MiMeDB: Showing metabocard for di-trans,poly-cis-undecaprenyl diphosphate (MMDBc0032947)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:28:27 UTC

Update Date

2022-08-31 21:48:54 UTC

MiMeDB ID

MMDBc0032947

Metabolite Identification

Common Name

di-trans,poly-cis-undecaprenyl diphosphate

Description

di-trans,octa-cis-undecaprenyl diphosphate, also known as undecaprenyl diphosphate or bactoprenyl diphosphoric acid, belongs to the class of organic compounds known as bactoprenol diphosphates. These are polyprenyl compounds consisting of a diphosphate group substituted by a bactoprenyl moiety. di-trans,octa-cis-undecaprenyl diphosphate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 02241222102D          
 
 64 63  0  0  0  0            999 V2000
   10.8075  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7137  -12.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8925  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1500  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4075  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1500   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6650  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9637  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2212  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4787  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2212   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7362  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0350  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2925  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5500  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2925   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475  -12.0450    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.9812  -12.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475  -11.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475  -12.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -12.0450    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2487  -12.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -11.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -12.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    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
  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
 61 60  1  0  0  0  0
 61 62  1  0  0  0  0
 64 61  2  0  0  0  0
 63 64  1  0  0  0  0
 56 55  1  0  0  0  0
 56 57  1  0  0  0  0
 59 56  2  0  0  0  0
 58 59  1  0  0  0  0
 51 50  1  0  0  0  0
 51 52  1  0  0  0  0
 54 51  2  0  0  0  0
 53 54  1  0  0  0  0
 46 45  1  0  0  0  0
 46 47  1  0  0  0  0
 49 46  2  0  0  0  0
 48 49  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  0  0  0  0
 44 41  2  0  0  0  0
 43 44  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  1  0  0  0  0
 39 36  2  0  0  0  0
 38 39  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  0  0  0  0
 34 31  2  0  0  0  0
 33 34  1  0  0  0  0
 30  5  1  0  0  0  0
  2 38  1  0  0  0  0
 35 43  1  0  0  0  0
 40 48  1  0  0  0  0
 45 53  1  0  0  0  0
 50 58  1  0  0  0  0
 55 63  1  0  0  0  0
  1 60  1  0  0  0  0
  7 33  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15   2   3   4   5   6  30  31  32  33  34  35  36  37  38  39
M  SAL   1 15  40  41  42  43  44  45  46  47  48  49  50  51  52  53  54
M  SAL   1 10  55  56  57  58  59  60  61  62  63  64
M  SPA   1  5   2   3   4   5   6
M  SDI   1  4    8.5800  -12.0862    8.5800   -8.9925
M  SDI   1  4   10.3537   -8.9925   10.3537  -12.0862
M  SBL   1  2  63  62
M  SMT   1 8
M  END

 
  Mrv0541 02241222102D          
 
 64 63  0  0  0  0            999 V2000
   10.8075  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7137  -12.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8925  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1500  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4075  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1500   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6650  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9637  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2212  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4787  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2212   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7362  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0350  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2925  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5500  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2925   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475  -12.0450    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.9812  -12.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475  -11.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475  -12.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -12.0450    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2487  -12.0450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -11.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150  -12.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1887  -10.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -11.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7450  -10.6012    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
  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
 61 60  1  0  0  0  0
 61 62  1  0  0  0  0
 64 61  2  0  0  0  0
 63 64  1  0  0  0  0
 56 55  1  0  0  0  0
 56 57  1  0  0  0  0
 59 56  2  0  0  0  0
 58 59  1  0  0  0  0
 51 50  1  0  0  0  0
 51 52  1  0  0  0  0
 54 51  2  0  0  0  0
 53 54  1  0  0  0  0
 46 45  1  0  0  0  0
 46 47  1  0  0  0  0
 49 46  2  0  0  0  0
 48 49  1  0  0  0  0
 41 40  1  0  0  0  0
 41 42  1  0  0  0  0
 44 41  2  0  0  0  0
 43 44  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  1  0  0  0  0
 39 36  2  0  0  0  0
 38 39  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  0  0  0  0
 34 31  2  0  0  0  0
 33 34  1  0  0  0  0
 30  5  1  0  0  0  0
  2 38  1  0  0  0  0
 35 43  1  0  0  0  0
 40 48  1  0  0  0  0
 45 53  1  0  0  0  0
 50 58  1  0  0  0  0
 55 63  1  0  0  0  0
  1 60  1  0  0  0  0
  7 33  1  0  0  0  0
M  STY  1   1 MUL
M  SCN  1   1 HT 
M  SAL   1 15   2   3   4   5   6  30  31  32  33  34  35  36  37  38  39
M  SAL   1 15  40  41  42  43  44  45  46  47  48  49  50  51  52  53  54
M  SAL   1 10  55  56  57  58  59  60  61  62  63  64
M  SPA   1  5   2   3   4   5   6
M  SDI   1  4    8.5800  -12.0862    8.5800   -8.9925
M  SDI   1  4   10.3537   -8.9925   10.3537  -12.0862
M  SBL   1  2  63  62
M  SMT   1 8
M  END
> <DATABASE_ID>
MMDBc0032947

