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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 14:58:17 UTC

HMDB ID

HMDB0001541

Secondary Accession Numbers

HMDB01541

Metabolite Identification

Common Name

Guanosine hexaphosphate adenosine

Description

Guanosine hexaphosphate adenosine is a dinucleoside polyphosphate. Dinucleoside polyphosphates are an interesting group of signalling molecules that control numerous physiological functions. Diadenosine compounds, with a backbone of anything from two to seven phosphates, are known to occur naturally. Some of them have been isolated from cerebral nerve terminals and, acting via nucleoside (P1), nucleotide (P2), or dinucleotide receptors, can affect central nervous system function. Many of them have been isolated from human blood platelet secretory granules and are potentially involved in haemostatic mechanisms and peripheral control of vascular tone. Many visceral organs respond to the application of adenine dinucleotides and, although they act on receptors in the periphery that can be mainly defined as either P1 or P2, evidence is now accumulating for discrete dinucleotide receptors. In the periphery, adenine dinucleotides can be potent agonists, with diverse functions, causing contraction or relaxation of smooth muscle. Many P2X receptor proteins and P2Y receptors have been cloned and adenine dinucleotides have a variable pharmacological profile at these receptors and may be useful tools for characterising subtypes of P2X and P2Y receptors. Many extracellular roles of diadenosine polyphosphates are emerging as yet increasingly important, natural ligands for a plethora of structurally diverse mononucleotide and dinucleotide receptors. (PMID: 12772275 , 7767329 ).

Structure

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


  Mrv0541 02231219122D          

 62 67  0  0  1  0            999 V2000
   16.5675  -16.8658    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.0651   -9.8798    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.8670  -15.4686    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7655  -11.2771    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.1665  -14.0715    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.4660  -12.6743    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.0354  -19.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7474   -7.0633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9709  -20.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9740  -18.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8821   -7.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1493   -8.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8210  -17.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6182   -9.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3139  -16.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5119  -10.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3525  -16.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4529   -9.3267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7824  -17.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678  -23.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6772  -10.4330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4200  -14.8566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0190  -12.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2548  -14.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5505  -11.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4791  -16.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9806  -11.5306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9129  -13.2865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9514  -13.8179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8539  -12.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3815  -14.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0782  -13.2273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2629  -21.1671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5502   -5.8316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678  -21.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2629  -22.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2742   -4.5329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0463   -5.6783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0533  -22.2436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4877   -4.3194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5317   -3.2575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3389  -21.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3043  -20.1293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3056  -19.3043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5192  -20.3830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5215  -19.0481    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0748   -7.2050    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.7379   -7.9581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.4626   -6.6520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.9175   -7.8706    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2679  -18.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3646   -8.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4823  -21.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2617   -5.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7444  -21.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9413   -5.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4823  -22.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0901   -4.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678  -22.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7032   -4.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0533  -21.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6594   -5.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  1 17  1  0  0  0  0
  1 19  2  0  0  0  0
  2 14  1  0  0  0  0
  2 16  1  0  0  0  0
  2 18  1  0  0  0  0
  2 21  2  0  0  0  0
  3 15  1  0  0  0  0
  3 22  1  0  0  0  0
  3 24  1  0  0  0  0
  3 26  2  0  0  0  0
  4 16  1  0  0  0  0
  4 23  1  0  0  0  0
  4 25  1  0  0  0  0
  4 27  2  0  0  0  0
  5 22  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  5 31  2  0  0  0  0
  6 23  1  0  0  0  0
  6 28  1  0  0  0  0
  6 30  1  0  0  0  0
  6 32  2  0  0  0  0
  7 45  1  0  0  0  0
  7 46  1  0  0  0  0
  8 49  1  0  0  0  0
  8 50  1  0  0  0  0
 43  9  1  1  0  0  0
 44 10  1  1  0  0  0
 47 11  1  6  0  0  0
 48 12  1  6  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 20 59  2  0  0  0  0
 45 33  1  6  0  0  0
 33 53  1  0  0  0  0
 33 55  1  0  0  0  0
 49 34  1  1  0  0  0
 34 54  1  0  0  0  0
 34 56  1  0  0  0  0
 35 53  1  0  0  0  0
 35 61  1  0  0  0  0
 36 55  2  0  0  0  0
 36 57  1  0  0  0  0
 37 56  2  0  0  0  0
 37 58  1  0  0  0  0
 38 54  2  0  0  0  0
 38 62  1  0  0  0  0
 39 59  1  0  0  0  0
 39 61  2  0  0  0  0
 40 60  1  0  0  0  0
 40 62  2  0  0  0  0
 41 60  1  0  0  0  0
 42 61  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 51  1  6  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 52  1  1  0  0  0
 53 57  2  0  0  0  0
 54 58  1  0  0  0  0
 57 59  1  0  0  0  0
 58 60  2  0  0  0  0
M  END

