MiMeDB: Showing metabocard for Molybdopterin cytosine dinucleotide (MMDBc0031667)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:43:35 UTC

Update Date

2022-08-31 18:22:56 UTC

Metabolite ID

MMDBc0031667

Metabolite Identification

Common Name

Molybdopterin cytosine dinucleotide

Description

Molybdopterin cytosine dinucleotide is a member of the chemical class known as Pyrimidine Ribonucleoside Diphosphates. These are pyrimidine ribobucleotides with diphosphate group linked to the ribose moiety. MocA is a specific cytidylyltransferase involved in molybdopterin cytosine dinucleotide biosynthesis in Escherichia coli. (PMID 19542235 ) Qox is the first MCD-containing enzyme to be synthesized in a catalytically fully competent form by a heterologous host, P. (PMID 12730200 )

Structure

MOL SDF PDB SMILES InChI

49792073
  Mrv0541 07101213572D          

 67 71  0  0  1  0            999 V2000
    6.6218   -4.9084    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0917   -5.7420    0.0000 S   0  5  0  0  0  0  0  0  0  0  0  0
    5.2024   -0.7380    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.9121   -1.9783    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.8303    1.8147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9488    1.5516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4008    3.2607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0822   -3.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2056    0.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6250   -2.3936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1992   -1.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7652    4.1031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775   -0.7348    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.0274   -0.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766   -5.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3273   -1.2654    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4968   -2.6911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6059    3.2677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -4.8885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -3.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9861   -3.2099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620    4.6893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7336   -4.4931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589    5.2755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4465   -3.2186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1652    1.8096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9133    2.5951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4959    1.3272    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0883    2.5983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4927    0.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8197   -4.4760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8197   -3.6510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3347   -3.6338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0822   -4.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3347   -4.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2486   -3.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2486   -4.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851    3.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6218   -3.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9444    4.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9861   -4.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028    3.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6412    4.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7336   -3.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5282    2.1698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4182    2.5132    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393    1.0968    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5828    2.5202    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    0.5929    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    0.0222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8251   -5.1772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8251   -2.9497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3376   -3.1223    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -5.4000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -2.7270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302    1.8924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    3.2053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1184   -3.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4450   -3.6986    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753    2.7180    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9802   -2.6984    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7939    3.8023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1778   -4.6543    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    5.2241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3687    5.7420    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8905   -3.4726    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4445   -2.7071    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 35  1  0  0  0  0
  1 63  1  0  0  0  0
  2 34  1  0  0  0  0
  3  9  1  0  0  0  0
  3 11  1  0  0  0  0
  3 13  1  0  0  0  0
  3 14  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 16  1  0  0  0  0
  4 17  2  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
 26  6  1  6  0  0  0
  6 56  1  0  0  0  0
 27  7  1  6  0  0  0
  7 57  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 30  1  0  0  0  0
 10 39  1  0  0  0  0
 12 40  2  0  0  0  0
 15 41  2  0  0  0  0
 29 18  1  1  0  0  0
 18 38  1  0  0  0  0
 18 40  1  0  0  0  0
 19 31  1  0  0  0  0
 19 37  1  0  0  0  0
 19 54  1  0  0  0  0
 20 32  1  0  0  0  0
 20 36  1  0  0  0  0
 20 55  1  0  0  0  0
 21 36  1  0  0  0  0
 21 44  1  0  0  0  0
 21 61  1  0  0  0  0
 22 40  1  0  0  0  0
 22 43  2  0  0  0  0
 23 41  1  0  0  0  0
 23 44  2  0  0  0  0
 24 43  1  0  0  0  0
 24 64  1  0  0  0  0
 24 65  1  0  0  0  0
 25 44  1  0  0  0  0
 25 66  1  0  0  0  0
 25 67  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 45  1  0  0  0  0
 27 29  1  0  0  0  0
 27 46  1  0  0  0  0
 28 30  1  1  0  0  0
 28 47  1  0  0  0  0
 29 48  1  0  0  0  0
 30 49  1  0  0  0  0
 30 50  1  0  0  0  0
 31 32  1  0  0  0  0
 31 34  1  0  0  0  0
 31 51  1  6  0  0  0
 32 52  1  6  0  0  0
 33 35  1  0  0  0  0
 33 39  1  1  0  0  0
 33 53  1  0  0  0  0
 34 35  2  0  0  0  0
 36 37  2  0  0  0  0
 37 41  1  0  0  0  0
 38 42  2  0  0  0  0
 38 60  1  0  0  0  0
 39 58  1  0  0  0  0
 39 59  1  0  0  0  0
 42 43  1  0  0  0  0
 42 62  1  0  0  0  0
M  CHG  3   2  -1  13  -1  16  -1
M  END

