MiMeDB: Showing metabocard for Flavuside B (MMDBc0004693)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:35:03 UTC

Update Date

2022-08-31 06:22:51 UTC

Metabolite ID

MMDBc0004693

Metabolite Identification

Common Name

Flavuside B

Description

(2R,3E)-2-hydroxy-N-[(2S,3S,4E,9E)-3-hydroxy-10-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,9-dien-2-yl]octadec-3-enimidic acid belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety. Based on a literature review very few articles have been published on (2R,3E)-2-hydroxy-N-[(2S,3S,4E,9E)-3-hydroxy-10-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,9-dien-2-yl]octadec-3-enimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152100352D          

 66 66  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
   27.1499    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775    8.6625    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
   26.4354    6.1875    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
   26.4354    7.0125    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
   25.7210    7.4250    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
   25.7210    8.2500    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
   12.8605   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
   14.2894   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
   25.0065    8.6625    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
   21.4341    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    9.9000    0.0000 C   0  0  0  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    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   13.2000    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
   20.0052   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   11.9625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2907   11.1375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8618   13.6125    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
   22.1486   14.4375    0.0000 C   0  0  2  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   14.4375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   13.6125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762   12.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   14.4375    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
   21.4341   15.6750    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
   19.2907   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
   21.4341   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   11.1375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   12.3750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   12.7875    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
   22.1486   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
   20.7197   15.2625    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
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 21 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 20  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28 24  1  0  0  0  0
 29 25  1  0  0  0  0
 30 26  2  0  0  0  0
 31 27  2  0  0  0  0
 34  3  1  0  0  0  0
 34 28  1  0  0  0  0
 34 29  2  0  0  0  0
 35 33  1  0  0  0  0
 36 30  1  0  0  0  0
 36 35  1  0  0  0  0
 37 31  1  0  0  0  0
 38 32  1  1  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 37  1  0  0  0  0
 43 41  1  0  0  0  0
 35 44  1  6  0  0  0
 44 42  2  0  0  0  0
 45 32  1  0  0  0  0
 36 46  1  6  0  0  0
 37 47  1  6  0  0  0
 39 48  1  6  0  0  0
 40 49  1  6  0  0  0
 41 50  1  6  0  0  0
 42 51  1  4  0  0  0
 52 33  1  0  0  0  0
 43 52  1  1  0  0  0
 53 38  1  0  0  0  0
 53 43  1  0  0  0  0
 54 26  1  0  0  0  0
 55 27  1  0  0  0  0
 56 29  1  0  0  0  0
 57 30  1  0  0  0  0
 58 31  1  0  0  0  0
 35 59  1  6  0  0  0
 36 60  1  1  0  0  0
 37 61  1  6  0  0  0
 38 62  1  6  0  0  0
 39 63  1  1  0  0  0
 40 64  1  6  0  0  0
 41 65  1  1  0  0  0
 43 66  1  6  0  0  0
M  END


  Mrv1652305152100352D          

 66 66  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
   27.1499    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775    8.6625    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
   26.4354    6.1875    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
   26.4354    7.0125    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
   25.7210    7.4250    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
   25.7210    8.2500    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
   12.8605   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
   14.2894   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
   25.0065    8.6625    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
   21.4341    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    9.9000    0.0000 C   0  0  0  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    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   13.2000    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
   20.0052   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   11.9625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2907   11.1375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8618   13.6125    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
   22.1486   14.4375    0.0000 C   0  0  2  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   14.4375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   13.6125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762   12.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   14.4375    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
   21.4341   15.6750    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
   19.2907   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
   21.4341   13.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   11.1375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   12.3750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   12.7875    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
   22.1486   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
   20.7197   15.2625    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
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 21 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 20  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28 24  1  0  0  0  0
 29 25  1  0  0  0  0
 30 26  2  0  0  0  0
 31 27  2  0  0  0  0
 34  3  1  0  0  0  0
 34 28  1  0  0  0  0
 34 29  2  0  0  0  0
 35 33  1  0  0  0  0
 36 30  1  0  0  0  0
 36 35  1  0  0  0  0
 37 31  1  0  0  0  0
 38 32  1  1  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 37  1  0  0  0  0
 43 41  1  0  0  0  0
 35 44  1  6  0  0  0
 44 42  2  0  0  0  0
 45 32  1  0  0  0  0
 36 46  1  6  0  0  0
 37 47  1  6  0  0  0
 39 48  1  6  0  0  0
 40 49  1  6  0  0  0
 41 50  1  6  0  0  0
 42 51  1  4  0  0  0
 52 33  1  0  0  0  0
 43 52  1  1  0  0  0
 53 38  1  0  0  0  0
 53 43  1  0  0  0  0
 54 26  1  0  0  0  0
 55 27  1  0  0  0  0
 56 29  1  0  0  0  0
 57 30  1  0  0  0  0
 58 31  1  0  0  0  0
 35 59  1  6  0  0  0
 36 60  1  1  0  0  0
 37 61  1  6  0  0  0
 38 62  1  6  0  0  0
 39 63  1  1  0  0  0
 40 64  1  6  0  0  0
 41 65  1  1  0  0  0
 43 66  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0004693

