MiMeDB: Showing metabocard for adenosine 3'-diphosphate,5'-diphosphate (MMDBc0055679)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:01:59 UTC

Update Date

2022-08-12 20:09:27 UTC

Metabolite ID

MMDBc0055679

Metabolite Identification

Common Name

adenosine 3'-diphosphate,5'-diphosphate

Description

ppApp belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. Based on a literature review a significant number of articles have been published on ppApp.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652306172222012D          

 39 41  0  0  1  0            999 V2000
   -0.5683   -1.4940    0.0000 C   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
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   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
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.5512   -4.1910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9102   -4.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2049   -3.5370    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2445   -4.0667    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7346   -2.4974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -2.1319    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6646   -3.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7527   -2.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -1.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -3.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742   -3.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -3.2821    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -2.2201    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432   -1.3316    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288   -0.4794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  1  0  0  0
  7  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  2  2  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  2  0  0  0  0
 14  3  2  0  0  0  0
 14  5  1  0  0  0  0
 15  3  1  0  0  0  0
 15  9  1  0  0  0  0
 10 15  1  1  0  0  0
  6 16  1  6  0  0  0
 27  1  1  0  0  0  0
 28  4  1  0  0  0  0
 28 10  1  0  0  0  0
  7 29  1  1  0  0  0
 32 17  1  0  0  0  0
 32 18  1  0  0  0  0
 32 19  2  0  0  0  0
 32 30  1  0  0  0  0
 33 20  1  0  0  0  0
 33 21  1  0  0  0  0
 33 22  2  0  0  0  0
 33 31  1  0  0  0  0
 34 23  1  0  0  0  0
 34 24  2  0  0  0  0
 34 27  1  0  0  0  0
 34 30  1  0  0  0  0
 35 25  1  0  0  0  0
 35 26  2  0  0  0  0
 35 29  1  0  0  0  0
 35 31  1  0  0  0  0
  4 36  1  6  0  0  0
  6 37  1  1  0  0  0
  7 38  1  1  0  0  0
 10 39  1  6  0  0  0
M  CHG  5  17  -1  18  -1  20  -1  21  -1  23  -1
M  END

  Mrv1652306172222012D          

 39 41  0  0  1  0            999 V2000
   -0.5683   -1.4940    0.0000 C   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
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   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
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.9253    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.5512   -4.1910    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.9102   -4.0186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2049   -3.5370    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2445   -4.0667    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7346   -2.4974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -2.1319    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6646   -3.4668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7527   -2.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -1.4132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -2.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -3.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7742   -3.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -4.1048    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895   -3.2821    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -2.7994    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -2.2201    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432   -1.3316    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288   -0.4794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    0.1999    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  1  0  0  0
  7  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  2  2  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  2  0  0  0  0
 14  3  2  0  0  0  0
 14  5  1  0  0  0  0
 15  3  1  0  0  0  0
 15  9  1  0  0  0  0
 10 15  1  1  0  0  0
  6 16  1  6  0  0  0
 27  1  1  0  0  0  0
 28  4  1  0  0  0  0
 28 10  1  0  0  0  0
  7 29  1  1  0  0  0
 32 17  1  0  0  0  0
 32 18  1  0  0  0  0
 32 19  2  0  0  0  0
 32 30  1  0  0  0  0
 33 20  1  0  0  0  0
 33 21  1  0  0  0  0
 33 22  2  0  0  0  0
 33 31  1  0  0  0  0
 34 23  1  0  0  0  0
 34 24  2  0  0  0  0
 34 27  1  0  0  0  0
 34 30  1  0  0  0  0
 35 25  1  0  0  0  0
 35 26  2  0  0  0  0
 35 29  1  0  0  0  0
 35 31  1  0  0  0  0
  4 36  1  6  0  0  0
  6 37  1  1  0  0  0
  7 38  1  1  0  0  0
 10 39  1  6  0  0  0
M  CHG  5  17  -1  18  -1  20  -1  21  -1  23  -1
M  END
> <DATABASE_ID>
MMDBc0055679

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP([O-])(=O)OP([O-])([O-])=O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(=O)OP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(29-35(25,26)31-33(20,21)22)4(28-10)1-27-34(23,24)30-32(17,18)19/h2-4,6-7,10,16H,1H2,(H,23,24)(H,25,26)(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/p-5/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
DWZMGWMGGHNJLF-KQYNXXCUSA-I