49792073
  Mrv0541 07101213572D          

 67 71  0  0  1  0            999 V2000
    6.6218   -4.9084    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0917   -5.7420    0.0000 S   0  5  0  0  0  0  0  0  0  0  0  0
    5.2024   -0.7380    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.9121   -1.9783    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.8303    1.8147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9488    1.5516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4008    3.2607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0822   -3.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2056    0.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6250   -2.3936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1992   -1.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7652    4.1031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775   -0.7348    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.0274   -0.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766   -5.7420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3273   -1.2654    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4968   -2.6911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6059    3.2677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -4.8885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -3.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9861   -3.2099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620    4.6893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7336   -4.4931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589    5.2755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4465   -3.2186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1652    1.8096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9133    2.5951    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4959    1.3272    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0883    2.5983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4927    0.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8197   -4.4760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8197   -3.6510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3347   -3.6338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0822   -4.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3347   -4.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2486   -3.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2486   -4.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851    3.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6218   -3.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9444    4.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9861   -4.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3028    3.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6412    4.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7336   -3.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5282    2.1698    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4182    2.5132    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0393    1.0968    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5828    2.5202    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893    0.5929    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3159    0.0222    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8251   -5.1772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8251   -2.9497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3376   -3.1223    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -5.4000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5341   -2.7270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302    1.8924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    3.2053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1184   -3.1277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4450   -3.6986    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753    2.7180    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9802   -2.6984    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7939    3.8023    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1778   -4.6543    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    5.2241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3687    5.7420    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8905   -3.4726    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4445   -2.7071    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 35  1  0  0  0  0
  1 63  1  0  0  0  0
  2 34  1  0  0  0  0
  3  9  1  0  0  0  0
  3 11  1  0  0  0  0
  3 13  1  0  0  0  0
  3 14  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 16  1  0  0  0  0
  4 17  2  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
 26  6  1  6  0  0  0
  6 56  1  0  0  0  0
 27  7  1  6  0  0  0
  7 57  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 30  1  0  0  0  0
 10 39  1  0  0  0  0
 12 40  2  0  0  0  0
 15 41  2  0  0  0  0
 29 18  1  1  0  0  0
 18 38  1  0  0  0  0
 18 40  1  0  0  0  0
 19 31  1  0  0  0  0
 19 37  1  0  0  0  0
 19 54  1  0  0  0  0
 20 32  1  0  0  0  0
 20 36  1  0  0  0  0
 20 55  1  0  0  0  0
 21 36  1  0  0  0  0
 21 44  1  0  0  0  0
 21 61  1  0  0  0  0
 22 40  1  0  0  0  0
 22 43  2  0  0  0  0
 23 41  1  0  0  0  0
 23 44  2  0  0  0  0
 24 43  1  0  0  0  0
 24 64  1  0  0  0  0
 24 65  1  0  0  0  0
 25 44  1  0  0  0  0
 25 66  1  0  0  0  0
 25 67  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 45  1  0  0  0  0
 27 29  1  0  0  0  0
 27 46  1  0  0  0  0
 28 30  1  1  0  0  0
 28 47  1  0  0  0  0
 29 48  1  0  0  0  0
 30 49  1  0  0  0  0
 30 50  1  0  0  0  0
 31 32  1  0  0  0  0
 31 34  1  0  0  0  0
 31 51  1  6  0  0  0
 32 52  1  6  0  0  0
 33 35  1  0  0  0  0
 33 39  1  1  0  0  0
 33 53  1  0  0  0  0
 34 35  2  0  0  0  0
 36 37  2  0  0  0  0
 37 41  1  0  0  0  0
 38 42  2  0  0  0  0
 38 60  1  0  0  0  0
 39 58  1  0  0  0  0
 39 59  1  0  0  0  0
 42 43  1  0  0  0  0
 42 62  1  0  0  0  0
M  CHG  3   2  -1  13  -1  16  -1
M  END
> <DATABASE_ID>
MMDBc0031667

