NP-MRD: Showing NP-Card for Uridine diphosphategalactose (NP0000309)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2020-11-24 22:14:29 UTC

NP-MRD ID

NP0000309

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Uridine diphosphategalactose

Description

Uridine diphosphategalactose (UDPgal) is a nucleoside diphosphate sugar which can be epimerized into UDPglucose for entry into the mainstream of carbohydrate metabolism. UDPgal is a pivotal compound in the metabolism of galactose. UDPgal is a product of the galactose-l-phosphate uridyl transferase (EC 2.7.7.10) Reaction but may also be made from Glucose-l-P, involving uridine diphosphate galactose-4-epimerase (EC 5.1.3.2). UDPgal is the necessary galactosyl donor of galactose in the metabolism to incorporate it into complex oligosaccharides, glycoproteins and glycolipids (galactosides). Defective galactosylation of complex glycoconjugates exists in tissues from galactosemic patients. There is a tendency for galactosemic red cell UDPgal to be in the low normal range with a high uridine diphosphate glucose to UDP-gal ratio. This may reflect an inability of red cell UDPgal-4'-epimerase to maintain a normal ratio and consequently higher levels of UDPgal. In the more complex white blood cells and cultured fibroblasts, the UDPgal content and the uridine diphosphate glucose to UDPgal ratio of galactosemics are normal. Therefore, defective galactosylation observed in galactosemic fibroblasts must result from a defect in the transfer of galactose from UDPgal to these moieties. (PMID: 2122114 , 7671968 ).

Structure

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


  Mrv1652307172000052D          

 36 38  0  0  0  0            999 V2000
 9996.7322 9997.8355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5234 9997.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0311 9999.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5531 9998.4495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7456 9999.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.4604 9999.6859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9994.122310000.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3740 9999.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.047910000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.872910000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.2856 9999.6880    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.0012 9999.2765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.873110000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.698110000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.4284 9998.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.428410001.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.8576 9999.2765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.144010002.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.857610000.9272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.429110000.9259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.714610000.5134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.7146 9999.6883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.4291 9999.2759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10005.1436 9999.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.143610000.5134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.551810000.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.837310000.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8373 9999.6862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5518 9999.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2663 9999.6862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.266310000.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6453 9999.7683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9779 9999.2833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.2328 9998.4987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.0578 9998.4987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.3127 9999.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 16 18  1  0  0  0  0
 20 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 32 33  1  0  0  0  0
 32 36  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 34  1  1  1  0  0  0
 35  2  1  1  0  0  0
 36  3  1  6  0  0  0
 22 12  1  1  0  0  0
 23 15  1  1  0  0  0
 20 16  1  6  0  0  0
 24 17  1  6  0  0  0
 25 19  1  6  0  0  0
 33 30  1  6  0  0  0
 29  4  2  0  0  0  0
 27  7  2  0  0  0  0
M  END

HMDB0000302
     RDKit          3D
Uridine diphosphategalactose
 60 62  0  0  0  0  0  0  0  0999 V2000
    9.8330   -0.9152   -0.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6422   -0.8485   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7193   -0.4994   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946   -0.4243   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0049   -0.6893   -0.0251 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205   -0.5634    0.3590 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9263   -0.0830   -0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    0.3413   -0.1287 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7911    0.7647   -1.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    0.7030   -0.5355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404   -0.6015   -1.4616 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.7528   -0.0550   -2.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337   -1.7088   -1.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987   -1.2715   -0.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721   -0.2444    0.8802 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5748   -0.5082    1.8806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161    1.3812    0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1388   -0.4325    1.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -0.3451    0.7639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7868    0.8954    0.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9265    1.0772    0.0439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0456    1.4767    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1652    1.7041    0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4474   -0.1536   -0.6549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2291   -0.9000    0.2627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3992   -1.0004   -1.2700 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7273   -2.3434   -1.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -0.7434   -0.6856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5036    0.2829   -1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2884    1.3745    0.7533 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4822    1.8981    1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    0.5659    1.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0520    0.0968    2.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030   -1.0259    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5314   -1.2648    2.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2226   -1.1168    0.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0130   -0.2740   -2.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6174   -0.1617   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020   -1.5077    0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -0.5187    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7437    0.2356   -2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840    1.9025   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431   -2.2691   -2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    1.9392    1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623   -1.1127    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8522    1.9218   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2657    0.5416    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7408    2.2989    1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9567    2.3339   -0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1493    0.1812   -1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6977   -1.5580   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3273   -0.8733   -2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8074   -2.5834   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912   -1.7094   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6870    1.1631   -1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    2.1367    0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    2.9024    1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798    1.1590    1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    0.4097    3.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9371   -1.3810    1.3045 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  6
 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  1
 33 59  1  0
 36 60  1  0
M  END


