MiMeDB: Showing metabocard for UDP-alpha-D-galacturonic acid (MMDBc0056354)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:23:34 UTC

Update Date

2022-08-12 20:09:41 UTC

Metabolite ID

MMDBc0056354

Metabolite Identification

Common Name

UDP-alpha-D-galacturonic acid

Description

UDP-alpha-D-galacturonate, also known as UDP-a-D-galacturonate, 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. Based on a literature review very few articles have been published on UDP-alpha-D-galacturonate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222232D          

 46 48  0  0  1  0            999 V2000
    1.8111    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9906    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9008    5.7602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0723    6.5672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1904    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1162    5.5053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4592    7.1192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4454    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6308    7.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5031    6.0573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1400    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    3.2393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5139    5.2082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8570    6.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9447    4.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0177    8.4782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4154    8.1811    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8044    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9626    5.8669    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4527    7.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533    5.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6574    6.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9230    6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6746    6.8643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7185    5.8024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4923    6.9064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077    6.6515    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.1054    6.3544    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228    7.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6854    6.0152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2439    7.3742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3316    5.2503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2877    6.3122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8199    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8900    6.6093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  1  0  0  0
  5  1  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 11 13  1  1  0  0  0
 14 10  1  0  0  0  0
 16  5  2  0  0  0  0
 16 15  1  0  0  0  0
 17  2  1  0  0  0  0
 12 17  1  1  0  0  0
 17 15  1  0  0  0  0
 18  5  1  0  0  0  0
  6 19  1  6  0  0  0
  7 20  1  6  0  0  0
  8 21  1  6  0  0  0
  9 22  1  6  0  0  0
 10 23  1  1  0  0  0
 24 13  2  0  0  0  0
 25 13  1  0  0  0  0
 26 15  2  0  0  0  0
 31  3  1  0  0  0  0
 32  4  1  0  0  0  0
 32 12  1  0  0  0  0
 33 11  1  0  0  0  0
 33 14  1  0  0  0  0
 14 34  1  1  0  0  0
 36 27  1  0  0  0  0
 36 28  2  0  0  0  0
 36 31  1  0  0  0  0
 36 35  1  0  0  0  0
 37 29  1  0  0  0  0
 37 30  2  0  0  0  0
 37 34  1  0  0  0  0
 37 35  1  0  0  0  0
  4 38  1  6  0  0  0
  6 39  1  1  0  0  0
  7 40  1  1  0  0  0
  8 41  1  1  0  0  0
  9 42  1  1  0  0  0
 10 43  1  6  0  0  0
 11 44  1  1  0  0  0
 12 45  1  6  0  0  0
 14 46  1  6  0  0  0
M  CHG  3  18  -1  25  -1  27  -1
M  END


  Mrv1652306172222232D          

 46 48  0  0  1  0            999 V2000
    1.8111    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9906    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9008    5.7602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0723    6.5672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1904    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1162    5.5053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4592    7.1192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4454    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6308    7.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5031    6.0573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1400    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    3.2393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5139    5.2082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8570    6.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9447    4.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0177    8.4782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4154    8.1811    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8044    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9626    5.8669    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4527    7.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533    5.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6574    6.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9230    6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6746    6.8643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7185    5.8024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4923    6.9064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077    6.6515    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.1054    6.3544    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228    7.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6854    6.0152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2439    7.3742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3316    5.2503    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2877    6.3122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8199    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8900    6.6093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  1  0  0  0
  5  1  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 11 13  1  1  0  0  0
 14 10  1  0  0  0  0
 16  5  2  0  0  0  0
 16 15  1  0  0  0  0
 17  2  1  0  0  0  0
 12 17  1  1  0  0  0
 17 15  1  0  0  0  0
 18  5  1  0  0  0  0
  6 19  1  6  0  0  0
  7 20  1  6  0  0  0
  8 21  1  6  0  0  0
  9 22  1  6  0  0  0
 10 23  1  1  0  0  0
 24 13  2  0  0  0  0
 25 13  1  0  0  0  0
 26 15  2  0  0  0  0
 31  3  1  0  0  0  0
 32  4  1  0  0  0  0
 32 12  1  0  0  0  0
 33 11  1  0  0  0  0
 33 14  1  0  0  0  0
 14 34  1  1  0  0  0
 36 27  1  0  0  0  0
 36 28  2  0  0  0  0
 36 31  1  0  0  0  0
 36 35  1  0  0  0  0
 37 29  1  0  0  0  0
 37 30  2  0  0  0  0
 37 34  1  0  0  0  0
 37 35  1  0  0  0  0
  4 38  1  6  0  0  0
  6 39  1  1  0  0  0
  7 40  1  1  0  0  0
  8 41  1  1  0  0  0
  9 42  1  1  0  0  0
 10 43  1  6  0  0  0
 11 44  1  1  0  0  0
 12 45  1  6  0  0  0
 14 46  1  6  0  0  0
M  CHG  3  18  -1  25  -1  27  -1
M  END
> <DATABASE_ID>
MMDBc0056354

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])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)/p-3/t4-,6-,7+,8-,9-,10-,11+,12-,14-/m1/s1

> <INCHI_KEY>
HDYANYHVCAPMJV-GXNRKQDOSA-K

> <FORMULA>
C15H19N2O18P2

> <MOLECULAR_WEIGHT>
577.262

> <EXACT_MASS>
577.012456516

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.012162556773575

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R,6R)-6-{[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

> <JCHEM_LOGP>
-4.308832736333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.912328817650529

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7164004545635967

> <JCHEM_PKA_STRONGEST_BASIC>
-3.73201272403137

> <JCHEM_POLAR_SURFACE_AREA>
320.5900000000001

> <JCHEM_REFRACTIVITY>
126.91059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R,6R)-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       3.381   7.132   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.286   8.377   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.045  12.971   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.581  12.495   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.849   7.293   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  13.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.482  10.752   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.802  12.259   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.089  12.495   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.017  10.277   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.657  13.289   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.565  11.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.977  14.796   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.872  11.307   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.128   9.945   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.223   8.699   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       3.660   9.784   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       0.944   6.047   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0       5.335  14.940   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.626   9.722   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      20.266  12.735   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.624  12.971   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      16.697   8.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      16.833  15.826   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      19.442  15.271   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0       1.502  11.352   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      11.130  10.951   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0      10.178  13.881   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.233  10.717   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      14.294  13.006   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.190  11.940   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.105  11.030   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      16.193  12.813   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      14.408  10.831   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      12.119  12.892   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      10.654  12.416   0.000  0.00  0.00           P+0
HETATM   37  P   UNK     0      13.263  11.862   0.000  0.00  0.00           P+0
HETATM   38  H   UNK     0       6.822  14.016   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.963  14.099   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      19.946  11.228   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      19.122  13.765   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.000  11.406   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      15.552   9.801   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      17.337  11.783   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.264   9.658   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      14.728  12.337   0.000  0.00  0.00           H+0
CONECT    1    2    5                                                       
CONECT    2    1   17                                                       
CONECT    3    4   31                                                       
CONECT    4    3    6   32   38                                             
CONECT    5    1   16   18                                                  
CONECT    6    4    9   19   39                                             
CONECT    7    8   10   20   40                                             
CONECT    8    7   11   21   41                                             
CONECT    9    6   12   22   42                                             
CONECT   10    7   14   23   43                                             
CONECT   11    8   13   33   44                                             
CONECT   12    9   17   32   45                                             
CONECT   13   11   24   25                                                  
CONECT   14   10   33   34   46                                             
CONECT   15   16   17   26                                                  
CONECT   16    5   15                                                       
CONECT   17    2   12   15                                                  
CONECT   18    5                                                            
CONECT   19    6                                                            
CONECT   20    7                                                            
CONECT   21    8                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   13                                                            
CONECT   25   13                                                            
CONECT   26   15                                                            
CONECT   27   36                                                            
CONECT   28   36                                                            
CONECT   29   37                                                            
CONECT   30   37                                                            
CONECT   31    3   36                                                       
CONECT   32    4   12                                                       
CONECT   33   11   14                                                       
CONECT   34   14   37                                                       
CONECT   35   36   37                                                       
CONECT   36   27   28   31   35                                             
CONECT   37   29   30   34   35                                             
CONECT   38    4                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   14                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   96    0
END

Synonyms

Value	Source
UDP-alpha-D-Galacturonate trianion	ChEBI
UDP-a-D-Galacturonate trianion	Generator
UDP-a-D-Galacturonic acid trianion	Generator
UDP-alpha-D-Galacturonic acid trianion	Generator
UDP-Α-D-galacturonate trianion	Generator
UDP-Α-D-galacturonic acid trianion	Generator
UDP-a-D-Galacturonate	Generator
UDP-a-D-Galacturonic acid	Generator
UDP-alpha-D-Galacturonic acid	Generator
UDP-Α-D-galacturonate	Generator
UDP-Α-D-galacturonic acid	Generator

Molecular Formula

C₁₅H₁₉N₂O₁₈P₂

Average Mass

577.262

Monoisotopic Mass

577.012456516

IUPAC Name

(2S,3R,4S,5R,6R)-6-{[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

Traditional Name

(2S,3R,4S,5R,6R)-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C([O-])=O)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC([O-])=NC2=O)[C@]([H])(O)[C@]1([H])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)/p-3/t4-,6-,7+,8-,9-,10-,11+,12-,14-/m1/s1

InChI Key

HDYANYHVCAPMJV-GXNRKQDOSA-K

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-5-phosphate
Pentose phosphate
Glucuronic acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Beta-hydroxy acid
Pyrimidone
Hydropyrimidine
Phosphoric acid ester
Pyran
Alkyl phosphate
Organic phosphoric acid derivative
Oxane
Pyrimidine
Monosaccharide
Hydroxy acid
Tetrahydrofuran
Vinylogous amide
Heteroaromatic compound
Lactam
Urea
Secondary alcohol
Polyol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Organonitrogen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:57635 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-4.3	ChemAxon
pKa (Strongest Acidic)	1.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	320.59 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	126.91 m³·mol⁻¹	ChemAxon
Polarizability	45.01 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	3
Bacteria	Thermodesulfobacteria	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26330858

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25244587

PDB ID

Not Available

ChEBI ID

57635

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for UDP-alpha-D-galacturonic acid (MMDBc0056354)

MOL for #<Metabolite:0x00007fdb4c0cd9e0>

3D MOL for #<Metabolite:0x00007fdb4c0cd9e0>

3D SDF for #<Metabolite:0x00007fdb4c0cd9e0>

3D-SDF for #<Metabolite:0x00007fdb4c0cd9e0>

PDB for #<Metabolite:0x00007fdb4c0cd9e0>

3D PDB for #<Metabolite:0x00007fdb4c0cd9e0>

SMILES for #<Metabolite:0x00007fdb4c0cd9e0>

INCHI for #<Metabolite:0x00007fdb4c0cd9e0>

Structure for #<Metabolite:0x00007fdb4c0cd9e0>

3D Structure for #<Metabolite:0x00007fdb4c0cd9e0>