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    Chemistry

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    Also known as: Acetyllycopsamine, 73544-48-6, Lycopsamine `1-acetate, 4e96z64umm, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl ester, (2s,3s)-, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-,[(1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl]methylester, (2s,3s)-
    Molecular Formula
    C17H27NO6
    Molecular Weight
    341.4  g/mol
    InChI Key
    RKDOFSJTBIDAHX-OFSOMGBPSA-N
    FDA UNII
    4E96Z64UMM
    Acetyllycopsamine
    acetyllycopsamine is a natural product found in Echium horridum, Amsinckia menziesii, and other organisms with data available.
    1 2D Structure

    Acetyllycopsamine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(7R,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
    2.1.2 InChI
    InChI=1S/C17H27NO6/c1-10(2)17(22,11(3)19)16(21)23-9-13-5-7-18-8-6-14(15(13)18)24-12(4)20/h5,10-11,14-15,19,22H,6-9H2,1-4H3/t11-,14+,15+,17-/m0/s1
    2.1.3 InChI Key
    RKDOFSJTBIDAHX-OFSOMGBPSA-N
    2.1.4 Canonical SMILES
    CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)O
    2.1.5 Isomeric SMILES
    C[C@@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@@H](CC2)OC(=O)C)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    4E96Z64UMM
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Acetyllycopsamine

    2. 73544-48-6

    3. Lycopsamine `1-acetate

    4. 4e96z64umm

    5. Butanoic Acid, 2,3-dihydroxy-2-(1-methylethyl)-, ((1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl Ester, (2s,3s)-

    6. Butanoic Acid, 2,3-dihydroxy-2-(1-methylethyl)-,[(1r,7ar)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl]methylester, (2s,3s)-

    7. Acetylsymphytine

    8. Unii-4e96z64umm

    9. Lycopsamine 1-acetate

    10. Chebi:80703

    11. Dtxsid50223742

    12. [(7r,8r)-7-acetyloxy-5,6,7,8-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s)-2-hydroxy-2-[(1s)-1-hydroxyethyl]-3-methylbutanoate

    13. Hy-122916

    14. Cs-0090432

    15. Q27149737

    16. (7-acetyloxy-5,6,7,8-tetrahydro-3h-pyrrolizin-1-yl)methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate

    17. Butanoic Acid, 2,3-dihydroxy-2-(1-methylethyl)-, (1-(acetyloxy)-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl Ester, (1r-(1.alpha.,7(2s*,3s*),7a.beta.))-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 341.4 g/mol
    Molecular Formula C17H27NO6
    XLogP30.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count8
    Exact Mass341.18383758 g/mol
    Monoisotopic Mass341.18383758 g/mol
    Topological Polar Surface Area96.3 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity531
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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