphenyl-b-D-glucopyranoside
ARBUTOSIDE

Biological Activity

[Description]:

Arbutin(β-Arbutin) is a glycoside; a glycosylated hydroquinone extracted from the bearberry plant in the genus Arctostaphylos; inhibits tyrosinase and thus prevents the formation of melanin.IC50 value:Target: tyrosinase

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Tyrosinase

Natural Products >> Phenols

Research Areas >> Others

[References]

[1]. Arbutin, From Wikipedia

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
561.6±50.0 °C at 760 mmHg

[ Melting Point ]:
195-198 °C

[ Molecular Formula ]:
C₁₂H₁₆O₇

[ Molecular Weight ]:
272.251

[ Flash Point ]:
293.4±30.1 °C

[ Exact Mass ]:
272.089600

[ PSA ]:
119.61000

[ LogP ]:
-1.35

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.650

[ Water Solubility ]:
10-15 g/100 mL at 20 ºC

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CE8863000

CHEMICAL NAME :: Arbutin

CAS REGISTRY NUMBER :: 497-76-7

BEILSTEIN REFERENCE NO. :: 0089673

LAST UPDATED :: 199709

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C12-H16-O7

MOLECULAR WEIGHT :: 272.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 13600 mg/kg

SEX/DURATION :: female 14 day(s) pre-mating female 20 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

REFERENCE :: IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 19,282,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X1290 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 995 (estimated) No. of Female Employees: 745 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
CE8863000

[ HS Code ]:
29389090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Change in chemical constituents and free radical-scavenging activity during Pear (Pyrus pyrifolia) cultivar fruit development.

Biosci. Biotechnol. Biochem. 79(2) , 260-70, (2015)

Changes in chemical constituent contents and DPPH radical-scavenging activity in fruits of pear (Pyrus pyrifolia) cultivars during the development were investigated. The fruits of seven cultivars (cv....

Cellular Anti-Melanogenic Effects of a Euryale ferox Seed Extract Ethyl Acetate Fraction via the Lysosomal Degradation Machinery.

Int. J. Mol. Sci. 16 , 9217-35, (2015)

The aim of this study was to investigate the effect of ethyl acetate fraction of Euryale ferox seed extracts (Efse-EA) on melanogenesis in immortalized mouse melanocyte cell line, melan-a. Efse-EA sho...

Avocado Proanthocyanidins as a Source of Tyrosinase Inhibitors: Structure Characterization, Inhibitory Activity, and Mechanism.

J. Agric. Food Chem. 63 , 7381-7, (2015)

Proanthocyanidins were purified from avocado (Persea americana) fruit, and their structures were analyzed by matrix-assisted laser desorption/ionization-time-of-flight mass spectrometry (MALDI-TOF MS)...