MiMeDB: Showing metabocard for GDP-alpha-D-mannuronate (MMDBc0056007)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:13:04 UTC

Update Date

2022-08-12 20:09:31 UTC

Metabolite ID

MMDBc0056007

Metabolite Identification

Common Name

GDP-alpha-D-mannuronate

Description

GDP-alpha-D-mannuronate, also known as GDP-a-D-mannuronate(3-) or GDP-alpha-D-mannuronic acid, belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group. Based on a literature review very few articles have been published on GDP-alpha-D-mannuronate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222132D          

 49 52  0  0  1  0            999 V2000
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5350   -4.3123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4487   -5.1328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8675   -3.8274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6951   -5.4684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6088   -6.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1138   -4.1630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2886   -3.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1162   -5.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9538   -3.0069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.8551   -6.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2763   -6.7738    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.7565   -3.1968    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.7867   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572   -3.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0283   -4.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0276   -4.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -3.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9391   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.8642    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -4.0136    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4164   -3.6139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2024   -4.7972    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3625   -5.9533    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -2.0824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2001   -3.3425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7813   -4.6479    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -1.5666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3602   -4.4985    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  4  2  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 10 14  1  1  0  0  0
 15  9  1  0  0  0  0
 17 16  2  0  0  0  0
 18  2  2  0  0  0  0
 18  4  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  1  0  0  0  0
 20 12  2  0  0  0  0
 20 16  1  0  0  0  0
 21  2  1  0  0  0  0
 21 11  1  0  0  0  0
 13 21  1  1  0  0  0
  5 22  1  6  0  0  0
  6 23  1  6  0  0  0
  7 24  1  1  0  0  0
  8 25  1  6  0  0  0
  9 26  1  6  0  0  0
 27 12  1  0  0  0  0
 28 14  2  0  0  0  0
 29 14  1  0  0  0  0
 34  1  1  0  0  0  0
 35  3  1  0  0  0  0
 35 13  1  0  0  0  0
 36 10  1  0  0  0  0
 36 15  1  0  0  0  0
 15 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
  3 41  1  6  0  0  0
  5 42  1  1  0  0  0
  6 43  1  1  0  0  0
  7 44  1  6  0  0  0
  8 45  1  1  0  0  0
  9 46  1  1  0  0  0
 10 47  1  1  0  0  0
 13 48  1  6  0  0  0
 15 49  1  6  0  0  0
M  CHG  3  27  -1  29  -1  30  -1
M  END


  Mrv1652306172222132D          

 49 52  0  0  1  0            999 V2000
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5350   -4.3123    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4487   -5.1328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8675   -3.8274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6951   -5.4684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6088   -6.2888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1138   -4.1630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2886   -3.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1162   -5.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9538   -3.0069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -5.8551   -6.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2763   -6.7738    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.7565   -3.1968    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.7867   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572   -3.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0283   -4.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0276   -4.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -3.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9391   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.8642    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -4.0136    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4164   -3.6139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2024   -4.7972    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3625   -5.9533    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -2.0824    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2001   -3.3425    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7813   -4.6479    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -1.5666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3602   -4.4985    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  4  2  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 10 14  1  1  0  0  0
 15  9  1  0  0  0  0
 17 16  2  0  0  0  0
 18  2  2  0  0  0  0
 18  4  1  0  0  0  0
 19 11  1  0  0  0  0
 19 16  1  0  0  0  0
 20 12  2  0  0  0  0
 20 16  1  0  0  0  0
 21  2  1  0  0  0  0
 21 11  1  0  0  0  0
 13 21  1  1  0  0  0
  5 22  1  6  0  0  0
  6 23  1  6  0  0  0
  7 24  1  1  0  0  0
  8 25  1  6  0  0  0
  9 26  1  6  0  0  0
 27 12  1  0  0  0  0
 28 14  2  0  0  0  0
 29 14  1  0  0  0  0
 34  1  1  0  0  0  0
 35  3  1  0  0  0  0
 35 13  1  0  0  0  0
 36 10  1  0  0  0  0
 36 15  1  0  0  0  0
 15 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
  3 41  1  6  0  0  0
  5 42  1  1  0  0  0
  6 43  1  1  0  0  0
  7 44  1  6  0  0  0
  8 45  1  1  0  0  0
  9 46  1  1  0  0  0
 10 47  1  1  0  0  0
 13 48  1  6  0  0  0
 15 49  1  6  0  0  0
M  CHG  3  27  -1  29  -1  30  -1
M  END
> <DATABASE_ID>
MMDBc0056007

