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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:47:35 UTC

HMDB ID

HMDB0001155

Secondary Accession Numbers

HMDB0001435
HMDB01155
HMDB01435

Metabolite Identification

Common Name

Diadenosine triphosphate

Description

Diadenosine triphosphate (AP3A) is a diadenosine polyphosphate. Diadenosine polyphosphates (APnAs, n = 3-6) are a family of endogenous vasoactive purine dinucleotides which have been isolated from thrombocytes. APnAs have been demonstrated to be involved in the control of vascular tone as well as the growth of vascular smooth muscle cells and hence, possibly, in atherogenesis. APnAs isolated substances are Ap3A, Ap4A, Ap5A, and Ap6A. APnAs are naturally occurring substances that facilitate tear secretion; they are released from the corneal epithelium, they stimulate tear production and therefore they may be considered as physiological modulators of tear secretion. 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. Great variety of physiological and pathological effects in mammalian cells was found to be associated with alterations of APnAs. APnAs are polyphosphated nucleotidic substances which are found in the CNS and are known to be released in a calcium-dependent manner from storage vesicles in brain synaptosomes. AP3A is a primer for oligoadenylate synthesis catalyzed by interferon-inducible 2-5A synthetase. AP3A is synthesized in cells by tryptophanyl-tRNA synthetase (WRS); cellular level of AP3A significantly increases after interferon treatment. AP3A is an avid inhibitor of eosinophil-derived neurotoxin (EDN). EDN is a catalytically proficient member of the pancreatic ribonuclease superfamily secreted along with other eosinophil granule proteins during innate host defense responses and various eosinophil-related inflammatory and allergic diseases. The ribonucleolytic activity of EDN is central to its antiviral and neurotoxic activities and possibly to other facets of its biological activity. AP3A accumulates in cells in response to various physiological factors. AP3A FHIT (Fragile histidine Triad) is a human tumor suppressor gene. The Fhit protein is believed to inhibit tumor growth by inducing apoptosis through interaction with AP3A. (PMID: 11212966 , 12738682 , 11810214 , 9607303 , 8922753 , 9187362 , 16401072 , 12833632 , 11896678 ).

Structure

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


  Mrv0541 02231218572D          

 49 54  0  0  1  0            999 V2000
   20.2366  -10.2198    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7751  -10.4785    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.0805  -11.0598    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0102   -7.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3158   -8.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0304   -6.6405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8428   -8.4255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282   -6.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1804   -7.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5720   -9.4661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2902   -9.8111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9010  -10.9735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2600  -11.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9902  -10.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1076  -10.9634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4829   -9.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1401   -9.6911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9942  -10.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1667  -11.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3908   -5.9105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2762   -7.3504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7233   -4.7544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9413   -7.3504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7678   -5.2974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4338   -5.8513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7678   -3.8684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1963   -5.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5302   -3.1540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9588   -5.8513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3159   -7.0530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.2297   -7.8735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7282   -7.1205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3958   -7.6053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5623   -6.7175    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4227   -8.0451    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0608   -7.6053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1408   -8.3900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0872   -8.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6257   -9.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9428   -5.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0213   -6.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6370   -5.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6088   -7.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5302   -4.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1963   -6.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9428   -3.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7838   -5.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1802   -4.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0213   -5.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 12  1  0  0  0  0
  1 14  1  0  0  0  0
  1 16  2  0  0  0  0
  2 11  1  0  0  0  0
  2 13  1  0  0  0  0
  2 15  1  0  0  0  0
  2 17  2  0  0  0  0
  3 12  1  0  0  0  0
  3 13  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  2  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
 30  6  1  1  0  0  0
 31  7  1  1  0  0  0
 32  8  1  6  0  0  0
 33  9  1  6  0  0  0
 10 38  1  0  0  0  0
 11 39  1  0  0  0  0
 34 20  1  6  0  0  0
 20 40  1  0  0  0  0
 20 42  1  0  0  0  0
 36 21  1  1  0  0  0
 21 41  1  0  0  0  0
 21 43  1  0  0  0  0
 22 42  2  0  0  0  0
 22 44  1  0  0  0  0
 23 43  2  0  0  0  0
 23 45  1  0  0  0  0
 24 40  2  0  0  0  0
 24 48  1  0  0  0  0
 25 41  2  0  0  0  0
 25 49  1  0  0  0  0
 26 46  1  0  0  0  0
 26 48  2  0  0  0  0
 27 47  1  0  0  0  0
 27 49  2  0  0  0  0
 28 46  1  0  0  0  0
 29 47  1  0  0  0  0
 30 31  1  0  0  0  0
 30 34  1  0  0  0  0
 31 35  1  0  0  0  0
 32 33  1  0  0  0  0
 32 36  1  0  0  0  0
 33 37  1  0  0  0  0
 35 38  1  6  0  0  0
 37 39  1  1  0  0  0
 40 44  1  0  0  0  0
 41 45  1  0  0  0  0
 44 46  2  0  0  0  0
 45 47  2  0  0  0  0
M  END