> <DATABASE_NAME>
MIME

> <SMILES>
[H]O[C@@]1([H])[C@@]([H])(O[C@]([H])(C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]2([H])O[C@@]3([H])N([H])C4=C(N([H])[C@@]3([H])C([S-])=C2S[H])C(=O)N=C(N([H])[H])N4[H])[C@@]1([H])O[H])N1C([H])=C([H])C(=NC1=O)N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H26N8O13P2S2/c20-7-1-2-27(19(31)22-7)17-11(29)10(28)5(39-17)3-36-41(32,33)40-42(34,35)37-4-6-12(43)13(44)8-16(38-6)24-14-9(23-8)15(30)26-18(21)25-14/h1-2,5-6,8,10-11,16-17,23,28-29,43-44H,3-4H2,(H,32,33)(H,34,35)(H2,20,22,31)(H4,21,24,25,26,30)/p-3/t5-,6-,8+,10-,11-,16-,17-/m1/s1

> <INCHI_KEY>
WKSPNQYEWZEMMI-FEFZDOOUSA-K

> <FORMULA>
C19H23N8O13P2S2

> <MOLECULAR_WEIGHT>
697.509

> <EXACT_MASS>
697.030122266

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
58.449615878284334

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(5aR,8R,9aR)-2-amino-8-({[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}methyl)-4-oxo-7-sulfanyl-1H,4H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-6-yl]sulfanide