> <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])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C16H23N5O17P2/c17-16-19-11-4(12(27)20-16)18-2-21(11)13-8(25)5(22)3(35-13)1-34-39(30,31)38-40(32,33)37-15-9(26)6(23)7(24)10(36-15)14(28)29/h2-3,5-10,13,15,22-26H,1H2,(H,28,29)(H,30,31)(H,32,33)(H3,17,19,20,27)/p-3/t3-,5-,6+,7+,8-,9+,10+,13-,15-/m1/s1

> <INCHI_KEY>
DNBSDUDYNPJVCN-ZXTXFPBHSA-K

> <FORMULA>
C16H20N5O17P2

> <MOLECULAR_WEIGHT>
616.303

> <EXACT_MASS>
616.03458894

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
49.39876241175472

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5S,6R)-6-{[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-imino-6-oxido-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

> <JCHEM_LOGP>
-4.270961333999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.912059453502389

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.716381689026579

> <JCHEM_PKA_STRONGEST_BASIC>
-3.848158109180612

> <JCHEM_POLAR_SURFACE_AREA>
353.98000000000013

> <JCHEM_REFRACTIVITY>
149.22549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5S,6R)-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-imino-6-oxido-3H-purin-9-yl)oxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]-3,4,5-trihydroxyoxane-2-carboxylate

> <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      -3.454  -6.934   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.208  -6.029   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.744  -6.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.065  -8.050   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.904  -9.581   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.161  -5.259   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.819  -7.144   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.497 -10.208   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.336 -11.739   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -11.413  -7.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.198  -2.843   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -0.268  -7.970   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -15.472  -7.423   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -15.150 -10.486   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.701  -5.259   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0     -12.980  -5.613   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0     -10.930 -12.366   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -13.582 -12.644   0.000  0.00  0.00           O-1
HETATM   30  O   UNK     0      -7.012  -5.967   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0      -5.202  -8.459   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.133  -6.085   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -9.386  -8.899   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.861  -6.308   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.208  -4.489   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0     -11.252  -9.302   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -10.167  -6.866   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.353  -8.118   0.000  0.00  0.00           O+0
HETATM   39  P   UNK     0      -6.107  -7.213   0.000  0.00  0.00           P+0
HETATM   40  P   UNK     0      -8.760  -7.492   0.000  0.00  0.00           P+0
HETATM   41  H   UNK     0      -1.967  -7.550   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.777  -6.746   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0     -15.311  -8.955   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0     -13.743 -11.113   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.861  -3.887   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0     -11.573  -6.239   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0     -12.658  -8.676   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.833  -2.924   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0     -10.006  -8.397   0.000  0.00  0.00           H+0
CONECT    1    3   34                                                       
CONECT    2   18   21                                                       
CONECT    3    1    5   35   41                                             
CONECT    4   11   12   18                                                  
CONECT    5    3    8   22   42                                             
CONECT    6    7    9   23   43                                             
CONECT    7    6   10   24   44                                             
CONECT    8    5   13   25   45                                             
CONECT    9    6   15   26   46                                             
CONECT   10    7   14   36   47                                             
CONECT   11    4   19   21                                                  
CONECT   12    4   20   27                                                  
CONECT   13    8   21   35   48                                             
CONECT   14   10   28   29                                                  
CONECT   15    9   36   37   49                                             
CONECT   16   17   19   20                                                  
CONECT   17   16                                                            
CONECT   18    2    4                                                       
CONECT   19   11   16                                                       
CONECT   20   12   16                                                       
CONECT   21    2   11   13                                                  
CONECT   22    5                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27   12                                                            
CONECT   28   14                                                            
CONECT   29   14                                                            
CONECT   30   39                                                            
CONECT   31   39                                                            
CONECT   32   40                                                            
CONECT   33   40                                                            
CONECT   34    1   39                                                       
CONECT   35    3   13                                                       
CONECT   36   10   15                                                       
CONECT   37   15   40                                                       
CONECT   38   39   40                                                       
CONECT   39   30   31   34   38                                             
CONECT   40   32   33   37   38                                             
CONECT   41    3                                                            
CONECT   42    5                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   13                                                            
CONECT   49   15                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  104    0
END

