MiMeDB: Showing metabocard for UDP-N-acetylbacillosamine (MMDBc0056364)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:23:47 UTC

Update Date

2022-08-12 20:09:42 UTC

Metabolite ID

MMDBc0056364

Metabolite Identification

Common Name

UDP-N-acetylbacillosamine

Description

UDP-N-acetylbacillosamine 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-N-acetylbacillosamine.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222232D          

 47 49  0  0  1  0            999 V2000
    4.9024    9.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   12.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4757    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9908    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0231    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    9.8372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6215   12.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2962    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4608   10.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0631   10.9413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8477   11.1962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0964    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8414    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8916   10.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1468    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   10.8991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500   11.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3264    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061   12.5552    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.7811    3.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   12.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8810    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4824    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    7.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284    9.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424    8.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946    7.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    9.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1069    9.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639    8.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793    8.0105    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    9.0724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739   10.0922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6324    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6323   11.4512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346   11.7483    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640    7.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762   10.3893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6797    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2785   10.6864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  1  1  1  0  0  0
  7  2  1  4  0  0  0
  8  5  1  1  0  0  0
  9  3  1  0  0  0  0
 10  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 10 18  1  6  0  0  0
 19  7  2  0  0  0  0
 11 19  1  6  0  0  0
 20  9  2  0  0  0  0
 20 17  1  0  0  0  0
 21  4  1  0  0  0  0
 15 21  1  1  0  0  0
 21 17  1  0  0  0  0
 22  7  1  0  0  0  0
 23  9  1  0  0  0  0
 12 24  1  6  0  0  0
 13 25  1  6  0  0  0
 14 26  1  6  0  0  0
 27 17  2  0  0  0  0
 32  5  1  0  0  0  0
 33  6  1  0  0  0  0
 33 16  1  0  0  0  0
 34  8  1  0  0  0  0
 34 15  1  0  0  0  0
 16 35  1  6  0  0  0
 37 28  1  0  0  0  0
 37 29  2  0  0  0  0
 37 32  1  0  0  0  0
 37 36  1  0  0  0  0
 38 30  1  0  0  0  0
 38 31  2  0  0  0  0
 38 35  1  0  0  0  0
 38 36  1  0  0  0  0
  6 39  1  6  0  0  0
  8 40  1  6  0  0  0
 10 41  1  1  0  0  0
 11 42  1  1  0  0  0
 12 43  1  1  0  0  0
 13 44  1  6  0  0  0
 14 45  1  1  0  0  0
 15 46  1  6  0  0  0
 16 47  1  1  0  0  0
M  CHG  1  22  -1
M  END


  Mrv1652306172222232D          

 47 49  0  0  1  0            999 V2000
    4.9024    9.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   12.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4757    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9908    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0231    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    9.8372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6215   12.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7615    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2962    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4608   10.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0631   10.9413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8477   11.1962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0964    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8414    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8916   10.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1468    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   10.8991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500   11.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3264    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061   12.5552    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.7811    3.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   12.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8810    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4824    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    7.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284    9.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424    8.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946    7.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    9.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1069    9.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639    8.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793    8.0105    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    9.0724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739   10.0922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6324    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6323   11.4512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346   11.7483    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640    7.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762   10.3893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6797    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2785   10.6864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  1  1  1  0  0  0
  7  2  1  4  0  0  0
  8  5  1  1  0  0  0
  9  3  1  0  0  0  0
 10  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 10 18  1  6  0  0  0
 19  7  2  0  0  0  0
 11 19  1  6  0  0  0
 20  9  2  0  0  0  0
 20 17  1  0  0  0  0
 21  4  1  0  0  0  0
 15 21  1  1  0  0  0
 21 17  1  0  0  0  0
 22  7  1  0  0  0  0
 23  9  1  0  0  0  0
 12 24  1  6  0  0  0
 13 25  1  6  0  0  0
 14 26  1  6  0  0  0
 27 17  2  0  0  0  0
 32  5  1  0  0  0  0
 33  6  1  0  0  0  0
 33 16  1  0  0  0  0
 34  8  1  0  0  0  0
 34 15  1  0  0  0  0
 16 35  1  6  0  0  0
 37 28  1  0  0  0  0
 37 29  2  0  0  0  0
 37 32  1  0  0  0  0
 37 36  1  0  0  0  0
 38 30  1  0  0  0  0
 38 31  2  0  0  0  0
 38 35  1  0  0  0  0
 38 36  1  0  0  0  0
  6 39  1  6  0  0  0
  8 40  1  6  0  0  0
 10 41  1  1  0  0  0
 11 42  1  1  0  0  0
 12 43  1  1  0  0  0
 13 44  1  6  0  0  0
 14 45  1  1  0  0  0
 15 46  1  6  0  0  0
 16 47  1  1  0  0  0
M  CHG  1  22  -1
M  END
> <DATABASE_ID>
MMDBc0056364