HMDB0001155
     RDKit          3D
Diadenosine triphosphate
 76 81  0  0  0  0  0  0  0  0999 V2000
   -9.9012   -4.0525    0.8323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9066   -2.7113    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9327   -2.3399   -0.4341 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9742   -1.0773   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0275   -0.1797   -0.5663 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0169   -0.5245    0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9332   -1.8043    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8268   -1.8529    1.4635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2456   -0.6416    1.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9575    0.2022    0.6790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6752    1.6083    0.3892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4386    1.9320    0.8759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5059    1.8850   -0.1194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2849    1.1059    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7491    1.7475    1.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    0.9083    1.9410 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2605    1.8461    2.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344   -0.0018    3.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8724   -0.1185    0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631    0.5319   -0.0874 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9812    0.7877   -1.5324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    1.9808    0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -0.6155   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680   -0.3467    1.0017 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.8328   -1.4186    2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7133    1.1465    1.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040   -0.3797    0.2608 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7930    0.9148    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578    0.8940   -0.6430 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1031    0.2847    0.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1912    0.1669   -0.6891 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1618   -0.8010   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9162   -2.0615    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0950   -2.6292    0.5560 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0944   -1.7262    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4606   -1.7745    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0397   -2.9696    1.1394 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1850   -0.6728    0.3889 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5843    0.4486   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2603    0.5034   -0.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4808   -0.5821   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6563   -0.2713   -2.0212 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0663    0.5589   -3.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -0.0617   -1.8396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5935    0.5127   -2.9536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586    1.2950   -1.3459 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6621    1.8096   -2.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6109    1.7359   -1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7475    3.0633   -1.4763 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7896   -4.4527    1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0499   -4.6490    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8187   -0.8223   -1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301   -0.3629    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4799    2.2406    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1736    2.9078   -0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4773    0.0459    0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    1.1767   -0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855    0.4763    4.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0481    2.6924   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996    1.1318    2.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    1.4670   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103    1.4619    0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859    1.8843   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6323    1.1654   -0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9287   -2.5031    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5074   -3.6545    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9958   -3.1695    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1737    1.3211   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9001   -1.3291   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750    1.3101   -2.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360   -1.0383   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    0.4031   -2.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1018    0.1981   -1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1610    1.1715   -3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3106    1.0675   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3372    3.6048   -0.7632 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  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 31 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 13 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
  7  2  1  0
 48 11  1  0
 10  6  1  0
 44 29  1  0
 41 32  1  0
 41 35  1  0
  1 50  1  0
  1 51  1  0
  4 52  1  0
  9 53  1  0
 11 54  1  1
 13 55  1  6
 14 56  1  0
 14 57  1  0
 18 58  1  0
 22 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  6
 31 64  1  6
 33 65  1  0
 37 66  1  0
 37 67  1  0
 39 68  1  0
 42 69  1  6
 43 70  1  0
 44 71  1  1
 45 72  1  0
 46 73  1  6
 47 74  1  0
 48 75  1  6
 49 76  1  0
M  END


  Mrv0541 02231218572D          

 49 54  0  0  1  0            999 V2000
   20.2366  -10.2198    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7751  -10.4785    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.0805  -11.0598    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0102   -7.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3158   -8.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0304   -6.6405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8428   -8.4255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7282   -6.2955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1804   -7.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5720   -9.4661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2902   -9.8111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9010  -10.9735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2600  -11.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9902  -10.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1076  -10.9634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4829   -9.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1401   -9.6911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9942  -10.2393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1667  -11.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3908   -5.9105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2762   -7.3504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7233   -4.7544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9413   -7.3504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7678   -5.2974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4338   -5.8513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7678   -3.8684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1963   -5.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5302   -3.1540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9588   -5.8513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3159   -7.0530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.2297   -7.8735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7282   -7.1205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3958   -7.6053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5623   -6.7175    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.4227   -8.0451    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0608   -7.6053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1408   -8.3900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0872   -8.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6257   -9.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9428   -5.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0213   -6.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6370   -5.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6088   -7.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5302   -4.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1963   -6.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9428   -3.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7838   -5.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1802   -4.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0213   -5.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 12  1  0  0  0  0
  1 14  1  0  0  0  0
  1 16  2  0  0  0  0
  2 11  1  0  0  0  0
  2 13  1  0  0  0  0
  2 15  1  0  0  0  0
  2 17  2  0  0  0  0
  3 12  1  0  0  0  0
  3 13  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  2  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
 30  6  1  1  0  0  0
 31  7  1  1  0  0  0
 32  8  1  6  0  0  0
 33  9  1  6  0  0  0
 10 38  1  0  0  0  0
 11 39  1  0  0  0  0
 34 20  1  6  0  0  0
 20 40  1  0  0  0  0
 20 42  1  0  0  0  0
 36 21  1  1  0  0  0
 21 41  1  0  0  0  0
 21 43  1  0  0  0  0
 22 42  2  0  0  0  0
 22 44  1  0  0  0  0
 23 43  2  0  0  0  0
 23 45  1  0  0  0  0
 24 40  2  0  0  0  0
 24 48  1  0  0  0  0
 25 41  2  0  0  0  0
 25 49  1  0  0  0  0
 26 46  1  0  0  0  0
 26 48  2  0  0  0  0
 27 47  1  0  0  0  0
 27 49  2  0  0  0  0
 28 46  1  0  0  0  0
 29 47  1  0  0  0  0
 30 31  1  0  0  0  0
 30 34  1  0  0  0  0
 31 35  1  0  0  0  0
 32 33  1  0  0  0  0
 32 36  1  0  0  0  0
 33 37  1  0  0  0  0
 35 38  1  6  0  0  0
 37 39  1  1  0  0  0
 40 44  1  0  0  0  0
 41 45  1  0  0  0  0
 44 46  2  0  0  0  0
 45 47  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001155