  Mrv1652307172000052D          

 36 38  0  0  0  0            999 V2000
 9996.7322 9997.8355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5234 9997.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0311 9999.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5531 9998.4495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.7456 9999.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.4604 9999.6859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9994.122310000.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.3740 9999.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.047910000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.872910000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.2856 9999.6880    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.0012 9999.2765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.873110000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.698110000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.4284 9998.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.428410001.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.8576 9999.2765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.144010002.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.857610000.9272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.429110000.9259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.714610000.5134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.7146 9999.6883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.4291 9999.2759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10005.1436 9999.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.143610000.5134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.551810000.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.837310000.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8373 9999.6862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5518 9999.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2663 9999.6862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.266310000.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6453 9999.7683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9779 9999.2833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.2328 9998.4987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.0578 9998.4987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.3127 9999.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
 16 18  1  0  0  0  0
 20 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 32 33  1  0  0  0  0
 32 36  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 34  1  1  1  0  0  0
 35  2  1  1  0  0  0
 36  3  1  6  0  0  0
 22 12  1  1  0  0  0
 23 15  1  1  0  0  0
 20 16  1  6  0  0  0
 24 17  1  6  0  0  0
 25 19  1  6  0  0  0
 33 30  1  6  0  0  0
 29  4  2  0  0  0  0
 27  7  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000309

> <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-ABVWGUQPSA-N

> <FORMULA>
C15H24N2O17P2

> <MOLECULAR_WEIGHT>
566.3018

> <EXACT_MASS>
566.055020376

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.41853143336648

> <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,5R,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>
106.45579999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000302
     RDKit          3D
Uridine diphosphategalactose
 60 62  0  0  0  0  0  0  0  0999 V2000
    9.8330   -0.9152   -0.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6422   -0.8485   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7193   -0.4994   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946   -0.4243   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0049   -0.6893   -0.0251 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205   -0.5634    0.3590 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9263   -0.0830   -0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    0.3413   -0.1287 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7911    0.7647   -1.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    0.7030   -0.5355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404   -0.6015   -1.4616 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.7528   -0.0550   -2.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337   -1.7088   -1.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987   -1.2715   -0.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721   -0.2444    0.8802 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5748   -0.5082    1.8806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161    1.3812    0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1388   -0.4325    1.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -0.3451    0.7639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7868    0.8954    0.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9265    1.0772    0.0439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0456    1.4767    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1652    1.7041    0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4474   -0.1536   -0.6549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2291   -0.9000    0.2627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3992   -1.0004   -1.2700 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7273   -2.3434   -1.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -0.7434   -0.6856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5036    0.2829   -1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2884    1.3745    0.7533 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4822    1.8981    1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    0.5659    1.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0520    0.0968    2.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030   -1.0259    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5314   -1.2648    2.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2226   -1.1168    0.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0130   -0.2740   -2.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6174   -0.1617   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020   -1.5077    0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -0.5187    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7437    0.2356   -2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840    1.9025   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431   -2.2691   -2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    1.9392    1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623   -1.1127    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8522    1.9218   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2657    0.5416    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7408    2.2989    1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9567    2.3339   -0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1493    0.1812   -1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6977   -1.5580   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3273   -0.8733   -2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8074   -2.5834   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912   -1.7094   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6870    1.1631   -1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    2.1367    0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    2.9024    1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798    1.1590    1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    0.4097    3.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9371   -1.3810    1.3045 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  6
 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  1
 33 59  1  0
 36 60  1  0
M  END