> <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

> <INCHI_IDENTIFIER>
InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-

> <INCHI_KEY>
NTXGVHCCXVHYCL-NTDVEAECSA-N

> <FORMULA>
C55H92O7P2

> <MOLECULAR_WEIGHT>
927.2623

> <EXACT_MASS>
926.631828322

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
110.67335080463165

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <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}phosphonic acid

> <ALOGPS_LOGP>
9.29

> <JCHEM_LOGP>
16.894447260666666

> <ALOGPS_LOGS>
-6.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.1843406094078315

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7672186885241006

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
287.15130000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e-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}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      20.174 -19.019   0.000  0.00  0.00           C+0
HETATM    2  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM    3  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM    4  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM    5  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM    6  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      14.399 -22.484   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      35.266 -19.789   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.880 -19.019   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.494 -19.789   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.880 -17.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.108 -19.019   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.799 -19.789   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.413 -19.019   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.027 -19.789   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.413 -17.479   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.641 -19.019   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.332 -19.789   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.946 -19.019   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.560 -19.789   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.946 -17.479   0.000  0.00  0.00           C+0
HETATM   22  P   UNK     0      12.782 -22.484   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      11.165 -22.484   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.782 -20.867   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      12.782 -24.101   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0       9.548 -22.484   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0       7.931 -22.484   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.548 -20.867   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.548 -24.101   0.000  0.00  0.00           O+0
HETATM   30  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM   31  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM   32  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM   33  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM   34  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
HETATM   35  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM   36  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM   37  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM   38  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM   39  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
HETATM   40  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM   41  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM   42  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM   43  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM   44  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
HETATM   45  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM   46  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM   47  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM   48  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM   49  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
HETATM   50  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM   51  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM   52  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM   53  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM   54  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
HETATM   55  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM   56  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM   57  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM   58  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM   59  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
HETATM   60  C           1      19.019 -19.789   0.000  0.00  0.00           C+0
HETATM   61  C           1      17.633 -19.019   0.000  0.00  0.00           C+0
HETATM   62  C           1      17.633 -17.479   0.000  0.00  0.00           C+0
HETATM   63  C           1      16.324 -21.329   0.000  0.00  0.00           C+0
HETATM   64  C           1      16.324 -19.789   0.000  0.00  0.00           C+0
CONECT    1   20   30                                                       
CONECT    2    3   58                                                       
CONECT    3    4    2    6                                                  
CONECT    4    3                                                            
CONECT    5    6   60                                                       
CONECT    6    5    3                                                       
CONECT    7   22   63                                                       
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                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
CONECT   30   31    1                                                       
CONECT   31   32   30   34                                                  
CONECT   32   31                                                            
CONECT   33   34   35                                                       
CONECT   34   33   31                                                       
CONECT   35   36   33                                                       
CONECT   36   37   35   39                                                  
CONECT   37   36                                                            
CONECT   38   39   40                                                       
CONECT   39   38   36                                                       
CONECT   40   41   38                                                       
CONECT   41   42   40   44                                                  
CONECT   42   41                                                            
CONECT   43   44   45                                                       
CONECT   44   43   41                                                       
CONECT   45   46   43                                                       
CONECT   46   47   45   49                                                  
CONECT   47   46                                                            
CONECT   48   49   50                                                       
CONECT   49   48   46                                                       
CONECT   50   51   48                                                       
CONECT   51   52   50   54                                                  
CONECT   52   51                                                            
CONECT   53   54   55                                                       
CONECT   54   53   51                                                       
CONECT   55   56   53                                                       
CONECT   56   57   55   59                                                  
CONECT   57   56                                                            
CONECT   58   59    2                                                       
CONECT   59   58   56                                                       
CONECT   60   61    5                                                       
CONECT   61   62   60   64                                                  
CONECT   62   61                                                            
CONECT   63   64    7                                                       
CONECT   64   63   61                                                       
MASTER        0    0    0    0    0    0    0    0   64    0  126    0
END