> <ALOGPS_LOGP>
-0.59

> <JCHEM_LOGP>
-5.666506977154942

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.246575208225005

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8179591344030643

> <JCHEM_PKA_STRONGEST_BASIC>
3.132676788375102

> <JCHEM_POLAR_SURFACE_AREA>
317.09999999999997

> <JCHEM_REFRACTIVITY>
158.902

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(5aR,8R,9aR)-2-amino-8-{[({[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphinato)oxy]methyl}-4-oxo-7-sulfanyl-1H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-6-yl]sulfanide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 49792073                                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-12         0                                  
HETATM    1  S   UNK     0      12.361  -9.162   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      15.104 -10.718   0.000  0.00  0.00           S-1
HETATM    3  P   UNK     0       9.711  -1.378   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      11.036  -3.693   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0       7.150   3.387   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.104   2.896   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.081   6.087   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      15.087  -5.992   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       9.717   0.162   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      12.367  -4.468   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       9.705  -2.918   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       8.895   7.659   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.171  -1.372   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0      11.251  -1.384   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      20.490 -10.718   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      11.811  -2.362   0.000  0.00  0.00           O-1
HETATM   17  O   UNK     0      10.261  -5.023   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       6.731   6.100   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      17.797  -9.125   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      17.797  -6.045   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      20.507  -5.992   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       6.462   8.753   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      21.903  -8.387   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       4.030   9.848   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      23.234  -6.008   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       9.642   3.378   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.171   4.844   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.392   2.477   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.631   4.850   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.386   0.937   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.463  -8.355   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.463  -6.815   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.691  -6.783   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.087  -9.179   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.691  -8.387   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.131  -6.815   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      19.131  -8.355   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.199   5.945   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.361  -6.008   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.363   7.504   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      20.507  -9.179   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.299   7.194   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.930   8.598   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      21.903  -6.783   0.000  0.00  0.00           C+0
HETATM   45  H   UNK     0      10.319   4.050   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      10.114   4.691   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       7.540   2.047   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.688   4.704   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       7.447   1.107   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       8.056   0.041   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      16.474  -9.664   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      16.474  -5.506   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      13.697  -5.828   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      17.797 -10.080   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      17.797  -5.090   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      11.816   3.532   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      11.031   5.983   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      11.421  -5.838   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      12.031  -6.904   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.807   5.074   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      20.496  -5.037   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.349   7.098   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      11.532  -8.688   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       3.080   9.752   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.422  10.718   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      24.062  -6.482   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      23.230  -5.053   0.000  0.00  0.00           H+0
CONECT    1   35   63                                                       
CONECT    2   34                                                            
CONECT    3    9   11   13   14                                             
CONECT    4   10   11   16   17                                             
CONECT    5   28   29                                                       
CONECT    6   26   56                                                       
CONECT    7   27   57                                                       
CONECT    8   32   33                                                       
CONECT    9    3   30                                                       
CONECT   10    4   39                                                       
CONECT   11    3    4                                                       
CONECT   12   40                                                            
CONECT   13    3                                                            
CONECT   14    3                                                            
CONECT   15   41                                                            
CONECT   16    4                                                            
CONECT   17    4                                                            
CONECT   18   29   38   40                                                  
CONECT   19   31   37   54                                                  
CONECT   20   32   36   55                                                  
CONECT   21   36   44   61                                                  
CONECT   22   40   43                                                       
CONECT   23   41   44                                                       
CONECT   24   43   64   65                                                  
CONECT   25   44   66   67                                                  
CONECT   26    6   27   28   45                                             
CONECT   27    7   26   29   46                                             
CONECT   28    5   26   30   47                                             
CONECT   29    5   18   27   48                                             
CONECT   30    9   28   49   50                                             
CONECT   31   19   32   34   51                                             
CONECT   32    8   20   31   52                                             
CONECT   33    8   35   39   53                                             
CONECT   34    2   31   35                                                  
CONECT   35    1   33   34                                                  
CONECT   36   20   21   37                                                  
CONECT   37   19   36   41                                                  
CONECT   38   18   42   60                                                  
CONECT   39   10   33   58   59                                             
CONECT   40   12   18   22                                                  
CONECT   41   15   23   37                                                  
CONECT   42   38   43   62                                                  
CONECT   43   22   24   42                                                  
CONECT   44   21   23   25                                                  
CONECT   45   26                                                            
CONECT   46   27                                                            
CONECT   47   28                                                            
CONECT   48   29                                                            
CONECT   49   30                                                            
CONECT   50   30                                                            
CONECT   51   31                                                            
CONECT   52   32                                                            
CONECT   53   33                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56    6                                                            
CONECT   57    7                                                            
CONECT   58   39                                                            
CONECT   59   39                                                            
CONECT   60   38                                                            
CONECT   61   21                                                            
CONECT   62   42                                                            
CONECT   63    1                                                            
CONECT   64   24                                                            
CONECT   65   24                                                            
CONECT   66   25                                                            
CONECT   67   25                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  142    0
END

Synonyms

Value	Source
Bactopterin	MeSH

Molecular Formula

C₁₉H₂₃N₈O₁₃P₂S₂

Average Mass

697.509

Monoisotopic Mass

697.030122266

IUPAC Name

[(5aR,8R,9aR)-2-amino-8-({[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}methyl)-4-oxo-7-sulfanyl-1H,4H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-6-yl]sulfanide

Traditional Name

[(5aR,8R,9aR)-2-amino-8-{[({[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphinato)oxy]methyl}-4-oxo-7-sulfanyl-1H,5H,5aH,8H,9aH,10H-pyrano[3,2-g]pteridin-6-yl]sulfanide

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@@]([H])(O[C@]([H])(C([H])([H])OP([O-])(=O)OP([O-])(=O)OC([H])([H])[C@@]2([H])O[C@@]3([H])N([H])C4=C(N([H])[C@@]3([H])C([S-])=C2S[H])C(=O)N=C(N([H])[H])N4[H])[C@@]1([H])O[H])N1C([H])=C([H])C(=NC1=O)N([H])[H]

InChI Identifier

InChI=1S/C19H26N8O13P2S2/c20-7-1-2-27(19(31)22-7)17-11(29)10(28)5(39-17)3-36-41(32,33)40-42(34,35)37-4-6-12(43)13(44)8-16(38-6)24-14-9(23-8)15(30)26-18(21)25-14/h1-2,5-6,8,10-11,16-17,23,28-29,43-44H,3-4H2,(H,32,33)(H,34,35)(H2,20,22,31)(H4,21,24,25,26,30)/p-3/t5-,6-,8+,10-,11-,16-,17-/m1/s1