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)C(O)=N[C@@]([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)[C@@]([H])(O)C(\[H])=C(/[H])CCC\C([H])=C(/C)CCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C43H79NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-27-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-26-23-22-25-29-34(3)28-24-20-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-26+,31-27+,34-29+/t35-,36-,37+,38+,39+,40-,41+,43+/m0/s1

> <INCHI_KEY>
FKFCJQJJFFIMIW-IOEWTTKJSA-N

> <FORMULA>
C43H79NO9

> <MOLECULAR_WEIGHT>
754.103

> <EXACT_MASS>
753.575483128

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
132

> <JCHEM_AVERAGE_POLARIZABILITY>
93.32914855468245

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3E)-2-hydroxy-N-[(2S,3S,4E,9E)-3-hydroxy-10-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,9-dien-2-yl]octadec-3-enimidic acid

> <ALOGPS_LOGP>
7.28

> <JCHEM_LOGP>
9.60762045266667

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.199892894347924

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6847100781423916

> <JCHEM_PKA_STRONGEST_BASIC>
1.4982435633902904

> <JCHEM_POLAR_SURFACE_AREA>
172.42999999999998

> <JCHEM_REFRACTIVITY>
215.76610000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
33

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3E)-2-hydroxy-N-[(2S,3S,4E,9E)-3-hydroxy-10-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,9-dien-2-yl]octadec-3-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-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      50.680  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      44.011  16.170   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      49.346  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.670  25.410   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      49.346  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004  24.640   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.012  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.338  25.410   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      48.012  15.400   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672  24.640   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.005  25.410   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.339  24.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.673  25.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.006  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      26.674  24.640   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.007  25.410   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      46.679  16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.341  24.640   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      40.010  18.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      38.677  17.710   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      46.679  17.710   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      41.344  17.710   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      37.343  18.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.675  25.410   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      45.345  18.480   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      42.678  18.480   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      37.343  20.020   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      32.008  24.640   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      42.678  24.640   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      37.343  23.100   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      44.011  17.710   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      36.009  22.330   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      36.009  20.790   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      33.342  25.410   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      41.344  25.410   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      40.010  27.720   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      38.677  26.950   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      34.676  24.640   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      38.677  25.410   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      34.676  23.100   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0      42.678  23.100   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      34.676  20.020   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      33.342  26.950   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      42.678  27.720   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      40.010  29.260   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      37.343  27.720   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      36.009  25.410   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      37.343  24.640   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      40.010  24.640   0.000  0.00  0.00           O+0
HETATM   54  H   UNK     0      36.009  17.710   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      30.675  26.950   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      42.678  20.020   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      38.677  20.790   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      32.008  23.100   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      37.343  21.560   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      34.676  21.560   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      33.342  23.870   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      42.678  26.180   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      41.344  28.490   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      40.010  26.180   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      38.677  28.490   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      37.343  26.180   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3   34                                                            
CONECT    4    1    6                                                       
CONECT    5    2    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   20                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   21                                                       
CONECT   20   11   24                                                       
CONECT   21   19   27                                                       
CONECT   22   23   25                                                       
CONECT   23   22   26                                                       
CONECT   24   20   28                                                       
CONECT   25   22   29                                                       
CONECT   26   23   30   54                                                  
CONECT   27   21   31   55                                                  
CONECT   28   24   34                                                       
CONECT   29   25   34   56                                                  
CONECT   30   26   36   57                                                  
CONECT   31   27   37   58                                                  
CONECT   32   38   45                                                       
CONECT   33   35   52                                                       
CONECT   34    3   28   29                                                  
CONECT   35   33   36   44   59                                             
CONECT   36   30   35   46   60                                             
CONECT   37   31   42   47   61                                             
CONECT   38   32   39   53   62                                             
CONECT   39   38   40   48   63                                             
CONECT   40   39   41   49   64                                             
CONECT   41   40   43   50   65                                             
CONECT   42   37   44   51                                                  
CONECT   43   41   52   53   66                                             
CONECT   44   35   42                                                       
CONECT   45   32                                                            
CONECT   46   36                                                            
CONECT   47   37                                                            
CONECT   48   39                                                            
CONECT   49   40                                                            
CONECT   50   41                                                            
CONECT   51   42                                                            
CONECT   52   33   43                                                       
CONECT   53   38   43                                                       
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   29                                                            
CONECT   57   30                                                            
CONECT   58   31                                                            
CONECT   59   35                                                            
CONECT   60   36                                                            
CONECT   61   37                                                            
CONECT   62   38                                                            
CONECT   63   39                                                            
CONECT   64   40                                                            
CONECT   65   41                                                            
CONECT   66   43                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  132    0
END