> <FORMULA>
C10H12N5O16P4

> <MOLECULAR_WEIGHT>
582.123

> <EXACT_MASS>
581.925695218

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
42.11824930527509

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-5

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methyl phosphono}oxy)phosphonate

> <JCHEM_LOGP>
-5.693407579375792

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
2.0289003614260017

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4600768178328325

> <JCHEM_PKA_STRONGEST_BASIC>
4.058991123680744

> <JCHEM_POLAR_SURFACE_AREA>
339.8100000000001

> <JCHEM_REFRACTIVITY>
101.07869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methyl phosphono}oxyphosphonate

> <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      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -3.070  -9.194   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0      -4.762  -7.823   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0      -1.699  -7.501   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.383  -6.602   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0       2.323  -7.591   0.000  0.00  0.00           O-1
HETATM   22  O   UNK     0       1.371  -4.662   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.051  -3.980   0.000  0.00  0.00           O-1
HETATM   24  O   UNK     0      -1.241  -6.471   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.138  -4.464   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.952  -2.638   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.900  -4.320   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.392  -6.131   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.312  -5.651   0.000  0.00  0.00           O+0
HETATM   32  P   UNK     0      -3.231  -7.662   0.000  0.00  0.00           P+0
HETATM   33  P   UNK     0       1.847  -6.127   0.000  0.00  0.00           P+0
HETATM   34  P   UNK     0      -2.146  -5.226   0.000  0.00  0.00           P+0
HETATM   35  P   UNK     0       3.632  -4.144   0.000  0.00  0.00           P+0
HETATM   36  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.254  -2.486   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.174  -0.895   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.171   0.373   0.000  0.00  0.00           H+0
CONECT    1    4   27                                                       
CONECT    2   12   13                                                       
CONECT    3   14   15                                                       
CONECT    4    1    7   28   36                                             
CONECT    5    8    9   14                                                  
CONECT    6    7   10   16   37                                             
CONECT    7    4    6   29   38                                             
CONECT    8    5   11   12                                                  
CONECT    9    5   13   15                                                  
CONECT   10    6   15   28   39                                             
CONECT   11    8                                                            
CONECT   12    2    8                                                       
CONECT   13    2    9                                                       
CONECT   14    3    5                                                       
CONECT   15    3    9   10                                                  
CONECT   16    6                                                            
CONECT   17   32                                                            
CONECT   18   32                                                            
CONECT   19   32                                                            
CONECT   20   33                                                            
CONECT   21   33                                                            
CONECT   22   33                                                            
CONECT   23   34                                                            
CONECT   24   34                                                            
CONECT   25   35                                                            
CONECT   26   35                                                            
CONECT   27    1   34                                                       
CONECT   28    4   10                                                       
CONECT   29    7   35                                                       
CONECT   30   32   34                                                       
CONECT   31   33   35                                                       
CONECT   32   17   18   19   30                                             
CONECT   33   20   21   22   31                                             
CONECT   34   23   24   27   30                                             
CONECT   35   25   26   29   31                                             
CONECT   36    4                                                            
CONECT   37    6                                                            
CONECT   38    7                                                            
CONECT   39   10                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

Synonyms

Value	Source
Adenosine 3'-diphosphate 5'-diphosphate	MeSH
Adenosine-5'-3'(2')-bis(diphosphate)	MeSH

Molecular Formula

C₁₀H₁₂N₅O₁₆P₄

Average Mass

582.123

Monoisotopic Mass

581.925695218

IUPAC Name

({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methyl phosphono}oxy)phosphonate

Traditional Name

{[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methyl phosphono}oxyphosphonate

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP([O-])(=O)OP([O-])([O-])=O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(=O)OP([O-])([O-])=O

InChI Identifier

InChI=1S/C10H17N5O16P4/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(29-35(25,26)31-33(20,21)22)4(28-10)1-27-34(23,24)30-32(17,18)19/h2-4,6-7,10,16H,1H2,(H,23,24)(H,25,26)(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)/p-5/t4-,6-,7-,10-/m1/s1

InChI Key

DWZMGWMGGHNJLF-KQYNXXCUSA-I

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for adenosine 3'-diphosphate,5'-diphosphate (MMDBc0055679)

MOL for #<Metabolite:0x000055b2ed91cd28>

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INCHI for #<Metabolite:0x000055b2ed91cd28>

Structure for #<Metabolite:0x000055b2ed91cd28>

3D Structure for #<Metabolite:0x000055b2ed91cd28>