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H28N4O15P2/c1-6-10(18)13(25)11(19-7(2)22)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)21-4-3-9(23)20-17(21)27/h3-4,6,8,10-16,24-26H,5,18H2,1-2H3,(H,19,22)(H,28,29)(H,30,31)(H,20,23,27)/p-1/t6-,8-,10-,11-,12-,13+,14-,15-,16-/m1/s1

> <INCHI_KEY>
FUUMLYWEEZBCQR-UINYWEPJSA-M

> <FORMULA>
C17H27N4O15P2

> <MOLECULAR_WEIGHT>
589.364

> <EXACT_MASS>
589.095363761

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.74027820871641

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3R,4S,5S,6R)-5-amino-2-({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4-hydroxy-6-methyloxan-3-yl]ethanecarboximidate

> <JCHEM_LOGP>
-4.411094322918739

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.182686831783893

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8726963818802433

> <JCHEM_PKA_STRONGEST_BASIC>
9.226119402693346

> <JCHEM_POLAR_SURFACE_AREA>
295.78000000000003

> <JCHEM_REFRACTIVITY>
129.06459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3R,4S,5S,6R)-5-amino-2-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4-hydroxy-6-methyloxan-3-yl]ethanecarboximidate

> <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       9.151  17.332   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.749  23.991   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.621   7.132   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.716   8.377   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.043  12.971   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.007  18.363   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.894  22.961   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.421  12.495   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.153   7.293   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.327  19.869   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.718  20.424   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  13.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.182  20.900   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.913  12.495   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.437  11.030   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.398  18.917   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.874   9.945   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       9.791  20.345   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       4.573  21.454   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -6.779   8.699   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -4.343   9.784   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       6.358  23.436   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      -7.058   6.047   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667  14.940   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.503  22.406   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.378  12.971   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.500  11.352   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.352  16.418   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.304  13.488   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.106  17.255   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.119  16.615   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.363  14.477   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.542  17.887   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.897  11.030   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       3.933  18.442   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       3.293  15.429   0.000  0.00  0.00           O+0
HETATM   37  P   UNK     0       1.828  14.953   0.000  0.00  0.00           P+0
HETATM   38  P   UNK     0       3.613  16.935   0.000  0.00  0.00           P+0
HETATM   39  H   UNK     0       9.471  18.839   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.181  14.016   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       8.647  21.376   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.038  21.930   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.040  14.099   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.862  19.393   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.002  11.406   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.738   9.658   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.253  19.948   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    4    9                                                       
CONECT    4    3   21                                                       
CONECT    5    8   32                                                       
CONECT    6    1   10   33   39                                             
CONECT    7    2   19   22                                                  
CONECT    8    5   12   34   40                                             
CONECT    9    3   20   23                                                  
CONECT   10    6   13   18   41                                             
CONECT   11   13   16   19   42                                             
CONECT   12    8   14   24   43                                             
CONECT   13   10   11   25   44                                             
CONECT   14   12   15   26   45                                             
CONECT   15   14   21   34   46                                             
CONECT   16   11   33   35   47                                             
CONECT   17   20   21   27                                                  
CONECT   18   10                                                            
CONECT   19    7   11                                                       
CONECT   20    9   17                                                       
CONECT   21    4   15   17                                                  
CONECT   22    7                                                            
CONECT   23    9                                                            
CONECT   24   12                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   17                                                            
CONECT   28   37                                                            
CONECT   29   37                                                            
CONECT   30   38                                                            
CONECT   31   38                                                            
CONECT   32    5   37                                                       
CONECT   33    6   16                                                       
CONECT   34    8   15                                                       
CONECT   35   16   38                                                       
CONECT   36   37   38                                                       
CONECT   37   28   29   32   36                                             
CONECT   38   30   31   35   36                                             
CONECT   39    6                                                            
CONECT   40    8                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

