MiMeDB: Showing metabocard for dTDP-4-acetamido-4,6-dideoxy-alpha-D-glucose (MMDBc0055945)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:11:30 UTC

Update Date

2022-08-12 20:09:30 UTC

Metabolite ID

MMDBc0055945

Metabolite Identification

Common Name

dTDP-4-acetamido-4,6-dideoxy-alpha-D-glucose

Description

dTDP-N-acetylviosamine 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 dTDP-N-acetylviosamine.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222112D          

 46 48  0  0  1  0            999 V2000
    3.5691    3.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5903   12.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7726   11.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    6.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4188   11.1962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9880   11.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.1786    0.0000 C   0  0  1  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
    3.2704    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0319   10.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8603    9.8372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0757    9.5823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7252    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4626   10.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5758    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   10.8991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749   12.2581    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
   -3.4734    9.2852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042    8.7753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101    3.2393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.9113    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947    7.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7046    8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    8.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005    9.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343    7.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342   10.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780    9.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    8.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4497    8.0105    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065    9.0724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034   11.4512    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
    1.6071    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8958    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6450   10.0922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   10.3893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888    9.0303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    9.3274    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  1  0  0  0
  9  3  1  4  0  0  0
 10  4  1  0  0  0  0
 11  6  1  6  0  0  0
 11 10  1  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 17 15  1  0  0  0  0
 19  9  2  0  0  0  0
 13 19  1  6  0  0  0
 20 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21  5  1  0  0  0  0
 12 21  1  6  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 10 23  1  1  0  0  0
 14 24  1  6  0  0  0
 15 25  1  6  0  0  0
 26 16  1  0  0  0  0
 27 18  2  0  0  0  0
 32  6  1  0  0  0  0
 33  8  1  0  0  0  0
 33 17  1  0  0  0  0
 34 11  1  0  0  0  0
 34 12  1  0  0  0  0
 17 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
  8 39  1  6  0  0  0
 10 40  1  6  0  0  0
 11 41  1  1  0  0  0
 12 42  1  1  0  0  0
 13 43  1  1  0  0  0
 14 44  1  6  0  0  0
 15 45  1  1  0  0  0
 17 46  1  1  0  0  0
M  CHG  2  22  -1  26  -1
M  END


  Mrv1652306172222112D          

 46 48  0  0  1  0            999 V2000
    3.5691    3.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5903   12.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7726   11.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    6.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4188   11.1962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9880   11.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.1786    0.0000 C   0  0  1  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
    3.2704    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0319   10.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8603    9.8372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0757    9.5823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7252    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4626   10.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5758    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8165   10.8991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3749   12.2581    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
   -3.4734    9.2852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042    8.7753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101    3.2393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.9113    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947    7.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7046    8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3134    8.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005    9.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343    7.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6342   10.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6780    9.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3349    8.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4497    8.0105    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065    9.0724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034   11.4512    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
    1.6071    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8958    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6450   10.0922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   10.3893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888    9.0303    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    9.3274    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  2  1  1  0  0  0
  9  3  1  4  0  0  0
 10  4  1  0  0  0  0
 11  6  1  6  0  0  0
 11 10  1  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 17 15  1  0  0  0  0
 19  9  2  0  0  0  0
 13 19  1  6  0  0  0
 20 16  2  0  0  0  0
 20 18  1  0  0  0  0
 21  5  1  0  0  0  0
 12 21  1  6  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 10 23  1  1  0  0  0
 14 24  1  6  0  0  0
 15 25  1  6  0  0  0
 26 16  1  0  0  0  0
 27 18  2  0  0  0  0
 32  6  1  0  0  0  0
 33  8  1  0  0  0  0
 33 17  1  0  0  0  0
 34 11  1  0  0  0  0
 34 12  1  0  0  0  0
 17 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
  8 39  1  6  0  0  0
 10 40  1  6  0  0  0
 11 41  1  1  0  0  0
 12 42  1  1  0  0  0
 13 43  1  1  0  0  0
 14 44  1  6  0  0  0
 15 45  1  1  0  0  0
 17 46  1  1  0  0  0
M  CHG  2  22  -1  26  -1
M  END
> <DATABASE_ID>
MMDBc0055945

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H29N3O15P2/c1-7-5-21(18(27)20-16(7)26)12-4-10(23)11(34-12)6-32-37(28,29)36-38(30,31)35-17-15(25)14(24)13(8(2)33-17)19-9(3)22/h5,8,10-15,17,23-25H,4,6H2,1-3H3,(H,19,22)(H,28,29)(H,30,31)(H,20,26,27)/p-2/t8-,10+,11-,12-,13-,14+,15-,17-/m1/s1