InChI Key

WKSPNQYEWZEMMI-FEFZDOOUSA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as molybdopterin dinucleotides. These are a dinucleotide that is made up of a molybdopterin and a purine or pyrimidine base linked to each other through a phosphate chain.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Molybdopterin dinucleotides

Sub Class

Not Available

Direct Parent

Molybdopterin dinucleotides

Alternative Parents

Substituents

Molybdopterin dinucleotide
Pyrimidine ribonucleoside diphosphate
Molybdopterin
Pentose phosphate
Pentose-5-phosphate
Pyranopterin
Pterin
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Pteridine
Organic pyrophosphate
Monosaccharide phosphate
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Monosaccharide
Phosphoric acid ester
Pyrimidine
Organic phosphoric acid derivative
Pyran
Imidolactam
Hydropyrimidine
Alkyl phosphate
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
1,2-diol
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Thioenol
Secondary amine
Alkylthiol
Organic oxygen compound
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Alcohol
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:60536 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.39 g/L	ALOGPS
logP	-0.59	ALOGPS
logP	-5.7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	3.13	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	317.1 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	158.9 m³·mol⁻¹	ChemAxon
Polarizability	58.45 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000009100-5ffd743798f3825e6ff2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-0113039800-2a8e49e0d5e8fd4ce809	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-5940000000-cfead60eff80ef6ac3cb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0200009000-77e9bce65287d531de4a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-3510109100-089a2a17a8174c07a6f7	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9232100000-e2d4834bde7dbc4c4b0f	2015-09-15	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	220.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	57.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	249.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	542.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	424.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	183.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1929.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	120.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	821.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	164.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	141.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	129.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	79.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	380.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	510.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	78.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	262.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1551.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	811.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)[NH]4)O[C@H]1N1C=CC(N)=NC1=O	standard non polar	2025-10-24	2282.12
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)[NH]4)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard non polar	2025-10-24	2438.32
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_3	C[Si](C)(C)SC1=C([S-])[C@@H]2NC3=C(N[C@@H]2O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O)[NH]C(N)=NC3=O	standard non polar	2025-10-24	2264.91
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_4	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)[NH]1	standard non polar	2025-10-24	2450.0
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_5	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O)C=C1	standard non polar	2025-10-24	1861.36
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_6	C[Si](C)(C)N1C2=C(N[C@H]3C([S-])=C(S)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)O[C@H]31)C(=O)N=C(N)[NH]2	standard non polar	2025-10-24	1321.51
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_7	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]31)[NH]C(N)=NC2=O	standard non polar	2025-10-24	2764.07
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_8	C[Si](C)(C)N1C(N)=NC(=O)C2=C1N[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](N4C=CC(N)=NC4=O)[C@H](O)[C@@H]3O)C(S)=C([S-])[C@@H]1N2	standard non polar	2025-10-24	1607.12
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_9	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)[NH]4)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2211.81
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S[Si](C)(C)C)C(=O)N=C(N)[NH]4)O[C@H]1N1C=CC(N)=NC1=O	standard non polar	2025-10-24	1938.45
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_11	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O[Si](C)(C)C)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1667.8
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_12	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2328.65
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_13	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H]3[C@@H](NC4=C([NH]C(N)=NC4=O)N3[Si](C)(C)C)C([S-])=C2S)O[C@H]1N1C=CC(N)=NC1=O	standard non polar	2025-10-24	1871.11
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_14	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)N4[Si](C)(C)C)O[C@H]1N1C=CC(N)=NC1=O	standard non polar	2025-10-24	1428.19
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_15	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(C(=O)N=C(N)[NH]4)N([Si](C)(C)C)[C@H]3C([S-])=C2S)O[C@H]1N1C=CC(N)=NC1=O	standard non polar	2025-10-24	1914.11
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S[Si](C)(C)C)C(=O)N=C(N)[NH]4)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard non polar	2025-10-24	1737.08
