MiMeDB: Showing metabocard for UDP-2,3-diacetamido-2,3-dideoxy-alpha-D-mannuronate (MMDBc0056350)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:23:30 UTC

Update Date

2022-08-12 20:09:41 UTC

Metabolite ID

MMDBc0056350

Metabolite Identification

Common Name

UDP-2,3-diacetamido-2,3-dideoxy-alpha-D-mannuronate

Description

UDP-2,3-diacetamido-2,3-dideoxy-alpha-D-mannuronate 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-2,3-diacetamido-2,3-dideoxy-alpha-D-mannuronate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222232D          

 52 54  0  0  1  0            999 V2000
   13.4423    5.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5192    4.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9912   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4761   -2.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4901   -0.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2708    5.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1323    3.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7054   -0.5465    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1707   -3.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3147    3.9561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5300    3.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0380   -0.0616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9278    3.4040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3706   -0.5465    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7562    2.5970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6255   -1.3312    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.3693    2.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3585    2.8941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3201   -1.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4862    4.7630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9169    4.2531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8352   -2.5798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1406   -1.9986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8839    4.4659    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.9608    3.1912    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.6858   -4.0009    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.0380    0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7124    3.6590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5859   -0.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1978    1.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1539    2.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9845   -1.1587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1913    1.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7012   -0.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5954    2.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2093    1.6607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616    0.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4505   -1.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9716    2.3421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5739    2.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2308    1.0253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462    0.7703    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.4024    1.8322    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.8345    0.2683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7016    4.5081    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7454    3.4462    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029    0.3129    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5408    2.8520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7872   -1.1299    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5847    1.7901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000   -2.0662    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1431    3.1491    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  4  0  0  0
  7  2  1  4  0  0  0
  8  5  1  1  0  0  0
  9  3  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 15 17  1  1  0  0  0
 18 11  1  0  0  0  0
 20  6  2  0  0  0  0
 10 20  1  1  0  0  0
 21  7  2  0  0  0  0
 11 21  1  1  0  0  0
 22  9  2  0  0  0  0
 22 19  1  0  0  0  0
 23  4  1  0  0  0  0
 16 23  1  1  0  0  0
 23 19  1  0  0  0  0
 24  6  1  0  0  0  0
 25  7  1  0  0  0  0
 26  9  1  0  0  0  0
 12 27  1  6  0  0  0
 13 28  1  6  0  0  0
 14 29  1  6  0  0  0
 30 17  2  0  0  0  0
 31 17  1  0  0  0  0
 32 19  2  0  0  0  0
 37  5  1  0  0  0  0
 38  8  1  0  0  0  0
 38 16  1  0  0  0  0
 39 15  1  0  0  0  0
 39 18  1  0  0  0  0
 18 40  1  1  0  0  0
 42 33  1  0  0  0  0
 42 34  2  0  0  0  0
 42 37  1  0  0  0  0
 42 41  1  0  0  0  0
 43 35  1  0  0  0  0
 43 36  2  0  0  0  0
 43 40  1  0  0  0  0
 43 41  1  0  0  0  0
  8 44  1  6  0  0  0
 10 45  1  6  0  0  0
 11 46  1  6  0  0  0
 12 47  1  1  0  0  0
 13 48  1  1  0  0  0
 14 49  1  1  0  0  0
 15 50  1  6  0  0  0
 16 51  1  6  0  0  0
 18 52  1  1  0  0  0
M  CHG  3  24  -1  25  -1  26  -1
M  END


