NP-MRD: Showing NP-Card for Uridine diphosphate glucuronic acid (NP0000134)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2024-09-17 15:41:09 UTC

NP-MRD ID

NP0000134

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Uridine diphosphate glucuronic acid

Description

Uridine diphosphate glucuronic acid is a nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP Iduronic acid, which donates Iduronic acid to polysaccharides. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones. The transfer of glucuronic acid from UDP-alpha-D-glucuronic acid onto a terminal galactose residue is done by beta1,3-glucuronosyltransferases, responsible for the completion of the protein-glycosaminoglycan linkage region of proteoglycans and of the HNK1 epitope of glycoproteins and glycolipids. In humans the enzyme galactose-beta-1,3-glucuronosyltransferase I completes the synthesis of the common linker region of glycosaminoglycans (GAGs) by transferring glucuronic acid (GlcA) onto the terminal galactose of the glycopeptide primer of proteoglycans. The GAG chains of proteoglycans regulate major biological processes such as cell proliferation and recognition, extracellular matrix deposition, and morphogenesis. (PMID: 16815917 ).

Structure

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


  Mrv1652305122020552D          

 37 39  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
10003.712810002.1626    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
 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
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  2  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
  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
 16 19  2  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 31  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
 32 33  1  0  0  0  0
 32 37  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
 36 37  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 35  4  2  0  0  0  0
 33  7  2  0  0  0  0
 23  1  1  1  0  0  0
 22 36  1  6  0  0  0
 24  2  1  1  0  0  0
 25  3  1  6  0  0  0
 28 12  1  1  0  0  0
 29 15  1  1  0  0  0
 26 16  1  6  0  0  0
 30 17  1  6  0  0  0
 31 20  1  1  0  0  0
M  END

HMDB0000935
     RDKit          3D
Uridine diphosphate glucuronic acid
 59 61  0  0  0  0  0  0  0  0999 V2000
   -7.5362    2.1446    1.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5452    2.0628    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3402    2.5800    1.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6457    1.4390   -0.1648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4989    1.3950   -0.9039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174    0.6921   -0.2816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6782    0.1498   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180    0.7223   -1.2303 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6699    1.2740   -2.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021    1.9470   -0.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -0.5695   -0.8849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320   -0.0565    0.0453 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1121    0.0093    1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6871    1.4926   -0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5077   -1.1046   -0.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -0.4676   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -1.4779   -1.1768 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7122   -1.0334   -1.8657 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430   -1.1265   -1.0157 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9127    0.1072   -0.3175 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    1.2304   -1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    2.4823   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832    2.6337    0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    3.7536    1.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897    1.5235    1.5358 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501    0.2998    0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5435   -0.6764    1.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5398   -2.3509   -0.2633 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4881   -3.4097   -1.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0967   -2.0971    0.1222 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4239   -3.2798    0.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9125   -0.4471    0.5791 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9686   -1.4983    0.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2861   -0.9905    0.3212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8145   -1.6260    1.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597    0.0586   -0.1425 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7372   -0.2110   -1.4240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9137    3.3905    1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3790    2.0596   -0.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305    1.3884    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7409    1.6379    0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9942    1.4510   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127   -0.1758   -1.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970    0.3921   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -2.3320   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -1.2167   -1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3154    1.1593   -2.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827    3.3858   -1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5601    1.6309    2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1828   -2.6766    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -4.1107   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804   -1.3258    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -3.1200    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8773   -0.1252    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1621   -2.0238   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2209   -1.7584   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1001   -2.2539    1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1436    0.1038    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3298   -1.0551   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36  4  1  0
 30 17  1  0
 26 20  1  0
  3 38  1  0
  4 39  1  6
  6 40  1  1
 10 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
 19 46  1  6
 21 47  1  0
 22 48  1  0
 25 49  1  0
 28 50  1  1
 29 51  1  0
 30 52  1  1
 31 53  1  0
 32 54  1  1
 33 55  1  0
 34 56  1  6
 35 57  1  0
 36 58  1  1
 37 59  1  0
M  END


  Mrv1652305122020552D          

 37 39  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
10003.712810002.1626    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
 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
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  2  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
  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
 16 19  2  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 31  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
 32 33  1  0  0  0  0
 32 37  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
 36 37  1  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 35  4  2  0  0  0  0
 33  7  2  0  0  0  0
 23  1  1  1  0  0  0
 22 36  1  6  0  0  0
 24  2  1  1  0  0  0
 25  3  1  6  0  0  0
 28 12  1  1  0  0  0
 29 15  1  1  0  0  0
 26 16  1  6  0  0  0
 30 17  1  6  0  0  0
 31 20  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0000134