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C2N=CN([C@H]3O[C@@H](COP(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/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)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)(H2,21,23,25)(H2,22,24,26)/t7-,8+,11-,12+,13-,14+,19-,20+

> <INCHI_KEY>
QCICUPZZLIQAPA-WGIMJHEJSA-N

> <FORMULA>
C20H27N10O16P3

> <MOLECULAR_WEIGHT>
756.4071

> <EXACT_MASS>
756.081934402

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
62.1040745778475

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R,4S,5S)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[(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>
-1.26

> <JCHEM_LOGP>
-9.071529283792099

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.217888694784232

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9086468318712404

> <JCHEM_PKA_STRONGEST_BASIC>
5.294386571536737

> <JCHEM_POLAR_SURFACE_AREA>
387.4399999999998

> <JCHEM_REFRACTIVITY>
155.2309

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001155
     RDKit          3D
Diadenosine triphosphate
 76 81  0  0  0  0  0  0  0  0999 V2000
   -9.9012   -4.0525    0.8323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9066   -2.7113    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9327   -2.3399   -0.4341 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9742   -1.0773   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0275   -0.1797   -0.5663 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0169   -0.5245    0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9332   -1.8043    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8268   -1.8529    1.4635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2456   -0.6416    1.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9575    0.2022    0.6790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6752    1.6083    0.3892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4386    1.9320    0.8759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5059    1.8850   -0.1194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2849    1.1059    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7491    1.7475    1.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    0.9083    1.9410 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2605    1.8461    2.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344   -0.0018    3.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8724   -0.1185    0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631    0.5319   -0.0874 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9812    0.7877   -1.5324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    1.9808    0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -0.6155   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680   -0.3467    1.0017 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.8328   -1.4186    2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7133    1.1465    1.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040   -0.3797    0.2608 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7930    0.9148    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578    0.8940   -0.6430 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1031    0.2847    0.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1912    0.1669   -0.6891 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1618   -0.8010   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9162   -2.0615    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0950   -2.6292    0.5560 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0944   -1.7262    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4606   -1.7745    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0397   -2.9696    1.1394 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1850   -0.6728    0.3889 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5843    0.4486   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2603    0.5034   -0.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4808   -0.5821   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6563   -0.2713   -2.0212 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0663    0.5589   -3.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -0.0617   -1.8396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5935    0.5127   -2.9536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586    1.2950   -1.3459 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6621    1.8096   -2.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6109    1.7359   -1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7475    3.0633   -1.4763 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7896   -4.4527    1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0499   -4.6490    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8187   -0.8223   -1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301   -0.3629    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4799    2.2406    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1736    2.9078   -0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4773    0.0459    0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    1.1767   -0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855    0.4763    4.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0481    2.6924   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996    1.1318    2.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    1.4670   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103    1.4619    0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859    1.8843   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6323    1.1654   -0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9287   -2.5031    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5074   -3.6545    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9958   -3.1695    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1737    1.3211   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9001   -1.3291   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750    1.3101   -2.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360   -1.0383   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    0.4031   -2.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1018    0.1981   -1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1610    1.1715   -3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3106    1.0675   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3372    3.6048   -0.7632 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  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 31 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 13 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
  7  2  1  0
 48 11  1  0
 10  6  1  0
 44 29  1  0
 41 32  1  0
 41 35  1  0
  1 50  1  0
  1 51  1  0
  4 52  1  0
  9 53  1  0
 11 54  1  1
 13 55  1  6
 14 56  1  0
 14 57  1  0
 18 58  1  0
 22 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  6
 31 64  1  6
 33 65  1  0
 37 66  1  0
 37 67  1  0
 39 68  1  0
 42 69  1  6
 43 70  1  0
 44 71  1  1
 45 72  1  0
 46 73  1  6
 47 74  1  0
 48 75  1  6
 49 76  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0      37.775 -19.077   0.000  0.00  0.00           P+0
HETATM    2  P   UNK     0      33.180 -19.560   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      35.617 -20.645   0.000  0.00  0.00           P+0
HETATM    4  O   UNK     0      37.352 -13.684   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.456 -15.661   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      41.123 -12.396   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      40.773 -15.728   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.226 -11.752   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      33.937 -13.721   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      38.401 -17.670   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      32.275 -18.314   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      37.149 -20.484   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      34.085 -20.806   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      39.182 -19.703   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      31.934 -20.465   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      36.368 -18.451   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      33.861 -18.090   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      35.456 -19.113   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      35.778 -22.176   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      38.063 -11.033   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      28.516 -13.721   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      36.817  -8.875   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      26.024 -13.721   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      40.633  -9.888   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      28.810 -10.922   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      40.633  -7.221   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      26.500  -9.589   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      38.323  -5.887   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      24.190 -10.922   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      39.790 -13.166   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      39.629 -14.697   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      31.226 -13.292   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      32.472 -14.197   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      38.383 -12.539   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      38.122 -15.017   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      29.980 -14.197   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      31.996 -15.661   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      37.496 -16.424   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      32.901 -16.907   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      39.093  -9.888   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      28.040 -12.256   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      36.656 -10.407   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      27.270 -14.626   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      38.323  -8.555   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      26.500 -12.256   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      39.093  -7.221   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      25.730 -10.922   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      41.403  -8.555   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      28.040  -9.589   0.000  0.00  0.00           C+0
CONECT    1   10   12   14   16                                             
CONECT    2   11   13   15   17                                             
CONECT    3   12   13   18   19                                             
CONECT    4   34   35                                                       
CONECT    5   36   37                                                       
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8   32                                                            
CONECT    9   33                                                            
CONECT   10    1   38                                                       
CONECT   11    2   39                                                       
CONECT   12    1    3                                                       
CONECT   13    2    3                                                       
CONECT   14    1                                                            
CONECT   15    2                                                            
CONECT   16    1                                                            
CONECT   17    2                                                            
CONECT   18    3                                                            
CONECT   19    3                                                            
CONECT   20   34   40   42                                                  
CONECT   21   36   41   43                                                  
CONECT   22   42   44                                                       
CONECT   23   43   45                                                       
CONECT   24   40   48                                                       
CONECT   25   41   49                                                       
CONECT   26   46   48                                                       
CONECT   27   47   49                                                       
CONECT   28   46                                                            
CONECT   29   47                                                            
CONECT   30    6   31   34                                                  
CONECT   31    7   30   35                                                  
CONECT   32    8   33   36                                                  
CONECT   33    9   32   37                                                  
CONECT   34    4   20   30                                                  
CONECT   35    4   31   38                                                  
CONECT   36    5   21   32                                                  
CONECT   37    5   33   39                                                  
CONECT   38   10   35                                                       
CONECT   39   11   37                                                       
CONECT   40   20   24   44                                                  
CONECT   41   21   25   45                                                  
CONECT   42   20   22                                                       
CONECT   43   21   23                                                       
CONECT   44   22   40   46                                                  
CONECT   45   23   41   47                                                  
CONECT   46   26   28   44                                                  
CONECT   47   27   29   45                                                  
CONECT   48   24   26                                                       
CONECT   49   25   27                                                       
MASTER        0    0    0    0    0    0    0    0   49    0  108    0
END