HEADER    PROTEIN                                 17-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-20         0                                  
HETATM    1  O   UNK     0    8660.5678662.626   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8663.9108662.611   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8664.8588666.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8658.3668663.772   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8666.1928665.312   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0    8667.5268666.080   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0    8655.6958668.394   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8669.2318665.102   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8666.7568667.416   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8668.2968667.416   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0    8670.9338666.084   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0    8672.2698665.316   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8670.1638667.424   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8671.7038667.424   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8674.9338663.780   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8674.9338669.937   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8677.6018665.316   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8676.2698670.704   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8677.6018668.397   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8674.9348668.395   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8673.6018667.625   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8673.6018666.085   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8674.9348665.315   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8676.2688666.085   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8676.2688667.625   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8658.3638668.391   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8657.0308667.621   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0    8657.0308666.081   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0    8658.3638665.311   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0    8659.6978666.081   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0    8659.6978667.621   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0    8662.2718666.234   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0    8661.0258665.329   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8661.5018663.864   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8663.0418663.864   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8663.5178665.329   0.000  0.00  0.00           C+0
CONECT    1   34                                                            
CONECT    2   35                                                            
CONECT    3    5   36                                                       
CONECT    4   29                                                            
CONECT    5    3    6                                                       
CONECT    6    5    8    9   10                                             
CONECT    7   27                                                            
CONECT    8    6   11                                                       
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    8   12   13   14                                             
CONECT   12   11   22                                                       
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   23                                                            
CONECT   16   18   20                                                       
CONECT   17   24                                                            
CONECT   18   16                                                            
CONECT   19   25                                                            
CONECT   20   25   21   16                                                  
CONECT   21   20   22                                                       
CONECT   22   23   21   12                                                  
CONECT   23   22   24   15                                                  
CONECT   24   23   25   17                                                  
CONECT   25   20   24   19                                                  
CONECT   26   27   31                                                       
CONECT   27   26   28    7                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30    4                                                  
CONECT   30   29   31   33                                                  
CONECT   31   26   30                                                       
CONECT   32   33   36                                                       
CONECT   33   34   32   30                                                  
CONECT   34   33   35    1                                                  
CONECT   35   34   36    2                                                  
CONECT   36   35   32    3                                                  
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