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_17	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O[Si](C)(C)C)C(S)=C([S-])[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1615.01
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_18	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O[Si](C)(C)C)[C@H]2O)C=C1	standard non polar	2025-10-24	2187.88
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_19	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H]3[C@@H](NC4=C([NH]C(N)=NC4=O)N3[Si](C)(C)C)C([S-])=C2S)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard non polar	2025-10-24	2647.14
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_20	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)N4[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard non polar	2025-10-24	264.784
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_21	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(C(=O)N=C(N)[NH]4)N([Si](C)(C)C)[C@H]3C([S-])=C2S)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard non polar	2025-10-24	3171.94
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_22	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S[Si](C)(C)C)=C([S-])[C@@H]3N2)[NH]1	standard non polar	2025-10-24	1626.33
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_23	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S[Si](C)(C)C)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O)C=C1	standard non polar	2025-10-24	1869.52
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_24	C[Si](C)(C)SC1=C([S-])[C@H]2[C@H](NC3=C(C(=O)N=C(N)[NH]3)N2[Si](C)(C)C)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2445.15
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_25	C[Si](C)(C)SC1=C([S-])[C@@H]2NC3=C(N[C@@H]2O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O)N([Si](C)(C)C)C(N)=NC3=O	standard non polar	2025-10-24	1287.97
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_26	C[Si](C)(C)SC1=C([S-])[C@@H]2NC3=C([NH]C(N)=NC3=O)N([Si](C)(C)C)[C@@H]2O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1488.23
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_27	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N[Si](C)(C)C)[NH]5)[C@@H](O)[C@H]2O)C=C1	standard non polar	2025-10-24	2319.42
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_28	C[Si](C)(C)N(C1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)[NH]1)[Si](C)(C)C	standard non polar	2025-10-24	1644.74
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_29	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)N1[Si](C)(C)C	standard non polar	2025-10-24	2431.43
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_30	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](N4C=CC(N)=NC4=O)[C@H](O)[C@@H]3O)C(S)=C([S-])[C@@H]1N2	standard non polar	2025-10-24	1389.84
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_31	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2[Si](C)(C)C)[NH]1	standard non polar	2025-10-24	3075.72
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_32	C[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	3294.62
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_33	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H]4[C@@H](NC5=C([NH]C(N)=NC5=O)N4[Si](C)(C)C)C([S-])=C3S)[C@@H](O)[C@H]2O)C=C1	standard non polar	2025-10-24	3253.08
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_34	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)N5[Si](C)(C)C)[C@@H](O)[C@H]2O)C=C1	standard non polar	2025-10-24	991.57
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_35	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(C(=O)N=C(N)[NH]5)N([Si](C)(C)C)[C@H]4C([S-])=C3S)[C@@H](O)[C@H]2O)C=C1	standard non polar	2025-10-24	1648.44
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_36	C[Si](C)(C)N1C2=C(N[C@H]3C([S-])=C(S)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)O[C@H]31)C(=O)N=C(N)N2[Si](C)(C)C	standard non polar	2025-10-24	395.772
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_37	C[Si](C)(C)N1C2=C(C(=O)N=C(N)[NH]2)N([Si](C)(C)C)[C@H]2C([S-])=C(S)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](N4C=CC(N)=NC4=O)[C@H](O)[C@@H]3O)O[C@H]21	standard non polar	2025-10-24	1417.11
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_38	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]31)N([Si](C)(C)C)C(N)=NC2=O	standard non polar	2025-10-24	1969.16
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_1	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)[NH]4)O[C@H]1N1C=CC(N)=NC1=O	standard polar	2025-10-24	3410.95
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)[NH]4)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard polar	2025-10-24	2452.47
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_3	C[Si](C)(C)SC1=C([S-])[C@@H]2NC3=C(N[C@@H]2O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O)[NH]C(N)=NC3=O	standard polar	2025-10-24	2752.94
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_4	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)[NH]1	standard polar	2025-10-24	2458.3
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_5	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O)C=C1	standard polar	2025-10-24	1799.16
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_6	C[Si](C)(C)N1C2=C(N[C@H]3C([S-])=C(S)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)O[C@H]31)C(=O)N=C(N)[NH]2	standard polar	2025-10-24	3070.97
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_7	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]31)[NH]C(N)=NC2=O	standard polar	2025-10-24	2118.51
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_8	C[Si](C)(C)N1C(N)=NC(=O)C2=C1N[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](N4C=CC(N)=NC4=O)[C@H](O)[C@@H]3O)C(S)=C([S-])[C@@H]1N2	standard polar	2025-10-24	2051.26
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_9	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)[NH]4)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1936.44
