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    Glucosamine

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    2D Structure
    Also known as: D-glucosamine sulfate, 29031-19-4, (2r,3r,4s,5r)-2-amino-3,4,5,6-tetrahydroxyhexanal sulfate, 33508-19-9, Glucosamine sulphate, Dona
    Molecular Formula
    C6H15NO9S
    Molecular Weight
    277.25  g/mol
    InChI Key
    FGNPLIQZJCYWLE-BTVCFUMJSA-N
    Glucosamine Sulfate is an amino sugar (2-amino, 2-deoxyglucose) in cell membranes, Glucosamine Sulfate is believed to play a role in cartilage formation and repair. Long-term glucosamine sulfate treatment retards progression of knee osteoarthritis; the mechanism appears to involve glucosamine's role as an essential substrate for glycosaminoglycans and hyaluronic acid, needed for formation of the joint proteoglycan structural matrix. (NCI04)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanal;sulfuric acid
    2.1.2 InChI
    InChI=1S/C6H13NO5.H2O4S/c7-3(1-8)5(11)6(12)4(10)2-9;1-5(2,3)4/h1,3-6,9-12H,2,7H2;(H2,1,2,3,4)/t3-,4+,5+,6+;/m0./s1
    2.1.3 InChI Key
    FGNPLIQZJCYWLE-BTVCFUMJSA-N
    2.1.4 Canonical SMILES
    C(C(C(C(C(C=O)N)O)O)O)O.OS(=O)(=O)O
    2.1.5 Isomeric SMILES
    C([C@H]([C@H]([C@@H]([C@H](C=O)N)O)O)O)O.OS(=O)(=O)O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 2 Amino 2 Deoxyglucose

    2. 2-amino-2-deoxyglucose

    3. Dona

    4. Dona S

    5. Glucosamine

    6. Hespercorbin

    7. Sulfate, Glucosamine

    8. Xicil

    2.2.2 Depositor-Supplied Synonyms

    1. D-glucosamine Sulfate

    2. 29031-19-4

    3. (2r,3r,4s,5r)-2-amino-3,4,5,6-tetrahydroxyhexanal Sulfate

    4. 33508-19-9

    5. Glucosamine Sulphate

    6. Dona

    7. 2-amino-2-deoxy-d-glucose Sulfate (salt)

    8. Gevolox

    9. Arthro

    10. Glucosaminsulfat

    11. Sulfato De Glucosamina

    12. Mfcd00135940

    13. Einecs 249-379-6

    14. Glucosamine Sulfate 2kcl

    15. D-glucosamine Sulfate Salt

    16. D-glucose, 2-amino-2-deoxy-, Sulfate (salt)

    17. Glucosamine Sulfate Na Salt

    18. Schembl22031

    19. Glucosamine Sulfate Dc 95%

    20. Dtxsid30944241

    21. Hy-n0487

    22. S3850

    23. Ccg-267216

    24. As-15566

    25. Cs-0009005

    26. Sulfuric Acid--2-amino-2-deoxyhexose (1/1)

    27. A875270

    28. W-107012

    29. (2s,3s,5s)-3-amino-6-(hydroxymethyl)tetrahydropyran-2,4,5-triol

    30. 216447-61-9

    2.3 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 277.25 g/mol
    Molecular Formula C6H15NO9S
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count5
    Exact Mass277.04675223 g/mol
    Monoisotopic Mass277.04675223 g/mol
    Topological Polar Surface Area207 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity223
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2