MiMeDB: Showing metabocard for UDP-alpha-D-glucose (MMDBc0057280)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-11-10 23:58:22 UTC

Update Date

2022-12-15 22:52:23 UTC

Metabolite ID

MMDBc0057280

Metabolite Identification

Common Name

UDP-alpha-D-glucose

Description

Uridine diphosphate glucose, also known as udpglucose 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 is an extremely weak basic (essentially neutral) compound (based on its pKa). Uridine diphosphate glucose exists in all living species, ranging from bacteria to humans. Within humans, uridine diphosphate glucose participates in a number of enzymatic reactions. In particular, galactose 1-phosphate and uridine diphosphate glucose can be biosynthesized from uridine diphosphategalactose and glucose 1-phosphate; which is catalyzed by the enzyme galactose-1-phosphate uridylyltransferase. In addition, uridine diphosphate glucose can be biosynthesized from uridine diphosphategalactose through its interaction with the enzyme UDP-glucose 4-epimerase. In humans, uridine diphosphate glucose is involved in galactose metabolism. Outside of the human body, Uridine diphosphate glucose has been detected, but not quantified in, several different foods, such as tea, ostrich ferns, chickpea, cinnamons, and sourdoughs. This could make uridine diphosphate glucose a potential biomarker for the consumption of these foods.

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>
MMDBc0057280

> <DATABASE_NAME>
MIME

> <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

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

Molecular Formula

C₁₅H₂₄N₂O₁₇P₂

Average Mass

566.3018

Monoisotopic Mass

566.055020376

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

Not Available

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

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 )

Functional Ontology

Not Available

Physical Properties

State

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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-054k-3933570000-89f658b2d26ff158d84c	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fk9-4942706000-3a83736296429f83adee	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Uridine diphosphate glucose,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-014i-0000090000-1692ab5f5dad1cf7e436	2019-05-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-015a-0439510000-69e7cd4c2c365a24706b	2019-05-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0109-5753970000-03f34041208ba93ef87a	2019-05-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00fr-9257000000-73b85a465d99ce92467d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00ba-9333000000-b57dc1340555f1a997b4	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00fr-9257000000-ba1e6c754b8f04d5b659	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0002-9000000000-9bd63595c19dbe18d143	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0009000000-4b94aa10fd96d2d9c505	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0009000000-996cd4acdaa34c877460	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0901110000-4b81825405869909992e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-3911000000-6fd09254750e77963110	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-5900000000-03a2a98eb0aa84737530	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-4901260000-8396a090c14de7f2d708	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ox-8907020000-94410556a0288cb8167b	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06tf-5901000000-10132c85ad33464d4eef	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-0000960000-6404d8d944e1ae6f30e2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-07e1-2322960000-6af539ce21752f9023ba	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08fr-9732000000-b0c81adc41b1d799e1e8	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000090000-8cab8f2bc0fb9e9e8ba9	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-057j-9203870000-d60681ff91f741bdb867	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-3519000000-67ca2f9355ef7f94a47d	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)		2019-05-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2019-05-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2019-05-22	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum
Golgi apparatus

Biospecimen Locations

Liver
Skeletal Muscle

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

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

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000286

DrugBank ID

DB01861

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005660

KNApSAcK ID

C00001514

Chemspider ID

Not Available

KEGG Compound ID

C00029

BioCyc ID

CPD-12575

BiGG ID

Not Available

Wikipedia Link

Uridine_diphosphate_glucose

METLIN ID

Not Available

PubChem Compound

8629

PDB ID

Not Available

ChEBI ID

46229

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for UDP-alpha-D-glucose (MMDBc0057280)

MOL for #<Metabolite:0x00007fdb27aeafd8>

3D MOL for #<Metabolite:0x00007fdb27aeafd8>

3D SDF for #<Metabolite:0x00007fdb27aeafd8>

3D-SDF for #<Metabolite:0x00007fdb27aeafd8>

PDB for #<Metabolite:0x00007fdb27aeafd8>

3D PDB for #<Metabolite:0x00007fdb27aeafd8>

SMILES for #<Metabolite:0x00007fdb27aeafd8>

INCHI for #<Metabolite:0x00007fdb27aeafd8>

Structure for #<Metabolite:0x00007fdb27aeafd8>

3D Structure for #<Metabolite:0x00007fdb27aeafd8>