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    Chemistry

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    Also known as: 84380-01-8, 4-hydroxyphenyl a-d-glucopyranoside, Alpha arbutin, 4-hydroxyphenyl alpha-d-glucopyranoside, (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol, Alpha-d-glucopyranoside, 4-hydroxyphenyl
    Molecular Formula
    C12H16O7
    Molecular Weight
    272.25  g/mol
    InChI Key
    BJRNKVDFDLYUGJ-ZIQFBCGOSA-N
    FDA UNII
    72VUP07IT5
    Alpha-Arbutin
    -arbutin is a natural product found in Rhodiola chrysanthemifolia, Rhodiola sacra, and other organisms with data available.
    1 2D Structure

    Alpha-Arbutin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
    2.1.2 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
    2.1.3 InChI Key
    BJRNKVDFDLYUGJ-ZIQFBCGOSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O
    2.1.5 Isomeric SMILES
    C1=CC(=CC=C1O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    72VUP07IT5
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 84380-01-8

    2. 4-hydroxyphenyl A-d-glucopyranoside

    3. Alpha Arbutin

    4. 4-hydroxyphenyl Alpha-d-glucopyranoside

    5. (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol

    6. Alpha-d-glucopyranoside, 4-hydroxyphenyl

    7. 72vup07it5

    8. Chebi:29710

    9. Pubchem16460

    10. Ac1l4kbi

    11. 4-hydroxyphenyl-alpha-d-glucopyranoside

    12. Unii-72vup07it5

    13. Alpha-arbutoside

    14. A-arbutin

    15. Mfcd09838262

    16. I+/--arbutin

    17. Oristar Aat

    18. .alpha.-arbutin

    19. Alpha-arbutin [inci]

    20. Schembl435261

    21. Chembl226495

    22. Alpha-arbutin [who-dd]

    23. 4-hydroxyphenyl-d-lucopyranoside

    24. F Inverted Question Mark-arbutin

    25. Dtxsid20233358

    26. Alpha-arbutin, Analytical Standard

    27. Amy22497

    28. Hy-n3002

    29. Zinc4102324

    30. A-d-glucopyranoside, 4-hydroxyphenyl

    31. S5112

    32. Akos015905235

    33. Ccg-267174

    34. Db14109

    35. N-cyclopropyl-n-hydroxyguanidine

    36. (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydro-2h-pyran-3,4,5-triol

    37. (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol

    38. Ac-34884

    39. As-15466

    40. Cs-0022901

    41. P-hydroxyphenyl-.alpha.-d-glucopyranoside

    42. 4-hydroxyphenyl-.alpha.-d-glucopyranoside

    43. A840768

    44. W-203913

    45. Q27110235

    46. (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol;alpha-arbutin

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 272.25 g/mol
    Molecular Formula C12H16O7
    XLogP3-0.7
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass272.08960285 g/mol
    Monoisotopic Mass272.08960285 g/mol
    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

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