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1

> <INCHI_KEY>
HDYANYHVCAPMJV-LXQIFKJMSA-N

> <FORMULA>
C15H22N2O18P2

> <MOLECULAR_WEIGHT>
580.2853

> <EXACT_MASS>
580.034284934

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.327918968046085

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.21

> <JCHEM_LOGP>
-4.676333540666667

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.9123372974564385

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.716401031397627

> <JCHEM_PKA_STRONGEST_BASIC>
-3.73201272403137

> <JCHEM_POLAR_SURFACE_AREA>
308.60999999999996

> <JCHEM_REFRACTIVITY>
106.32319999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.81e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
udp-α-D-glucuronic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000935
     RDKit          3D
Uridine diphosphate glucuronic acid
 59 61  0  0  0  0  0  0  0  0999 V2000
   -7.5362    2.1446    1.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5452    2.0628    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3402    2.5800    1.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6457    1.4390   -0.1648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4989    1.3950   -0.9039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174    0.6921   -0.2816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6782    0.1498   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180    0.7223   -1.2303 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6699    1.2740   -2.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021    1.9470   -0.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -0.5695   -0.8849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320   -0.0565    0.0453 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1121    0.0093    1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6871    1.4926   -0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5077   -1.1046   -0.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -0.4676   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -1.4779   -1.1768 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7122   -1.0334   -1.8657 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430   -1.1265   -1.0157 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9127    0.1072   -0.3175 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    1.2304   -1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    2.4823   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832    2.6337    0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    3.7536    1.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897    1.5235    1.5358 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501    0.2998    0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5435   -0.6764    1.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5398   -2.3509   -0.2633 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4881   -3.4097   -1.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0967   -2.0971    0.1222 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4239   -3.2798    0.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9125   -0.4471    0.5791 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9686   -1.4983    0.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2861   -0.9905    0.3212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8145   -1.6260    1.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597    0.0586   -0.1425 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7372   -0.2110   -1.4240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9137    3.3905    1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3790    2.0596   -0.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305    1.3884    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7409    1.6379    0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9942    1.4510   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127   -0.1758   -1.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970    0.3921   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -2.3320   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -1.2167   -1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3154    1.1593   -2.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827    3.3858   -1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5601    1.6309    2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1828   -2.6766    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -4.1107   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804   -1.3258    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -3.1200    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8773   -0.1252    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1621   -2.0238   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2209   -1.7584   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1001   -2.2539    1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1436    0.1038    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3298   -1.0551   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36  4  1  0
 30 17  1  0
 26 20  1  0
  3 38  1  0
  4 39  1  6
  6 40  1  1
 10 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
 19 46  1  6
 21 47  1  0
 22 48  1  0
 25 49  1  0
 28 50  1  1
 29 51  1  0
 30 52  1  1
 31 53  1  0
 32 54  1  1
 33 55  1  0
 34 56  1  6
 35 57  1  0
 36 58  1  1
 37 59  1  0
M  END

HEADER    PROTEIN                                 12-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-MAY-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    8673.5978670.704   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8677.6018668.397   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0    8662.2718666.234   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8661.0258665.329   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8661.5018663.864   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8663.0418663.864   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8663.5178665.329   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8674.9348668.395   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8673.6018667.625   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0    8673.6018666.085   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8674.9348665.315   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8676.2688666.085   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8676.2688667.625   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8658.3638668.391   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8657.0308667.621   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0    8657.0308666.081   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0    8658.3638665.311   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0    8659.6978666.081   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0    8659.6978667.621   0.000  0.00  0.00           C+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3    5   25                                                       
CONECT    4   35                                                            
CONECT    5    3    6                                                       
CONECT    6    5    8    9   10                                             
CONECT    7   33                                                            
CONECT    8    6   11                                                       
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    8   12   13   14                                             
CONECT   12   11   28                                                       
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   29                                                            
CONECT   16   18   19   26                                                  
CONECT   17   30                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20   31                                                            
CONECT   21   22   25                                                       
CONECT   22   23   21   36                                                  
CONECT   23   22   24    1                                                  
CONECT   24   23   25    2                                                  
CONECT   25   24   21    3                                                  
CONECT   26   31   27   16                                                  
CONECT   27   26   28                                                       
CONECT   28   29   27   12                                                  
CONECT   29   28   30   15                                                  
CONECT   30   29   31   17                                                  
CONECT   31   26   30   20                                                  
CONECT   32   33   37                                                       
CONECT   33   32   34    7                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36    4                                                  
CONECT   36   35   37   22                                                  
CONECT   37   32   36                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