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_10	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S[Si](C)(C)C)C(=O)N=C(N)[NH]4)O[C@H]1N1C=CC(N)=NC1=O	standard polar	2025-10-24	2935.29
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_11	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O[Si](C)(C)C)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)[NH]1	standard polar	2025-10-24	1685.82
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_12	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O[Si](C)(C)C)C=C1	standard polar	2025-10-24	2795.29
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_13	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H]3[C@@H](NC4=C([NH]C(N)=NC4=O)N3[Si](C)(C)C)C([S-])=C2S)O[C@H]1N1C=CC(N)=NC1=O	standard polar	2025-10-24	2593.34
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_14	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)N4[Si](C)(C)C)O[C@H]1N1C=CC(N)=NC1=O	standard polar	2025-10-24	1405.96
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_15	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(C(=O)N=C(N)[NH]4)N([Si](C)(C)C)[C@H]3C([S-])=C2S)O[C@H]1N1C=CC(N)=NC1=O	standard polar	2025-10-24	533.129
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S[Si](C)(C)C)C(=O)N=C(N)[NH]4)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard polar	2025-10-24	2417.2
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_17	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O[Si](C)(C)C)C(S)=C([S-])[C@@H]3N2)[NH]1	standard polar	2025-10-24	-110.117
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_18	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O[Si](C)(C)C)[C@H]2O)C=C1	standard polar	2025-10-24	2062.41
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_19	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@@H]3[C@@H](NC4=C([NH]C(N)=NC4=O)N3[Si](C)(C)C)C([S-])=C2S)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard polar	2025-10-24	1987.98
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_20	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(N[C@H]3C([S-])=C2S)C(=O)N=C(N)N4[Si](C)(C)C)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard polar	2025-10-24	2660.26
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_21	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]2O[C@H]3NC4=C(C(=O)N=C(N)[NH]4)N([Si](C)(C)C)[C@H]3C([S-])=C2S)O[C@@H](N2C=CC(N)=NC2=O)[C@@H]1O	standard polar	2025-10-24	1860.79
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_22	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S[Si](C)(C)C)=C([S-])[C@@H]3N2)[NH]1	standard polar	2025-10-24	1589.22
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_23	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S[Si](C)(C)C)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O)C=C1	standard polar	2025-10-24	1777.92
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_24	C[Si](C)(C)SC1=C([S-])[C@H]2[C@H](NC3=C(C(=O)N=C(N)[NH]3)N2[Si](C)(C)C)O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O	standard polar	2025-10-24	1831.74
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_25	C[Si](C)(C)SC1=C([S-])[C@@H]2NC3=C(N[C@@H]2O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O)N([Si](C)(C)C)C(N)=NC3=O	standard polar	2025-10-24	2057.84
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_26	C[Si](C)(C)SC1=C([S-])[C@@H]2NC3=C([NH]C(N)=NC3=O)N([Si](C)(C)C)[C@@H]2O[C@@H]1COP(=O)([O-])OP(=O)([O-])OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2854.11
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_27	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N[Si](C)(C)C)[NH]5)[C@@H](O)[C@H]2O)C=C1	standard polar	2025-10-24	1816.52
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_28	C[Si](C)(C)N(C1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)[NH]1)[Si](C)(C)C	standard polar	2025-10-24	792.771
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_29	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2)N1[Si](C)(C)C	standard polar	2025-10-24	2812.89
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_30	C[Si](C)(C)NC1=NC(=O)C2=C([NH]1)N([Si](C)(C)C)[C@@H]1O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](N4C=CC(N)=NC4=O)[C@H](O)[C@@H]3O)C(S)=C([S-])[C@@H]1N2	standard polar	2025-10-24	1200.8
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_31	C[Si](C)(C)NC1=NC(=O)C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]3N2[Si](C)(C)C)[NH]1	standard polar	2025-10-24	649.192
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_32	C[Si](C)(C)N(C1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)[NH]5)[C@@H](O)[C@H]2O)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1482.25
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_33	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H]4[C@@H](NC5=C([NH]C(N)=NC5=O)N4[Si](C)(C)C)C([S-])=C3S)[C@@H](O)[C@H]2O)C=C1	standard polar	2025-10-24	1899.34
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_34	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(N[C@H]4C([S-])=C3S)C(=O)N=C(N)N5[Si](C)(C)C)[C@@H](O)[C@H]2O)C=C1	standard polar	2025-10-24	2263.88
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_35	C[Si](C)(C)NC1=NC(=O)N([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@H]4NC5=C(C(=O)N=C(N)[NH]5)N([Si](C)(C)C)[C@H]4C([S-])=C3S)[C@@H](O)[C@H]2O)C=C1	standard polar	2025-10-24	961.663
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_36	C[Si](C)(C)N1C2=C(N[C@H]3C([S-])=C(S)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)O[C@H]31)C(=O)N=C(N)N2[Si](C)(C)C	standard polar	2025-10-24	1602.39
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_37	C[Si](C)(C)N1C2=C(C(=O)N=C(N)[NH]2)N([Si](C)(C)C)[C@H]2C([S-])=C(S)[C@@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](N4C=CC(N)=NC4=O)[C@H](O)[C@@H]3O)O[C@H]21	standard polar	2025-10-24	1917.75
Gas Chromatography	Molybdopterin cytosine dinucleotide_TMS_38	C[Si](C)(C)N1C2=C(N[C@@H]3O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]4O[C@@H](N5C=CC(N)=NC5=O)[C@H](O)[C@@H]4O)C(S)=C([S-])[C@@H]31)N([Si](C)(C)C)C(N)=NC2=O	standard polar	2025-10-24	2528.27