  Mrv1652306172222232D          

 52 54  0  0  1  0            999 V2000
   13.4423    5.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5192    4.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9912   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4761   -2.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4901   -0.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2708    5.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1323    3.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7054   -0.5465    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1707   -3.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3147    3.9561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.5300    3.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0380   -0.0616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9278    3.4040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3706   -0.5465    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7562    2.5970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6255   -1.3312    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.3693    2.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3585    2.8941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3201   -1.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4862    4.7630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9169    4.2531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8352   -2.5798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1406   -1.9986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8839    4.4659    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    9.9608    3.1912    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.6858   -4.0009    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.0380    0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7124    3.6590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5859   -0.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1978    1.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1539    2.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9845   -1.1587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1913    1.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7012   -0.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5954    2.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2093    1.6607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6616    0.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4505   -1.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9716    2.3421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5739    2.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2308    1.0253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4462    0.7703    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.4024    1.8322    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.8345    0.2683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7016    4.5081    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7454    3.4462    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3029    0.3129    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5408    2.8520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7872   -1.1299    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5847    1.7901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000   -2.0662    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1431    3.1491    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  4  0  0  0
  7  2  1  4  0  0  0
  8  5  1  1  0  0  0
  9  3  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 15 17  1  1  0  0  0
 18 11  1  0  0  0  0
 20  6  2  0  0  0  0
 10 20  1  1  0  0  0
 21  7  2  0  0  0  0
 11 21  1  1  0  0  0
 22  9  2  0  0  0  0
 22 19  1  0  0  0  0
 23  4  1  0  0  0  0
 16 23  1  1  0  0  0
 23 19  1  0  0  0  0
 24  6  1  0  0  0  0
 25  7  1  0  0  0  0
 26  9  1  0  0  0  0
 12 27  1  6  0  0  0
 13 28  1  6  0  0  0
 14 29  1  6  0  0  0
 30 17  2  0  0  0  0
 31 17  1  0  0  0  0
 32 19  2  0  0  0  0
 37  5  1  0  0  0  0
 38  8  1  0  0  0  0
 38 16  1  0  0  0  0
 39 15  1  0  0  0  0
 39 18  1  0  0  0  0
 18 40  1  1  0  0  0
 42 33  1  0  0  0  0
 42 34  2  0  0  0  0
 42 37  1  0  0  0  0
 42 41  1  0  0  0  0
 43 35  1  0  0  0  0
 43 36  2  0  0  0  0
 43 40  1  0  0  0  0
 43 41  1  0  0  0  0
  8 44  1  6  0  0  0
 10 45  1  6  0  0  0
 11 46  1  6  0  0  0
 12 47  1  1  0  0  0
 13 48  1  1  0  0  0
 14 49  1  1  0  0  0
 15 50  1  6  0  0  0
 16 51  1  6  0  0  0
 18 52  1  1  0  0  0
M  CHG  3  24  -1  25  -1  26  -1
M  END
> <DATABASE_ID>
MMDBc0056350

> <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])(N=C(C)[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/C19H28N4O18P2/c1-6(24)20-10-11(21-7(2)25)18(39-15(13(10)28)17(30)31)40-43(35,36)41-42(33,34)37-5-8-12(27)14(29)16(38-8)23-4-3-9(26)22-19(23)32/h3-4,8,10-16,18,27-29H,5H2,1-2H3,(H,20,24)(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3/t8-,10-,11+,12-,13+,14-,15+,16-,18-/m1/s1

> <INCHI_KEY>
GZLIMKLKXDFTJR-ZVWGYSLJSA-K

> <FORMULA>
C19H25N4O18P2

> <MOLECULAR_WEIGHT>
659.368

> <EXACT_MASS>
659.065554717

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
54.50303624372968

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-3.245694869666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.9663571001685236