Synonyms

Value	Source
4-Azaniumyl-4,6-dideoxy-N-acetyl-alpha-D-glucosamine(1-)	ChEBI
Uridine 5'-[3-(2-acetamido-4-azaniumyl-2,4,6-trideoxy-alpha-D-glucopyranosyl) diphosphate]	ChEBI
4-Azaniumyl-4,6-dideoxy-N-acetyl-a-D-glucosamine(1-)	Generator
4-Azaniumyl-4,6-dideoxy-N-acetyl-α-D-glucosamine(1-)	Generator
Uridine 5'-[3-(2-acetamido-4-azaniumyl-2,4,6-trideoxy-a-D-glucopyranosyl) diphosphate]	Generator
Uridine 5'-[3-(2-acetamido-4-azaniumyl-2,4,6-trideoxy-a-D-glucopyranosyl) diphosphoric acid]	Generator
Uridine 5'-[3-(2-acetamido-4-azaniumyl-2,4,6-trideoxy-alpha-D-glucopyranosyl) diphosphoric acid]	Generator
Uridine 5'-[3-(2-acetamido-4-azaniumyl-2,4,6-trideoxy-α-D-glucopyranosyl) diphosphate]	Generator
Uridine 5'-[3-(2-acetamido-4-azaniumyl-2,4,6-trideoxy-α-D-glucopyranosyl) diphosphoric acid]	Generator

Molecular Formula

C₁₇H₂₇N₄O₁₅P₂

Average Mass

589.364

Monoisotopic Mass

589.095363761

IUPAC Name

N-[(2R,3R,4S,5S,6R)-5-amino-2-({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-4-hydroxy-6-methyloxan-3-yl]ethanecarboximidate

Traditional Name

N-[(2R,3R,4S,5S,6R)-5-amino-2-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-4-hydroxy-6-methyloxan-3-yl]ethanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(C)[C@@]([H])(N)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C17H28N4O15P2/c1-6-10(18)13(25)11(19-7(2)22)16(33-6)35-38(30,31)36-37(28,29)32-5-8-12(24)14(26)15(34-8)21-4-3-9(23)20-17(21)27/h3-4,6,8,10-16,24-26H,5,18H2,1-2H3,(H,19,22)(H,28,29)(H,30,31)(H,20,23,27)/p-1/t6-,8-,10-,11-,12-,13+,14-,15-,16-/m1/s1

InChI Key

FUUMLYWEEZBCQR-UINYWEPJSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
Pyrimidone
Amino saccharide
Hydropyrimidine
Phosphoric acid ester
Alkyl phosphate
Oxane
Organic phosphoric acid derivative
Pyrimidine
Monosaccharide
Heteroaromatic compound
Acetamide
Vinylogous amide
Tetrahydrofuran
Carboxamide group
Amino acid or derivatives
1,2-aminoalcohol
Lactam
Urea
Secondary carboxylic acid amide
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organic nitrogen compound
Alcohol
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:63277 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-4.4	ChemAxon
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	9.23	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	295.78 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	129.06 m³·mol⁻¹	ChemAxon
Polarizability	49.74 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

Not Available

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	1	Human ; Human feces
Bacteria	Firmicutes	1	Human feces

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

26333070

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56927794

PDB ID

Not Available

ChEBI ID

63277

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-N-acetylbacillosamine (MMDBc0056364)

MOL for #<Metabolite:0x00007fdb40f8fef8>

3D MOL for #<Metabolite:0x00007fdb40f8fef8>

3D SDF for #<Metabolite:0x00007fdb40f8fef8>

3D-SDF for #<Metabolite:0x00007fdb40f8fef8>

PDB for #<Metabolite:0x00007fdb40f8fef8>

3D PDB for #<Metabolite:0x00007fdb40f8fef8>

SMILES for #<Metabolite:0x00007fdb40f8fef8>

INCHI for #<Metabolite:0x00007fdb40f8fef8>

Structure for #<Metabolite:0x00007fdb40f8fef8>

3D Structure for #<Metabolite:0x00007fdb40f8fef8>