Synonyms

Value	Source
(2R,3E)-2-Hydroxy-N-[(2S,3S,4E,9E)-3-hydroxy-10-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,9-dien-2-yl]octadec-3-enimidate	Generator

Molecular Formula

C₄₃H₇₉NO₉

Average Mass

754.103

Monoisotopic Mass

753.575483128

IUPAC Name

(2R,3E)-2-hydroxy-N-[(2S,3S,4E,9E)-3-hydroxy-10-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,9-dien-2-yl]octadec-3-enimidic acid

Traditional Name

(2R,3E)-2-hydroxy-N-[(2S,3S,4E,9E)-3-hydroxy-10-methyl-1-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,9-dien-2-yl]octadec-3-enimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCCCCCCCC)=C(\[H])[C@@]([H])(O)C(O)=N[C@@]([H])(CO[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)[C@@]([H])(O)C(\[H])=C(/[H])CCC\C([H])=C(/C)CCCCCCCC

InChI Identifier

InChI=1S/C43H79NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-27-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-26-23-22-25-29-34(3)28-24-20-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-26+,31-27+,34-29+/t35-,36-,37+,38+,39+,40-,41+,43+/m0/s1

InChI Key

FKFCJQJJFFIMIW-IOEWTTKJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Glycosphingolipids

Direct Parent

Glycosyl-N-acylsphingosines

Alternative Parents

Substituents

Glycosyl-n-acylsphingosine
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
N-acyl-amine
Oxane
Fatty acyl
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Organoheterocyclic compound
Polyol
Oxacycle
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organonitrogen compound
Carbonyl group
Organooxygen compound
Primary alcohol
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	0.0025 g/L	ALOGPS
logP	7.28	ALOGPS
logP	9.61	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	172.43 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	215.77 m³·mol⁻¹	ChemAxon
Polarizability	93.33 Å³	ChemAxon
Number of Rings	1	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

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

29214409

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53494890

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 Flavuside B (MMDBc0004693)

MOL for #<Metabolite:0x00007fdb444c3070>

3D MOL for #<Metabolite:0x00007fdb444c3070>

3D SDF for #<Metabolite:0x00007fdb444c3070>

3D-SDF for #<Metabolite:0x00007fdb444c3070>

PDB for #<Metabolite:0x00007fdb444c3070>

3D PDB for #<Metabolite:0x00007fdb444c3070>

SMILES for #<Metabolite:0x00007fdb444c3070>

INCHI for #<Metabolite:0x00007fdb444c3070>

Structure for #<Metabolite:0x00007fdb444c3070>

3D Structure for #<Metabolite:0x00007fdb444c3070>