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7229591485709497

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7876830232390626

> <JCHEM_POLAR_SURFACE_AREA>
345.31000000000006

> <JCHEM_REFRACTIVITY>
161.5418000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3S,4R,5S,6R)-2-carboxy-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-3-hydroxy-5-[(1-oxidoethylidene)amino]oxan-4-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      25.092  10.873   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.769   8.494   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.184  -6.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.089  -5.138   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.848  -0.544   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.772   9.367   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.914   7.463   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.383  -1.020   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.652  -6.222   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.987   7.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.523   6.909   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.138  -0.115   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.132   6.354   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.892  -1.020   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.812   4.848   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.368  -2.485   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.956   3.817   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.203   5.402   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.931  -3.570   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      23.308   8.891   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      20.378   7.939   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       9.026  -4.816   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      11.462  -3.731   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      25.917   8.336   0.000  0.00  0.00           O-1
HETATM   25  O   UNK     0      18.593   5.957   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0       8.747  -7.468   0.000  0.00  0.00           O-1
HETATM   27  O   UNK     0      13.138   1.425   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      25.596   6.830   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.427  -0.544   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      24.636   2.311   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      26.421   4.293   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.304  -2.163   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      17.157   2.903   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      18.109  -0.027   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      17.911   3.740   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      20.924   3.100   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      16.168   0.962   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      13.908  -2.485   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      22.347   4.372   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      19.738   4.927   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      19.098   1.914   0.000  0.00  0.00           O+0
HETATM   42  P   UNK     0      17.633   1.438   0.000  0.00  0.00           P+0
HETATM   43  P   UNK     0      19.418   3.420   0.000  0.00  0.00           P+0
HETATM   44  H   UNK     0      14.624   0.501   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      21.843   8.415   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      20.058   6.433   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      11.765   0.584   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      25.276   5.324   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      10.803  -2.109   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      23.491   3.341   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      13.067  -3.857   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      22.667   5.878   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3    4    9                                                       
CONECT    4    3   23                                                       
CONECT    5    8   37                                                       
CONECT    6    1   20   24                                                  
CONECT    7    2   21   25                                                  
CONECT    8    5   12   38   44                                             
CONECT    9    3   22   26                                                  
CONECT   10   11   13   20   45                                             
CONECT   11   10   18   21   46                                             
CONECT   12    8   14   27   47                                             
CONECT   13   10   15   28   48                                             
CONECT   14   12   16   29   49                                             
CONECT   15   13   17   39   50                                             
CONECT   16   14   23   38   51                                             
CONECT   17   15   30   31                                                  
CONECT   18   11   39   40   52                                             
CONECT   19   22   23   32                                                  
CONECT   20    6   10                                                       
CONECT   21    7   11                                                       
CONECT   22    9   19                                                       
CONECT   23    4   16   19                                                  
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    9                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   17                                                            
CONECT   31   17                                                            
CONECT   32   19                                                            
CONECT   33   42                                                            
CONECT   34   42                                                            
CONECT   35   43                                                            
CONECT   36   43                                                            
CONECT   37    5   42                                                       
CONECT   38    8   16                                                       
CONECT   39   15   18                                                       
CONECT   40   18   43                                                       
CONECT   41   42   43                                                       
CONECT   42   33   34   37   41                                             
CONECT   43   35   36   40   41                                             
CONECT   44    8                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   18                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

Synonyms

Value	Source
UDP-2,3-Diacetamido-2,3-dideoxy-a-D-mannuronate	Generator
UDP-2,3-Diacetamido-2,3-dideoxy-a-D-mannuronic acid	Generator
UDP-2,3-Diacetamido-2,3-dideoxy-alpha-D-mannuronic acid	Generator
UDP-2,3-Diacetamido-2,3-dideoxy-α-D-mannuronate	Generator
UDP-2,3-Diacetamido-2,3-dideoxy-α-D-mannuronic acid	Generator

Molecular Formula

C₁₉H₂₅N₄O₁₈P₂

Average Mass

659.368

Monoisotopic Mass

659.065554717

IUPAC Name

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

Traditional Name

N-[(2S,3S,4R,5S,6R)-2-carboxy-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-3-hydroxy-5-[(1-oxidoethylidene)amino]oxan-4-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(O)=O)[C@@]([H])(O)[C@]([H])(N=C(C)[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/C19H28N4O18P2/c1-6(24)20-10-11(21-7(2)25)18(39-15(13(10)28)17(30)31)40-43(35,36)41-42(33,34)37-5-8-12(27)14(29)16(38-8)23-4-3-9(26)22-19(23)32/h3-4,8,10-16,18,27-29H,5H2,1-2H3,(H,20,24)(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/p-3/t8-,10-,11+,12-,13+,14-,15+,16-,18-/m1/s1

InChI Key

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:58746 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3.2	ChemAxon
pKa (Strongest Acidic)	1.72	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	345.31 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	161.54 m³·mol⁻¹	ChemAxon
Polarizability	54.5 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

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

26331339

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25201685

PDB ID

Not Available

ChEBI ID

58746

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-2,3-diacetamido-2,3-dideoxy-alpha-D-mannuronate (MMDBc0056350)

MOL for #<Metabolite:0x00007fed15ba3f10>

3D MOL for #<Metabolite:0x00007fed15ba3f10>

3D SDF for #<Metabolite:0x00007fed15ba3f10>

3D-SDF for #<Metabolite:0x00007fed15ba3f10>

PDB for #<Metabolite:0x00007fed15ba3f10>

3D PDB for #<Metabolite:0x00007fed15ba3f10>

SMILES for #<Metabolite:0x00007fed15ba3f10>

INCHI for #<Metabolite:0x00007fed15ba3f10>

Structure for #<Metabolite:0x00007fed15ba3f10>

3D Structure for #<Metabolite:0x00007fed15ba3f10>