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

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-11-10 23:58:22 UTC
Update Date2022-12-15 22:52:23 UTC
Metabolite IDMMDBc0057280
Metabolite Identification
Common NameUDP-alpha-D-glucose
DescriptionUridine diphosphate glucose, also known as udpglucose or UDP-alpha-D-glucose, belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Uridine diphosphate glucose is an extremely weak basic (essentially neutral) compound (based on its pKa). Uridine diphosphate glucose exists in all living species, ranging from bacteria to humans. Within humans, uridine diphosphate glucose participates in a number of enzymatic reactions. In particular, galactose 1-phosphate and uridine diphosphate glucose can be biosynthesized from uridine diphosphategalactose and glucose 1-phosphate; which is catalyzed by the enzyme galactose-1-phosphate uridylyltransferase. In addition, uridine diphosphate glucose can be biosynthesized from uridine diphosphategalactose through its interaction with the enzyme UDP-glucose 4-epimerase. In humans, uridine diphosphate glucose is involved in galactose metabolism. Outside of the human body, Uridine diphosphate glucose has been detected, but not quantified in, several different foods, such as tea, ostrich ferns, chickpea, cinnamons, and sourdoughs. This could make uridine diphosphate glucose a potential biomarker for the consumption of these foods.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f920145d608>


  Mrv1652309032023592D          

 36 38  0  0  1  0            999 V2000
   24.0281  -10.2408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.8185   -9.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3852   -9.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7874  -11.0485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4371  -10.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9904   -9.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7150  -10.2614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   25.2722  -11.3372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D MOL for #<Metabolite:0x00007f920145d608>

HMDB0000286
     RDKit          3D
Uridine diphosphate glucose
 60 62  0  0  0  0  0  0  0  0999 V2000
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   -5.9596    0.6121   -0.0700 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3747   -0.6664    0.1098 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -8.5110    2.3218    1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D SDF for #<Metabolite:0x00007f920145d608>


  Mrv1652309032023592D          

 36 38  0  0  1  0            999 V2000
   24.0281  -10.2408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.8185   -9.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   23.7874  -11.0485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   22.7150  -10.2614    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.9590  -11.0485    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2721  -11.7119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   25.2722  -11.3372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7671   -8.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.4710  -11.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0548  -12.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9113  -11.8153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   15.9113  -10.9903    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   14.4822  -10.9903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 26 25  1  6  0  0  0
 27 26  1  0  0  0  0
 35 26  1  0  0  0  0
 35 32  1  0  0  0  0
 32 29  1  0  0  0  0
 29 31  1  0  0  0  0
 31 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 30  1  6  0  0  0
 31 36  1  1  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057280

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
HSCJRCZFDFQWRP-JZMIEXBBSA-N

> <FORMULA>
C15H24N2O17P2

> <MOLECULAR_WEIGHT>
566.3018

> <EXACT_MASS>
566.055020376

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.39041999146114

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-4.996608078666667

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.176325128018932

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7326003066859688

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6484093801081894

> <JCHEM_POLAR_SURFACE_AREA>
291.53999999999996

> <JCHEM_REFRACTIVITY>
106.45579999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
udp-α-D-glucose

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f920145d608>

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

PDB for #<Metabolite:0x00007f920145d608>

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

3D PDB for #<Metabolite:0x00007f920145d608>

COMPND    HMDB0000286
HETATM    1  O1  UNL     1      -7.791   4.133  -0.378  1.00  0.00           O  
HETATM    2  C1  UNL     1      -7.208   3.025  -0.286  1.00  0.00           C  
HETATM    3  C2  UNL     1      -6.115   2.720  -1.055  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.501   1.505  -0.933  1.00  0.00           C  
HETATM    5  N1  UNL     1      -5.960   0.612  -0.070  1.00  0.00           N  
HETATM    6  C4  UNL     1      -5.375  -0.666   0.110  1.00  0.00           C  
HETATM    7  O2  UNL     1      -4.007  -0.642   0.372  1.00  0.00           O  
HETATM    8  C5  UNL     1      -3.737  -2.022   0.450  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.259  -2.215   0.437  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.726  -1.546   1.540  1.00  0.00           O  
HETATM   11  P1  UNL     1      -0.051  -1.694   1.633  1.00  0.00           P  
HETATM   12  O4  UNL     1       0.311  -3.110   1.238  1.00  0.00           O  
HETATM   13  O5  UNL     1       0.450  -1.483   3.234  1.00  0.00           O  
HETATM   14  O6  UNL     1       0.645  -0.588   0.593  1.00  0.00           O  
HETATM   15  P2  UNL     1       2.315  -0.462   0.807  1.00  0.00           P  
HETATM   16  O7  UNL     1       2.836  -1.891   0.983  1.00  0.00           O  
HETATM   17  O8  UNL     1       2.730   0.426   2.160  1.00  0.00           O  
HETATM   18  O9  UNL     1       2.989   0.161  -0.613  1.00  0.00           O  
HETATM   19  C7  UNL     1       4.291   0.614  -0.378  1.00  0.00           C  
HETATM   20  O10 UNL     1       5.139  -0.134  -1.191  1.00  0.00           O  
HETATM   21  C8  UNL     1       6.474   0.103  -0.939  1.00  0.00           C  
HETATM   22  C9  UNL     1       6.985  -0.923   0.050  1.00  0.00           C  
HETATM   23  O11 UNL     1       6.824  -2.175  -0.495  1.00  0.00           O  
HETATM   24  C10 UNL     1       6.759   1.511  -0.479  1.00  0.00           C  
HETATM   25  O12 UNL     1       8.060   1.829  -0.877  1.00  0.00           O  
HETATM   26  C11 UNL     1       5.768   2.431  -1.165  1.00  0.00           C  
HETATM   27  O13 UNL     1       6.079   3.761  -1.010  1.00  0.00           O  
HETATM   28  C12 UNL     1       4.380   2.085  -0.665  1.00  0.00           C  
HETATM   29  O14 UNL     1       3.407   2.510  -1.575  1.00  0.00           O  
HETATM   30  C13 UNL     1      -4.463  -2.662  -0.685  1.00  0.00           C  
HETATM   31  O15 UNL     1      -5.259  -3.700  -0.212  1.00  0.00           O  
HETATM   32  C14 UNL     1      -5.420  -1.545  -1.124  1.00  0.00           C  
HETATM   33  O16 UNL     1      -6.702  -2.049  -1.329  1.00  0.00           O  
HETATM   34  C15 UNL     1      -7.041   0.938   0.678  1.00  0.00           C  
HETATM   35  O17 UNL     1      -7.491   0.091   1.510  1.00  0.00           O  
HETATM   36  N2  UNL     1      -7.670   2.114   0.590  1.00  0.00           N  
HETATM   37  H1  UNL     1      -5.750   3.449  -1.753  1.00  0.00           H  
HETATM   38  H2  UNL     1      -4.627   1.240  -1.537  1.00  0.00           H  
HETATM   39  H3  UNL     1      -5.845  -1.239   0.925  1.00  0.00           H  
HETATM   40  H4  UNL     1      -4.145  -2.345   1.442  1.00  0.00           H  
HETATM   41  H5  UNL     1      -1.847  -1.791  -0.522  1.00  0.00           H  
HETATM   42  H6  UNL     1      -1.951  -3.259   0.484  1.00  0.00           H  
HETATM   43  H7  UNL     1       0.847  -0.603   3.404  1.00  0.00           H  
HETATM   44  H8  UNL     1       3.151  -0.155   2.868  1.00  0.00           H  
HETATM   45  H9  UNL     1       4.530   0.438   0.692  1.00  0.00           H  
HETATM   46  H10 UNL     1       7.055  -0.062  -1.881  1.00  0.00           H  
HETATM   47  H11 UNL     1       8.024  -0.704   0.318  1.00  0.00           H  
HETATM   48  H12 UNL     1       6.348  -0.831   0.956  1.00  0.00           H  
HETATM   49  H13 UNL     1       7.138  -2.897   0.105  1.00  0.00           H  
HETATM   50  H14 UNL     1       6.640   1.628   0.618  1.00  0.00           H  
HETATM   51  H15 UNL     1       8.069   2.372  -1.693  1.00  0.00           H  
HETATM   52  H16 UNL     1       5.813   2.156  -2.258  1.00  0.00           H  
HETATM   53  H17 UNL     1       7.022   3.921  -0.711  1.00  0.00           H  
HETATM   54  H18 UNL     1       4.197   2.630   0.284  1.00  0.00           H  
HETATM   55  H19 UNL     1       3.171   1.711  -2.138  1.00  0.00           H  
HETATM   56  H20 UNL     1      -3.814  -2.984  -1.514  1.00  0.00           H  
HETATM   57  H21 UNL     1      -6.110  -3.376   0.178  1.00  0.00           H  
HETATM   58  H22 UNL     1      -4.999  -1.055  -2.015  1.00  0.00           H  
HETATM   59  H23 UNL     1      -7.072  -1.623  -2.142  1.00  0.00           H  
HETATM   60  H24 UNL     1      -8.511   2.322   1.196  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   36
CONECT    3    4    4   37
CONECT    4    5   38
CONECT    5    6   34
CONECT    6    7   32   39
CONECT    7    8
CONECT    8    9   30   40
CONECT    9   10   41   42
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   43
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   44
CONECT   18   19
CONECT   19   20   28   45
CONECT   20   21
CONECT   21   22   24   46
CONECT   22   23   47   48
CONECT   23   49
CONECT   24   25   26   50
CONECT   25   51
CONECT   26   27   28   52
CONECT   27   53
CONECT   28   29   54
CONECT   29   55
CONECT   30   31   32   56
CONECT   31   57
CONECT   32   33   58
CONECT   33   59
CONECT   34   35   35   36
CONECT   36   60
END
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SMILES for #<Metabolite:0x00007f920145d608>

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
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INCHI for #<Metabolite:0x00007f920145d608>

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
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Synonyms
ValueSource
GLUCOSE-uridine-C1,5'-diphosphATEChEBI
UDP-D-GlucoseChEBI
UDPglucoseChEBI
URIDINE-5'-diphosphATE-glucoseChEBI
UDP-alpha-D-GlucoseKegg
GLUCOSE-uridine-C1,5'-diphosphoric acidGenerator
URIDINE-5'-diphosphoric acid-glucoseGenerator
UDP-a-D-GlucoseGenerator
UDP-Α-D-glucoseGenerator
Uridine diphosphoric acid glucoseGenerator
Diphosphate glucose, uridineHMDB
Diphosphoglucose, uridineHMDB
Glucose, UDPHMDB
Glucose, uridine diphosphateHMDB
UDP GlucoseHMDB
UDPGHMDB
Uridine diphosphoglucoseHMDB
UDP-GLCHMDB
UDP-GlucoseHMDB
Uridine 5'-(alpha-D-glucopyranosyl pyrophosphate)HMDB
Uridine 5'-(α-D-glucopyranosyl pyrophosphate)HMDB
Uridine 5'-diphosphate glucoseHMDB
Uridine 5'-diphospho-alpha-D-glucoseHMDB
Uridine 5'-diphospho-α-D-glucoseHMDB
Uridine 5'-diphosphoglucoseHMDB
Uridine 5’-(α-D-glucopyranosyl pyrophosphate)HMDB
Uridine 5’-diphosphate glucoseHMDB
Uridine 5’-diphospho-α-D-glucoseHMDB
Uridine 5’-diphosphoglucoseHMDB
Uridine diphospho-D-glucoseHMDB
Uridine pyrophosphate-glucoseHMDB
Uridine diphosphate glucoseChEBI
Molecular FormulaC15H24N2O17P2
Average Mass566.3018
Monoisotopic Mass566.055020376
IUPAC Name[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
Traditional Nameudp-α-D-glucose
CAS Registry NumberNot Available
SMILES
OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
InChI KeyHSCJRCZFDFQWRP-JZMIEXBBSA-N