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Arbutin

CAT: 0931-T0473-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0931-T0473-01Size:500 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
497-76-7
Target
Endogenous Metabolite, Tyrosinase
Related Pathways
Proteases/Proteasome, Metabolism
Purity
0.9993
Bioactivity
Arbutin (p-Arbutin) (β-Arbutin) is a glycosylated hydroquinone extracted from the bearberry plant in the genus Arctostaphylos and can inhibit tyrosinase and thus prevent the formation of melanin.
Smiles
O([C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C2=CC=C(O)C=C2
Molecular Formula
C12H16O7
Molecular Weight
272.25
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Arbutin

Hydroquinone O-beta-D-glucopyranoside is a monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage. It has a role as a plant metabolite and an Escherichia coli metabolite. It is a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a hydroquinone.

CAS Number497-76-7
PubChem CID440936
IUPAC Name(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
Molecular FormulaC12H16O7
Molecular Weight272.25
XLogP-0.7
Topological Polar Surface Area120
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count19
Formal Charge0
Complexity279
SMILES
C1=CC(=CC=C1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
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
InChIKey
BJRNKVDFDLYUGJ-RMPHRYRLSA-N
Chemical Structure
2D Structure
2D structure of Arbutin
CAS: 497-76-7
CID: 440936
Formula: C12H16O7
MW: 272.25
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight272.25
XLogP3-0.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass272.08960285
Monoisotopic Mass272.08960285
Topological Polar Surface Area120 Ų
Heavy Atom Count19
Formal Charge0
Complexity279
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes