NP-MRD: Showing NP-Card for Uridine diphosphate glucose (NP0000943)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2024-09-17 15:43:30 UTC

NP-MRD ID

NP0000943

Natural Product DOI

https://doi.org/10.57994/2827

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Uridine diphosphate glucose

Description

Uridine diphosphate glucose, also known as UDP-glucose or UDP-alpha-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Uridine diphosphate glucose exists in all living species, ranging from bacteria to plants to humans. Uridine diphosphate glucose is a key intermediate in carbohydrate metabolism. For instance, UDP-glucose is a precursor of glycogen and can be converted into UDP-galactose and UDP-glucuronic acid, which can then be used as substrates by the enzymes that make polysaccharides containing galactose and glucuronic acid. UDP-glucose can also be used as a precursor for the biosynthesis of sucrose, lipopolysaccharides and glycosphingolipids. Within humans, uridine diphosphate glucose participates in a number of enzymatic reactions. In particular, ceramide (D18:1/18:0) And uridine diphosphate glucose can be converted into glucosylceramide (D18:1/18:0) And uridine 5'-diphosphate through the action of the enzyme ceramide glucosyltransferase. In addition, glucosylceramide (D18:1/18:0) And uridine diphosphate glucose can be biosynthesized from lactosylceramide (D18:1/18:0) And uridine 5'-diphosphate through its interaction with the enzyme Beta-1,4-galactosyltransferase 6.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309032023592D          

 36 38  0  0  1  0            999 V2000
   24.0281  -10.2408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.8185   -9.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3852   -9.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7874  -11.0485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4371  -10.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9904   -9.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7150  -10.2614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9590  -11.0485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2721  -11.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2241  -10.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2722  -11.3372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7671   -8.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9280  -10.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4710  -11.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3925   -9.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3439  -10.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1762   -9.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5223  -10.5812    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.7009  -10.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5190  -11.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5190   -9.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8796  -10.5778    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.8726  -11.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8726   -9.7529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0548  -10.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3402  -10.9903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3402  -11.8153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.0548  -12.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9113  -11.8153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1968  -12.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6258  -12.2278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9113  -10.9903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1968  -10.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4822  -10.9903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6258  -10.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6258  -13.0528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  6  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  1  0  0  0
  7  8  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 25  1  0  0  0  0
 22 24  2  0  0  0  0
 26 25  1  6  0  0  0
 27 26  1  0  0  0  0
 35 26  1  0  0  0  0
 35 32  1  0  0  0  0
 32 29  1  0  0  0  0
 29 31  1  0  0  0  0
 31 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 30  1  6  0  0  0
 31 36  1  1  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0000286
     RDKit          3D
Uridine diphosphate glucose
 60 62  0  0  0  0  0  0  0  0999 V2000
   -7.7910    4.1328   -0.3775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2085    3.0252   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1150    2.7198   -1.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5015    1.5049   -0.9333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9596    0.6121   -0.0700 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3747   -0.6664    0.1098 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0065   -0.6418    0.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -2.0222    0.4496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2595   -2.2152    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7264   -1.5463    1.5401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513   -1.6935    1.6332 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3113   -3.1098    1.2380 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.4828    3.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.5882    0.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154   -0.4620    0.8068 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.8361   -1.8910    0.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302    0.4258    2.1596 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889    0.1613   -0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2912    0.6141   -0.3777 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1394   -0.1345   -1.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4739    0.1033   -0.9394 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9850   -0.9228    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243   -2.1748   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    1.5110   -0.4795 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0597    1.8287   -0.8772 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7680    2.4305   -1.1654 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0787    3.7605   -1.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    2.0846   -0.6650 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4075    2.5098   -1.5745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4633   -2.6618   -0.6847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2586   -3.7002   -0.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204   -1.5452   -1.1241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7017   -2.0490   -1.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0407    0.9379    0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4909    0.0909    1.5099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6698    2.1139    0.5897 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7496    3.4486   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    1.2395   -1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8454   -1.2390    0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1451   -2.3452    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8473   -1.7912   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507   -3.2589    0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467   -0.6032    3.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1509   -0.1553    2.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    0.4381    0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0547   -0.0618   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0245   -0.7042    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3480   -0.8309    0.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -2.8968    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6396    1.6276    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0693    2.3719   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8128    2.1555   -2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0216    3.9207   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1973    2.6304    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1710    1.7110   -2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137   -2.9838   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1095   -3.3759    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9994   -1.0554   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0719   -1.6232   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5110    2.3218    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  1  0
 34 35  2  0
 34 36  1  0
 36  2  1  0
 32  6  1  0
 28 19  1  0
  3 37  1  0
  4 38  1  0
  6 39  1  1
  8 40  1  1
  9 41  1  0
  9 42  1  0
 13 43  1  0
 17 44  1  0
 19 45  1  1
 21 46  1  6
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  1
 29 55  1  0
 30 56  1  6
 31 57  1  0
 32 58  1  6
 33 59  1  0
 36 60  1  0
M  END


  Mrv1652309032023592D          

 36 38  0  0  1  0            999 V2000
   24.0281  -10.2408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.8185   -9.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3852   -9.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7874  -11.0485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4371  -10.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9904   -9.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7150  -10.2614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9590  -11.0485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2721  -11.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2241  -10.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2722  -11.3372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7671   -8.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9280  -10.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4710  -11.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3925   -9.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3439  -10.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1762   -9.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5223  -10.5812    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.7009  -10.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5190  -11.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5190   -9.7597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8796  -10.5778    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.8726  -11.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8726   -9.7529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0548  -10.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3402  -10.9903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3402  -11.8153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.0548  -12.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9113  -11.8153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1968  -12.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6258  -12.2278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9113  -10.9903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1968  -10.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4822  -10.9903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6258  -10.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6258  -13.0528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  6  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  2  0  0  0  0
  7 13  1  1  0  0  0
  7  8  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 18 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 25  1  0  0  0  0
 22 24  2  0  0  0  0
 26 25  1  6  0  0  0
 27 26  1  0  0  0  0
 35 26  1  0  0  0  0
 35 32  1  0  0  0  0
 32 29  1  0  0  0  0
 29 31  1  0  0  0  0
 31 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 30  1  6  0  0  0
 31 36  1  1  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000943

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1

> <INCHI_KEY>
HSCJRCZFDFQWRP-JZMIEXBBSA-N

> <FORMULA>
C15H24N2O17P2

> <MOLECULAR_WEIGHT>
566.3018

> <EXACT_MASS>
566.055020376

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.39041999146114

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-4.996608078666667

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.176325128018932

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7326003066859688

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6484093801081894

> <JCHEM_POLAR_SURFACE_AREA>
291.53999999999996

> <JCHEM_REFRACTIVITY>
106.45579999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
udp-α-D-glucose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000286
     RDKit          3D
Uridine diphosphate glucose
 60 62  0  0  0  0  0  0  0  0999 V2000
   -7.7910    4.1328   -0.3775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2085    3.0252   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1150    2.7198   -1.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5015    1.5049   -0.9333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9596    0.6121   -0.0700 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3747   -0.6664    0.1098 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0065   -0.6418    0.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -2.0222    0.4496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2595   -2.2152    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7264   -1.5463    1.5401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513   -1.6935    1.6332 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3113   -3.1098    1.2380 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.4828    3.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.5882    0.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154   -0.4620    0.8068 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.8361   -1.8910    0.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302    0.4258    2.1596 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889    0.1613   -0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2912    0.6141   -0.3777 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1394   -0.1345   -1.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4739    0.1033   -0.9394 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9850   -0.9228    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243   -2.1748   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    1.5110   -0.4795 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0597    1.8287   -0.8772 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7680    2.4305   -1.1654 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0787    3.7605   -1.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    2.0846   -0.6650 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4075    2.5098   -1.5745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4633   -2.6618   -0.6847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2586   -3.7002   -0.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204   -1.5452   -1.1241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7017   -2.0490   -1.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0407    0.9379    0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4909    0.0909    1.5099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6698    2.1139    0.5897 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7496    3.4486   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    1.2395   -1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8454   -1.2390    0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1451   -2.3452    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8473   -1.7912   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507   -3.2589    0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467   -0.6032    3.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1509   -0.1553    2.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    0.4381    0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0547   -0.0618   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0245   -0.7042    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3480   -0.8309    0.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -2.8968    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6396    1.6276    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0693    2.3719   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8128    2.1555   -2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0216    3.9207   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1973    2.6304    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1710    1.7110   -2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137   -2.9838   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1095   -3.3759    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9994   -1.0554   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0719   -1.6232   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5110    2.3218    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  1  0
 34 35  2  0
 34 36  1  0
 36  2  1  0
 32  6  1  0
 28 19  1  0
  3 37  1  0
  4 38  1  0
  6 39  1  1
  8 40  1  1
  9 41  1  0
  9 42  1  0
 13 43  1  0
 17 44  1  0
 19 45  1  1
 21 46  1  6
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  1
 29 55  1  0
 30 56  1  6
 31 57  1  0
 32 58  1  6
 33 59  1  0
 36 60  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0      44.852 -19.116   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      46.328 -18.635   0.000  0.00  0.00           N+0
HETATM    3  O   UNK     0      43.652 -18.237   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      44.403 -20.624   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      47.483 -19.661   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      46.649 -17.128   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      42.401 -19.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.857 -20.624   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      45.308 -21.862   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      48.952 -19.174   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      47.175 -21.163   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      48.099 -16.633   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.932 -18.680   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      41.946 -21.855   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      49.266 -17.666   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      39.842 -19.752   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      50.729 -17.185   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      38.308 -19.752   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      36.775 -19.752   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      38.302 -21.285   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      38.302 -18.218   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0      35.242 -19.745   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      35.229 -21.278   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      35.229 -18.205   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      33.702 -19.745   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      32.368 -20.515   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      32.368 -22.055   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      33.702 -22.825   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      29.701 -22.055   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      28.367 -22.825   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      31.035 -22.825   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.701 -20.515   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      28.367 -19.745   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      27.033 -20.515   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      31.035 -19.745   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      31.035 -24.365   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    8                                                  
CONECT    8    4    7   14                                                  
CONECT    9    4                                                            
CONECT   10    5   15                                                       
CONECT   11    5                                                            
CONECT   12    6   15                                                       
CONECT   13    7   16                                                       
CONECT   14    8                                                            
CONECT   15   10   12   17                                                  
CONECT   16   13   18                                                       
CONECT   17   15                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18   22                                                       
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   19   23   25   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   35                                                  
CONECT   27   26   31   28                                                  
CONECT   28   27                                                            
CONECT   29   32   31   30                                                  
CONECT   30   29                                                            
CONECT   31   29   27   36                                                  
CONECT   32   35   29   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   26   32                                                       
CONECT   36   31                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0000286
HETATM    1  O1  UNL     1      -7.791   4.133  -0.378  1.00  0.00           O  
HETATM    2  C1  UNL     1      -7.208   3.025  -0.286  1.00  0.00           C  
HETATM    3  C2  UNL     1      -6.115   2.720  -1.055  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.501   1.505  -0.933  1.00  0.00           C  
HETATM    5  N1  UNL     1      -5.960   0.612  -0.070  1.00  0.00           N  
HETATM    6  C4  UNL     1      -5.375  -0.666   0.110  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.007  -0.642   0.372  1.00  0.00           O  
HETATM    8  C5  UNL     1      -3.737  -2.022   0.450  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.259  -2.215   0.437  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.726  -1.546   1.540  1.00  0.00           O  
HETATM   11  P1  UNL     1      -0.051  -1.694   1.633  1.00  0.00           P  
HETATM   12  O4  UNL     1       0.311  -3.110   1.238  1.00  0.00           O  
HETATM   13  O5  UNL     1       0.450  -1.483   3.234  1.00  0.00           O  
HETATM   14  O6  UNL     1       0.645  -0.588   0.593  1.00  0.00           O  
HETATM   15  P2  UNL     1       2.315  -0.462   0.807  1.00  0.00           P  
HETATM   16  O7  UNL     1       2.836  -1.891   0.983  1.00  0.00           O  
HETATM   17  O8  UNL     1       2.730   0.426   2.160  1.00  0.00           O  
HETATM   18  O9  UNL     1       2.989   0.161  -0.613  1.00  0.00           O  
HETATM   19  C7  UNL     1       4.291   0.614  -0.378  1.00  0.00           C  
HETATM   20  O10 UNL     1       5.139  -0.134  -1.191  1.00  0.00           O  
HETATM   21  C8  UNL     1       6.474   0.103  -0.939  1.00  0.00           C  
HETATM   22  C9  UNL     1       6.985  -0.923   0.050  1.00  0.00           C  
HETATM   23  O11 UNL     1       6.824  -2.175  -0.495  1.00  0.00           O  
HETATM   24  C10 UNL     1       6.759   1.511  -0.479  1.00  0.00           C  
HETATM   25  O12 UNL     1       8.060   1.829  -0.877  1.00  0.00           O  
HETATM   26  C11 UNL     1       5.768   2.431  -1.165  1.00  0.00           C  
HETATM   27  O13 UNL     1       6.079   3.761  -1.010  1.00  0.00           O  
HETATM   28  C12 UNL     1       4.380   2.085  -0.665  1.00  0.00           C  
HETATM   29  O14 UNL     1       3.407   2.510  -1.575  1.00  0.00           O  
HETATM   30  C13 UNL     1      -4.463  -2.662  -0.685  1.00  0.00           C  
HETATM   31  O15 UNL     1      -5.259  -3.700  -0.212  1.00  0.00           O  
HETATM   32  C14 UNL     1      -5.420  -1.545  -1.124  1.00  0.00           C  
HETATM   33  O16 UNL     1      -6.702  -2.049  -1.329  1.00  0.00           O  
HETATM   34  C15 UNL     1      -7.041   0.938   0.678  1.00  0.00           C  
HETATM   35  O17 UNL     1      -7.491   0.091   1.510  1.00  0.00           O  
HETATM   36  N2  UNL     1      -7.670   2.114   0.590  1.00  0.00           N  
HETATM   37  H1  UNL     1      -5.750   3.449  -1.753  1.00  0.00           H  
HETATM   38  H2  UNL     1      -4.627   1.240  -1.537  1.00  0.00           H  
HETATM   39  H3  UNL     1      -5.845  -1.239   0.925  1.00  0.00           H  
HETATM   40  H4  UNL     1      -4.145  -2.345   1.442  1.00  0.00           H  
HETATM   41  H5  UNL     1      -1.847  -1.791  -0.522  1.00  0.00           H  
HETATM   42  H6  UNL     1      -1.951  -3.259   0.484  1.00  0.00           H  
HETATM   43  H7  UNL     1       0.847  -0.603   3.404  1.00  0.00           H  
HETATM   44  H8  UNL     1       3.151  -0.155   2.868  1.00  0.00           H  
HETATM   45  H9  UNL     1       4.530   0.438   0.692  1.00  0.00           H  
HETATM   46  H10 UNL     1       7.055  -0.062  -1.881  1.00  0.00           H  
HETATM   47  H11 UNL     1       8.024  -0.704   0.318  1.00  0.00           H  
HETATM   48  H12 UNL     1       6.348  -0.831   0.956  1.00  0.00           H  
HETATM   49  H13 UNL     1       7.138  -2.897   0.105  1.00  0.00           H  
HETATM   50  H14 UNL     1       6.640   1.628   0.618  1.00  0.00           H  
HETATM   51  H15 UNL     1       8.069   2.372  -1.693  1.00  0.00           H  
HETATM   52  H16 UNL     1       5.813   2.156  -2.258  1.00  0.00           H  
HETATM   53  H17 UNL     1       7.022   3.921  -0.711  1.00  0.00           H  
HETATM   54  H18 UNL     1       4.197   2.630   0.284  1.00  0.00           H  
HETATM   55  H19 UNL     1       3.171   1.711  -2.138  1.00  0.00           H  
HETATM   56  H20 UNL     1      -3.814  -2.984  -1.514  1.00  0.00           H  
HETATM   57  H21 UNL     1      -6.110  -3.376   0.178  1.00  0.00           H  
HETATM   58  H22 UNL     1      -4.999  -1.055  -2.015  1.00  0.00           H  
HETATM   59  H23 UNL     1      -7.072  -1.623  -2.142  1.00  0.00           H  
HETATM   60  H24 UNL     1      -8.511   2.322   1.196  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   36
CONECT    3    4    4   37
CONECT    4    5   38
CONECT    5    6   34
CONECT    6    7   32   39
CONECT    7    8
CONECT    8    9   30   40
CONECT    9   10   41   42
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   43
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   44
CONECT   18   19
CONECT   19   20   28   45
CONECT   20   21
CONECT   21   22   24   46
CONECT   22   23   47   48
CONECT   23   49
CONECT   24   25   26   50
CONECT   25   51
CONECT   26   27   28   52
CONECT   27   53
CONECT   28   29   54
CONECT   29   55
CONECT   30   31   32   56
CONECT   31   57
CONECT   32   33   58
CONECT   33   59
CONECT   34   35   35   36
CONECT   36   60
END

