MiMeDB: Showing metabocard for Diadenosine tetraphosphate (MMDBc0029591)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:33:31 UTC

Update Date

2022-08-31 13:58:38 UTC

Metabolite ID

MMDBc0029591

Metabolite Identification

Common Name

Diadenosine tetraphosphate

Description

Diadenosine tetraphosphate (AP4A) is a diadenosine polyphosphate. APnAs isolated substances are Ap3A, Ap4A, Ap5A, and Ap6A. The APnAs were discovered in the mid-sixties in the course of studies on aminoacyl-tRNA synthetases (aaRS). APnAs have emerged as intracellular and extracellular signalling molecules implicated in the maintenance and regulation of vital cellular functions and become considered as second messengers. It is an intermediate of purine metabolism pathway.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652303102016452D          

 53 58  0  0  1  0            999 V2000
   18.8039   -4.0872    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.5397   -4.5279    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.3824   -4.2340    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.9609   -4.3809    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6934   -3.8658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4485   -5.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3801   -5.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3547   -5.5674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5953   -5.6965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4123   -4.1172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5568   -4.4240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8713   -5.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0506   -3.7503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2080   -4.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1405   -3.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0234   -5.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4670   -4.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0559   -3.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7142   -4.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8661   -4.9024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2978   -3.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8986   -3.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6242   -5.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1128   -4.2487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4073   -7.0212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2626   -3.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4073   -8.3490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7208   -5.6241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9121   -6.8602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1498   -5.6241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1975   -8.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8643   -4.3867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9121   -9.3353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9687   -5.1720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1797   -5.5689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.1484   -5.0844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6658   -4.9023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3056   -4.4190    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6635   -6.2371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.9783   -4.2771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4500   -5.1585    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.2252   -3.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1184   -4.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7208   -4.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6266   -7.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4470   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8888   -7.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4352   -4.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6266   -8.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1498   -4.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9121   -8.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4352   -6.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1975   -7.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  1 17  2  0  0  0  0
  2 12  1  0  0  0  0
  2 14  1  0  0  0  0
  2 16  1  0  0  0  0
  2 18  2  0  0  0  0
  3 13  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 22  2  0  0  0  0
  4 14  1  0  0  0  0
  4 19  1  0  0  0  0
  4 21  1  0  0  0  0
  4 23  2  0  0  0  0
  5 38  1  0  0  0  0
  5 40  1  0  0  0  0
  6 39  1  0  0  0  0
  6 41  1  0  0  0  0
 34  7  1  6  0  0  0
 35  8  1  6  0  0  0
 36  9  1  6  0  0  0
 37 10  1  6  0  0  0
 11 42  1  0  0  0  0
 12 43  1  0  0  0  0
 38 24  1  1  0  0  0
 24 44  1  0  0  0  0
 24 46  1  0  0  0  0
 39 25  1  1  0  0  0
 25 45  1  0  0  0  0
 25 47  1  0  0  0  0
 26 46  2  0  0  0  0
 26 48  1  0  0  0  0
 27 47  2  0  0  0  0
 27 49  1  0  0  0  0
 28 44  2  0  0  0  0
 28 52  1  0  0  0  0
 29 45  2  0  0  0  0
 29 53  1  0  0  0  0
 30 50  1  0  0  0  0
 30 52  2  0  0  0  0
 31 51  1  0  0  0  0
 31 53  2  0  0  0  0
 32 50  1  0  0  0  0
 33 51  1  0  0  0  0
 34 36  1  0  0  0  0
 34 38  1  0  0  0  0
 35 37  1  0  0  0  0
 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 37 41  1  0  0  0  0
 40 42  1  1  0  0  0
 41 43  1  1  0  0  0
 44 48  1  0  0  0  0
 45 49  1  0  0  0  0
 48 50  2  0  0  0  0
 49 51  2  0  0  0  0
M  END

