MiMeDB: Showing metabocard for alpha-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol (MMDBc0031966)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:56:50 UTC

Update Date

2022-08-31 18:26:55 UTC

Metabolite ID

MMDBc0031966

Metabolite Identification

Common Name

alpha-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol

Description

A polyprenyl glucosyl phosphate in which a glucosyl residue is linked to a undecaprenyl group via a diphospho group

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533007211515552D          
 
 75 75  0  0  1  0            999 V2000
   13.3237   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2300  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4087   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6662   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9237   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6662   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1812   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4800   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7375   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7375   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2525   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5512   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8087   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0662   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8087   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637  -10.7250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637   -9.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637  -11.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312  -10.7250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.7650  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312   -9.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312  -11.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0505  -11.1375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3461  -10.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6315  -11.1431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6314  -11.9681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3359  -12.3749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0504  -11.9625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9170  -10.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3359  -13.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170  -12.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7649  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2026  -11.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 10 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20  1  1  0  0  0  0
  9 11  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
 30 27  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 32 36  1  1  0  0  0
 34 37  1  1  0  0  0
 33 38  1  6  0  0  0
 35 39  1  6  0  0  0
 36 40  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  5  6  1  0  0  0  0
  6  3  2  0  0  0  0
 72 71  1  0  0  0  0
 72 73  1  0  0  0  0
 75 72  2  0  0  0  0
 74 75  1  0  0  0  0
 67 66  1  0  0  0  0
 67 68  1  0  0  0  0
 70 67  2  0  0  0  0
 69 70  1  0  0  0  0
 62 61  1  0  0  0  0
 62 63  1  0  0  0  0
 65 62  2  0  0  0  0
 64 65  1  0  0  0  0
 57 56  1  0  0  0  0
 57 58  1  0  0  0  0
 60 57  2  0  0  0  0
 59 60  1  0  0  0  0
 52 51  1  0  0  0  0
 52 53  1  0  0  0  0
 55 52  2  0  0  0  0
 54 55  1  0  0  0  0
 47 46  1  0  0  0  0
 47 48  1  0  0  0  0
 50 47  2  0  0  0  0
 49 50  1  0  0  0  0
 42 41  1  0  0  0  0
 42 43  1  0  0  0  0
 45 42  2  0  0  0  0
 44 45  1  0  0  0  0
 41  5  1  0  0  0  0
  2 49  1  0  0  0  0
 46 54  1  0  0  0  0
 51 59  1  0  0  0  0
 56 64  1  0  0  0  0
 61 69  1  0  0  0  0
 66 74  1  0  0  0  0
  1 71  1  0  0  0  0
  7 44  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15   2   3   4   5   6  41  42  43  44  45  46  47  48  49  50
M  SAL   1 15  51  52  53  54  55  56  57  58  59  60  61  62  63  64  65
M  SAL   1 10  66  67  68  69  70  71  72  73  74  75
M  SPA   1  5   2   3   4   5   6
M  SDI   1  4   11.0962  -10.7662   11.0962   -7.6725
M  SDI   1  4   12.8287   -7.6725   12.8287  -10.7662
M  SBL   1  2  75  74
M  SMT   1 8
M  END