HMDB0000286
     RDKit          3D
Uridine diphosphate glucose
 60 62  0  0  0  0  0  0  0  0999 V2000
   -7.7910    4.1328   -0.3775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2085    3.0252   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1150    2.7198   -1.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5015    1.5049   -0.9333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9596    0.6121   -0.0700 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3747   -0.6664    0.1098 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0065   -0.6418    0.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7371   -2.0222    0.4496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2595   -2.2152    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7264   -1.5463    1.5401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513   -1.6935    1.6332 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3113   -3.1098    1.2380 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -1.4828    3.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451   -0.5882    0.5927 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154   -0.4620    0.8068 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.8361   -1.8910    0.9834 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302    0.4258    2.1596 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889    0.1613   -0.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2912    0.6141   -0.3777 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1394   -0.1345   -1.1910 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4739    0.1033   -0.9394 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9850   -0.9228    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8243   -2.1748   -0.4953 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586    1.5110   -0.4795 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0597    1.8287   -0.8772 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7680    2.4305   -1.1654 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0787    3.7605   -1.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    2.0846   -0.6650 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4075    2.5098   -1.5745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4633   -2.6618   -0.6847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2586   -3.7002   -0.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204   -1.5452   -1.1241 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7017   -2.0490   -1.3287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0407    0.9379    0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4909    0.0909    1.5099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6698    2.1139    0.5897 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7496    3.4486   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6275    1.2395   -1.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8454   -1.2390    0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1451   -2.3452    1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8473   -1.7912   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507   -3.2589    0.4840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8467   -0.6032    3.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1509   -0.1553    2.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    0.4381    0.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0547   -0.0618   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0245   -0.7042    0.3176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3480   -0.8309    0.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -2.8968    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6396    1.6276    0.6183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0693    2.3719   -1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8128    2.1555   -2.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0216    3.9207   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1973    2.6304    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1710    1.7110   -2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137   -2.9838   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1095   -3.3759    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9994   -1.0554   -2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0719   -1.6232   -2.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5110    2.3218    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  8 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5 34  1  0
 34 35  2  0
 34 36  1  0
 36  2  1  0
 32  6  1  0
 28 19  1  0
  3 37  1  0
  4 38  1  0
  6 39  1  1
  8 40  1  1
  9 41  1  0
  9 42  1  0
 13 43  1  0
 17 44  1  0
 19 45  1  1
 21 46  1  6
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  1
 29 55  1  0
 30 56  1  6
 31 57  1  0
 32 58  1  6
 33 59  1  0
 36 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
GLUCOSE-uridine-C1,5'-diphosphATE	ChEBI
UDP-D-Glucose	ChEBI
UDPglucose	ChEBI
URIDINE-5'-diphosphATE-glucose	ChEBI
UDP-alpha-D-Glucose	Kegg
GLUCOSE-uridine-C1,5'-diphosphoric acid	Generator
URIDINE-5'-diphosphoric acid-glucose	Generator
UDP-a-D-Glucose	Generator
UDP-Α-D-glucose	Generator
Uridine diphosphoric acid glucose	Generator
Diphosphate glucose, uridine	HMDB
Diphosphoglucose, uridine	HMDB
Glucose, UDP	HMDB
Glucose, uridine diphosphate	HMDB
UDP Glucose	HMDB
UDPG	HMDB
Uridine diphosphoglucose	HMDB
UDP-GLC	HMDB
UDP-Glucose	HMDB
Uridine 5'-(alpha-D-glucopyranosyl pyrophosphate)	HMDB
Uridine 5'-(α-D-glucopyranosyl pyrophosphate)	HMDB
Uridine 5'-diphosphate glucose	HMDB
Uridine 5'-diphospho-alpha-D-glucose	HMDB
Uridine 5'-diphospho-α-D-glucose	HMDB
Uridine 5'-diphosphoglucose	HMDB
Uridine 5’-(α-D-glucopyranosyl pyrophosphate)	HMDB
Uridine 5’-diphosphate glucose	HMDB
Uridine 5’-diphospho-α-D-glucose	HMDB
Uridine 5’-diphosphoglucose	HMDB
Uridine diphospho-D-glucose	HMDB
Uridine pyrophosphate-glucose	HMDB
Uridine diphosphate glucose	ChEBI

