MiMeDB: Showing metabocard for CMP-3-deoxy-beta-D-manno-octulosonate (MMDBc0054398)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:10:33 UTC

Update Date

2022-09-01 02:28:54 UTC

Metabolite ID

MMDBc0054398

Metabolite Identification

Common Name

CMP-3-deoxy-beta-D-manno-octulosonate

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303082008062D          

 44 46  0  0  1  0            999 V2000
    0.4308    2.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9158    2.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792    8.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    8.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297    5.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8918    8.8327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8057    8.1906    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1451    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3896    2.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0673    8.8615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4776    5.5108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8102    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6302    8.1619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0651    4.2412    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6069    7.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2402    3.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    7.4046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8745    1.5715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    2.9926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    3.5738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    9.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3290    9.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685    7.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    9.5899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4776    6.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    5.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217    6.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2570    7.6035    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5757    4.4137    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.1408    5.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309    7.1273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1012    6.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    4.2412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175    7.4334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704    6.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    6.3427    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    9.5611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428    8.8903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    5.8407    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    8.1331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    5.8853    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    4.4425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    7.4622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    3.5062    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  1  0  0  0
  9  1  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  6  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 17  3  1  0  0  0  0
 17 15  1  6  0  0  0
 18  9  2  0  0  0  0
 19  9  1  0  0  0  0
 19 16  2  0  0  0  0
 20  2  1  0  0  0  0
 14 20  1  1  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
  6 22  1  6  0  0  0
  7 23  1  1  0  0  0
 10 24  1  1  0  0  0
 11 25  1  6  0  0  0
 12 26  1  6  0  0  0
 27 15  2  0  0  0  0
 28 15  1  0  0  0  0
 29 16  1  0  0  0  0
 32  5  1  0  0  0  0
 33  8  1  0  0  0  0
 33 14  1  0  0  0  0
 34 13  1  0  0  0  0
 34 17  1  0  0  0  0
 17 35  1  1  0  0  0
 36 30  1  0  0  0  0
 36 31  2  0  0  0  0
 36 32  1  0  0  0  0
 36 35  1  0  0  0  0
  6 37  1  1  0  0  0
  7 38  1  1  0  0  0
  8 39  1  6  0  0  0
 10 40  1  1  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
M  CHG  2  28  -1  29  -1
M  END


  Mrv1652303082008062D          

 44 46  0  0  1  0            999 V2000
    0.4308    2.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9158    2.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792    8.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    8.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297    5.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8918    8.8327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8057    8.1906    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1451    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3896    2.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0673    8.8615    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4776    5.5108    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8102    5.0259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6302    8.1619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0651    4.2412    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6069    7.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2402    3.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    7.4046    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8745    1.5715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    2.9926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    3.5738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    9.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3290    9.5323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685    7.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    9.5899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4776    6.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0256    5.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217    6.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2570    7.6035    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.5757    4.4137    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.1408    5.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6309    7.1273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1012    6.0878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    4.2412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175    7.4334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704    6.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858    6.3427    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    9.5611    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2428    8.8903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    5.8407    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    8.1331    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    5.8853    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    4.4425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    7.4622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397    3.5062    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  1  0  0  0
  9  1  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  6  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 17  3  1  0  0  0  0
 17 15  1  6  0  0  0
 18  9  2  0  0  0  0
 19  9  1  0  0  0  0
 19 16  2  0  0  0  0
 20  2  1  0  0  0  0
 14 20  1  1  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
  6 22  1  6  0  0  0
  7 23  1  1  0  0  0
 10 24  1  1  0  0  0
 11 25  1  6  0  0  0
 12 26  1  6  0  0  0
 27 15  2  0  0  0  0
 28 15  1  0  0  0  0
 29 16  1  0  0  0  0
 32  5  1  0  0  0  0
 33  8  1  0  0  0  0
 33 14  1  0  0  0  0
 34 13  1  0  0  0  0
 34 17  1  0  0  0  0
 17 35  1  1  0  0  0
 36 30  1  0  0  0  0
 36 31  2  0  0  0  0
 36 32  1  0  0  0  0
 36 35  1  0  0  0  0
  6 37  1  1  0  0  0
  7 38  1  1  0  0  0
  8 39  1  6  0  0  0
 10 40  1  1  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
M  CHG  2  28  -1  29  -1
M  END
> <DATABASE_ID>
MMDBc0054398

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CO)[C@@]1([H])O[C@@](C[C@@]([H])(O)[C@@]1([H])O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/p-2/t6-,7-,8-,10-,11-,12-,13-,14-,17+/m1/s1

> <INCHI_KEY>
YWWJKULNWGRYAS-XKKDATLGSA-L

> <FORMULA>
C17H24N3O15P

> <MOLECULAR_WEIGHT>
541.36

> <EXACT_MASS>
541.095601243

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.02371488870149

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4R,5R,6R)-2-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-imino-2-oxido-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylate

> <ALOGPS_LOGP>
-2.36

> <JCHEM_LOGP>
-4.851713321351073

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.0511292535924297

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4350388572590096

> <JCHEM_PKA_STRONGEST_BASIC>
2.4105087807345975

> <JCHEM_POLAR_SURFACE_AREA>
298.24000000000007

> <JCHEM_REFRACTIVITY>
141.1562

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.65e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4R,5R,6R)-2-({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-imino-2-oxidopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAR-20         0                                  
HETATM    1  C   UNK     0       0.804   4.018   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.709   5.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.855  15.128   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.514  16.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.469   9.857   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.131  16.488   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.237  15.289   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.004   9.382   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.727   4.179   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.592  16.541   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.758  10.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.512   9.382   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.776  15.236   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.988   7.917   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.466  13.245   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.448   6.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.038  13.822   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -1.632   2.933   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      -1.354   5.586   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       1.083   6.671   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       5.330  17.955   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.947  17.794   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.421  13.983   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.869  17.901   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.758  11.827   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.048   9.857   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.681  11.720   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      11.680  14.193   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0      -1.075   8.239   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0       7.729  10.375   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.778  13.304   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.789  11.364   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.528   7.917   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       7.499  13.876   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.718  12.316   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0       7.253  11.840   0.000  0.00  0.00           P+0
HETATM   37  H   UNK     0       8.408  17.847   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.053  16.595   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.245  10.903   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       8.315  15.182   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.386  10.986   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.423   8.293   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.960  13.929   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.687   6.545   0.000  0.00  0.00           H+0
CONECT    1    2    9                                                       
CONECT    2    1   20                                                       
CONECT    3    6   17                                                       
CONECT    4    7   21                                                       
CONECT    5    8   32                                                       
CONECT    6    3   10   22   37                                             
CONECT    7    4   13   23   38                                             
CONECT    8    5   11   33   39                                             
CONECT    9    1   18   19                                                  
CONECT   10    6   13   24   40                                             
CONECT   11    8   12   25   41                                             
CONECT   12   11   14   26   42                                             
CONECT   13    7   10   34   43                                             
CONECT   14   12   20   33   44                                             
CONECT   15   17   27   28                                                  
CONECT   16   19   20   29                                                  
CONECT   17    3   15   34   35                                             
CONECT   18    9                                                            
CONECT   19    9   16                                                       
CONECT   20    2   14   16                                                  
CONECT   21    4                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   15                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   36                                                            
CONECT   31   36                                                            
CONECT   32    5   36                                                       
CONECT   33    8   14                                                       
CONECT   34   13   17                                                       
CONECT   35   17   36                                                       
CONECT   36   30   31   32   35                                             
CONECT   37    6                                                            
CONECT   38    7                                                            
CONECT   39    8                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

Synonyms

Value	Source
CMP-3-Deoxy-D-manno-octulosonate dianion	ChEBI
CMP-3-Deoxy-D-manno-octulosonic acid dianion	Generator
CMP-3-Deoxy-D-manno-octulosonic acid	Generator
CMP-3-Deoxy-a-D-manno-octulosonate(2-)	Generator
CMP-3-Deoxy-a-D-manno-octulosonic acid(2-)	Generator
CMP-3-Deoxy-alpha-D-manno-octulosonic acid(2-)	Generator
CMP-3-Deoxy-α-D-manno-octulosonate(2-)	Generator
CMP-3-Deoxy-α-D-manno-octulosonic acid(2-)	Generator

Molecular Formula

C₁₇H₂₄N₃O₁₅P

Average Mass

541.36

Monoisotopic Mass

541.095601243

IUPAC Name

(2S,4R,5R,6R)-2-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-imino-2-oxido-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylate

Traditional Name

(2S,4R,5R,6R)-2-({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-imino-2-oxidopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)-6-[(1R)-1,2-dihydroxyethyl]-4,5-dihydroxyoxane-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CO)[C@@]1([H])O[C@@](C[C@@]([H])(O)[C@@]1([H])O)(OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O)C([O-])=O

InChI Identifier

InChI=1S/C17H26N3O15P/c18-9-1-2-20(16(29)19-9)14-12(26)11(25)8(33-14)5-32-36(30,31)35-17(15(27)28)3-6(22)10(24)13(34-17)7(23)4-21/h1-2,6-8,10-14,21-26H,3-5H2,(H,27,28)(H,30,31)(H2,18,19,29)/p-2/t6-,7-,8-,10-,11-,12-,13-,14-,17+/m1/s1

InChI Key

YWWJKULNWGRYAS-XKKDATLGSA-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 ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
C-glucuronide
C-glycosyl compound
N-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Aminopyrimidine
Pyrimidone
Dialkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Imidolactam
Alkyl phosphate
Phosphoric acid ester
Oxane
Pyrimidine
Hydropyrimidine
Pyran
Heteroaromatic compound
Tetrahydrofuran
Amino acid or derivatives
Amino acid
Secondary alcohol
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Alcohol
Amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:59825 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	26.5 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-4.9	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.44	ChemAxon
pKa (Strongest Basic)	2.41	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	298.24 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	141.16 m³·mol⁻¹	ChemAxon
Polarizability	46.02 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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0014337	3-deoxy-D-manno-2-octulosonate	CMP-3-deoxy-beta-D-manno-octulosonate	3-deoxy-manno-octulosonate cytidylyltransferase	Transfer of a cytidylyl group	RHEA	34755880
MMDBr0014774	alpha-Kdo-(2->6)-lipid IVA	alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA	3-deoxy-D-manno-octulosonic acid transferase	Transfer of 3-deoxy-D-manno-octulosonic acid	RHEA	34755880
MMDBr0014775	CMP-3-deoxy-beta-D-manno-octulosonate	alpha-Kdo-(2->6)-lipid IVA	3-deoxy-D-manno-octulosonic acid transferase	Transfer of 3-deoxy-D-manno-octulosonic acid	RHEA	34755880
MMDBr0014793	alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA	alpha-Kdo-(2->8)-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA	3-deoxy-D-manno-octulosonic acid transferase	Transfer of 3-deoxy-D-manno-octulosonic acid	RHEA	34755880
MMDBr0014794	alpha-Kdo-(2->8)-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA	alpha-Kdo-(2->8)-[alpha-Kdo-(2->4)]-alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA	3-deoxy-D-manno-octulosonic acid transferase	Transfer of 3-deoxy-D-manno-octulosonic acid	RHEA	34755880

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
Bacteria	Cyanobacteria	3
Bacteria	Proteobacteria	322	Human ; Pig ; Cattle ; Human feces; River trout ; Rat ; Turkey ; Sheep ; Lion ; Chicken ; American dog tick ; Human feces; pleural fluid plaque; bal; Human stool
Bacteria	Acidobacteria	3
Bacteria	Aquificae	1
Bacteria	Bacteroidetes	9	Human ; Human feces
Bacteria	Chlamydiae	11	Human ; Sheep ; Cat ; Birds
Bacteria	Chlorobi	11
Bacteria/NULL	Proteobacteria	2	Human ; Pig ; Cattle ; Human feces; River trout ; Rat ; Turkey ; Sheep ; Lion ; Chicken ; American dog tick ; Human feces; pleural fluid plaque; bal; Human stool
Bacteria	Elusimicrobia	1
Bacteria	Fusobacteria	1	Human ; Human feces
Bacteria	Gemmatimonadetes	1
Bacteria	Spirochaetes	6	Human
Bacteria	Planctomycetes	1
Bacteria	Nitrospirae	1

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CMP-KDO

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46878557

PDB ID

Not Available

ChEBI ID

59825

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 CMP-3-deoxy-beta-D-manno-octulosonate (MMDBc0054398)

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Structure for #<Metabolite:0x000055d24b063a88>

3D Structure for #<Metabolite:0x000055d24b063a88>