 
  Mrv1533007211515552D          
 
 75 75  0  0  1  0            999 V2000
   13.3237   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2300  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4087   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6662   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9237   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6662   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1812   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4800   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7375   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7375   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2525   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5512   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8087   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0662   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8087   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637  -10.7250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.4975  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637   -9.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637  -11.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312  -10.7250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.7650  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312   -9.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312  -11.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0505  -11.1375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3461  -10.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6315  -11.1431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6314  -11.9681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3359  -12.3749    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0504  -11.9625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9170  -10.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3359  -13.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9170  -12.3806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7649  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2026  -11.1431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7050   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625   -8.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612  -10.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2612   -9.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 10 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20  1  1  0  0  0  0
  9 11  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
 30 27  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 32 36  1  1  0  0  0
 34 37  1  1  0  0  0
 33 38  1  6  0  0  0
 35 39  1  6  0  0  0
 36 40  1  0  0  0  0
  3  4  1  0  0  0  0
  3  2  1  0  0  0  0
  5  6  1  0  0  0  0
  6  3  2  0  0  0  0
 72 71  1  0  0  0  0
 72 73  1  0  0  0  0
 75 72  2  0  0  0  0
 74 75  1  0  0  0  0
 67 66  1  0  0  0  0
 67 68  1  0  0  0  0
 70 67  2  0  0  0  0
 69 70  1  0  0  0  0
 62 61  1  0  0  0  0
 62 63  1  0  0  0  0
 65 62  2  0  0  0  0
 64 65  1  0  0  0  0
 57 56  1  0  0  0  0
 57 58  1  0  0  0  0
 60 57  2  0  0  0  0
 59 60  1  0  0  0  0
 52 51  1  0  0  0  0
 52 53  1  0  0  0  0
 55 52  2  0  0  0  0
 54 55  1  0  0  0  0
 47 46  1  0  0  0  0
 47 48  1  0  0  0  0
 50 47  2  0  0  0  0
 49 50  1  0  0  0  0
 42 41  1  0  0  0  0
 42 43  1  0  0  0  0
 45 42  2  0  0  0  0
 44 45  1  0  0  0  0
 41  5  1  0  0  0  0
  2 49  1  0  0  0  0
 46 54  1  0  0  0  0
 51 59  1  0  0  0  0
 56 64  1  0  0  0  0
 61 69  1  0  0  0  0
 66 74  1  0  0  0  0
  1 71  1  0  0  0  0
  7 44  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15   2   3   4   5   6  41  42  43  44  45  46  47  48  49  50
M  SAL   1 15  51  52  53  54  55  56  57  58  59  60  61  62  63  64  65
M  SAL   1 10  66  67  68  69  70  71  72  73  74  75
M  SPA   1  5   2   3   4   5   6
M  SDI   1  4   11.0962  -10.7662   11.0962   -7.6725
M  SDI   1  4   12.8287   -7.6725   12.8287  -10.7662
M  SBL   1  2  75  74
M  SMT   1 8
M  END
> <DATABASE_ID>
MMDBc0031966

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/COP(O)(=O)OP(O)(=O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C61H102O12P2/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-70-74(66,67)73-75(68,69)72-61-60(65)59(64)58(63)57(45-62)71-61/h23,25,27,29,31,33,35,37,39,41,43,57-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,66,67)(H,68,69)/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58-,59+,60-,61-/m1/s1

> <INCHI_KEY>
WADQQVAMGZIDFQ-ZMDJJFASSA-N

> <FORMULA>
C61H102O12P2

> <MOLECULAR_WEIGHT>
1089.423

> <EXACT_MASS>
1088.68465272

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
177

> <JCHEM_AVERAGE_POLARIZABILITY>
126.07710156547303

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[hydroxy({[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy})phosphoryl]oxy}({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

> <ALOGPS_LOGP>
8.30

> <JCHEM_LOGP>
14.858445834

> <ALOGPS_LOGS>
-6.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.1691545158786747