Chemical Formula

C₁₅H₂₄N₂O₁₇P₂

Average Mass

566.3018 Da

Monoisotopic Mass

566.05502 Da

IUPAC Name

[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

Traditional Name

udp-α-D-glucose

CAS Registry Number

133-89-1

SMILES

OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1

InChI Key

HSCJRCZFDFQWRP-JZMIEXBBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, D2O, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-17	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, D2O, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, D2O, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D2O, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D2O, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-17	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.133705802, D₂O, simulated)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-17	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Arabidopsis thaliana	KNApSAcK Database	22123792
Cannabis sativa	CannabisDB	Not Available
Coffea arabica	KNApSAcK Database	22123792
Glycine max	LOTUS Database	35616633
Helianthus tuberosus	LOTUS Database	35616633
Punica granatum	KNApSAcK Database	22123792
Streptomyces hygroscopicus	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Escherichia coli	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Urea
Secondary alcohol
Lactam
Polyol
Oxacycle
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Primary alcohol
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-D-glucose (CHEBI:46229 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	15 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	291.54 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	106.46 m³·mol⁻¹	ChemAxon
Polarizability	45.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0000286

DrugBank ID

DB01861

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Uridine_diphosphate_glucose

METLIN ID

Not Available

PubChem Compound

8629

PDB ID

Not Available

ChEBI ID

46229

Good Scents ID

Not Available

References

General References

Tarantino G, Morelli L, Califano C: [Uridine diphosphate glucose (UDPG) in the treatment of hepatic disease from chronic alcohol abuse]. Riv Eur Sci Med Farmacol. 1990 Apr;12(2):109-17. [PubMed:2080308 ]
Schwartz AL, Rall TW: Hormonal regulation of glycogen metabolism in human fetal liver. II. Regulation of glycogen synthase activity. Diabetes. 1975 Dec;24(12):1113-22. [PubMed:811498 ]
Hers HG: Mechanisms of blood glucose homeostasis. J Inherit Metab Dis. 1990;13(4):395-410. [PubMed:2122108 ]
Ng WG, Xu YK, Kaufman FR, Donnell GN: Deficit of uridine diphosphate galactose in galactosaemia. J Inherit Metab Dis. 1989;12(3):257-66. [PubMed:2515367 ]
Marschall HU, Matern H, Wietholtz H, Egestad B, Matern S, Sjovall J: Bile acid N-acetylglucosaminidation. In vivo and in vitro evidence for a selective conjugation reaction of 7 beta-hydroxylated bile acids in humans. J Clin Invest. 1992 Jun;89(6):1981-7. [PubMed:1602004 ]
Haugen HF, Skrede S: Nucleotide pyrophosphatase and phosphodiesterase I. Demonstration of activity in normal serum, and an increase in cholestatic liver disease. Scand J Gastroenterol. 1976;11(2):121-7. [PubMed:4880 ]
Reynolds TH 4th, Pak Y, Harris TE, Manchester J, Barrett EJ, Lawrence JC Jr: Effects of insulin and transgenic overexpression of UDP-glucose pyrophosphorylase on UDP-glucose and glycogen accumulation in skeletal muscle fibers. J Biol Chem. 2005 Feb 18;280(7):5510-5. Epub 2004 Dec 13. [PubMed:15596435 ]

Showing NP-Card for Uridine diphosphate glucose (NP0000943)

MOL for NP0000943 (Uridine diphosphate glucose)

3D MOL for NP0000943 (Uridine diphosphate glucose)

3D SDF for NP0000943 (Uridine diphosphate glucose)

3D-SDF for NP0000943 (Uridine diphosphate glucose)

PDB for NP0000943 (Uridine diphosphate glucose)

3D PDB for NP0000943 (Uridine diphosphate glucose)

SMILES for NP0000943 (Uridine diphosphate glucose)

INCHI for NP0000943 (Uridine diphosphate glucose)

Structure for NP0000943 (Uridine diphosphate glucose)

3D Structure for NP0000943 (Uridine diphosphate glucose)