MiMeDB: Showing metabocard for Lutoside (MMDBc0003016)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:10:38 UTC

Update Date

2022-08-31 06:20:13 UTC

Metabolite ID

MMDBc0003016

Metabolite Identification

Common Name

Lutoside

Description

Lutoside belongs to the class of organic compounds known as glycosylmonoacylglycerols. These are glycosylglycerols carrying exactly one fatty acyl chain attached to the glycerol moiety through an ester linkage. Lutoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142123102D          

 71 72  0  0  1  0            999 V2000
    6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   13.2000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2907   16.0875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1486   13.6125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4328   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   16.9125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1486   14.4375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0052   17.3250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   16.9125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   14.4375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4341   14.8500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   16.0875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   17.3250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   18.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   17.3250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   15.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   15.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   17.7375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   15.2625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   17.7375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   15.2625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 32  2  1  0  0  0  0
 32  3  1  0  0  0  0
 32 25  1  0  0  0  0
 33 29  1  0  0  0  0
 33 30  1  0  0  0  0
 34 28  1  6  0  0  0
 35 31  1  1  0  0  0
 36 26  1  0  0  0  0
 37 27  1  0  0  0  0
 38 34  1  0  0  0  0
 39 35  1  0  0  0  0
 40 38  1  0  0  0  0
 41 40  1  0  0  0  0
 43 39  1  0  0  0  0
 43 42  1  0  0  0  0
 44 42  1  0  0  0  0
 45 41  1  0  0  0  0
 46 28  1  0  0  0  0
 33 47  1  6  0  0  0
 48 36  2  0  0  0  0
 49 37  2  0  0  0  0
 38 50  1  1  0  0  0
 39 51  1  6  0  0  0
 40 52  1  6  0  0  0
 41 53  1  1  0  0  0
 42 54  1  1  0  0  0
 55 29  1  0  0  0  0
 55 36  1  0  0  0  0
 56 31  1  0  0  0  0
 56 37  1  0  0  0  0
 57 30  1  0  0  0  0
 44 57  1  6  0  0  0
 58 34  1  0  0  0  0
 58 45  1  0  0  0  0
 59 35  1  0  0  0  0
 59 44  1  0  0  0  0
 43 60  1  6  0  0  0
 45 60  1  1  0  0  0
 33 61  1  6  0  0  0
 34 62  1  1  0  0  0
 35 63  1  6  0  0  0
 38 64  1  6  0  0  0
 39 65  1  1  0  0  0
 40 66  1  1  0  0  0
 41 67  1  1  0  0  0
 42 68  1  6  0  0  0
 43 69  1  6  0  0  0
 44 70  1  1  0  0  0
 45 71  1  6  0  0  0
M  END


  Mrv1652305142123102D          

 71 72  0  0  1  0            999 V2000
    6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   13.2000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2907   16.0875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1486   13.6125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4328   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   16.9125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.1486   14.4375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0052   17.3250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   16.9125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   14.4375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4341   14.8500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   13.6125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   16.0875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   14.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   17.3250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   18.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   17.3250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   15.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   15.6750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   17.7375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   15.2625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   17.7375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   15.2625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   16.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 32  2  1  0  0  0  0
 32  3  1  0  0  0  0
 32 25  1  0  0  0  0
 33 29  1  0  0  0  0
 33 30  1  0  0  0  0
 34 28  1  6  0  0  0
 35 31  1  1  0  0  0
 36 26  1  0  0  0  0
 37 27  1  0  0  0  0
 38 34  1  0  0  0  0
 39 35  1  0  0  0  0
 40 38  1  0  0  0  0
 41 40  1  0  0  0  0
 43 39  1  0  0  0  0
 43 42  1  0  0  0  0
 44 42  1  0  0  0  0
 45 41  1  0  0  0  0
 46 28  1  0  0  0  0
 33 47  1  6  0  0  0
 48 36  2  0  0  0  0
 49 37  2  0  0  0  0
 38 50  1  1  0  0  0
 39 51  1  6  0  0  0
 40 52  1  6  0  0  0
 41 53  1  1  0  0  0
 42 54  1  1  0  0  0
 55 29  1  0  0  0  0
 55 36  1  0  0  0  0
 56 31  1  0  0  0  0
 56 37  1  0  0  0  0
 57 30  1  0  0  0  0
 44 57  1  6  0  0  0
 58 34  1  0  0  0  0
 58 45  1  0  0  0  0
 59 35  1  0  0  0  0
 59 44  1  0  0  0  0
 43 60  1  6  0  0  0
 45 60  1  1  0  0  0
 33 61  1  6  0  0  0
 34 62  1  1  0  0  0
 35 63  1  6  0  0  0
 38 64  1  6  0  0  0
 39 65  1  1  0  0  0
 40 66  1  1  0  0  0
 41 67  1  1  0  0  0
 42 68  1  6  0  0  0
 43 69  1  6  0  0  0
 44 70  1  1  0  0  0
 45 71  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003016