HMDB0001211
     RDKit          3D
Diadenosine tetraphosphate
 81 86  0  0  0  0  0  0  0  0999 V2000
  -13.0411   -1.4857   -2.3055 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3990   -0.7000   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0675    0.1822   -0.5441 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4274    0.9097    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1053    0.7973    0.6087 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3856   -0.0682   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0408   -0.8183   -1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0825   -1.5817   -1.6522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9037   -1.3029   -1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0725   -0.3687   -0.1087 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0160    0.1668    0.7285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9507    0.5704   -0.0683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8202    0.5157    0.7442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5669    0.5533   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4185    0.5014    0.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0188    0.5422   -0.2499 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.8209    0.1712    0.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635   -0.5650   -1.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7518    2.0615   -0.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1870    2.1590   -1.5466 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1053    3.6005   -1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    1.2024   -2.9368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547    1.5677   -0.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.7282    0.6796 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3351    3.8305    0.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050    3.4767    0.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681    2.0857    2.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    0.6907    2.2389 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.5602   -0.4854    2.4591 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421    0.7880    3.5693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    0.4247    0.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    0.6222    0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4253    0.3805   -0.3382 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7867    0.5995   -0.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3672   -0.0176   -1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8075   -0.0653   -1.1205 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6724    0.3714   -2.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9470    0.1670   -1.6303 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9101   -0.4050   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8836   -0.8258    0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2663   -0.6896    0.1643 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4725   -1.3721    1.6242 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1502   -1.5029    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1939   -1.0939    1.0543 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5532   -0.5445   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262   -1.3732   -1.2240 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8006   -1.9868   -2.4563 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -1.0283   -0.8389 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5342   -1.1301   -1.9998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9989   -0.8480    1.3993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2259   -0.9595    2.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4809   -0.8310    1.7094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6957   -0.4307    3.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5786   -1.7652   -3.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0252   -1.8163   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9676    1.6142    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9594   -1.7668   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3606    1.0751    1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8306    1.2792    1.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5661    1.5308   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5488   -0.2553   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857   -1.2572   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573    0.4043   -2.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0793    4.2160    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.2009    4.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    1.6983    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432    0.0399    1.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632    1.0541   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0211    0.5360   -2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4078    0.8271   -3.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8277    0.1276    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7473   -1.4407   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8305   -1.9465    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0993   -2.0381   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2577   -2.8617   -2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8916   -1.7313   -0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -2.0415   -2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -1.6325    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -1.4193    2.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9432   -1.8249    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8925    0.0077    3.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 13 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
  7  2  1  0
 52 11  1  0
 10  6  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  4 56  1  0
  9 57  1  0
 11 58  1  1
 13 59  1  1
 14 60  1  0
 14 61  1  0
 18 62  1  0
 22 63  1  0
 26 64  1  0
 30 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  6
 35 69  1  6
 37 70  1  0
 41 71  1  0
 41 72  1  0
 43 73  1  0
 46 74  1  1
 47 75  1  0
 48 76  1  1
 49 77  1  0
 50 78  1  6
 51 79  1  0
 52 80  1  6
 53 81  1  0
M  END


  Mrv1652303102016452D          

 53 58  0  0  1  0            999 V2000
   18.8039   -4.0872    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.5397   -4.5279    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.3824   -4.2340    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.9609   -4.3809    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6934   -3.8658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4485   -5.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3801   -5.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3547   -5.5674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5953   -5.6965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4123   -4.1172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5568   -4.4240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8713   -5.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0506   -3.7503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2080   -4.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1405   -3.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0234   -5.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4670   -4.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0559   -3.8595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7142   -4.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8661   -4.9024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2978   -3.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8986   -3.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6242   -5.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1128   -4.2487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4073   -7.0212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2626   -3.5849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4073   -8.3490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7208   -5.6241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9121   -6.8602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1498   -5.6241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1975   -8.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8643   -4.3867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9121   -9.3353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9687   -5.1720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1797   -5.5689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.1484   -5.0844    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6658   -4.9023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3056   -4.4190    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6635   -6.2371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.9783   -4.2771    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.4500   -5.1585    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.2252   -3.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1184   -4.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7208   -4.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6266   -7.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4470   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8888   -7.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4352   -4.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6266   -8.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1498   -4.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9121   -8.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4352   -6.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1975   -7.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  1 17  2  0  0  0  0
  2 12  1  0  0  0  0
  2 14  1  0  0  0  0
  2 16  1  0  0  0  0
  2 18  2  0  0  0  0
  3 13  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 22  2  0  0  0  0
  4 14  1  0  0  0  0
  4 19  1  0  0  0  0
  4 21  1  0  0  0  0
  4 23  2  0  0  0  0
  5 38  1  0  0  0  0
  5 40  1  0  0  0  0
  6 39  1  0  0  0  0
  6 41  1  0  0  0  0
 34  7  1  6  0  0  0
 35  8  1  6  0  0  0
 36  9  1  6  0  0  0
 37 10  1  6  0  0  0
 11 42  1  0  0  0  0
 12 43  1  0  0  0  0
 38 24  1  1  0  0  0
 24 44  1  0  0  0  0
 24 46  1  0  0  0  0
 39 25  1  1  0  0  0
 25 45  1  0  0  0  0
 25 47  1  0  0  0  0
 26 46  2  0  0  0  0
 26 48  1  0  0  0  0
 27 47  2  0  0  0  0
 27 49  1  0  0  0  0
 28 44  2  0  0  0  0
 28 52  1  0  0  0  0
 29 45  2  0  0  0  0
 29 53  1  0  0  0  0
 30 50  1  0  0  0  0
 30 52  2  0  0  0  0
 31 51  1  0  0  0  0
 31 53  2  0  0  0  0
 32 50  1  0  0  0  0
 33 51  1  0  0  0  0
 34 36  1  0  0  0  0
 34 38  1  0  0  0  0
 35 37  1  0  0  0  0
 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 37 41  1  0  0  0  0
 40 42  1  1  0  0  0
 41 43  1  1  0  0  0
 44 48  1  0  0  0  0
 45 49  1  0  0  0  0
 48 50  2  0  0  0  0
 49 51  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029591