COMPND    HMDB0001155
HETATM    1  N1  UNL     1      -9.901  -4.053   0.832  1.00  0.00           N  
HETATM    2  C1  UNL     1      -9.907  -2.711   0.373  1.00  0.00           C  
HETATM    3  N2  UNL     1     -10.933  -2.340  -0.434  1.00  0.00           N  
HETATM    4  C2  UNL     1     -10.974  -1.077  -0.890  1.00  0.00           C  
HETATM    5  N3  UNL     1     -10.028  -0.180  -0.566  1.00  0.00           N  
HETATM    6  C3  UNL     1      -9.017  -0.524   0.222  1.00  0.00           C  
HETATM    7  C4  UNL     1      -8.933  -1.804   0.712  1.00  0.00           C  
HETATM    8  N4  UNL     1      -7.827  -1.853   1.464  1.00  0.00           N  
HETATM    9  C5  UNL     1      -7.246  -0.642   1.438  1.00  0.00           C  
HETATM   10  N5  UNL     1      -7.958   0.202   0.679  1.00  0.00           N  
HETATM   11  C6  UNL     1      -7.675   1.608   0.389  1.00  0.00           C  
HETATM   12  O1  UNL     1      -6.439   1.932   0.876  1.00  0.00           O  
HETATM   13  C7  UNL     1      -5.506   1.885  -0.119  1.00  0.00           C  
HETATM   14  C8  UNL     1      -4.285   1.106   0.311  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.749   1.747   1.422  1.00  0.00           O  
HETATM   16  P1  UNL     1      -2.377   0.908   1.941  1.00  0.00           P  
HETATM   17  O3  UNL     1      -1.261   1.846   2.300  1.00  0.00           O  
HETATM   18  O4  UNL     1      -2.734  -0.002   3.319  1.00  0.00           O  
HETATM   19  O5  UNL     1      -1.872  -0.119   0.720  1.00  0.00           O  
HETATM   20  P2  UNL     1      -0.563   0.532  -0.087  1.00  0.00           P  
HETATM   21  O6  UNL     1      -0.981   0.788  -1.532  1.00  0.00           O  
HETATM   22  O7  UNL     1      -0.013   1.981   0.536  1.00  0.00           O  
HETATM   23  O8  UNL     1       0.674  -0.616  -0.139  1.00  0.00           O  
HETATM   24  P3  UNL     1       1.868  -0.347   1.002  1.00  0.00           P  
HETATM   25  O9  UNL     1       1.833  -1.419   2.095  1.00  0.00           O  
HETATM   26  O10 UNL     1       1.713   1.146   1.776  1.00  0.00           O  
HETATM   27  O11 UNL     1       3.404  -0.380   0.261  1.00  0.00           O  
HETATM   28  C9  UNL     1       3.793   0.915   0.016  1.00  0.00           C  
HETATM   29  C10 UNL     1       5.158   0.894  -0.643  1.00  0.00           C  
HETATM   30  O12 UNL     1       6.103   0.285   0.174  1.00  0.00           O  
HETATM   31  C11 UNL     1       7.191   0.167  -0.689  1.00  0.00           C  
HETATM   32  N6  UNL     1       8.162  -0.801  -0.209  1.00  0.00           N  
HETATM   33  C12 UNL     1       7.916  -2.062   0.177  1.00  0.00           C  
HETATM   34  N7  UNL     1       9.095  -2.629   0.556  1.00  0.00           N  
HETATM   35  C13 UNL     1      10.094  -1.726   0.411  1.00  0.00           C  
HETATM   36  C14 UNL     1      11.461  -1.774   0.645  1.00  0.00           C  
HETATM   37  N8  UNL     1      12.040  -2.970   1.139  1.00  0.00           N  
HETATM   38  N9  UNL     1      12.185  -0.673   0.389  1.00  0.00           N  
HETATM   39  C15 UNL     1      11.584   0.449  -0.085  1.00  0.00           C  
HETATM   40  N10 UNL     1      10.260   0.503  -0.314  1.00  0.00           N  
HETATM   41  C16 UNL     1       9.481  -0.582  -0.072  1.00  0.00           C  
HETATM   42  C17 UNL     1       6.656  -0.271  -2.021  1.00  0.00           C  
HETATM   43  O13 UNL     1       7.066   0.559  -3.063  1.00  0.00           O  
HETATM   44  C18 UNL     1       5.156  -0.062  -1.840  1.00  0.00           C  