> <INCHI_KEY>
YHXQWYBLXUELDA-XGEGERJZSA-L

> <FORMULA>
C18H27N3O15P2

> <MOLECULAR_WEIGHT>
587.369

> <EXACT_MASS>
587.092838337

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.15477974789154

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-2.6027958736541312

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.230566536973634

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5531557464818535

> <JCHEM_PKA_STRONGEST_BASIC>
2.3060863066471295

> <JCHEM_POLAR_SURFACE_AREA>
272.59

> <JCHEM_REFRACTIVITY>
140.8038

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3S,4S,5R,6R)-4,5-dihydroxy-6-{[hydroxy([hydroxy([(2R,3S,5R)-3-hydroxy-5-(5-methyl-4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy)phosphoryl]oxy)phosphoryl]oxy}-2-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       6.662   5.725   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.835  22.406   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.909  22.327   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       6.384   8.377   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.624  12.971   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.289   7.132   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.515  20.900   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.444  21.851   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  13.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.089  12.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.105  11.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.659  19.869   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.339  18.363   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.875  17.887   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.820   7.293   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.730  18.917   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.541   9.945   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -7.124  20.345   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       9.447   8.699   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       7.010   9.784   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -6.300  22.882   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       5.335  14.940   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -6.484  17.332   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.554  16.381   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.725   6.047   0.000  0.00  0.00           O-1
HETATM   27  O   UNK     0       9.168  11.352   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.364  13.488   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.315  16.418   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.452  16.615   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.561  17.255   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.304  14.477   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.050  20.424   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       4.565  11.030   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.266  18.442   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -0.625  15.429   0.000  0.00  0.00           O+0
HETATM   37  P   UNK     0       0.839  14.953   0.000  0.00  0.00           P+0
HETATM   38  P   UNK     0      -0.945  16.935   0.000  0.00  0.00           P+0
HETATM   39  H   UNK     0      -5.980  21.376   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.963  14.099   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.000  11.406   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.406   9.658   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -6.804  18.839   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.195  19.393   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.019  16.856   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.410  17.411   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   10   12                                                       
CONECT    5    7   21                                                       
CONECT    6   11   32                                                       
CONECT    7    1    5   16                                                  
CONECT    8    2   13   33   39                                             
CONECT    9    3   19   22                                                  
CONECT   10    4   11   23   40                                             
CONECT   11    6   10   34   41                                             
CONECT   12    4   21   34   42                                             
CONECT   13    8   14   19   43                                             
CONECT   14   13   15   24   44                                             
CONECT   15   14   17   25   45                                             
CONECT   16    7   20   26                                                  
CONECT   17   15   33   35   46                                             
CONECT   18   20   21   27                                                  
CONECT   19    9   13                                                       
CONECT   20   16   18                                                       
CONECT   21    5   12   18                                                  
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   14                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   18                                                            
CONECT   28   37                                                            
CONECT   29   37                                                            
CONECT   30   38                                                            
CONECT   31   38                                                            
CONECT   32    6   37                                                       
CONECT   33    8   17                                                       
CONECT   34   11   12                                                       
CONECT   35   17   38                                                       
CONECT   36   37   38                                                       
CONECT   37   28   29   32   36                                             
CONECT   38   30   31   35   36                                             
CONECT   39    8                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   17                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   96    0
END

Synonyms

Value	Source
dTDP-4-Acetamido-4,6-dideoxy-alpha-D-glucose	ChEBI
dTDP-4-Acetamido-4,6-dideoxy-a-D-glucose	Generator
dTDP-4-Acetamido-4,6-dideoxy-α-D-glucose	Generator

Molecular Formula

C₁₈H₂₇N₃O₁₅P₂

Average Mass

587.369

Monoisotopic Mass

587.092838337

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(C)[C@@]([H])(N=C(C)[O-])[C@]([H])(O)[C@@]1([H])O)N1C=C(C)C([O-])=NC1=O

InChI Identifier

InChI=1S/C18H29N3O15P2/c1-7-5-21(18(27)20-16(7)26)12-4-10(23)11(34-12)6-32-37(28,29)36-38(30,31)35-17-15(25)14(24)13(8(2)33-17)19-9(3)22/h5,8,10-15,17,23-25H,4,6H2,1-3H3,(H,19,22)(H,28,29)(H,30,31)(H,20,26,27)/p-2/t8-,10+,11-,12-,13-,14+,15-,17-/m1/s1

InChI Key

YHXQWYBLXUELDA-XGEGERJZSA-L

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 2'-deoxyribonucleoside diphosphate
Pentose phosphate
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Tetrahydrofuran
Heteroaromatic compound
Acetamide
Vinylogous amide
Urea
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Lactam
Oxacycle
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dTDP-4-acetamido-4,6-dideoxy-D-glucose(2-) (CHEBI:68675 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.6	ChemAxon
pKa (Strongest Acidic)	1.55	ChemAxon
pKa (Strongest Basic)	2.31	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	272.59 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	140.8 m³·mol⁻¹	ChemAxon
Polarizability	49.15 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; Human feces; pleural fluid plaque; bal; Human stool

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

28533260

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70678975

PDB ID

Not Available

ChEBI ID

68675

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 dTDP-4-acetamido-4,6-dideoxy-alpha-D-glucose (MMDBc0055945)

MOL for #<Metabolite:0x00005634c2ba6290>

3D MOL for #<Metabolite:0x00005634c2ba6290>

3D SDF for #<Metabolite:0x00005634c2ba6290>

3D-SDF for #<Metabolite:0x00005634c2ba6290>

PDB for #<Metabolite:0x00005634c2ba6290>

3D PDB for #<Metabolite:0x00005634c2ba6290>

SMILES for #<Metabolite:0x00005634c2ba6290>

INCHI for #<Metabolite:0x00005634c2ba6290>

Structure for #<Metabolite:0x00005634c2ba6290>

3D Structure for #<Metabolite:0x00005634c2ba6290>