MiMeDB: Showing metabocard for UDP-N-acetyl-alpha-D-glucosamine 3'-phosphate (MMDBc0056356)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:23:37 UTC

Update Date

2022-08-12 20:09:41 UTC

Metabolite ID

MMDBc0056356

Metabolite Identification

Common Name

UDP-N-acetyl-alpha-D-glucosamine 3'-phosphate

Description

UNAG-3P 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 UNAG-3P.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222232D          

 52 54  0  0  1  0            999 V2000
    1.0523   11.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4757    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9908    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9024    9.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0231    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   11.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    9.8372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7615    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2962    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631   10.9413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4608   10.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0964    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8477   11.1962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8414    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8916   10.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1468    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500   11.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3264    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308    8.4782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   10.4314    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.7811    3.2393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   10.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8810    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4824    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931   13.1073    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9582   13.1683    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8541   11.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    7.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424    8.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284    9.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946    7.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    9.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   12.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1069    9.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639    8.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061   12.5552    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793    8.0105    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    9.0724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739   10.0922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6324    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346   11.7483    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640    7.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6323   11.4512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6797    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762   10.3893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2785   10.6864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  1  1  4  0  0  0
  7  4  1  1  0  0  0
  8  5  1  1  0  0  0
  9  2  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 18  6  2  0  0  0  0
 10 18  1  6  0  0  0
 19  9  2  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 15 20  1  1  0  0  0
 20 17  1  0  0  0  0
 21  4  1  0  0  0  0
 22  6  1  0  0  0  0
 23  9  1  0  0  0  0
 11 24  1  6  0  0  0
 12 25  1  6  0  0  0
 13 26  1  6  0  0  0
 27 17  2  0  0  0  0
 35  5  1  0  0  0  0
 36  8  1  0  0  0  0
 36 15  1  0  0  0  0
 37  7  1  0  0  0  0
 37 16  1  0  0  0  0
 14 38  1  6  0  0  0
 16 39  1  6  0  0  0
 41 28  1  0  0  0  0
 41 29  1  0  0  0  0
 41 30  2  0  0  0  0
 41 38  1  0  0  0  0
 42 31  1  0  0  0  0
 42 32  2  0  0  0  0
 42 35  1  0  0  0  0
 42 40  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  2  0  0  0  0
 43 39  1  0  0  0  0
 43 40  1  0  0  0  0
  7 44  1  6  0  0  0
  8 45  1  6  0  0  0
 10 46  1  1  0  0  0
 11 47  1  1  0  0  0
 12 48  1  1  0  0  0
 13 49  1  1  0  0  0
 14 50  1  6  0  0  0
 15 51  1  6  0  0  0
 16 52  1  1  0  0  0
M  CHG  4  22  -1  23  -1  28  -1  29  -1
M  END


  Mrv1652306172222232D          

 52 54  0  0  1  0            999 V2000
    1.0523   11.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4757    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9908    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9024    9.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0231    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6654   11.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2893    9.8372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7615    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2962    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631   10.9413    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4608   10.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0964    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8477   11.1962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8414    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8916   10.1343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1468    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500   11.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3264    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7308    8.4782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   10.4314    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.7811    3.2393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   10.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8810    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4824    6.0815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931   13.1073    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.9582   13.1683    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8541   11.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342    7.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7424    8.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284    9.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946    7.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    9.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   12.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1069    9.8794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639    8.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061   12.5552    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793    8.0105    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    9.0724    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739   10.0922    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6324    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2346   11.7483    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640    7.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6323   11.4512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6797    6.1103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762   10.3893    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669    5.1739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2785   10.6864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  1  1  4  0  0  0
  7  4  1  1  0  0  0
  8  5  1  1  0  0  0
  9  2  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 18  6  2  0  0  0  0
 10 18  1  6  0  0  0
 19  9  2  0  0  0  0
 19 17  1  0  0  0  0
 20  3  1  0  0  0  0
 15 20  1  1  0  0  0
 20 17  1  0  0  0  0
 21  4  1  0  0  0  0
 22  6  1  0  0  0  0
 23  9  1  0  0  0  0
 11 24  1  6  0  0  0
 12 25  1  6  0  0  0
 13 26  1  6  0  0  0
 27 17  2  0  0  0  0
 35  5  1  0  0  0  0
 36  8  1  0  0  0  0
 36 15  1  0  0  0  0
 37  7  1  0  0  0  0
 37 16  1  0  0  0  0
 14 38  1  6  0  0  0
 16 39  1  6  0  0  0
 41 28  1  0  0  0  0
 41 29  1  0  0  0  0
 41 30  2  0  0  0  0
 41 38  1  0  0  0  0
 42 31  1  0  0  0  0
 42 32  2  0  0  0  0
 42 35  1  0  0  0  0
 42 40  1  0  0  0  0
 43 33  1  0  0  0  0
 43 34  2  0  0  0  0
 43 39  1  0  0  0  0
 43 40  1  0  0  0  0
  7 44  1  6  0  0  0
  8 45  1  6  0  0  0
 10 46  1  1  0  0  0
 11 47  1  1  0  0  0
 12 48  1  1  0  0  0
 13 49  1  1  0  0  0
 14 50  1  6  0  0  0
 15 51  1  6  0  0  0
 16 52  1  1  0  0  0
M  CHG  4  22  -1  23  -1  28  -1  29  -1
M  END
> <DATABASE_ID>
MMDBc0056356

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(OP([O-])([O-])=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/C17H28N3O20P3/c1-6(22)18-10-14(38-41(28,29)30)12(25)7(4-21)37-16(10)39-43(33,34)40-42(31,32)35-5-8-11(24)13(26)15(36-8)20-3-2-9(23)19-17(20)27/h2-3,7-8,10-16,21,24-26H,4-5H2,1H3,(H,18,22)(H,31,32)(H,33,34)(H,19,23,27)(H2,28,29,30)/p-4/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1

> <INCHI_KEY>
OGVYJNPFVHQJJS-CFRASDGPSA-J

> <FORMULA>
C17H24N3O20P3

> <MOLECULAR_WEIGHT>
683.303

> <EXACT_MASS>
683.018795498

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
53.732847703099175

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3R,4R,5R,6R)-2-({[({[(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)-5-hydroxy-6-(hydroxymethyl)-4-(phosphonooxy)oxan-3-yl]ethanecarboximidate

> <JCHEM_LOGP>
-4.2211043723333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8011042600333367

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9030884395431586

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7876830232390626

> <JCHEM_POLAR_SURFACE_AREA>
365.2400000000001

> <JCHEM_REFRACTIVITY>
148.13059999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3R,4R,5R,6R)-2-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-oxido-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-5-hydroxy-6-(hydroxymethyl)-4-(phosphonooxy)oxan-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       1.964  22.009   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.621   7.132   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.716   8.377   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.151  17.332   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.043  12.971   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.109  20.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.007  18.363   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.421  12.495   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.153   7.293   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.718  20.424   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  13.400   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.327  19.869   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.913  12.495   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.182  20.900   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.437  11.030   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.398  18.917   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.874   9.945   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.573  21.454   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      -6.779   8.699   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -4.343   9.784   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       8.831  15.826   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.789  19.472   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      -7.058   6.047   0.000  0.00  0.00           O-1
HETATM   24  O   UNK     0      -2.667  14.940   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.791  20.345   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.378  12.971   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.500  11.352   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.214  24.467   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0       7.389  24.581   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0       5.328  22.292   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.304  13.488   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.352  16.418   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.119  16.615   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.106  17.255   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.363  14.477   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.897  11.030   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.542  17.887   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.503  22.406   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.933  18.442   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.293  15.429   0.000  0.00  0.00           O+0
HETATM   41  P   UNK     0       6.358  23.436   0.000  0.00  0.00           P+0
HETATM   42  P   UNK     0       1.828  14.953   0.000  0.00  0.00           P+0
HETATM   43  P   UNK     0       3.613  16.935   0.000  0.00  0.00           P+0
HETATM   44  H   UNK     0       9.471  18.839   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.181  14.016   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       6.038  21.930   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.040  14.099   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       8.647  21.376   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.002  11.406   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       6.862  19.393   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.738   9.658   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.253  19.948   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    3    9                                                       
CONECT    3    2   20                                                       
CONECT    4    7   21                                                       
CONECT    5    8   35                                                       
CONECT    6    1   18   22                                                  
CONECT    7    4   12   37   44                                             
CONECT    8    5   11   36   45                                             
CONECT    9    2   19   23                                                  
CONECT   10   14   16   18   46                                             
CONECT   11    8   13   24   47                                             
CONECT   12    7   14   25   48                                             
CONECT   13   11   15   26   49                                             
CONECT   14   10   12   38   50                                             
CONECT   15   13   20   36   51                                             
CONECT   16   10   37   39   52                                             
CONECT   17   19   20   27                                                  
CONECT   18    6   10                                                       
CONECT   19    9   17                                                       
CONECT   20    3   15   17                                                  
CONECT   21    4                                                            
CONECT   22    6                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   13                                                            
CONECT   27   17                                                            
CONECT   28   41                                                            
CONECT   29   41                                                            
CONECT   30   41                                                            
CONECT   31   42                                                            
CONECT   32   42                                                            
CONECT   33   43                                                            
CONECT   34   43                                                            
CONECT   35    5   42                                                       
CONECT   36    8   15                                                       
CONECT   37    7   16                                                       
CONECT   38   14   41                                                       
CONECT   39   16   43                                                       
CONECT   40   42   43                                                       
CONECT   41   28   29   30   38                                             
CONECT   42   31   32   35   40                                             
CONECT   43   33   34   39   40                                             
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   14                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

Synonyms

Value	Source
UDP-N-Acetyl-alpha-D-glucosamine 3'-phosphate	ChEBI
UDP-N-Acetyl-a-D-glucosamine 3'-phosphate	Generator
UDP-N-Acetyl-a-D-glucosamine 3'-phosphoric acid	Generator
UDP-N-Acetyl-alpha-D-glucosamine 3'-phosphoric acid	Generator
UDP-N-Acetyl-α-D-glucosamine 3'-phosphate	Generator
UDP-N-Acetyl-α-D-glucosamine 3'-phosphoric acid	Generator

Molecular Formula

C₁₇H₂₄N₃O₂₀P₃

Average Mass

683.303

Monoisotopic Mass

683.018795498

IUPAC Name

N-[(2R,3R,4R,5R,6R)-2-({[({[(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)-5-hydroxy-6-(hydroxymethyl)-4-(phosphonooxy)oxan-3-yl]ethanecarboximidate

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(OP([O-])([O-])=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/C17H28N3O20P3/c1-6(22)18-10-14(38-41(28,29)30)12(25)7(4-21)37-16(10)39-43(33,34)40-42(31,32)35-5-8-11(24)13(26)15(36-8)20-3-2-9(23)19-17(20)27/h2-3,7-8,10-16,21,24-26H,4-5H2,1H3,(H,18,22)(H,31,32)(H,33,34)(H,19,23,27)(H2,28,29,30)/p-4/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1

InChI Key

OGVYJNPFVHQJJS-CFRASDGPSA-J

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
N-acyl-alpha-hexosamine
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Acetamide
Tetrahydrofuran
Heteroaromatic compound
Urea
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Oxacycle
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Alcohol
Organic oxygen compound
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:64353 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-4.2	ChemAxon
pKa (Strongest Acidic)	0.9	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	365.24 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	148.13 m³·mol⁻¹	ChemAxon
Polarizability	53.73 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	Firmicutes	5	Human ; Human feces

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

28184623

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56955906

PDB ID

Not Available

ChEBI ID

64353

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for UDP-N-acetyl-alpha-D-glucosamine 3'-phosphate (MMDBc0056356)

MOL for #<Metabolite:0x00007fecec00df08>

3D MOL for #<Metabolite:0x00007fecec00df08>

3D SDF for #<Metabolite:0x00007fecec00df08>

3D-SDF for #<Metabolite:0x00007fecec00df08>

PDB for #<Metabolite:0x00007fecec00df08>

3D PDB for #<Metabolite:0x00007fecec00df08>

SMILES for #<Metabolite:0x00007fecec00df08>

INCHI for #<Metabolite:0x00007fecec00df08>

Structure for #<Metabolite:0x00007fecec00df08>

3D Structure for #<Metabolite:0x00007fecec00df08>