COMPND    HMDB0000302
HETATM    1  O1  UNL     1       9.833  -0.915  -0.971  1.00  0.00           O  
HETATM    2  C1  UNL     1       8.642  -0.848  -0.668  1.00  0.00           C  
HETATM    3  C2  UNL     1       7.719  -0.499  -1.619  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.395  -0.424  -1.285  1.00  0.00           C  
HETATM    5  N1  UNL     1       6.005  -0.689  -0.025  1.00  0.00           N  
HETATM    6  C4  UNL     1       4.621  -0.563   0.359  1.00  0.00           C  
HETATM    7  O2  UNL     1       3.926  -0.083  -0.772  1.00  0.00           O  
HETATM    8  C5  UNL     1       2.723   0.341  -0.129  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.791   0.765  -1.203  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.508   0.703  -0.535  1.00  0.00           O  
HETATM   11  P1  UNL     1      -0.240  -0.601  -1.462  1.00  0.00           P  
HETATM   12  O4  UNL     1      -0.753  -0.055  -2.691  1.00  0.00           O  
HETATM   13  O5  UNL     1       1.034  -1.709  -1.744  1.00  0.00           O  
HETATM   14  O6  UNL     1      -1.399  -1.271  -0.457  1.00  0.00           O  
HETATM   15  P2  UNL     1      -1.672  -0.244   0.880  1.00  0.00           P  
HETATM   16  O7  UNL     1      -0.575  -0.508   1.881  1.00  0.00           O  
HETATM   17  O8  UNL     1      -1.416   1.381   0.367  1.00  0.00           O  
HETATM   18  O9  UNL     1      -3.139  -0.432   1.593  1.00  0.00           O  
HETATM   19  C7  UNL     1      -4.246  -0.345   0.764  1.00  0.00           C  
HETATM   20  O10 UNL     1      -4.787   0.895   0.740  1.00  0.00           O  
HETATM   21  C8  UNL     1      -5.927   1.077   0.044  1.00  0.00           C  
HETATM   22  C9  UNL     1      -7.046   1.477   1.031  1.00  0.00           C  
HETATM   23  O11 UNL     1      -8.165   1.704   0.238  1.00  0.00           O  
HETATM   24  C10 UNL     1      -6.447  -0.154  -0.655  1.00  0.00           C  
HETATM   25  O12 UNL     1      -7.229  -0.900   0.263  1.00  0.00           O  
HETATM   26  C11 UNL     1      -5.399  -1.000  -1.270  1.00  0.00           C  
HETATM   27  O13 UNL     1      -5.727  -2.343  -1.098  1.00  0.00           O  
HETATM   28  C12 UNL     1      -3.991  -0.743  -0.686  1.00  0.00           C  
HETATM   29  O14 UNL     1      -3.504   0.283  -1.468  1.00  0.00           O  
HETATM   30  C13 UNL     1       3.288   1.375   0.753  1.00  0.00           C  
HETATM   31  O15 UNL     1       2.482   1.898   1.715  1.00  0.00           O  
HETATM   32  C14 UNL     1       4.462   0.566   1.364  1.00  0.00           C  
HETATM   33  O16 UNL     1       4.052   0.097   2.586  1.00  0.00           O  
HETATM   34  C15 UNL     1       6.903  -1.026   0.891  1.00  0.00           C  
HETATM   35  O17 UNL     1       6.531  -1.265   2.062  1.00  0.00           O  
HETATM   36  N2  UNL     1       8.223  -1.117   0.605  1.00  0.00           N  
HETATM   37  H1  UNL     1       8.013  -0.274  -2.666  1.00  0.00           H  
HETATM   38  H2  UNL     1       5.617  -0.162  -2.011  1.00  0.00           H  
HETATM   39  H3  UNL     1       4.202  -1.508   0.683  1.00  0.00           H  
HETATM   40  H4  UNL     1       2.325  -0.519   0.475  1.00  0.00           H  
HETATM   41  H5  UNL     1       1.744   0.236  -2.123  1.00  0.00           H  
HETATM   42  H6  UNL     1       1.884   1.902  -1.358  1.00  0.00           H  
HETATM   43  H7  UNL     1       0.843  -2.269  -2.507  1.00  0.00           H  
HETATM   44  H8  UNL     1      -1.447   1.939   1.173  1.00  0.00           H  
HETATM   45  H9  UNL     1      -4.962  -1.113   1.118  1.00  0.00           H  
HETATM   46  H10 UNL     1      -5.852   1.922  -0.664  1.00  0.00           H  
HETATM   47  H11 UNL     1      -7.266   0.542   1.628  1.00  0.00           H  
HETATM   48  H12 UNL     1      -6.741   2.299   1.659  1.00  0.00           H  
HETATM   49  H13 UNL     1      -7.957   2.334  -0.512  1.00  0.00           H  
HETATM   50  H14 UNL     1      -7.149   0.181  -1.439  1.00  0.00           H  
HETATM   51  H15 UNL     1      -7.698  -1.558  -0.324  1.00  0.00           H  
HETATM   52  H16 UNL     1      -5.327  -0.873  -2.385  1.00  0.00           H  
HETATM   53  H17 UNL     1      -5.807  -2.583  -0.156  1.00  0.00           H  
HETATM   54  H18 UNL     1      -3.491  -1.709  -0.787  1.00  0.00           H  
HETATM   55  H19 UNL     1      -3.687   1.163  -1.134  1.00  0.00           H  
HETATM   56  H20 UNL     1       3.828   2.137   0.126  1.00  0.00           H  
HETATM   57  H21 UNL     1       2.443   2.902   1.576  1.00  0.00           H  
HETATM   58  H22 UNL     1       5.380   1.159   1.416  1.00  0.00           H  
HETATM   59  H23 UNL     1       4.691   0.410   3.318  1.00  0.00           H  
HETATM   60  H24 UNL     1       8.937  -1.381   1.304  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