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)CO[C@@]1([H])O[C@]([H])(COC(=O)CCCCCCCCCCCC(C)C)[C@@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C45H84O15/c1-4-5-6-7-8-9-10-11-14-17-20-23-26-36(48)55-29-33(47)30-57-44-42(54)43(60-45-41(53)40(52)38(50)34(28-46)58-45)39(51)35(59-44)31-56-37(49)27-24-21-18-15-12-13-16-19-22-25-32(2)3/h32-35,38-47,50-54H,4-31H2,1-3H3/t33-,34+,35+,38+,39+,40-,41-,42-,43-,44-,45+/m0/s1

> <INCHI_KEY>
JQSQHJIAMUADHW-HLLPHDFESA-N

> <FORMULA>
C45H84O15

> <MOLECULAR_WEIGHT>
865.152

> <EXACT_MASS>
864.581022005

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
144

> <JCHEM_AVERAGE_POLARIZABILITY>
101.9200916961023

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-3-{[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-{[(13-methyltetradecanoyl)oxy]methyl}-4-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxypropyl pentadecanoate

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
7.414735591999999

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.441859171467076

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.932647564036776

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835653396

> <JCHEM_POLAR_SURFACE_AREA>
231.1299999999999

> <JCHEM_REFRACTIVITY>
223.27110000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-{[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-{[(13-methyltetradecanoyl)oxy]methyl}-4-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxypropyl pentadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0      12.003  25.410   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      62.683  25.410   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      61.349  23.100   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337  24.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.670  25.410   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004  24.640   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.338  25.410   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.672  24.640   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.005  25.410   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.339  24.640   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.673  25.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      53.347  24.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      54.681  25.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.006  24.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      52.013  25.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      56.015  24.640   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.340  25.410   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      50.680  24.640   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      57.348  25.410   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.674  24.640   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      49.346  25.410   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      58.682  24.640   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.007  25.410   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      48.012  24.640   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      60.016  25.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      29.341  24.640   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      46.679  25.410   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.676  29.260   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      33.342  25.410   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      36.009  25.410   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      42.678  24.640   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      61.349  24.640   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      34.676  24.640   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      36.009  30.030   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      41.344  25.410   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      30.675  25.410   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      45.345  24.640   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      36.009  31.570   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      41.344  26.950   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      37.343  32.340   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      38.677  31.570   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      38.677  26.950   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      40.010  27.720   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      38.677  25.410   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      38.677  30.030   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      34.676  27.720   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      34.676  23.100   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      30.675  26.950   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      45.345  23.100   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      34.676  32.340   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      42.678  27.720   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      37.343  33.880   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      40.010  32.340   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      37.343  27.720   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      32.008  24.640   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      44.011  25.410   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      37.343  24.640   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      37.343  29.260   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      40.010  24.640   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      40.010  29.260   0.000  0.00  0.00           O+0
HETATM   61  H   UNK     0      34.676  26.180   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      34.676  30.800   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      42.678  26.180   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      36.009  33.110   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      41.344  28.490   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      38.677  33.110   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      37.343  30.800   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      38.677  28.490   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      40.010  26.180   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0      37.343  26.180   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      40.010  30.800   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   32                                                            
CONECT    3   32                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12   13   15                                                       
CONECT   13   12   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   21                                                       
CONECT   19   16   22                                                       
CONECT   20   17   23                                                       
CONECT   21   18   24                                                       
CONECT   22   19   25                                                       
CONECT   23   20   26                                                       
CONECT   24   21   27                                                       
CONECT   25   22   32                                                       
CONECT   26   23   36                                                       
CONECT   27   24   37                                                       
CONECT   28   34   46                                                       
CONECT   29   33   55                                                       
CONECT   30   33   57                                                       
CONECT   31   35   56                                                       
CONECT   32    2    3   25                                                  
CONECT   33   29   30   47   61                                             
CONECT   34   28   38   58   62                                             
CONECT   35   31   39   59   63                                             
CONECT   36   26   48   55                                                  
CONECT   37   27   49   56                                                  
CONECT   38   34   40   50   64                                             
CONECT   39   35   43   51   65                                             
CONECT   40   38   41   52   66                                             
CONECT   41   40   45   53   67                                             
CONECT   42   43   44   54   68                                             
CONECT   43   39   42   60   69                                             
CONECT   44   42   57   59   70                                             
CONECT   45   41   58   60   71                                             
CONECT   46   28                                                            
CONECT   47   33                                                            
CONECT   48   36                                                            
CONECT   49   37                                                            
CONECT   50   38                                                            
CONECT   51   39                                                            
CONECT   52   40                                                            
CONECT   53   41                                                            
CONECT   54   42                                                            
CONECT   55   29   36                                                       
CONECT   56   31   37                                                       
CONECT   57   30   44                                                       
CONECT   58   34   45                                                       
CONECT   59   35   44                                                       
CONECT   60   43   45                                                       
CONECT   61   33                                                            
CONECT   62   34                                                            
CONECT   63   35                                                            
CONECT   64   38                                                            
CONECT   65   39                                                            
CONECT   66   40                                                            
CONECT   67   41                                                            
CONECT   68   42                                                            
CONECT   69   43                                                            
CONECT   70   44                                                            
CONECT   71   45                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  144    0
END

Synonyms

Not Available

Molecular Formula

C₄₅H₈₄O₁₅

Average Mass

865.152

Monoisotopic Mass

864.581022005

IUPAC Name

(2R)-3-{[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-{[(13-methyltetradecanoyl)oxy]methyl}-4-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxypropyl pentadecanoate

Traditional Name

(2R)-3-{[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-{[(13-methyltetradecanoyl)oxy]methyl}-4-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-hydroxypropyl pentadecanoate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(COC(=O)CCCCCCCCCCCCCC)CO[C@@]1([H])O[C@]([H])(COC(=O)CCCCCCCCCCCC(C)C)[C@@]([H])(O)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])O)[C@]1([H])O

InChI Identifier

InChI=1S/C45H84O15/c1-4-5-6-7-8-9-10-11-14-17-20-23-26-36(48)55-29-33(47)30-57-44-42(54)43(60-45-41(53)40(52)38(50)34(28-46)58-45)39(51)35(59-44)31-56-37(49)27-24-21-18-15-12-13-16-19-22-25-32(2)3/h32-35,38-47,50-54H,4-31H2,1-3H3/t33-,34+,35+,38+,39+,40-,41-,42-,43-,44-,45+/m0/s1

InChI Key

JQSQHJIAMUADHW-HLLPHDFESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylmonoacylglycerols. These are glycosylglycerols carrying exactly one fatty acyl chain attached to the glycerol moiety through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Glycosylglycerols

Direct Parent

Glycosylmonoacylglycerols

Alternative Parents

Substituents

Glycosylmonoacylglycerol
Saccharolipid
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty acid ester
Dicarboxylic acid or derivatives
Oxane
Fatty acyl
Carboxylic acid ester
Secondary alcohol
Polyol
Oxacycle
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	5.39	ALOGPS
logP	7.41	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	11.93	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	231.13 Å²	ChemAxon
Rotatable Bond Count	37	ChemAxon
Refractivity	223.27 m³·mol⁻¹	ChemAxon
Polarizability	101.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436507

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583722

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Lutoside (MMDBc0003016)

MOL for #<Metabolite:0x00007f46cc691ff8>

3D MOL for #<Metabolite:0x00007f46cc691ff8>

3D SDF for #<Metabolite:0x00007f46cc691ff8>

3D-SDF for #<Metabolite:0x00007f46cc691ff8>

PDB for #<Metabolite:0x00007f46cc691ff8>

3D PDB for #<Metabolite:0x00007f46cc691ff8>

SMILES for #<Metabolite:0x00007f46cc691ff8>

INCHI for #<Metabolite:0x00007f46cc691ff8>

Structure for #<Metabolite:0x00007f46cc691ff8>

3D Structure for #<Metabolite:0x00007f46cc691ff8>