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.728277472542092

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810995834520586

> <JCHEM_POLAR_SURFACE_AREA>
192.43999999999997

> <JCHEM_REFRACTIVITY>
319.2957

> <JCHEM_ROTATABLE_BOND_COUNT>
38

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.58e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{hydroxy[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxyphosphoryl}oxy[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0      24.871 -16.555   0.000  0.00  0.00           C+0
HETATM    2  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM    3  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM    4  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM    5  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM    6  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      19.096 -20.020   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      39.963 -17.325   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      38.577 -16.555   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.191 -17.325   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.577 -15.015   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.805 -16.555   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.496 -17.325   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.110 -16.555   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.724 -17.325   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.110 -15.015   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.338 -16.555   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.029 -17.325   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.643 -16.555   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.257 -17.325   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.643 -15.015   0.000  0.00  0.00           C+0
HETATM   22  P   UNK     0      17.479 -20.020   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      15.862 -20.020   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      17.479 -18.403   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      17.479 -21.637   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      14.245 -20.020   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      12.628 -20.020   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      14.245 -18.403   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      14.245 -21.637   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      11.294 -20.790   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.979 -20.031   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.646 -20.800   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.645 -22.340   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.960 -23.100   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.294 -22.330   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.312 -20.030   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.960 -24.640   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.312 -23.110   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.628 -23.100   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.978 -20.800   0.000  0.00  0.00           O+0
HETATM   41  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM   42  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM   43  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM   44  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM   45  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
HETATM   46  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM   47  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM   48  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM   49  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM   50  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
HETATM   51  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM   52  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM   53  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM   54  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM   55  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
HETATM   56  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM   57  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM   58  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM   59  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM   60  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
HETATM   61  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM   62  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM   63  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM   64  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM   65  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
HETATM   66  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM   67  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM   68  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM   69  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM   70  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
HETATM   71  C           1      23.716 -17.325   0.000  0.00  0.00           C+0
HETATM   72  C           1      22.330 -16.555   0.000  0.00  0.00           C+0
HETATM   73  C           1      22.330 -15.015   0.000  0.00  0.00           C+0
HETATM   74  C           1      21.021 -18.865   0.000  0.00  0.00           C+0
HETATM   75  C           1      21.021 -17.325   0.000  0.00  0.00           C+0
CONECT    1   20   41                                                       
CONECT    2    3   69                                                       
CONECT    3    4    2    6                                                  
CONECT    4    3                                                            
CONECT    5    6   71                                                       
CONECT    6    5    3                                                       
CONECT    7   22   74                                                       
CONECT    8    9                                                            
CONECT    9    8   10   11                                                  
CONECT   10   12    9                                                       
CONECT   11    9                                                            
CONECT   12   13   10                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   17                                                       
CONECT   16   14                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19    1                                                       
CONECT   21   19                                                            
CONECT   22    7   23   24   25                                             
CONECT   23   22   26                                                       
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   23   27   28   29                                             
CONECT   27   26   30                                                       
CONECT   28   26                                                            
CONECT   29   26                                                            
CONECT   30   27   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34   38                                                  
CONECT   34   33   35   37                                                  
CONECT   35   34   30   39                                                  
CONECT   36   32   40                                                       
CONECT   37   34                                                            
CONECT   38   33                                                            
CONECT   39   35                                                            
CONECT   40   36                                                            
CONECT   41   42    1                                                       
CONECT   42   43   41   45                                                  
CONECT   43   42                                                            
CONECT   44   45   46                                                       
CONECT   45   44   42                                                       
CONECT   46   47   44                                                       
CONECT   47   48   46   50                                                  
CONECT   48   47                                                            
CONECT   49   50   51                                                       
CONECT   50   49   47                                                       
CONECT   51   52   49                                                       
CONECT   52   53   51   55                                                  
CONECT   53   52                                                            
CONECT   54   55   56                                                       
CONECT   55   54   52                                                       
CONECT   56   57   54                                                       
CONECT   57   58   56   60                                                  
CONECT   58   57                                                            
CONECT   59   60   61                                                       
CONECT   60   59   57                                                       
CONECT   61   62   59                                                       
CONECT   62   63   61   65                                                  
CONECT   63   62                                                            
CONECT   64   65   66                                                       
CONECT   65   64   62                                                       
CONECT   66   67   64                                                       
CONECT   67   68   66   70                                                  
CONECT   68   67                                                            
CONECT   69   70    2                                                       
CONECT   70   69   67                                                       
CONECT   71   72    5                                                       
CONECT   72   73   71   75                                                  
CONECT   73   72                                                            
CONECT   74   75    7                                                       
CONECT   75   74   72                                                       
MASTER        0    0    0    0    0    0    0    0   75    0  150    0
END

