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Hydroquinone O-α-D-Glucopyranoside

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Catalog Number CI-FC-0087
Product Name Hydroquinone O-α-D-Glucopyranoside
CAS 84380-01-8
Structure
Synonyms Alpha-arbutin
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
Molecular Weight 272.25 g/mol
Molecular Formula C12H16O7
InChI InChI=1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12+/m1/s1
InChI Key BJRNKVDFDLYUGJ-ZIQFBCGOSA-N
Boiling Point 561.6±50.0 °C
Melting Point 195-196 °C
Density 1.556 g/mL
Appearance White to off-white solid
Isomeric SMILES C1=CC(=CC=C1O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
pKa 10.10±0.15
Custom Q&A

What is the chemical name for alpha-Arbutin?

Hydroquinone O-α-D-Glucopyranoside

What is the molecular formula of alpha-Arbutin?

C12H16O7

What is the melting point of alpha-Arbutin?

195-196°C

What are the synonyms for alpha-Arbutin?

Alpha Arbutin Powder, 4-hydroquinone-alpha-d-glucopyranoside, a-Arbutin, etc.

What are the potential side effects of using alpha-Arbutin?

Burning sensation, harshness to the skin, irritations when applied on cracked skin, etc.

What is the function of alpha-Arbutin in skincare products?

Alpha-Arbutin is used as a skin brightening agent to treat sun spots, pigmentation, scars, and aging signs.

What makes alpha-Arbutin a more tolerable alternative to hydroquinone?

Alpha-Arbutin has a glycosylated hydroquinone molecule structure but with reduced irritation and melanocytotoxicity.

How does alpha-Arbutin work on the skin to lighten pigmentation?

Alpha-Arbutin acts as a tyrosinase competitive inhibitor and slows melanosome maturation, thus inhibiting melanin formation.

What are some benefits of using alpha-Arbutin in skincare products?

It ensures an even skin tone, reduces skin tanning after UV exposure, and minimizes the appearance of age spots.

How is alpha-Arbutin synthesized?

Alpha-Arbutin can be synthesized by reacting P-acetoxyphenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside with anhydrous methanol and sodium methoxide as a catalyst.

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