Synonyms

Value	Source
Bactoprenyl diphosphate	ChEBI
Di-trans,poly-cis-undecaprenyl diphosphate	ChEBI
Undecaprenyl diphosphate	ChEBI
Ditrans,octacis-undecaprenyl diphosphate	Kegg
Bactoprenyl diphosphoric acid	Generator
Di-trans,poly-cis-undecaprenyl diphosphoric acid	Generator
Undecaprenyl diphosphoric acid	Generator
Ditrans,octacis-undecaprenyl diphosphoric acid	Generator
Di-trans,octa-cis-undecaprenyl diphosphoric acid	Generator
Ditrans,polycis-undecaprenyl diphosphate	ChEBI
Ditrans,polycis-undecaprenyl diphosphoric acid	Generator

Chemical Formula

C₅₅H₉₂O₇P₂

Average Molecular Weight

927.2623

Monoisotopic Molecular Weight

926.631828322

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}phosphonic 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}oxyphosphonic acid

CAS Registry Number

31867-59-1

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

InChI Identifier

InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-

InChI Key

NTXGVHCCXVHYCL-NTDVEAECSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bactoprenol diphosphates. These are polyprenyl compounds consisting of a diphosphate group substituted by a bactoprenyl moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenols

Direct Parent

Bactoprenol diphosphates

Alternative Parents

Substituents

Polyterpenoid
Bactoprenol diphosphate
Polyprenyl diphosphate
Polyprenyl monophosphate
Organic pyrophosphate
Isoprenoid phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

undecaprenyl diphosphate (CHEBI:18197 )
Bactoprenol diphosphates (C04574 )
Polyterpenoids (C04574 )
Bactoprenol diphosphates (LMPR03030008 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00037 g/L	ALOGPS
logP	9.29	ALOGPS
logP	16.89	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	287.15 m³·mol⁻¹	ChemAxon
Polarizability	110.67 Å³	ChemAxon
Number of Rings	0	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	splash10-0002-0100000954-6107ee97da47f9d14b19	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-1000000910-e30642c2c0d28e838b40	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-0011021910-4da936216a8f0a0c9f2d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0400000009-1d1ab3f275e2ed875c74	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-7900000001-d21bcc09706c1ed914e0	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-81ab0f70b7b49058f273	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

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

C04574

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280700

PDB ID

Not Available

ChEBI ID

18197

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Authors unspecified: Ongoing and future developments at the Universal Protein Resource. Nucleic Acids Res. 2011 Jan;39(Database issue):D214-9. doi: 10.1093/nar/gkq1020. Epub 2010 Nov 4. [PubMed:21051339 ]

Showing metabocard for di-trans,poly-cis-undecaprenyl diphosphate (MMDBc0032947)

MOL for #<Metabolite:0x000055b76dfc6118>

3D MOL for #<Metabolite:0x000055b76dfc6118>

3D SDF for #<Metabolite:0x000055b76dfc6118>

3D-SDF for #<Metabolite:0x000055b76dfc6118>

PDB for #<Metabolite:0x000055b76dfc6118>

3D PDB for #<Metabolite:0x000055b76dfc6118>

SMILES for #<Metabolite:0x000055b76dfc6118>

INCHI for #<Metabolite:0x000055b76dfc6118>

Structure for #<Metabolite:0x000055b76dfc6118>

3D Structure for #<Metabolite:0x000055b76dfc6118>