HMDB0000302
     RDKit          3D
Uridine diphosphategalactose
 60 62  0  0  0  0  0  0  0  0999 V2000
    9.8330   -0.9152   -0.9706 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6422   -0.8485   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7193   -0.4994   -1.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946   -0.4243   -1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0049   -0.6893   -0.0251 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6205   -0.5634    0.3590 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9263   -0.0830   -0.7720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232    0.3413   -0.1287 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7911    0.7647   -1.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5078    0.7030   -0.5355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2404   -0.6015   -1.4616 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.7528   -0.0550   -2.6908 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0337   -1.7088   -1.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3987   -1.2715   -0.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6721   -0.2444    0.8802 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5748   -0.5082    1.8806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161    1.3812    0.3670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1388   -0.4325    1.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -0.3451    0.7639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7868    0.8954    0.7399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9265    1.0772    0.0439 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0456    1.4767    1.0308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1652    1.7041    0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4474   -0.1536   -0.6549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2291   -0.9000    0.2627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3992   -1.0004   -1.2700 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7273   -2.3434   -1.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -0.7434   -0.6856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5036    0.2829   -1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2884    1.3745    0.7533 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4822    1.8981    1.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    0.5659    1.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0520    0.0968    2.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9030   -1.0259    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5314   -1.2648    2.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2226   -1.1168    0.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0130   -0.2740   -2.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6174   -0.1617   -2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020   -1.5077    0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -0.5187    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7437    0.2356   -2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840    1.9025   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431   -2.2691   -2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4470    1.9392    1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623   -1.1127    1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8522    1.9218   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2657    0.5416    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7408    2.2989    1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9567    2.3339   -0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1493    0.1812   -1.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6977   -1.5580   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3273   -0.8733   -2.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8074   -2.5834   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4912   -1.7094   -0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6870    1.1631   -1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    2.1367    0.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4432    2.9024    1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798    1.1590    1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6911    0.4097    3.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9371   -1.3810    1.3045 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  6
 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  1
 33 59  1  0
 36 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
UDP Galactose	ChEBI
UDP-alpha-D-Galactopyranose	ChEBI
UDP-D-Galactopyranose	ChEBI
UDP-Galactose	ChEBI
Uridine diphosphate galactose	ChEBI
Uridine diphosphogalactose	ChEBI
Uridine pyrophosphogalactose	ChEBI
Uridinediphosphogalactose	ChEBI
UDP-a-D-Galactopyranose	Generator
UDP-Α-D-galactopyranose	Generator
Uridine diphosphoric acid galactose	Generator
GDU	HMDB
UDP-a-D-Galactose	HMDB
UDP-alpha-D-Galactose	HMDB
UDP-D-Galactose	HMDB
UDP-Gal	HMDB
UDP-Galactopyranose	HMDB
Udpgal	HMDB
UDPgalactose	HMDB
UPG	HMDB
Uridine 5'-(alpha-D-galactopyranosyl pyrophosphate)	HMDB
Uridine 5'-diphosphate galactose	HMDB
Uridine 5'-diphosphogalactose	HMDB
Uridine 5'-pyrophosphate a-D-galactopyranosyl ester	HMDB
Uridine 5'-pyrophosphate a-D-galactosyl ester	HMDB
Uridine 5'-pyrophosphate alpha-D-galactosyl ester	HMDB
Uridine 5'-pyrophosphate D-galactosyl ester	HMDB
Uridine 5'-[3-(D-galactopyranosyl) dihydrogen diphosphate]	HMDB
Uridine diphosphate-D-galactose	HMDB
Uridine diphosphate-galactose	HMDB
Uridine pyrophosphate a-D-galactopyranosyl ester	HMDB
Uridine pyrophosphate alpha-D-galactopyranosyl ester	HMDB
Uridinediphosphate galactose	HMDB
Diphosphate galactose, uridine	HMDB
Diphosphogalactose, uridine	HMDB
Galactose, UDP	HMDB
Galactose, uridine diphosphate	HMDB
Pyrophosphogalactose, uridine	HMDB
UDP-Α-D-galactose	HMDB
Uridine 5'-(α-D-galactopyranosyl pyrophosphate)	HMDB
Uridine 5’-(α-D-galactopyranosyl pyrophosphate)	HMDB
Uridine 5’-diphosphate galactose	HMDB
Uridine 5’-diphosphogalactose	HMDB