Synonyms

Value	Source
alpha-D-Glucopyranosyl-diphospho-di-trans,poly-cis-undecaprenol	ChEBI
alpha-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphate	ChEBI
a-D-Glucopyranosyl-diphospho-di-trans,poly-cis-undecaprenol	Generator
Α-D-glucopyranosyl-diphospho-di-trans,poly-cis-undecaprenol	Generator
a-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphate	Generator
a-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphoric acid	Generator
alpha-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphoric acid	Generator
Α-D-glucosyl di-trans,poly-cis-undecaprenyl diphosphate	Generator
Α-D-glucosyl di-trans,poly-cis-undecaprenyl diphosphoric acid	Generator
a-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol	Generator
Α-D-glucopyranosyl-diphospho-ditrans,octacis-undecaprenol	Generator

Molecular Formula

C₆₁H₁₀₂O₁₂P₂

Average Mass

1089.423

Monoisotopic Mass

1088.68465272

IUPAC Name

{[hydroxy({[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy})phosphoryl]oxy}({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

Traditional Name

{hydroxy[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxyphosphoryl}oxy[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/COP(O)(=O)OP(O)(=O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C61H102O12P2/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-70-74(66,67)73-75(68,69)72-61-60(65)59(64)58(63)57(45-62)71-61/h23,25,27,29,31,33,35,37,39,41,43,57-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,66,67)(H,68,69)/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58-,59+,60-,61-/m1/s1

InChI Key

WADQQVAMGZIDFQ-ZMDJJFASSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as polyprenyl phospho carbohydrates. These are polyprenyl phosphates with a carbohydrate moiety attached to it.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenols

Direct Parent

Polyprenyl phospho carbohydrates

Alternative Parents

Substituents

Polyterpenoid
Polyprenyl phospho carbohydrate
Bactoprenol diphosphate
Polyprenyl monophosphate
Polyprenyl phosphate skeleton
Hexose monosaccharide
Isoprenoid phosphate
Monosaccharide phosphate
Organic pyrophosphate
Monoalkyl phosphate
Alkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Organooxygen compound
Organic oxygen compound
Primary alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

polyprenyl glucosyl phosphate (CHEBI:61253 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00056 g/L	ALOGPS
logP	8.3	ALOGPS
logP	14.86	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	192.44 Å²	ChemAxon
Rotatable Bond Count	38	ChemAxon
Refractivity	319.3 m³·mol⁻¹	ChemAxon
Polarizability	126.08 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9312000004-10482fd33dc5b0e092dd	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a73-8905000213-ab2c9e6f007b198ffe50	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6u-4900000000-2ec6217a5033988e10e0	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-054k-3100000619-e77ef20489ad2551e9b8	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-1010000911-f3ee803d2acd75d8959c	2015-09-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-3500000903-288fcca72253cf061894	2015-09-16	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	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

Not Available

KEGG Compound ID

C19772

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50909867

PDB ID

Not Available

ChEBI ID

61253

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for alpha-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol (MMDBc0031966)

MOL for #<Metabolite:0x00007f46c111c678>

3D MOL for #<Metabolite:0x00007f46c111c678>

3D SDF for #<Metabolite:0x00007f46c111c678>

3D-SDF for #<Metabolite:0x00007f46c111c678>

PDB for #<Metabolite:0x00007f46c111c678>

3D PDB for #<Metabolite:0x00007f46c111c678>

SMILES for #<Metabolite:0x00007f46c111c678>

INCHI for #<Metabolite:0x00007f46c111c678>

Structure for #<Metabolite:0x00007f46c111c678>

3D Structure for #<Metabolite:0x00007f46c111c678>