Synonyms

Value	Source
GDP-alpha-D-Mannuronate(3-)	ChEBI
GDP-a-D-Mannuronate(3-)	Generator
GDP-a-D-Mannuronic acid(3-)	Generator
GDP-alpha-D-Mannuronic acid(3-)	Generator
GDP-Α-D-mannuronate(3-)	Generator
GDP-Α-D-mannuronic acid(3-)	Generator
GDP-a-D-Mannuronate	Generator
GDP-a-D-Mannuronic acid	Generator
GDP-alpha-D-Mannuronic acid	Generator
GDP-Α-D-mannuronate	Generator
GDP-Α-D-mannuronic acid	Generator

Molecular Formula

C₁₆H₂₀N₅O₁₇P₂

Average Mass

616.303

Monoisotopic Mass

616.03458894

IUPAC Name

(2S,3S,4S,5S,6R)-6-{[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-imino-6-oxido-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

Traditional Name

(2S,3S,4S,5S,6R)-6-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-imino-6-oxido-3H-purin-9-yl)oxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]-3,4,5-trihydroxyoxane-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])O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3[O-])[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C16H23N5O17P2/c17-16-19-11-4(12(27)20-16)18-2-21(11)13-8(25)5(22)3(35-13)1-34-39(30,31)38-40(32,33)37-15-9(26)6(23)7(24)10(36-15)14(28)29/h2-3,5-10,13,15,22-26H,1H2,(H,28,29)(H,30,31)(H,32,33)(H3,17,19,20,27)/p-3/t3-,5-,6+,7+,8-,9+,10+,13-,15-/m1/s1

InChI Key

DNBSDUDYNPJVCN-ZXTXFPBHSA-K

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glucuronic acid or derivatives
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Beta-hydroxy acid
Aminopyrimidine
Pyrimidone
Hydroxy acid
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Oxane
Phosphoric acid ester
Pyrimidine
Pyran
Tetrahydrofuran
Vinylogous amide
Imidazole
Azole
Heteroaromatic compound
Secondary alcohol
Amino acid or derivatives
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Polyol
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Amine
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Primary amine
Organic oxide
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

GDP-D-mannuronate (CHEBI:84886 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-4.3	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	8	ChemAxon
Polar Surface Area	353.98 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	149.23 m³·mol⁻¹	ChemAxon
Polarizability	49.4 Å³	ChemAxon
Number of Rings	4	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	6	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

34999538

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90659891

PDB ID

Not Available

ChEBI ID

84886

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 GDP-alpha-D-mannuronate (MMDBc0056007)

MOL for #<Metabolite:0x00007fed080b0818>

3D MOL for #<Metabolite:0x00007fed080b0818>

3D SDF for #<Metabolite:0x00007fed080b0818>

3D-SDF for #<Metabolite:0x00007fed080b0818>

PDB for #<Metabolite:0x00007fed080b0818>

3D PDB for #<Metabolite:0x00007fed080b0818>

SMILES for #<Metabolite:0x00007fed080b0818>

INCHI for #<Metabolite:0x00007fed080b0818>

Structure for #<Metabolite:0x00007fed080b0818>

3D Structure for #<Metabolite:0x00007fed080b0818>