HETATM   45  O14 UNL     1       4.594   0.513  -2.954  1.00  0.00           O  
HETATM   46  C19 UNL     1      -6.159   1.295  -1.346  1.00  0.00           C  
HETATM   47  O15 UNL     1      -5.662   1.810  -2.523  1.00  0.00           O  
HETATM   48  C20 UNL     1      -7.611   1.736  -1.119  1.00  0.00           C  
HETATM   49  O16 UNL     1      -7.748   3.063  -1.476  1.00  0.00           O  
HETATM   50  H1  UNL     1     -10.790  -4.453   1.190  1.00  0.00           H  
HETATM   51  H2  UNL     1      -9.050  -4.649   0.825  1.00  0.00           H  
HETATM   52  H3  UNL     1     -11.819  -0.822  -1.538  1.00  0.00           H  
HETATM   53  H4  UNL     1      -6.330  -0.363   1.952  1.00  0.00           H  
HETATM   54  H5  UNL     1      -8.480   2.241   0.821  1.00  0.00           H  
HETATM   55  H6  UNL     1      -5.174   2.908  -0.396  1.00  0.00           H  
HETATM   56  H7  UNL     1      -4.477   0.046   0.483  1.00  0.00           H  
HETATM   57  H8  UNL     1      -3.495   1.177  -0.491  1.00  0.00           H  
HETATM   58  H9  UNL     1      -2.485   0.476   4.164  1.00  0.00           H  
HETATM   59  H10 UNL     1       0.048   2.692  -0.131  1.00  0.00           H  
HETATM   60  H11 UNL     1       2.300   1.132   2.578  1.00  0.00           H  
HETATM   61  H12 UNL     1       3.077   1.467  -0.591  1.00  0.00           H  
HETATM   62  H13 UNL     1       3.910   1.462   0.981  1.00  0.00           H  
HETATM   63  H14 UNL     1       5.486   1.884  -0.984  1.00  0.00           H  
HETATM   64  H15 UNL     1       7.632   1.165  -0.789  1.00  0.00           H  
HETATM   65  H16 UNL     1       6.929  -2.503   0.169  1.00  0.00           H  
HETATM   66  H17 UNL     1      12.507  -3.654   0.517  1.00  0.00           H  
HETATM   67  H18 UNL     1      11.996  -3.170   2.161  1.00  0.00           H  
HETATM   68  H19 UNL     1      12.174   1.321  -0.285  1.00  0.00           H  
HETATM   69  H20 UNL     1       6.900  -1.329  -2.249  1.00  0.00           H  
HETATM   70  H21 UNL     1       7.575   1.310  -2.667  1.00  0.00           H  
HETATM   71  H22 UNL     1       4.736  -1.038  -1.572  1.00  0.00           H  
HETATM   72  H23 UNL     1       3.610   0.403  -2.923  1.00  0.00           H  
HETATM   73  H24 UNL     1      -6.102   0.198  -1.266  1.00  0.00           H  
HETATM   74  H25 UNL     1      -5.161   1.172  -3.064  1.00  0.00           H  
HETATM   75  H26 UNL     1      -8.311   1.068  -1.642  1.00  0.00           H  
HETATM   76  H27 UNL     1      -7.337   3.605  -0.763  1.00  0.00           H  
CONECT    1    2   50   51
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   52
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   53
CONECT   10   11
CONECT   11   12   48   54
CONECT   12   13
CONECT   13   14   46   55
CONECT   14   15   56   57
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   58
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   59
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   60
CONECT   27   28
CONECT   28   29   61   62
CONECT   29   30   44   63
CONECT   30   31
CONECT   31   32   42   64
CONECT   32   33   41
CONECT   33   34   34   65
CONECT   34   35
CONECT   35   36   36   41
CONECT   36   37   38
CONECT   37   66   67
CONECT   38   39   39
CONECT   39   40   68
CONECT   40   41   41
CONECT   42   43   44   69
CONECT   43   70
CONECT   44   45   71
CONECT   45   72
CONECT   46   47   48   73
CONECT   47   74
CONECT   48   49   75
CONECT   49   76
END