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,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

Traditional Name

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

CAS Registry Number

2956-16-3

SMILES

OC[C@H]1O[C@H](O[P@@](O)(=O)O[P@@](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-ABVWGUQPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 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	¹H NMR Spectrum (1D, 200 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	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 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	¹H NMR Spectrum (1D, 500 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	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 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	¹H NMR Spectrum (1D, 800 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
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Arabidopsis thaliana	Plant	KNApSAcK
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Coffea arabica L.	Plant	KNApSAcK
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Escherichia coli	Bacteria	KNApSAcK
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
occurs in many plants	-	KNApSAcK
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Populus tremula	LOTUS Database	35616633
Punica granatum	Plant	KNApSAcK
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Hydroxypyrimidine
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Oxacycle
Polyol
Organoheterocyclic compound
Azacycle
Primary alcohol
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organopnictogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-D-galactose (CHEBI:67119 )

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	45.42 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

HMDB0000302

DrugBank ID

DB03501

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

5291

PubChem Compound

18068

PDB ID

Not Available

ChEBI ID

67119

Good Scents ID

Not Available

References

General References

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 ]
Matsukura Y: Alpha-galactosyltransferase activity in the serum of frogs (Rana catesbeiana). Z Immunitatsforsch Immunobiol. 1976 Nov;152(3):260-5. [PubMed:1087514 ]
Keevill NJ, Holton JB, Allen JT: UDP-glucose and UDP-galactose concentrations in cultured skin fibroblasts of patients with classical galactosaemia. J Inherit Metab Dis. 1994;17(1):23-6. [PubMed:8051935 ]
Matsukura Y: On the blood group B gene-specified alpha-galactosyltransferase in the serum of the Japanese tortoise (Clemmys japonica). Immunology. 1976 Oct;31(4):571-5. [PubMed:977033 ]
Hoffmeister KM, Josefsson EC, Isaac NA, Clausen H, Hartwig JH, Stossel TP: Glycosylation restores survival of chilled blood platelets. Science. 2003 Sep 12;301(5639):1531-4. [PubMed:12970565 ]
Holton JB: Galactose disorders: an overview. J Inherit Metab Dis. 1990;13(4):476-86. [PubMed:2122114 ]
Segal S: Defective galactosylation in galactosemia: is low cell UDPgalactose an explanation? Eur J Pediatr. 1995;154(7 Suppl 2):S65-71. [PubMed:7671968 ]

Showing NP-Card for Uridine diphosphategalactose (NP0000309)

MOL for NP0000309 (Uridine diphosphategalactose)

3D MOL for NP0000309 (Uridine diphosphategalactose)

3D SDF for NP0000309 (Uridine diphosphategalactose)

3D-SDF for NP0000309 (Uridine diphosphategalactose)

PDB for NP0000309 (Uridine diphosphategalactose)

3D PDB for NP0000309 (Uridine diphosphategalactose)

SMILES for NP0000309 (Uridine diphosphategalactose)

INCHI for NP0000309 (Uridine diphosphategalactose)

Structure for NP0000309 (Uridine diphosphategalactose)

3D Structure for NP0000309 (Uridine diphosphategalactose)