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49792073

PDB ID

Not Available

ChEBI ID

60536

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Parschat K, Hauer B, Kappl R, Kraft R, Huttermann J, Fetzner S: Gene cluster of Arthrobacter ilicis Ru61a involved in the degradation of quinaldine to anthranilate: characterization and functional expression of the quinaldine 4-oxidase qoxLMS genes. J Biol Chem. 2003 Jul 25;278(30):27483-94. doi: 10.1074/jbc.M301330200. Epub 2003 May 2. [PubMed:12730200 ]
Neumann M, Mittelstadt G, Seduk F, Iobbi-Nivol C, Leimkuhler S: MocA is a specific cytidylyltransferase involved in molybdopterin cytosine dinucleotide biosynthesis in Escherichia coli. J Biol Chem. 2009 Aug 14;284(33):21891-21898. doi: 10.1074/jbc.M109.008565. Epub 2009 Jun 19. [PubMed:19542235 ]
Keseler IM, Collado-Vides J, Santos-Zavaleta A, Peralta-Gil M, Gama-Castro S, Muniz-Rascado L, Bonavides-Martinez C, Paley S, Krummenacker M, Altman T, Kaipa P, Spaulding A, Pacheco J, Latendresse M, Fulcher C, Sarker M, Shearer AG, Mackie A, Paulsen I, Gunsalus RP, Karp PD: EcoCyc: a comprehensive database of Escherichia coli biology. Nucleic Acids Res. 2011 Jan;39(Database issue):D583-90. doi: 10.1093/nar/gkq1143. Epub 2010 Nov 21. [PubMed:21097882 ]

Showing metabocard for Molybdopterin cytosine dinucleotide (MMDBc0031667)

MOL for #<Metabolite:0x00007fc938d6bb00>

3D MOL for #<Metabolite:0x00007fc938d6bb00>

3D SDF for #<Metabolite:0x00007fc938d6bb00>

3D-SDF for #<Metabolite:0x00007fc938d6bb00>

PDB for #<Metabolite:0x00007fc938d6bb00>

3D PDB for #<Metabolite:0x00007fc938d6bb00>

SMILES for #<Metabolite:0x00007fc938d6bb00>

INCHI for #<Metabolite:0x00007fc938d6bb00>

Structure for #<Metabolite:0x00007fc938d6bb00>

3D Structure for #<Metabolite:0x00007fc938d6bb00>