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    Chemistry

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    Also known as: 8047-15-2, Nsc 104795, Brn 0078682, Olean-29-al, 13,28-epoxy-3-((o-beta-d-glucopyranosyl-(1-3)-o-(beta-d-xylopyranosyl-(1-2))-o-beta-d-glucopyranosyl-(1-4)-o-(beta-d-glucopyranosyl-(1-2))-alpha-l-arabinopyranosyl)oxy)-16-hydroxy-, (3-beta,16-alpha,20-beta)-, Oleanan-29-al, 13,28-epoxy-3-((o-beta-d-glucopyranosyl-(1-3)-o-(beta-d-xylopyranosyl-(1-2))-o-beta-d-glucopyranosyl-(1-4)-o-(beta-d-glucopyranosyl-(1-2))-alpha-l-arabinopyranosyl)oxy)-16-hydroxy-, (3beta,16alpha,20beta)-, 4-18-00-01515 (beilstein handbook reference)
    Molecular Formula
    C58H94O27
    Molecular Weight
    1223.3  g/mol
    InChI Key
    MAEBCGDGGATMSC-OSHGGGOQSA-N
    Cyclamin (Saponin)
    A type of glycoside widely distributed in plants. Each consists of a sapogenin as the aglycone moiety, and a sugar. The sapogenin may be a steroid or a triterpene and the sugar may be glucose, galactose, a pentose, or a methylpentose.
    1 2D Structure

    Cyclamin (Saponin)

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,4S,5R,10S,13R,14R,18S,20R)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
    2.1.2 InChI
    InChI=1S/C58H94O27/c1-52(2)29-7-11-55(5)30(8-12-58-31-15-53(3,22-62)13-14-57(31,23-77-58)32(64)16-56(55,58)6)54(29,4)10-9-33(52)82-50-46(85-51-45(40(71)37(68)27(19-61)80-51)84-49-43(74)39(70)36(67)26(18-60)79-49)44(83-48-42(73)38(69)35(66)25(17-59)78-48)28(21-76-50)81-47-41(72)34(65)24(63)20-75-47/h22,24-51,59-61,63-74H,7-21,23H2,1-6H3/t24-,25-,26-,27-,28+,29?,30-,31+,32-,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,44+,45-,46-,47+,48-,49-,50+,51+,53-,54+,55-,56+,57?,58?/m1/s1
    2.1.3 InChI Key
    MAEBCGDGGATMSC-OSHGGGOQSA-N
    2.1.4 Canonical SMILES
    CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)OC5C(C(C(CO5)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CCC91C3(CC(C2(C9CC(CC2)(C)C=O)CO1)O)C)C)C
    2.1.5 Isomeric SMILES
    C[C@]1(CCC23COC4([C@H]2C1)CC[C@@H]5[C@]6(CC[C@@H](C(C6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C=O
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Saponins

    2.2.2 Depositor-Supplied Synonyms

    1. 8047-15-2

    2. Nsc 104795

    3. Brn 0078682

    4. Olean-29-al, 13,28-epoxy-3-((o-beta-d-glucopyranosyl-(1-3)-o-(beta-d-xylopyranosyl-(1-2))-o-beta-d-glucopyranosyl-(1-4)-o-(beta-d-glucopyranosyl-(1-2))-alpha-l-arabinopyranosyl)oxy)-16-hydroxy-, (3-beta,16-alpha,20-beta)-

    5. Oleanan-29-al, 13,28-epoxy-3-((o-beta-d-glucopyranosyl-(1-3)-o-(beta-d-xylopyranosyl-(1-2))-o-beta-d-glucopyranosyl-(1-4)-o-(beta-d-glucopyranosyl-(1-2))-alpha-l-arabinopyranosyl)oxy)-16-hydroxy-, (3beta,16alpha,20beta)-

    6. 4-18-00-01515 (beilstein Handbook Reference)

    2.3 Create Date
    2005-08-09
    3 Chemical and Physical Properties
    Molecular Weight 1223.3 g/mol
    Molecular Formula C58H94O27
    XLogP3-2.7
    Hydrogen Bond Donor Count15
    Hydrogen Bond Acceptor Count27
    Rotatable Bond Count14
    Exact Mass1222.59824772 g/mol
    Monoisotopic Mass1222.59824772 g/mol
    Topological Polar Surface Area422 Ų
    Heavy Atom Count85
    Formal Charge0
    Complexity2340
    Isotope Atom Count0
    Defined Atom Stereocenter Count31
    Undefined Atom Stereocenter Count3
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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