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@@H](O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1

> <INCHI_KEY>
YOAHKNVSNCMZGQ-XPWFQUROSA-N

> <FORMULA>
C20H28N10O19P4

> <MOLECULAR_WEIGHT>
836.387

> <EXACT_MASS>
836.048264812

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
66.83463907642395

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinic acid

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-9.537069301563317

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.7242334852204264

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.5901971354010653

> <JCHEM_PKA_STRONGEST_BASIC>
4.280079043411485

> <JCHEM_POLAR_SURFACE_AREA>
433.96999999999986

> <JCHEM_REFRACTIVITY>
166.10379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.59e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
appppa

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001211
     RDKit          3D
Diadenosine tetraphosphate
 81 86  0  0  0  0  0  0  0  0999 V2000
  -13.0411   -1.4857   -2.3055 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3990   -0.7000   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0675    0.1822   -0.5441 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4274    0.9097    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1053    0.7973    0.6087 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3856   -0.0682   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0408   -0.8183   -1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0825   -1.5817   -1.6522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9037   -1.3029   -1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0725   -0.3687   -0.1087 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0160    0.1668    0.7285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9507    0.5704   -0.0683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8202    0.5157    0.7442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5669    0.5533   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4185    0.5014    0.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0188    0.5422   -0.2499 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.8209    0.1712    0.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635   -0.5650   -1.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7518    2.0615   -0.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1870    2.1590   -1.5466 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1053    3.6005   -1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    1.2024   -2.9368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547    1.5677   -0.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.7282    0.6796 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3351    3.8305    0.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050    3.4767    0.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681    2.0857    2.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    0.6907    2.2389 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.5602   -0.4854    2.4591 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421    0.7880    3.5693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    0.4247    0.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    0.6222    0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4253    0.3805   -0.3382 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7867    0.5995   -0.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3672   -0.0176   -1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8075   -0.0653   -1.1205 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6724    0.3714   -2.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9470    0.1670   -1.6303 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9101   -0.4050   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8836   -0.8258    0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2663   -0.6896    0.1643 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4725   -1.3721    1.6242 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1502   -1.5029    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1939   -1.0939    1.0543 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5532   -0.5445   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262   -1.3732   -1.2240 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8006   -1.9868   -2.4563 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -1.0283   -0.8389 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5342   -1.1301   -1.9998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9989   -0.8480    1.3993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2259   -0.9595    2.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4809   -0.8310    1.7094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6957   -0.4307    3.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5786   -1.7652   -3.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0252   -1.8163   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9676    1.6142    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9594   -1.7668   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3606    1.0751    1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8306    1.2792    1.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5661    1.5308   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5488   -0.2553   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857   -1.2572   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573    0.4043   -2.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0793    4.2160    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.2009    4.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    1.6983    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432    0.0399    1.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632    1.0541   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0211    0.5360   -2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4078    0.8271   -3.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8277    0.1276    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7473   -1.4407   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8305   -1.9465    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0993   -2.0381   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2577   -2.8617   -2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8916   -1.7313   -0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -2.0415   -2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -1.6325    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -1.4193    2.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9432   -1.8249    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8925    0.0077    3.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 13 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
  7  2  1  0
 52 11  1  0
 10  6  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  4 56  1  0
  9 57  1  0
 11 58  1  1
 13 59  1  1
 14 60  1  0
 14 61  1  0
 18 62  1  0
 22 63  1  0
 26 64  1  0
 30 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  6
 35 69  1  6
 37 70  1  0
 41 71  1  0
 41 72  1  0
 43 73  1  0
 46 74  1  1
 47 75  1  0
 48 76  1  1
 49 77  1  0
 50 78  1  6
 51 79  1  0
 52 80  1  6
 53 81  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  P   UNK     0      35.101  -7.629   0.000  0.00  0.00           P+0
HETATM    2  P   UNK     0      27.141  -8.452   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      32.447  -7.903   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      29.794  -8.178   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      40.494  -7.216   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      23.237 -11.169   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      41.776 -10.990   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      19.329 -10.392   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      38.445 -10.633   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      21.303  -7.685   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      36.506  -8.258   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.893  -9.355   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      33.694  -7.001   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      28.388  -7.549   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      35.729  -6.223   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      28.044  -9.700   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      34.472  -9.035   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      26.238  -7.204   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      31.200  -8.806   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      33.350  -9.151   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      30.423  -6.772   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      31.544  -6.656   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      29.165  -9.583   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      43.144  -7.931   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      21.294 -13.106   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      45.290  -6.692   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      21.294 -15.585   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      44.279 -10.498   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      18.503 -12.806   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      46.946 -10.498   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      17.169 -15.116   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      48.280  -8.189   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      18.503 -17.426   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      41.008  -9.654   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.869 -10.395   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      39.477  -9.491   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.776  -9.151   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      41.637  -8.249   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      21.772 -11.643   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      39.159  -7.984   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      23.240  -9.629   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      37.754  -7.355   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      24.488  -8.726   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      44.279  -8.959   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      19.836 -13.576   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      43.768  -6.533   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      22.192 -14.346   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      45.612  -8.189   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      19.836 -15.116   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      46.946  -8.959   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      18.503 -15.886   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      45.612 -11.268   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      17.169 -13.576   0.000  0.00  0.00           C+0
CONECT    1   11   13   15   17                                             
CONECT    2   12   14   16   18                                             
CONECT    3   13   19   20   22                                             
CONECT    4   14   19   21   23                                             
CONECT    5   38   40                                                       
CONECT    6   39   41                                                       
CONECT    7   34                                                            
CONECT    8   35                                                            
CONECT    9   36                                                            
CONECT   10   37                                                            
CONECT   11    1   42                                                       
CONECT   12    2   43                                                       
CONECT   13    1    3                                                       
CONECT   14    2    4                                                       
CONECT   15    1                                                            
CONECT   16    2                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19    3    4                                                       
CONECT   20    3                                                            
CONECT   21    4                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24   38   44   46                                                  
CONECT   25   39   45   47                                                  
CONECT   26   46   48                                                       
CONECT   27   47   49                                                       
CONECT   28   44   52                                                       
CONECT   29   45   53                                                       
CONECT   30   50   52                                                       
CONECT   31   51   53                                                       
CONECT   32   50                                                            
CONECT   33   51                                                            
CONECT   34    7   36   38                                                  
CONECT   35    8   37   39                                                  
CONECT   36    9   34   40                                                  
CONECT   37   10   35   41                                                  
CONECT   38    5   24   34                                                  
CONECT   39    6   25   35                                                  
CONECT   40    5   36   42                                                  
CONECT   41    6   37   43                                                  
CONECT   42   11   40                                                       
CONECT   43   12   41                                                       
CONECT   44   24   28   48                                                  
CONECT   45   25   29   49                                                  
CONECT   46   24   26                                                       
CONECT   47   25   27                                                       
CONECT   48   26   44   50                                                  
CONECT   49   27   45   51                                                  
CONECT   50   30   32   48                                                  
CONECT   51   31   33   49                                                  
CONECT   52   28   30                                                       
CONECT   53   29   31                                                       
MASTER        0    0    0    0    0    0    0    0   53    0  116    0
END

