MiMeDB: Showing metabocard for ADP-alpha-D-glucose (MMDBc0054321)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:06:55 UTC

Update Date

2022-09-01 02:28:28 UTC

Metabolite ID

MMDBc0054321

Metabolite Identification

Common Name

ADP-alpha-D-glucose

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303231705452D          

 47 50  0  0  1  0            999 V2000
    0.2282   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -6.3257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -6.2394    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.5512   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -7.6311    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3981   -6.8106    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -8.4516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -8.9365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5605   -9.4214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   -9.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743  -10.2419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -8.6009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4004   -8.2654    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142   -9.0858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330   -7.7804    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8192   -6.9600    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4867   -7.4449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0656   -7.2955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9793   -8.1160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518   -6.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6986   -2.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7432   -3.5525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6288   -2.7003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  6  0  0  0
 23 26  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  6  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 32 41  1  0  0  0  0
 35 41  1  0  0  0  0
 30 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
 42 45  1  0  0  0  0
  2 45  1  0  0  0  0
 45 46  1  1  0  0  0
 45 47  1  1  0  0  0
M  CHG  2   6  -1  10  -1
M  END


  Mrv1652303231705452D          

 47 50  0  0  1  0            999 V2000
    0.2282   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -6.3257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -6.2394    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.5512   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -7.6311    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3981   -6.8106    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -8.4516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -8.9365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5605   -9.4214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   -9.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743  -10.2419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6468   -8.6009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4004   -8.2654    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3142   -9.0858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7330   -7.7804    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8192   -6.9600    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4867   -7.4449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0656   -7.2955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9793   -8.1160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1518   -6.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6986   -2.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7432   -3.5525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6288   -2.7003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  6  0  0  0
 23 26  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  6  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 32 41  1  0  0  0  0
 35 41  1  0  0  0  0
 30 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
 42 45  1  0  0  0  0
  2 45  1  0  0  0  0
 45 46  1  1  0  0  0
 45 47  1  1  0  0  0
M  CHG  2   6  -1  10  -1
M  END
> <DATABASE_ID>
MMDBc0054321

> <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])(O)[C@@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/p-2/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1

> <INCHI_KEY>
WFPZSXYXPSUOPY-ROYWQJLOSA-L

> <FORMULA>
C16H23N5O15P2

> <MOLECULAR_WEIGHT>
587.329

> <EXACT_MASS>
587.067686216

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.400673438490514

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphono]oxy}phosphonate

> <ALOGPS_LOGP>
-1.71

> <JCHEM_LOGP>
-6.7725679530330645

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.107282857130621

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7298676687415737

> <JCHEM_PKA_STRONGEST_BASIC>
3.99312463028185

> <JCHEM_POLAR_SURFACE_AREA>
317.41

> <JCHEM_REFRACTIVITY>
114.84240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphono]oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0       0.426  -7.550   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.061  -6.934   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.900  -8.466   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0      -2.146  -9.371   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0      -1.241 -10.617   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0      -3.051  -8.125   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.392 -10.276   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      -3.231 -11.808   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      -1.699 -11.647   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0      -4.762 -11.969   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.070 -13.339   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.316 -14.245   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      -4.476 -12.713   0.000  0.00  0.00           H+0
HETATM   15  O   UNK     0      -4.155 -15.776   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.400 -16.681   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0      -6.646 -17.587   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0      -5.239 -18.213   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.485 -19.118   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.807 -16.055   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      -8.214 -15.429   0.000  0.00  0.00           H+0
HETATM   22  O   UNK     0      -8.053 -16.960   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.968 -14.523   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      -7.129 -12.992   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0      -8.375 -13.897   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.722 -13.618   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0      -5.561 -15.150   0.000  0.00  0.00           H+0
HETATM   28  O   UNK     0      -5.883 -12.087   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.185  -4.489   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       3.171  -3.772   0.000  0.00  0.00           H+0
HETATM   32  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       4.924   1.777   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM   43  H   UNK     0       3.254  -6.631   0.000  0.00  0.00           H+0
HETATM   44  O   UNK     0       4.095  -5.259   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       1.650  -6.505   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0       1.174  -5.040   0.000  0.00  0.00           H+0
HETATM   47  O   UNK     0       2.126  -7.970   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   29   45                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   15   26                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   20                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   16   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   13   27   28                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    2   30                                                       
CONECT   30   29   31   32   42                                             
CONECT   31   30                                                            
CONECT   32   30   33   41                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   41                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   32   35                                                  
CONECT   42   30   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42    2   46   47                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

Synonyms

Value	Source
ADP a-D-Glucoside(2-)	Generator
ADP α-D-glucoside(2-)	Generator
ADP a-D-Glucoside dianion	HMDB
ADP alpha-D-Glucoside dianion	HMDB
ADP α-D-glucoside dianion	HMDB
ADP-a-D-Glucose	HMDB
ADP-alpha-D-Glucose	HMDB
ADP-α-D-glucose	HMDB

Molecular Formula

C₁₆H₂₃N₅O₁₅P₂

Average Mass

587.329

Monoisotopic Mass

587.067686216

IUPAC Name

[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphono]oxy}phosphonate

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphono]oxyphosphonate

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])(O)[C@@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/p-2/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1

InChI Key

WFPZSXYXPSUOPY-ROYWQJLOSA-L

Chemical Taxonomy

Description

This compound 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
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Primary alcohol
Primary amine
Organooxygen compound
Organopnictogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:57498 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	6.14 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-6.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	3.99	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	317.41 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	114.84 m³·mol⁻¹	ChemAxon
Polarizability	47.4 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
Bacteria	Firmicutes	59	Human feces; Human ; Cattle
Bacteria	Proteobacteria	146	Cattle ; Human ; Human feces; Chicken
Bacteria	Actinobacteria	47	Human ; Human feces; Cattle
Bacteria	Cyanobacteria	12
Bacteria	Deinococcus-thermus	6
Bacteria	Thermotogae	9
Bacteria	Fusobacteria	1	Human ; Human feces
Bacteria	Gemmatimonadetes	1
Bacteria	Acidobacteria	1
Bacteria	Tenericutes	1
Bacteria	Planctomycetes	1
Bacteria	nah	1
Bacteria	Chloroflexi	1
Bacteria	Nitrospirae	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB62621

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

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42609821

PDB ID

Not Available

ChEBI ID

57498

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 ADP-alpha-D-glucose (MMDBc0054321)

MOL for #<Metabolite:0x00005634c2810540>

3D MOL for #<Metabolite:0x00005634c2810540>

3D SDF for #<Metabolite:0x00005634c2810540>

3D-SDF for #<Metabolite:0x00005634c2810540>

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3D PDB for #<Metabolite:0x00005634c2810540>

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INCHI for #<Metabolite:0x00005634c2810540>

Structure for #<Metabolite:0x00005634c2810540>

3D Structure for #<Metabolite:0x00005634c2810540>