HMDB0001155
     RDKit          3D
Diadenosine triphosphate
 76 81  0  0  0  0  0  0  0  0999 V2000
   -9.9012   -4.0525    0.8323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9066   -2.7113    0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9327   -2.3399   -0.4341 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9742   -1.0773   -0.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0275   -0.1797   -0.5663 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0169   -0.5245    0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9332   -1.8043    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8268   -1.8529    1.4635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2456   -0.6416    1.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9575    0.2022    0.6790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6752    1.6083    0.3892 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4386    1.9320    0.8759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5059    1.8850   -0.1194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2849    1.1059    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7491    1.7475    1.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    0.9083    1.9410 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2605    1.8461    2.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7344   -0.0018    3.3192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8724   -0.1185    0.7205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631    0.5319   -0.0874 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9812    0.7877   -1.5324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0126    1.9808    0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6739   -0.6155   -0.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680   -0.3467    1.0017 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.8328   -1.4186    2.0949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7133    1.1465    1.7758 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040   -0.3797    0.2608 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7930    0.9148    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578    0.8940   -0.6430 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1031    0.2847    0.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1912    0.1669   -0.6891 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1618   -0.8010   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9162   -2.0615    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0950   -2.6292    0.5560 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0944   -1.7262    0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4606   -1.7745    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0397   -2.9696    1.1394 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1850   -0.6728    0.3889 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5843    0.4486   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2603    0.5034   -0.3139 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4808   -0.5821   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6563   -0.2713   -2.0212 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0663    0.5589   -3.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -0.0617   -1.8396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5935    0.5127   -2.9536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1586    1.2950   -1.3459 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6621    1.8096   -2.5228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6109    1.7359   -1.1185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7475    3.0633   -1.4763 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7896   -4.4527    1.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0499   -4.6490    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8187   -0.8223   -1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3301   -0.3629    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4799    2.2406    0.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1736    2.9078   -0.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4773    0.0459    0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4951    1.1767   -0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855    0.4763    4.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0481    2.6924   -0.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996    1.1318    2.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    1.4670   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103    1.4619    0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4859    1.8843   -0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6323    1.1654   -0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9287   -2.5031    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5074   -3.6545    0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9958   -3.1695    2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1737    1.3211   -0.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9001   -1.3291   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750    1.3101   -2.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7360   -1.0383   -1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    0.4031   -2.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1018    0.1981   -1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1610    1.1715   -3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3106    1.0675   -1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3372    3.6048   -0.7632 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  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 31 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 13 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
  7  2  1  0
 48 11  1  0
 10  6  1  0
 44 29  1  0
 41 32  1  0
 41 35  1  0
  1 50  1  0
  1 51  1  0
  4 52  1  0
  9 53  1  0
 11 54  1  1
 13 55  1  6
 14 56  1  0
 14 57  1  0
 18 58  1  0
 22 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  6
 31 64  1  6
 33 65  1  0
 37 66  1  0
 37 67  1  0
 39 68  1  0
 42 69  1  6
 43 70  1  0
 44 71  1  1
 45 72  1  0
 46 73  1  6
 47 74  1  0
 48 75  1  6
 49 76  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Diadenosine triphosphoric acid	Generator
Adenosine (5')triphospho(5')adenosine	HMDB
Adenosine 5'-triphosphate 5'-adenosine	HMDB
Adenosine(3)triphosphate adenosine	HMDB
Adenosine(5')triphospho(5')adenosine	HMDB
Bis(adenosine)-5'-triphosphate	HMDB
p(1),p(3)-Bis(5'-adenosyl) trihydrogen triphosphate	HMDB
p(1),p(3)-Bis(5'-adenosyl) triphosphate	HMDB
p(1)-p(3)-Bis(5'-adenosyl) triphosphate	HMDB
P1,P3-Bis(5'-adenosyl) triphosphate	HMDB
Ap3a	HMDB
5'Ap3a	HMDB
p(1),(P3)-Bis(5'-adenosyl)triphosphate	HMDB
ApppA	HMDB

Chemical Formula

C₂₀H₂₇N₁₀O₁₆P₃

Average Molecular Weight

756.4071

Monoisotopic Molecular Weight

756.081934402

IUPAC Name

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

[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphinic acid

CAS Registry Number

56432-02-1

SMILES

NC1=C2N=CN([C@H]3O[C@@H](COP(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/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)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)(H2,21,23,25)(H2,22,24,26)/t7-,8+,11-,12+,13-,14+,19-,20+

InChI Key

QCICUPZZLIQAPA-WGIMJHEJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

very long-chain fatty acid (CHEBI:42394 )
straight-chain saturated fatty acid (CHEBI:42394 )
Straight chain fatty acids (LMFA01010023 )

Ontology

Physiological effect

Health effect

Hemodialysis (HMDB: HMDB0001155)

Disposition

Biological location

Biofluid or Excreta

Blood (HMDB: HMDB0001155)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12738682)

Source

Endogenous

Endogenous (HMDB: HMDB0001155)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Inner Membrane Transport (PathBank: SMP0000808)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.39 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-9.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.91	ChemAxon
pKa (Strongest Basic)	5.29	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	387.44 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	155.23 m³·mol⁻¹	ChemAxon
Polarizability	62.1 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	239.98	32859911
AllCCS	[M-H]-	231.382	32859911
DeepCCS	[M-2H]-	262.979	30932474
DeepCCS	[M+Na]+	237.363	30932474
AllCCS	[M+H]+	240.0	32859911
AllCCS	[M+H-H2O]+	239.7	32859911
AllCCS	[M+NH4]+	240.2	32859911
AllCCS	[M+Na]+	240.2	32859911
AllCCS	[M-H]-	231.4	32859911
AllCCS	[M+Na-2H]-	233.5	32859911
AllCCS	[M+HCOO]-	236.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diadenosine triphosphate	NC1=C2N=CN([C@H]3O[C@@H](COP(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	5733.7	Standard polar	33892256
Diadenosine triphosphate	NC1=C2N=CN([C@H]3O[C@@H](COP(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	3616.4	Standard non polar	33892256
Diadenosine triphosphate	NC1=C2N=CN([C@H]3O[C@@H](COP(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	6418.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-1211090100-8dd4ac3e3f704ce81480	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diadenosine triphosphate GC-MS (TBDMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 10V, Positive-QTOF	splash10-000i-0910100300-a4645b9f9e4bff03904a	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 20V, Positive-QTOF	splash10-000i-0900000000-9d576618c3405dd82c62	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 40V, Positive-QTOF	splash10-000i-0900000000-d874a1705ef911a68a3f	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 10V, Negative-QTOF	splash10-0a59-0700110900-6003bb661e58b16c00f0	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 20V, Negative-QTOF	splash10-001i-0900100000-cc9f72dc9a076e69680c	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 40V, Negative-QTOF	splash10-001r-1940100000-375a011d350537091bbb	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 10V, Negative-QTOF	splash10-0a4i-0000000900-6de9f94edaaf63b06abb	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 20V, Negative-QTOF	splash10-0a4i-1302302900-67b889b6aeb6c6b75d7f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 40V, Negative-QTOF	splash10-0a4i-0600901100-01ba1d8c1675b37b46f0	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 10V, Positive-QTOF	splash10-0a4i-0100000900-f690574ac6b3670ec7c6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 20V, Positive-QTOF	splash10-0a4i-0300003900-7ccaa7c6ba1c635f1660	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diadenosine triphosphate 40V, Positive-QTOF	splash10-000i-0901010000-452975aa0aa202f669c0	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.85 +/- 0.32 uM	Adult (>18 years old)	Both	Hemodialysis	12738682	details