COMPND    HMDB0001211
HETATM    1  N1  UNL     1     -13.041  -1.486  -2.305  1.00  0.00           N  
HETATM    2  C1  UNL     1     -12.399  -0.700  -1.309  1.00  0.00           C  
HETATM    3  N2  UNL     1     -13.067   0.182  -0.544  1.00  0.00           N  
HETATM    4  C2  UNL     1     -12.427   0.910   0.390  1.00  0.00           C  
HETATM    5  N3  UNL     1     -11.105   0.797   0.609  1.00  0.00           N  
HETATM    6  C3  UNL     1     -10.386  -0.068  -0.125  1.00  0.00           C  
HETATM    7  C4  UNL     1     -11.041  -0.818  -1.088  1.00  0.00           C  
HETATM    8  N4  UNL     1     -10.083  -1.582  -1.652  1.00  0.00           N  
HETATM    9  C5  UNL     1      -8.904  -1.303  -1.056  1.00  0.00           C  
HETATM   10  N5  UNL     1      -9.072  -0.369  -0.109  1.00  0.00           N  
HETATM   11  C6  UNL     1      -8.016   0.167   0.728  1.00  0.00           C  
HETATM   12  O1  UNL     1      -6.951   0.570  -0.068  1.00  0.00           O  
HETATM   13  C7  UNL     1      -5.820   0.516   0.744  1.00  0.00           C  
HETATM   14  C8  UNL     1      -4.567   0.553  -0.100  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.419   0.501   0.674  1.00  0.00           O  
HETATM   16  P1  UNL     1      -2.019   0.542  -0.250  1.00  0.00           P  
HETATM   17  O3  UNL     1      -0.821   0.171   0.576  1.00  0.00           O  
HETATM   18  O4  UNL     1      -2.163  -0.565  -1.523  1.00  0.00           O  
HETATM   19  O5  UNL     1      -1.752   2.061  -0.931  1.00  0.00           O  
HETATM   20  P2  UNL     1      -0.187   2.159  -1.547  1.00  0.00           P  
HETATM   21  O6  UNL     1       0.105   3.601  -1.872  1.00  0.00           O  
HETATM   22  O7  UNL     1      -0.109   1.202  -2.937  1.00  0.00           O  
HETATM   23  O8  UNL     1       0.955   1.568  -0.458  1.00  0.00           O  
HETATM   24  P3  UNL     1       1.382   2.728   0.680  1.00  0.00           P  
HETATM   25  O9  UNL     1       0.335   3.831   0.770  1.00  0.00           O  
HETATM   26  O10 UNL     1       2.805   3.477   0.124  1.00  0.00           O  
HETATM   27  O11 UNL     1       1.568   2.086   2.213  1.00  0.00           O  
HETATM   28  P4  UNL     1       2.499   0.691   2.239  1.00  0.00           P  
HETATM   29  O12 UNL     1       1.560  -0.485   2.459  1.00  0.00           O  
HETATM   30  O13 UNL     1       3.542   0.788   3.569  1.00  0.00           O  
HETATM   31  O14 UNL     1       3.327   0.425   0.810  1.00  0.00           O  
HETATM   32  C9  UNL     1       4.701   0.622   0.947  1.00  0.00           C  
HETATM   33  C10 UNL     1       5.425   0.381  -0.338  1.00  0.00           C  
HETATM   34  O15 UNL     1       6.787   0.600  -0.110  1.00  0.00           O  
HETATM   35  C11 UNL     1       7.367  -0.018  -1.209  1.00  0.00           C  
HETATM   36  N6  UNL     1       8.807  -0.065  -1.121  1.00  0.00           N  
HETATM   37  C12 UNL     1       9.672   0.371  -2.053  1.00  0.00           C  
HETATM   38  N7  UNL     1      10.947   0.167  -1.630  1.00  0.00           N  
HETATM   39  C13 UNL     1      10.910  -0.405  -0.419  1.00  0.00           C  
HETATM   40  C14 UNL     1      11.884  -0.826   0.464  1.00  0.00           C  
HETATM   41  N8  UNL     1      13.266  -0.690   0.164  1.00  0.00           N  
HETATM   42  N9  UNL     1      11.472  -1.372   1.624  1.00  0.00           N  
HETATM   43  C15 UNL     1      10.150  -1.503   1.912  1.00  0.00           C  
HETATM   44  N10 UNL     1       9.194  -1.094   1.054  1.00  0.00           N  
HETATM   45  C16 UNL     1       9.553  -0.544  -0.112  1.00  0.00           C  
HETATM   46  C17 UNL     1       6.726  -1.373  -1.224  1.00  0.00           C  
HETATM   47  O16 UNL     1       6.801  -1.987  -2.456  1.00  0.00           O  
HETATM   48  C18 UNL     1       5.283  -1.028  -0.839  1.00  0.00           C  
HETATM   49  O17 UNL     1       4.534  -1.130  -2.000  1.00  0.00           O  
HETATM   50  C19 UNL     1      -5.999  -0.848   1.399  1.00  0.00           C  
HETATM   51  O18 UNL     1      -5.226  -0.960   2.552  1.00  0.00           O  
HETATM   52  C20 UNL     1      -7.481  -0.831   1.709  1.00  0.00           C  
HETATM   53  O19 UNL     1      -7.696  -0.431   3.038  1.00  0.00           O  
HETATM   54  H1  UNL     1     -12.579  -1.765  -3.198  1.00  0.00           H  
HETATM   55  H2  UNL     1     -14.025  -1.816  -2.169  1.00  0.00           H  
HETATM   56  H3  UNL     1     -12.968   1.614   0.999  1.00  0.00           H  
HETATM   57  H4  UNL     1      -7.959  -1.767  -1.307  1.00  0.00           H  
HETATM   58  H5  UNL     1      -8.361   1.075   1.274  1.00  0.00           H  
HETATM   59  H6  UNL     1      -5.831   1.279   1.527  1.00  0.00           H  
HETATM   60  H7  UNL     1      -4.566   1.531  -0.625  1.00  0.00           H  
HETATM   61  H8  UNL     1      -4.549  -0.255  -0.841  1.00  0.00           H  
HETATM   62  H9  UNL     1      -1.486  -1.257  -1.458  1.00  0.00           H  
HETATM   63  H10 UNL     1       0.457   0.404  -2.825  1.00  0.00           H  
HETATM   64  H11 UNL     1       3.079   4.216   0.738  1.00  0.00           H  
HETATM   65  H12 UNL     1       3.239   0.201   4.289  1.00  0.00           H  
HETATM   66  H13 UNL     1       4.836   1.698   1.209  1.00  0.00           H  
HETATM   67  H14 UNL     1       5.143   0.040   1.755  1.00  0.00           H  
HETATM   68  H15 UNL     1       5.063   1.054  -1.147  1.00  0.00           H  
HETATM   69  H16 UNL     1       7.021   0.536  -2.106  1.00  0.00           H  
HETATM   70  H17 UNL     1       9.408   0.827  -3.015  1.00  0.00           H  
HETATM   71  H18 UNL     1      13.828   0.128   0.458  1.00  0.00           H  
HETATM   72  H19 UNL     1      13.747  -1.441  -0.375  1.00  0.00           H  
HETATM   73  H20 UNL     1       9.830  -1.946   2.854  1.00  0.00           H  
HETATM   74  H21 UNL     1       7.099  -2.038  -0.420  1.00  0.00           H  
HETATM   75  H22 UNL     1       7.258  -2.862  -2.343  1.00  0.00           H  
HETATM   76  H23 UNL     1       4.892  -1.731  -0.082  1.00  0.00           H  
HETATM   77  H24 UNL     1       4.638  -2.042  -2.353  1.00  0.00           H  
HETATM   78  H25 UNL     1      -5.806  -1.633   0.662  1.00  0.00           H  
HETATM   79  H26 UNL     1      -4.383  -1.419   2.277  1.00  0.00           H  
HETATM   80  H27 UNL     1      -7.943  -1.825   1.518  1.00  0.00           H  
HETATM   81  H28 UNL     1      -6.893   0.008   3.414  1.00  0.00           H  
CONECT    1    2   54   55
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   56
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   57
CONECT   10   11
CONECT   11   12   52   58
CONECT   12   13
CONECT   13   14   50   59
CONECT   14   15   60   61
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   62
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   63
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   64
CONECT   27   28
CONECT   28   29   29   30   31
CONECT   30   65
CONECT   31   32
CONECT   32   33   66   67
CONECT   33   34   48   68
CONECT   34   35
CONECT   35   36   46   69
CONECT   36   37   45
CONECT   37   38   38   70
CONECT   38   39
CONECT   39   40   40   45
CONECT   40   41   42
CONECT   41   71   72
CONECT   42   43   43
CONECT   43   44   73
CONECT   44   45   45
CONECT   46   47   48   74
CONECT   47   75
CONECT   48   49   76
CONECT   49   77
CONECT   50   51   52   78
CONECT   51   79
CONECT   52   53   80
CONECT   53   81
END

HMDB0001211
     RDKit          3D
Diadenosine tetraphosphate
 81 86  0  0  0  0  0  0  0  0999 V2000
  -13.0411   -1.4857   -2.3055 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3990   -0.7000   -1.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0675    0.1822   -0.5441 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4274    0.9097    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1053    0.7973    0.6087 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3856   -0.0682   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0408   -0.8183   -1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0825   -1.5817   -1.6522 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9037   -1.3029   -1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0725   -0.3687   -0.1087 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0160    0.1668    0.7285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9507    0.5704   -0.0683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8202    0.5157    0.7442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5669    0.5533   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4185    0.5014    0.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0188    0.5422   -0.2499 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.8209    0.1712    0.5761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1635   -0.5650   -1.5233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7518    2.0615   -0.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1870    2.1590   -1.5466 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1053    3.6005   -1.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    1.2024   -2.9368 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547    1.5677   -0.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819    2.7282    0.6796 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3351    3.8305    0.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050    3.4767    0.1241 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681    2.0857    2.2129 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4991    0.6907    2.2389 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.5602   -0.4854    2.4591 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421    0.7880    3.5693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    0.4247    0.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7013    0.6222    0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4253    0.3805   -0.3382 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7867    0.5995   -0.1102 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3672   -0.0176   -1.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8075   -0.0653   -1.1205 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6724    0.3714   -2.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9470    0.1670   -1.6303 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9101   -0.4050   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8836   -0.8258    0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2663   -0.6896    0.1643 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4725   -1.3721    1.6242 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1502   -1.5029    1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1939   -1.0939    1.0543 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5532   -0.5445   -0.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7262   -1.3732   -1.2240 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8006   -1.9868   -2.4563 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -1.0283   -0.8389 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5342   -1.1301   -1.9998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9989   -0.8480    1.3993 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2259   -0.9595    2.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4809   -0.8310    1.7094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6957   -0.4307    3.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5786   -1.7652   -3.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0252   -1.8163   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9676    1.6142    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9594   -1.7668   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3606    1.0751    1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8306    1.2792    1.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5661    1.5308   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5488   -0.2553   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857   -1.2572   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4573    0.4043   -2.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0793    4.2160    0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.2009    4.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    1.6983    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432    0.0399    1.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632    1.0541   -1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0211    0.5360   -2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4078    0.8271   -3.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8277    0.1276    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7473   -1.4407   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8305   -1.9465    2.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0993   -2.0381   -0.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2577   -2.8617   -2.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8916   -1.7313   -0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -2.0415   -2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -1.6325    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3832   -1.4193    2.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9432   -1.8249    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8925    0.0077    3.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 13 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
  7  2  1  0
 52 11  1  0
 10  6  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  4 56  1  0
  9 57  1  0
 11 58  1  1
 13 59  1  1
 14 60  1  0
 14 61  1  0
 18 62  1  0
 22 63  1  0
 26 64  1  0
 30 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  6
 35 69  1  6
 37 70  1  0
 41 71  1  0
 41 72  1  0
 43 73  1  0
 46 74  1  1
 47 75  1  0
 48 76  1  1
 49 77  1  0
 50 78  1  6
 51 79  1  0
 52 80  1  6
 53 81  1  0
M  END

Synonyms

Value	Source
(PpA)2	ChEBI
a(5')P4(5')a	ChEBI
AppppA	ChEBI
Bis(5'-adenylyl) diphosphate	ChEBI
P1,P4-Bis(5'-adenosyl) tetraphosphate	ChEBI
Bis(5'-adenylyl) diphosphoric acid	Generator
P1,P4-Bis(5'-adenosyl) tetraphosphoric acid	Generator
Diadenosine tetraphosphoric acid	Generator
5',5'''-diadenosine tetraphosphate	HMDB
Adenosine 5'-tetraphosphate, 5'-ester with adenosine	HMDB
Adenosine-(5')-tetraphospho-(5')-adenosine	HMDB
Diadenosine 5',5'''-P1,P4-tetraphosphate	HMDB
P1,P4-Di(adenosin-5'-yl)tetraphosphate	HMDB
P1,P4-Diadenosine-5'-tetraphosphate	HMDB
Ap4a	MeSH, HMDB
P(1), P(4)-Diadenosine-5'tetraphosphate	MeSH, HMDB
Diadenosine 5',5'''-P(1),P(4)--tetraphosphate	MeSH, HMDB
Adenosine(5')tetraphospho(5')adenosine	MeSH, HMDB
Bis(5'-adenosyl)tetraphosphate	MeSH, HMDB
P1,P4-Bis(5'-adenosyl)tetraphosphoric acid	Generator, HMDB
Diadenosine tetraphosphate	MeSH
p(1),p(4)-Bis(5'-adenosyl) tetraphosphoric acid	Generator, HMDB

Molecular Formula

C₂₀H₂₈N₁₀O₁₉P₄

Average Mass

836.387

Monoisotopic Mass

836.048264812

IUPAC Name

[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinic acid

Traditional Name

appppa

CAS Registry Number

5542-28-9

SMILES

NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@@H](O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1

InChI Key

YOAHKNVSNCMZGQ-XPWFQUROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not Available

Direct Parent

(5'->5')-dinucleotides

Alternative Parents

Substituents

(5'->5')-dinucleotide
Purine ribonucleoside polyphosphate
Purine nucleotide sugar
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Alkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Phosphoric acid ester
Imidolactam
Tetrahydrofuran
Imidazole
Azole
Heteroaromatic compound
Secondary alcohol
Azacycle
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Amine
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

diadenosyl tetraphosphate (CHEBI:17422 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.59 g/L	ALOGPS
logP	-0.71	ALOGPS
logP	-9.5	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.59	ChemAxon
pKa (Strongest Basic)	4.28	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	433.97 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	166.1 m³·mol⁻¹	ChemAxon
Polarizability	66.83 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0910200030-f62591a77764336369ca	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-f3c88b3e116ab3d6c1b4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0900000000-ed94ad304e91a867ff3b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0019-0700020090-f52e6941bbc750fe0e76	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900010000-dd233557a62d77a1406b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-1915110000-741bdaae70092f502b8e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0100000090-0703d63dcb1429245411	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0300002090-89e8cc71cfb144d0f8b6	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0900101000-4b74d668fd588964dfd6	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000000090-bc4ce7d28b2ff5fc83e9	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0201132090-cd2f5d95fa2a2c4f170a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4r-0410920120-5c5c92a5ab82e5e045d2	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192263	Bis(5'-nucleosyl)-tetraphosphatase [asymmetrical]	Unknown	P50583	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000313	Diadenosine tetraphosphate	Adenosine monophosphate	Nudix hydrolase 2	Ap4A Hydrolase, Asymmetrically	VMH	7767787 9479504
MMDBr0007720	Diadenosine tetraphosphate	ADP	Not Available	Ap4A hydrolase	VMH	30371894
MMDBr0013545	ADP	Diadenosine tetraphosphate	AP-4-A phosphorylase	Phosphorylation	RHEA	34755880
MMDBr0014431	Water	ADP	Bis(5'-nucleosyl)-tetraphosphatase, symmetrical	Dephosphorylation; Hydrolysis of bond	RHEA	34755880
MMDBr0015106	Water	Adenosine monophosphate	8-oxo-(d)GTP phosphatase	Dephosphorylation; Hydrolysis of bond	RHEA	34755880
MMDBr0015383	Adenosine triphosphate	diphosphate	Glycine--tRNA ligase	Ligation	RHEA	34755880

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	313	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Cattle ; River trout ; Human subgingival plaque; Human saliva; Chicken	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	8	Human feces; Human	Metabolic reconstruction
Bacteria	Actinobacteria	3	Human
Eukaryota/Fungi	Ascomycota	4	Human feces; Human saliva	Unknown
Bacteria/NULL	Proteobacteria	1	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Cattle ; River trout ; Human subgingival plaque; Human saliva; Chicken	Unknown; Metabolic reconstruction
Bacteria	Tenericutes	3	Human
Bacteria	Deinococcus-thermus	1
Eukaryota/Fungi	Microsporidia	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
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified	0.54	0.31			uM	Adult (>18 years old)	Both	Hemodialysis	HMDB	12738682

External Links

HMDB ID

HMDB0001211

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022492

KNApSAcK ID

Not Available

Chemspider ID

20402

KEGG Compound ID

C01260

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ap4A

METLIN ID

Not Available

PubChem Compound

21706

PDB ID

Not Available

ChEBI ID

17422

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Pirrone AM, Gambino R, Oddo F, Faraci MT, Luparello G, Giudice G: Sea urchin embryos do not synthesize diadenosinetetraphosphate. Exp Cell Res. 1979 Sep;122(2):419-22. doi: 10.1016/0014-4827(79)90323-9. [PubMed:510412 ]
Chan PJ, Su BC, Tredway DR: Diadenosine tetraphosphate (Ap4A) and triphosphate (Ap3A) signaling of human sperm motility. Arch Androl. 1991 Sep-Oct;27(2):103-8. doi: 10.3109/01485019108987660. [PubMed:1953194 ]
de Korte D, Gouwerok CW, Fijnheer R, Pietersz RN, Roos D: Depletion of dense granule nucleotides during storage of human platelets. Thromb Haemost. 1990 Apr 12;63(2):275-8. [PubMed:2141956 ]
Hoyle CH: Pharmacological activity of adenine dinucleotides in the periphery: possible receptor classes and transmitter function. Gen Pharmacol. 1990;21(6):827-31. doi: 10.1016/0306-3623(90)90440-w. [PubMed:2279683 ]
Pintor J, King BF, Miras-Portugal MT, Burnstock G: Selectivity and activity of adenine dinucleotides at recombinant P2X2 and P2Y1 purinoceptors. Br J Pharmacol. 1996 Nov;119(5):1006-12. doi: 10.1111/j.1476-5381.1996.tb15771.x. [PubMed:8922753 ]
van der Giet M, Khattab M, Borgel J, Schluter H, Zidek W: Differential effects of diadenosine phosphates on purinoceptors in the rat isolated perfused kidney. Br J Pharmacol. 1997 Apr;120(8):1453-60. doi: 10.1038/sj.bjp.0701074. [PubMed:9113365 ]
Turpaev K, Hartmann R, Kisselev L, Justesen J: Ap3A and Ap4A are primers for oligoadenylate synthesis catalyzed by interferon-inducible 2-5A synthetase. FEBS Lett. 1997 May 19;408(2):177-81. doi: 10.1016/s0014-5793(97)00365-7. [PubMed:9187362 ]
Jankowski J, Schluter H, Tepel M, Spieker C, Zidek W: Effect of diadenosine polyphosphates on Ca2+ ATPase activity. J Mol Med (Berl). 1997 Sep;75(9):674-7. doi: 10.1007/s001090050151. [PubMed:9351706 ]
Pintor J, Puche JA, Gualix J, Hoyle CH, Miras-Portugal MT: Diadenosine polyphosphates evoke Ca2+ transients in guinea-pig brain via receptors distinct from those for ATP. J Physiol. 1997 Oct 15;504 ( Pt 2):327-35. doi: 10.1111/j.1469-7793.1997.327be.x. [PubMed:9365907 ]
Kisselev LL, Justesen J, Wolfson AD, Frolova LY: Diadenosine oligophosphates (Ap(n)A), a novel class of signalling molecules? FEBS Lett. 1998 May 8;427(2):157-63. doi: 10.1016/s0014-5793(98)00420-7. [PubMed:9607303 ]
Stachon A, Stegemann H, Hohage H, Rahn KH, Schlatter E: Effects of diadenosine polyphosphates on the intracellular Ca2+ concentration in endothelial cells. Cell Physiol Biochem. 1998;8(4):175-84. doi: 10.1159/000016280. [PubMed:9694344 ]
Hourani SM, Bailey SJ, Johnson CR, Tennant JP: Effects of adenosine 5'-triphosphate, uridine 5'-triphosphate, adenosine 5'-tetraphosphate and diadenosine polyphosphates in guinea-pig taenia caeci and rat colon muscularis mucosae. Naunyn Schmiedebergs Arch Pharmacol. 1998 Oct;358(4):464-73. doi: 10.1007/pl00005279. [PubMed:9826069 ]
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Showing metabocard for Diadenosine tetraphosphate (MMDBc0029591)

MOL for #<Metabolite:0x00007f5a59dcd1f0>

3D MOL for #<Metabolite:0x00007f5a59dcd1f0>

3D SDF for #<Metabolite:0x00007f5a59dcd1f0>

3D-SDF for #<Metabolite:0x00007f5a59dcd1f0>

PDB for #<Metabolite:0x00007f5a59dcd1f0>

3D PDB for #<Metabolite:0x00007f5a59dcd1f0>

SMILES for #<Metabolite:0x00007f5a59dcd1f0>

INCHI for #<Metabolite:0x00007f5a59dcd1f0>

Structure for #<Metabolite:0x00007f5a59dcd1f0>

3D Structure for #<Metabolite:0x00007f5a59dcd1f0>