COMPND    HMDB0000935
HETATM    1  O1  UNL     1      -7.536   2.145   1.915  1.00  0.00           O  
HETATM    2  C1  UNL     1      -6.545   2.063   1.152  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.340   2.580   1.583  1.00  0.00           O  
HETATM    4  C2  UNL     1      -6.646   1.439  -0.165  1.00  0.00           C  
HETATM    5  O3  UNL     1      -5.499   1.395  -0.904  1.00  0.00           O  
HETATM    6  C3  UNL     1      -4.517   0.692  -0.282  1.00  0.00           C  
HETATM    7  O4  UNL     1      -3.678   0.150  -1.286  1.00  0.00           O  
HETATM    8  P1  UNL     1      -2.118   0.722  -1.230  1.00  0.00           P  
HETATM    9  O5  UNL     1      -1.670   1.274  -2.587  1.00  0.00           O  
HETATM   10  O6  UNL     1      -1.902   1.947  -0.097  1.00  0.00           O  
HETATM   11  O7  UNL     1      -1.082  -0.569  -0.885  1.00  0.00           O  
HETATM   12  P2  UNL     1       0.232  -0.057   0.045  1.00  0.00           P  
HETATM   13  O8  UNL     1      -0.112   0.009   1.508  1.00  0.00           O  
HETATM   14  O9  UNL     1       0.687   1.493  -0.513  1.00  0.00           O  
HETATM   15  O10 UNL     1       1.508  -1.105  -0.245  1.00  0.00           O  
HETATM   16  C4  UNL     1       2.536  -0.468  -0.968  1.00  0.00           C  
HETATM   17  C5  UNL     1       3.624  -1.478  -1.177  1.00  0.00           C  
HETATM   18  O11 UNL     1       4.712  -1.033  -1.866  1.00  0.00           O  
HETATM   19  C6  UNL     1       5.843  -1.127  -1.016  1.00  0.00           C  
HETATM   20  N1  UNL     1       5.913   0.107  -0.318  1.00  0.00           N  
HETATM   21  C7  UNL     1       5.601   1.230  -1.024  1.00  0.00           C  
HETATM   22  C8  UNL     1       5.629   2.482  -0.471  1.00  0.00           C  
HETATM   23  C9  UNL     1       5.983   2.634   0.845  1.00  0.00           C  
HETATM   24  O12 UNL     1       6.033   3.754   1.426  1.00  0.00           O  
HETATM   25  N2  UNL     1       6.290   1.523   1.536  1.00  0.00           N  
HETATM   26  C10 UNL     1       6.250   0.300   0.953  1.00  0.00           C  
HETATM   27  O13 UNL     1       6.543  -0.676   1.646  1.00  0.00           O  
HETATM   28  C11 UNL     1       5.540  -2.351  -0.263  1.00  0.00           C  
HETATM   29  O14 UNL     1       5.488  -3.410  -1.204  1.00  0.00           O  
HETATM   30  C12 UNL     1       4.097  -2.097   0.122  1.00  0.00           C  
HETATM   31  O15 UNL     1       3.424  -3.280   0.409  1.00  0.00           O  
HETATM   32  C13 UNL     1      -4.913  -0.447   0.579  1.00  0.00           C  
HETATM   33  O16 UNL     1      -3.969  -1.498   0.493  1.00  0.00           O  
HETATM   34  C14 UNL     1      -6.286  -0.991   0.321  1.00  0.00           C  
HETATM   35  O17 UNL     1      -6.815  -1.626   1.445  1.00  0.00           O  
HETATM   36  C15 UNL     1      -7.260   0.059  -0.142  1.00  0.00           C  
HETATM   37  O18 UNL     1      -7.737  -0.211  -1.424  1.00  0.00           O  
HETATM   38  H1  UNL     1      -4.914   3.390   1.133  1.00  0.00           H  
HETATM   39  H2  UNL     1      -7.379   2.060  -0.773  1.00  0.00           H  
HETATM   40  H3  UNL     1      -3.830   1.388   0.283  1.00  0.00           H  
HETATM   41  H4  UNL     1      -1.741   1.638   0.809  1.00  0.00           H  
HETATM   42  H5  UNL     1       0.994   1.451  -1.437  1.00  0.00           H  
HETATM   43  H6  UNL     1       2.113  -0.176  -1.950  1.00  0.00           H  
HETATM   44  H7  UNL     1       2.897   0.392  -0.403  1.00  0.00           H  
HETATM   45  H8  UNL     1       3.181  -2.332  -1.769  1.00  0.00           H  
HETATM   46  H9  UNL     1       6.731  -1.217  -1.692  1.00  0.00           H  
HETATM   47  H10 UNL     1       5.315   1.159  -2.066  1.00  0.00           H  
HETATM   48  H11 UNL     1       5.383   3.386  -1.023  1.00  0.00           H  
HETATM   49  H12 UNL     1       6.560   1.631   2.538  1.00  0.00           H  
HETATM   50  H13 UNL     1       6.183  -2.677   0.522  1.00  0.00           H  
HETATM   51  H14 UNL     1       6.140  -4.111  -1.007  1.00  0.00           H  
HETATM   52  H15 UNL     1       3.980  -1.326   0.902  1.00  0.00           H  
HETATM   53  H16 UNL     1       2.913  -3.120   1.247  1.00  0.00           H  
HETATM   54  H17 UNL     1      -4.877  -0.125   1.641  1.00  0.00           H  
HETATM   55  H18 UNL     1      -4.162  -2.024  -0.308  1.00  0.00           H  
HETATM   56  H19 UNL     1      -6.221  -1.758  -0.477  1.00  0.00           H  
HETATM   57  H20 UNL     1      -6.100  -2.254   1.765  1.00  0.00           H  
HETATM   58  H21 UNL     1      -8.144   0.104   0.527  1.00  0.00           H  
HETATM   59  H22 UNL     1      -7.330  -1.055  -1.750  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   38
CONECT    4    5   36   39
CONECT    5    6
CONECT    6    7   32   40
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   41
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   42
CONECT   15   16
CONECT   16   17   43   44
CONECT   17   18   30   45
CONECT   18   19
CONECT   19   20   28   46
CONECT   20   21   26
CONECT   21   22   22   47
CONECT   22   23   48
CONECT   23   24   24   25
CONECT   25   26   49
CONECT   26   27   27
CONECT   28   29   30   50
CONECT   29   51
CONECT   30   31   52
CONECT   31   53
CONECT   32   33   34   54
CONECT   33   55
CONECT   34   35   36   56
CONECT   35   57
CONECT   36   37   58
CONECT   37   59
END

HMDB0000935
     RDKit          3D
Uridine diphosphate glucuronic acid
 59 61  0  0  0  0  0  0  0  0999 V2000
   -7.5362    2.1446    1.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5452    2.0628    1.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3402    2.5800    1.5834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6457    1.4390   -0.1648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4989    1.3950   -0.9039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174    0.6921   -0.2816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6782    0.1498   -1.2857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1180    0.7223   -1.2303 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6699    1.2740   -2.5871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9021    1.9470   -0.0966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821   -0.5695   -0.8849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320   -0.0565    0.0453 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1121    0.0093    1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6871    1.4926   -0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5077   -1.1046   -0.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -0.4676   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6240   -1.4779   -1.1768 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7122   -1.0334   -1.8657 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8430   -1.1265   -1.0157 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9127    0.1072   -0.3175 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    1.2304   -1.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6293    2.4823   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832    2.6337    0.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    3.7536    1.4256 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897    1.5235    1.5358 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2501    0.2998    0.9534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5435   -0.6764    1.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5398   -2.3509   -0.2633 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4881   -3.4097   -1.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0967   -2.0971    0.1222 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4239   -3.2798    0.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9125   -0.4471    0.5791 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9686   -1.4983    0.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2861   -0.9905    0.3212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8145   -1.6260    1.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597    0.0586   -0.1425 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7372   -0.2110   -1.4240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9137    3.3905    1.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3790    2.0596   -0.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8305    1.3884    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7409    1.6379    0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9942    1.4510   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127   -0.1758   -1.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8970    0.3921   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -2.3320   -1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -1.2167   -1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3154    1.1593   -2.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827    3.3858   -1.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5601    1.6309    2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1828   -2.6766    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -4.1107   -1.0066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9804   -1.3258    0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -3.1200    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8773   -0.1252    1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1621   -2.0238   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2209   -1.7584   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1001   -2.2539    1.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1436    0.1038    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3298   -1.0551   -1.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  6 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36  4  1  0
 30 17  1  0
 26 20  1  0
  3 38  1  0
  4 39  1  6
  6 40  1  1
 10 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
 19 46  1  6
 21 47  1  0
 22 48  1  0
 25 49  1  0
 28 50  1  1
 29 51  1  0
 30 52  1  1
 31 53  1  0
 32 54  1  1
 33 55  1  0
 34 56  1  6
 35 57  1  0
 36 58  1  1
 37 59  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
UDP-alpha-D-Glucuronate	ChEBI
UDP-D-Glucuronate	ChEBI
UDP-Glucuronate	ChEBI
UDPglucuronate	ChEBI
URIDINE-5'-diphosphATE-glucuronIC ACID	ChEBI
UDP-a-D-Glucuronate	Generator
UDP-a-D-Glucuronic acid	Generator
UDP-alpha-D-Glucuronic acid	Generator
UDP-Α-D-glucuronate	Generator
UDP-Α-D-glucuronic acid	Generator
UDP-D-Glucuronic acid	Generator
UDP-Glucuronic acid	Generator
UDPglucuronic acid	Generator
URIDINE-5'-diphosphate-glucuronate	Generator
URIDINE-5'-diphosphoric acid-glucuronic acid	Generator
Uridine diphosphate glucuronate	Generator
Uridine diphosphoric acid glucuronic acid	Generator
a-D-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate)	HMDB
a-D-Glucopyranuronic acid ester with uridine 5'-pyrophosphate	HMDB
alpha-D-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphate)	HMDB
alpha-delta-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate)	HMDB
alpha-delta-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphate)	HMDB
alpha-delta-Glucopyranuronic acid ester with uridine 5'-pyrophosphate	HMDB
Glucopyranuronic acid 1-ester with uridine 5'-pyrophosphate	HMDB
UDP Glucuronate	HMDB
UDP Glucuronic acid	HMDB
UDP-alpha-delta-Glucuronate	HMDB
UDP-delta-Glucuronate	HMDB
UDP-delta-Glucuronic acid	HMDB
UDP-GlcUA	HMDB
UDPGA	HMDB
UGA	HMDB
Uridine 5'-diphospho-a-D-glucuronate	HMDB
Uridine 5'-diphospho-a-D-glucuronic acid	HMDB
Uridine 5'-diphospho-alpha-delta-glucuronate	HMDB
Uridine 5'-diphospho-alpha-delta-glucuronic acid	HMDB
Uridine 5'-diphospho-glucuronic acid	HMDB
Uridine 5'-diphosphoglucuronate	HMDB
Uridine 5'-diphosphoglucuronic acid	HMDB
Uridine 5'-[3-(D-glucopyranosyloxyuronic acid) dihydrogen diphosphate]	HMDB
Uridine diphosphate-glucuronate	HMDB
Uridine diphospho-D-glucuronate	HMDB
Uridine diphospho-D-glucuronic acid	HMDB
Uridine diphospho-delta-glucuronate	HMDB
Uridine diphospho-delta-glucuronic acid	HMDB
Uridine diphosphoglucuronate	HMDB
Uridine diphosphoglucuronic acid	HMDB
Uridine pyrophosphoglucuronate	HMDB
Uridine pyrophosphoglucuronic acid	HMDB
Uridinediphosphoglucuronic acid	HMDB
Acid, UDP glucuronic	HMDB
Acid, uridine diphosphoglucuronic	HMDB
Glucuronic acid, UDP	HMDB
Diphosphoglucuronic acid, uridine	HMDB
Uridine 5'-diphospho-alpha-D-glucuronic acid	HMDB
Uridine 5'-diphospho-α-D-glucuronic acid	HMDB
Uridine 5’-diphospho-α-D-glucuronic acid	HMDB
Uridine 5’-diphosphoglucuronic acid	HMDB
Uridine diphosphate glucuronic acid	HMDB

Chemical Formula

C₁₅H₂₂N₂O₁₈P₂

Average Mass

580.2853 Da

Monoisotopic Mass

580.03428 Da

IUPAC Name

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

Traditional Name

udp-α-D-glucuronic acid

CAS Registry Number

2616-64-0

SMILES

O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8+,9-,10-,11+,12-,14-/m1/s1

InChI Key

HDYANYHVCAPMJV-LXQIFKJMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

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

Chemical Shift Submissions

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
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
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
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
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
Glucuronic acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Beta-hydroxy acid
Monoalkyl phosphate
Pyrimidone
Hydropyrimidine
Hydroxy acid
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyran
Pyrimidine
Alkyl phosphate
Tetrahydrofuran
Vinylogous amide
Heteroaromatic compound
Secondary alcohol
Urea
Lactam
Carboxylic acid derivative
Carboxylic acid
Azacycle
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-sugar (CHEBI:17200 )

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	18.1 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-4.7	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	308.61 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	106.32 m³·mol⁻¹	ChemAxon
Polarizability	45.33 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

HMDB0000935

DrugBank ID

DB03041

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Uridine_diphosphate_glucuronic_acid

METLIN ID

5884

PubChem Compound

17473

PDB ID

Not Available

ChEBI ID

17200

Good Scents ID

Not Available

References

General References

Ghosal A, Hapangama N, Yuan Y, Achanfuo-Yeboah J, Iannucci R, Chowdhury S, Alton K, Patrick JE, Zbaida S: Identification of human UDP-glucuronosyltransferase enzyme(s) responsible for the glucuronidation of ezetimibe (Zetia). Drug Metab Dispos. 2004 Mar;32(3):314-20. [PubMed:14977865 ]
Quintus J, Kovar KA, Link P, Hamacher H: Urinary excretion of arbutin metabolites after oral administration of bearberry leaf extracts. Planta Med. 2005 Feb;71(2):147-52. [PubMed:15729623 ]
Cappiello M, Giuliani L, Rane A, Pacifici GM: Uridine 5'-diphosphoglucuronic acid (UDPGLcUA) in the human fetal liver, kidney and placenta. Eur J Drug Metab Pharmacokinet. 2000 Jul-Dec;25(3-4):161-3. [PubMed:11420884 ]
Huskey SW, Doss GA, Miller RR, Schoen WR, Chiu SH: N-glucuronidation reactions. II. Relative N-glucuronidation reactivity of methylbiphenyl tetrazole, methylbiphenyl triazole, and methylbiphenyl imidazole in rat, monkey, and human hepatic microsomes. Drug Metab Dispos. 1994 Jul-Aug;22(4):651-8. [PubMed:7956743 ]
Alkharfy KM, Frye RF: High-performance liquid chromatographic assay for acetaminophen glucuronide in human liver microsomes. J Chromatogr B Biomed Sci Appl. 2001 Apr 5;753(2):303-8. [PubMed:11334344 ]
Hagenauer B, Salamon A, Thalhammer T, Kunert O, Haslinger E, Klingler P, Senderowicz AM, Sausville EA, Jager W: In vitro glucuronidation of the cyclin-dependent kinase inhibitor flavopiridol by rat and human liver microsomes: involvement of UDP-glucuronosyltransferases 1A1 and 1A9. Drug Metab Dispos. 2001 Apr;29(4 Pt 1):407-14. [PubMed:11259324 ]
Cappiello M, Giuliani L, Pacifici GM: Distribution of UDP-glucuronosyltransferase and its endogenous substrate uridine 5'-diphosphoglucuronic acid in human tissues. Eur J Clin Pharmacol. 1991;41(4):345-50. [PubMed:1804651 ]
Fondeur-Gelinotte M, Lattard V, Oriol R, Mollicone R, Jacquinet JC, Mulliert G, Gulberti S, Netter P, Magdalou J, Ouzzine M, Fournel-Gigleux S: Phylogenetic and mutational analyses reveal key residues for UDP-glucuronic acid binding and activity of beta1,3-glucuronosyltransferase I (GlcAT-I). Protein Sci. 2006 Jul;15(7):1667-78. [PubMed:16815917 ]
(). Clinical Guide to Laboratory Tests, 2nd Ed. Norbert W. Tietz 1990. .

Showing NP-Card for Uridine diphosphate glucuronic acid (NP0000134)

MOL for NP0000134 (Uridine diphosphate glucuronic acid)

3D MOL for NP0000134 (Uridine diphosphate glucuronic acid)

3D SDF for NP0000134 (Uridine diphosphate glucuronic acid)

3D-SDF for NP0000134 (Uridine diphosphate glucuronic acid)

PDB for NP0000134 (Uridine diphosphate glucuronic acid)

3D PDB for NP0000134 (Uridine diphosphate glucuronic acid)

SMILES for NP0000134 (Uridine diphosphate glucuronic acid)

INCHI for NP0000134 (Uridine diphosphate glucuronic acid)

Structure for NP0000134 (Uridine diphosphate glucuronic acid)

3D Structure for NP0000134 (Uridine diphosphate glucuronic acid)