Associated Disorders and Diseases

Disease References

Hemodialysis
Jankowski J, Jankowski V, Laufer U, van der Giet M, Henning L, Tepel M, Zidek W, Schluter H: Identification and quantification of diadenosine polyphosphate concentrations in human plasma. Arterioscler Thromb Vasc Biol. 2003 Jul 1;23(7):1231-8. Epub 2003 May 8. [PubMed:12738682 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022454

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06197

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14464643

PDB ID

Not Available

ChEBI ID

27775

Food Biomarker Ontology

Not Available

VMH ID

M01360

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hollah P, Hausberg M, Kosch M, Barenbrock M, Letzel M, Schlatter E, Rahn KH: A novel assay for determination of diadenosine polyphosphates in human platelets: studies in normotensive subjects and in patients with essential hypertension. J Hypertens. 2001 Feb;19(2):237-45. [PubMed:11212966 ]
Pintor J, Carracedo G, Alonso MC, Bautista A, Peral A: Presence of diadenosine polyphosphates in human tears. Pflugers Arch. 2002 Jan;443(3):432-6. Epub 2001 Aug 23. [PubMed:11810214 ]
Jankowski J, Jankowski V, Laufer U, van der Giet M, Henning L, Tepel M, Zidek W, Schluter H: Identification and quantification of diadenosine polyphosphate concentrations in human plasma. Arterioscler Thromb Vasc Biol. 2003 Jul 1;23(7):1231-8. Epub 2003 May 8. [PubMed:12738682 ]
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. [PubMed:9607303 ]
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. [PubMed:8922753 ]
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. [PubMed:9187362 ]
Baker MD, Holloway DE, Swaminathan GJ, Acharya KR: Crystal structures of eosinophil-derived neurotoxin (EDN) in complex with the inhibitors 5'-ATP, Ap3A, Ap4A, and Ap5A. Biochemistry. 2006 Jan 17;45(2):416-26. [PubMed:16401072 ]
Vartanian AA: Gelsolin and plasminogen activator inhibitor-1 are Ap3A-binding proteins. Ital J Biochem. 2003 Mar;52(1):9-16. [PubMed:12833632 ]
Kowara R, Karaczyn AA, Fivash MJ Jr, Kasprzak KS: In vitro inhibition of the enzymatic activity of tumor suppressor FHIT gene product by carcinogenic transition metals. Chem Res Toxicol. 2002 Mar;15(3):319-25. [PubMed:11896678 ]

Enzymes

Enzyme Details

1. Bis(5'-adenosyl)-triphosphatase

General function:: Involved in catalytic activity
Specific function:: Cleaves A-5'-PPP-5'A to yield AMP and ADP. Possible tumor suppressor for specific tissues.
Gene Name:: FHIT
Uniprot ID:: P49789
Molecular weight:: 16858.11

Reactions

Diadenosine triphosphate + Water → ADP + Adenosine monophosphate	details

Showing metabocard for Diadenosine triphosphate (HMDB0001155)

MOL for HMDB0001155 (Diadenosine triphosphate)

3D MOL for HMDB0001155 (Diadenosine triphosphate)

3D SDF for HMDB0001155 (Diadenosine triphosphate)

3D-SDF for HMDB0001155 (Diadenosine triphosphate)

PDB for HMDB0001155 (Diadenosine triphosphate)

3D PDB for HMDB0001155 (Diadenosine triphosphate)

SMILES for HMDB0001155 (Diadenosine triphosphate)

INCHI for HMDB0001155 (Diadenosine triphosphate)

Structure for HMDB0001155 (Diadenosine triphosphate)

3D Structure for HMDB0001155 (Diadenosine triphosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions