MiMeDB: Showing metabocard for UDP-N-Acetyl-D-mannosaminouronate (MMDBc0031640)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:42:31 UTC

Update Date

2022-08-31 18:22:45 UTC

Metabolite ID

MMDBc0031640

Metabolite Identification

Common Name

UDP-N-Acetyl-D-mannosaminouronate

Description

UDP-n-acetyl-D-mannosaminouronate is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 07301213422D          

 49 51  0  0  0  0            999 V2000
   -0.4054    2.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1709   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1570    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2339    3.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416    1.8053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4763   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    4.6939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6091    2.2902    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1092    4.9488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2807    5.7558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2765    1.8053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3324    6.3078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0216    1.0206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1609    7.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886    5.2459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3270    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8470    3.8869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8119   -0.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065    0.3532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    3.5898    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.9613   -1.6491    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.6091    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    4.3968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    6.0107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0611    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    7.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    7.3698    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.6625    1.1931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4558    3.9067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9459    2.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517    4.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377    4.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855    2.8672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    1.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170    6.0529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    4.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    3.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2009    3.1221    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2447    4.1840    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0990    2.6151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0895    4.3848    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0464    2.8935    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2240    4.1319    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938    5.2038    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4056    2.6201    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4522    6.5628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8364    1.1497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601    4.4390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  1  1  4  0  0  0
  6  4  1  1  0  0  0
  7  2  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 13 15  1  6  0  0  0
 16  8  1  0  0  0  0
 18  5  2  0  0  0  0
  8 18  1  6  0  0  0
 19  7  2  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 14 20  1  1  0  0  0
 20 17  1  0  0  0  0
 21  5  1  0  0  0  0
 22  7  1  0  0  0  0
  9 23  1  6  0  0  0
 10 24  1  6  0  0  0
 11 25  1  1  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 17  2  0  0  0  0
 34  4  1  0  0  0  0
 35  6  1  0  0  0  0
 35 14  1  0  0  0  0
 36 13  1  0  0  0  0
 36 16  1  0  0  0  0
 16 37  1  1  0  0  0
 39 30  1  0  0  0  0
 39 31  2  0  0  0  0
 39 34  1  0  0  0  0
 39 38  1  0  0  0  0
 40 32  1  0  0  0  0
 40 33  2  0  0  0  0
 40 37  1  0  0  0  0
 40 38  1  0  0  0  0
  6 41  1  6  0  0  0
  8 42  1  1  0  0  0
  9 43  1  1  0  0  0
 10 44  1  1  0  0  0
 11 45  1  6  0  0  0
 12 46  1  1  0  0  0
 13 47  1  1  0  0  0
 14 48  1  6  0  0  0
 16 49  1  6  0  0  0
M  CHG  3  21  -1  22  -1  28  -1
M  END


  Mrv0541 07301213422D          

 49 51  0  0  0  0            999 V2000
   -0.4054    2.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6558   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1709   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1570    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2339    3.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416    1.8053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4763   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755    4.6939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6091    2.2902    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1092    4.9488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2807    5.7558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2765    1.8053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3324    6.3078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0216    1.0206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1609    7.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886    5.2459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3270    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8470    3.8869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8119   -0.2280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065    0.3532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    3.5898    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.9613   -1.6491    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.6091    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223    4.3968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0653    6.0107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0611    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740    7.6668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237    7.3698    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.6625    1.1931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4558    3.9067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9459    2.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0517    4.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377    4.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9855    2.8672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966    1.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170    6.0529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    4.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    3.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2009    3.1221    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2447    4.1840    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0990    2.6151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0895    4.3848    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0464    2.8935    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2240    4.1319    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938    5.2038    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4056    2.6201    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4522    6.5628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8364    1.1497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4601    4.4390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  5  1  1  4  0  0  0
  6  4  1  1  0  0  0
  7  2  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 13 15  1  6  0  0  0
 16  8  1  0  0  0  0
 18  5  2  0  0  0  0
  8 18  1  6  0  0  0
 19  7  2  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 14 20  1  1  0  0  0
 20 17  1  0  0  0  0
 21  5  1  0  0  0  0
 22  7  1  0  0  0  0
  9 23  1  6  0  0  0
 10 24  1  6  0  0  0
 11 25  1  1  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 17  2  0  0  0  0
 34  4  1  0  0  0  0
 35  6  1  0  0  0  0
 35 14  1  0  0  0  0
 36 13  1  0  0  0  0
 36 16  1  0  0  0  0
 16 37  1  1  0  0  0
 39 30  1  0  0  0  0
 39 31  2  0  0  0  0
 39 34  1  0  0  0  0
 39 38  1  0  0  0  0
 40 32  1  0  0  0  0
 40 33  2  0  0  0  0
 40 37  1  0  0  0  0
 40 38  1  0  0  0  0
  6 41  1  6  0  0  0
  8 42  1  1  0  0  0
  9 43  1  1  0  0  0
 10 44  1  1  0  0  0
 11 45  1  6  0  0  0
 12 46  1  1  0  0  0
 13 47  1  1  0  0  0
 14 48  1  6  0  0  0
 16 49  1  6  0  0  0
M  CHG  3  21  -1  22  -1  28  -1
M  END
> <DATABASE_ID>
MMDBc0031640

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8+,9-,10-,11+,12-,13+,14-,16-/m1/s1

> <INCHI_KEY>
DZOGQXKQLXAPND-XHUKORKBSA-K

> <FORMULA>
C17H22N3O18P2

> <MOLECULAR_WEIGHT>
618.3134

> <EXACT_MASS>
618.037358939

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
49.78273818494922

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5S,6R)-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)-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylate

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-3.7772638030000008

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.932788256025143

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.721134106748777

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7261792996423333

> <JCHEM_POLAR_SURFACE_AREA>
332.95000000000005

> <JCHEM_REFRACTIVITY>
150.2056

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.93e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5S,6R)-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]-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-JUL-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   40  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   41  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2    3    7                                                       
CONECT    3    2   20                                                       
CONECT    4    6   34                                                       
CONECT    5    1   18   21                                                  
CONECT    6    4    9   35   41                                             
CONECT    7    2   19   22                                                  
CONECT    8   10   16   18   42                                             
CONECT    9    6   12   23   43                                             
CONECT   10    8   11   24   44                                             
CONECT   11   10   13   25   45                                             
CONECT   12    9   14   26   46                                             
CONECT   13   11   15   36   47                                             
CONECT   14   12   20   35   48                                             
CONECT   15   13   27   28                                                  
CONECT   16    8   36   37   49                                             
CONECT   17   19   20   29                                                  
CONECT   18    5    8                                                       
CONECT   19    7   17                                                       
CONECT   20    3   14   17                                                  
CONECT   21    5                                                            
CONECT   22    7                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   15                                                            
CONECT   28   15                                                            
CONECT   29   17                                                            
CONECT   30   39                                                            
CONECT   31   39                                                            
CONECT   32   40                                                            
CONECT   33   40                                                            
CONECT   34    4   39                                                       
CONECT   35    6   14                                                       
CONECT   36   13   16                                                       
CONECT   37   16   40                                                       
CONECT   38   39   40                                                       
CONECT   39   30   31   34   38                                             
CONECT   40   32   33   37   38                                             
CONECT   41    6                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   16                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  102    0
END

Synonyms

Value	Source
UDP-N-Acetyl-alpha-D-mannosaminouronate	ChEBI
UDP-N-Acetyl-a-D-mannosaminouronate	Generator
UDP-N-Acetyl-a-D-mannosaminouronic acid	Generator
UDP-N-Acetyl-alpha-D-mannosaminouronic acid	Generator
UDP-N-Acetyl-α-D-mannosaminouronate	Generator
UDP-N-Acetyl-α-D-mannosaminouronic acid	Generator
UDP-N-Acetyl-D-mannosaminouronic acid	Generator
UDP-N-Acetyl-a-D-mannosaminouronate(3-)	Generator
UDP-N-Acetyl-a-D-mannosaminouronic acid(3-)	Generator
UDP-N-Acetyl-alpha-D-mannosaminouronic acid(3-)	Generator
UDP-N-Acetyl-α-D-mannosaminouronate(3-)	Generator
UDP-N-Acetyl-α-D-mannosaminouronic acid(3-)	Generator
(2S,3S,4R,5S,6R)-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)-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylic acid	Generator

Molecular Formula

C₁₇H₂₂N₃O₁₈P₂

Average Mass

618.3134

Monoisotopic Mass

618.037358939

IUPAC Name

(2S,3S,4R,5S,6R)-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)-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylate

Traditional Name

(2S,3S,4R,5S,6R)-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]-3,4-dihydroxy-5-[(1-oxidoethylidene)amino]oxane-2-carboxylate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H25N3O18P2/c1-5(21)18-8-10(24)11(25)13(15(27)28)36-16(8)37-40(32,33)38-39(30,31)34-4-6-9(23)12(26)14(35-6)20-3-2-7(22)19-17(20)29/h2-3,6,8-14,16,23-26H,4H2,1H3,(H,18,21)(H,27,28)(H,30,31)(H,32,33)(H,19,22,29)/p-3/t6-,8+,9-,10-,11+,12-,13+,14-,16-/m1/s1

InChI Key

DZOGQXKQLXAPND-XHUKORKBSA-K

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-N-acetyl-D-mannosaminouronate(3-) (CHEBI:70731 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	29.3 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-3.8	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	332.95 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	150.21 m³·mol⁻¹	ChemAxon
Polarizability	49.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000009000-0e0dc83d33c048f828f6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0gb9-0001009000-d57e00c9bf5410d64e0f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fkc-9850106000-59521796cef414ebc854	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uxr-8900015000-9f5688b0f34abec1f175	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01bi-9300001000-ff63898b04a88af06a61	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a7l-9500000000-e8308eea3a24b03201ed	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
MMDBr0007988	UDP-N-Acetyl-D-mannosamine	UDP-N-Acetyl-D-mannosaminouronate	Not Available		VMH	30371894

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	83	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	1	Human feces	Metabolic reconstruction
Bacteria	Actinobacteria	1	Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	2	Human feces	Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	7

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
Human Feces	Detected but not Quantified									HMDB

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

UDP-NAC-MANNOS

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25246192

PDB ID

Not Available

ChEBI ID

70731

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
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-Acetyl-D-mannosaminouronate (MMDBc0031640)

MOL for #<Metabolite:0x00007fed14dc2130>

3D MOL for #<Metabolite:0x00007fed14dc2130>

3D SDF for #<Metabolite:0x00007fed14dc2130>

3D-SDF for #<Metabolite:0x00007fed14dc2130>

PDB for #<Metabolite:0x00007fed14dc2130>

3D PDB for #<Metabolite:0x00007fed14dc2130>

SMILES for #<Metabolite:0x00007fed14dc2130>

INCHI for #<Metabolite:0x00007fed14dc2130>

Structure for #<Metabolite:0x00007fed14dc2130>

3D Structure for #<Metabolite:0x00007fed14dc2130>