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    Chemistry

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    Also known as: 27994-11-2, Cimigenol xyloside, Cimigoside, 1cw26vcp4h, Chebi:70246, (2s,3r,4s,5r)-2-[[(1s,2r,3s,4r,7r,9s,12r,14s,17r,18r,19r,21r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
    Molecular Formula
    C35H56O9
    Molecular Weight
    620.8  g/mol
    InChI Key
    BTPYUWOBZFGKAI-XYGBCAHESA-N
    FDA UNII
    1CW26VCP4H
    Cimigenoside
    cimigenol xyloside is a natural product found in Actaea pachypoda, Actaea dahurica, and other organisms with data available.
    1 2D Structure

    Cimigenoside

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
    2.1.2 InChI
    InChI=1S/C35H56O9/c1-17-14-19-26(30(4,5)40)44-35(43-19)25(17)31(6)12-13-34-16-33(34)11-10-22(42-27-24(38)23(37)18(36)15-41-27)29(2,3)20(33)8-9-21(34)32(31,7)28(35)39/h17-28,36-40H,8-16H2,1-7H3/t17-,18-,19-,20+,21+,22+,23+,24-,25-,26+,27+,28-,31-,32-,33-,34+,35+/m1/s1
    2.1.3 InChI Key
    BTPYUWOBZFGKAI-XYGBCAHESA-N
    2.1.4 Canonical SMILES
    CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)C)O2)C(C)(C)O
    2.1.5 Isomeric SMILES
    C[C@@H]1C[C@@H]2[C@H](O[C@]3([C@H]1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C([C@@H]7CC[C@H]6[C@@]4([C@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)O2)C(C)(C)O
    2.2 Other Identifiers
    2.2.1 UNII
    1CW26VCP4H
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Beta-d-xylopyranoside, (3beta,15alpha,16alpha,23r,24s)-16,23-16,24-diepoxy-15,25-dihydroxy-9,19-cyclolanostan-3-yl

    2.3.2 Depositor-Supplied Synonyms

    1. 27994-11-2

    2. Cimigenol Xyloside

    3. Cimigoside

    4. 1cw26vcp4h

    5. Chebi:70246

    6. (2s,3r,4s,5r)-2-[[(1s,2r,3s,4r,7r,9s,12r,14s,17r,18r,19r,21r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

    7. Cimigenoside Xyloside

    8. Unii-1cw26vcp4h

    9. Cimigenol 3-beta-d-xylopyranoside

    10. Cimicifugol Xyloside

    11. Chembl218613

    12. Dtxsid0033334

    13. Cimigenol-3-o-beta-d-xylopyranoside

    14. Zinc49942441

    15. Akos030573698

    16. .beta.-d-xylopyranoside, (3.beta.,15.alpha.,16.alpha.,23r,24s)-16,23:16,24-diepoxy-15,25-dihydroxy-9,19-cyclolanostan-3-yl

    17. Beta-d-xylopyranoside, (3beta,15alpha,16alpha,23r,24s)-16,23:16,24-diepoxy-15,25-dihydroxy-9,19-cyclolanostan-3-yl

    18. Cimigenol 3-o-.beta.-d-xylopyranoside

    19. Q27138585

    20. Cimigenol-3-o-.beta.-d-xyloside (24s) (constituent Of Black Cohosh) [dsc]

    2.4 Create Date
    2007-06-18
    3 Chemical and Physical Properties
    Molecular Weight 620.8 g/mol
    Molecular Formula C35H56O9
    XLogP33.7
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count3
    Exact Mass620.39243336 g/mol
    Monoisotopic Mass620.39243336 g/mol
    Topological Polar Surface Area138 Ų
    Heavy Atom Count44
    Formal Charge0
    Complexity1210
    Isotope Atom Count0
    Defined Atom Stereocenter Count17
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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