HMDB0001541
     RDKit          3D
Guanosine hexaphosphate adenosine
 92 97  0  0  0  0  0  0  0  0999 V2000
   10.2539    3.4610   -1.7712 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0688    2.3785   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3535    2.2524   -1.7300 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1406    1.2554   -1.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3103    1.1869   -1.7385 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6030    0.3741   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1067   -0.7068    0.2357 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1750   -1.2290    1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0461   -0.5035    0.9550 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7899   -0.7353    1.6688 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7132   -0.8148    0.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095   -0.6031    1.6131 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3446   -0.4005    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1722   -1.5792    0.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7743   -1.4762   -0.8982 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5671   -1.9986   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.4210   -2.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5890    0.1740   -1.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    0.7735   -0.7645 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.4624   -0.1322    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3788    2.2575   -0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    1.0616   -2.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -0.0866   -2.1309 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3764   -1.3922   -2.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789    0.4503   -3.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1825   -0.3480   -0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -1.8991   -0.3989 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5816   -2.5073   -1.7819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690   -2.8720    0.4742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -1.8654    0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -2.8282   -0.4957 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2123   -3.8418   -1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0077   -3.6486    0.5878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424   -1.8563   -1.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4578   -1.6736   -0.8034 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2439   -1.5964    0.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4190   -3.0404   -1.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2547   -0.3162   -1.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5466    0.5594   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2802    1.7701   -0.9071 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4302    1.4200   -1.5260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5262    1.7875   -0.7972 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.5115    0.7123   -0.7254 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7949   -0.1262   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7357   -0.9737   -1.2972 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0502   -0.6771   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9316   -1.1889    0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7442   -2.2969    0.5481 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0470   -0.6732    2.1446 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2657    0.3848    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4225    0.8700    1.5651 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2775    0.3858    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0412    2.2014    0.5419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8005    3.2368    1.1017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6283    2.7104    0.2299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7352    4.0259   -0.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0168    0.6641    2.3379 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2860    0.8449    3.5094 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4763    0.3811    2.6278 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6355   -0.1271    3.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3048    0.4869    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5580    1.5091   -0.3927 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3131    3.8060   -2.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969    3.8791   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2533   -2.1074    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692   -1.7294    2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5085   -1.3971    2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -0.2526    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4641    0.4282    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5652   -3.3187   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8041    2.3837    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.8775   -3.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5060   -3.8306    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398   -3.6816    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3869   -3.6330   -0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2140    0.0622    0.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6453    0.9061    0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5979    2.3013   -1.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9868    2.6718   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3515   -0.1506   -2.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2984   -3.0989    0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7673   -2.3490    0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3215    0.8407    3.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9287    1.3476    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7411    3.0985    2.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0049    2.5765    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5667    4.4752    0.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956    1.5494    1.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375    1.4615    3.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1064    1.2778    2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4591   -1.1056    3.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5830    1.5710   -0.0261 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  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  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 35 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 47 48  1  0
 47 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 42 53  1  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 12 57  1  0
 57 58  1  0
 57 59  1  0
 59 60  1  0
  9 61  1  0
 61 62  1  0
 62  2  1  0
 61  6  2  0
 59 10  1  0
 55 40  1  0
 52 43  1  0
 52 46  1  0
  1 63  1  0
  1 64  1  0
  8 65  1  0
 10 66  1  1
 12 67  1  1
 13 68  1  0
 13 69  1  0
 17 70  1  0
 21 71  1  0
 25 72  1  0
 29 73  1  0
 33 74  1  0
 37 75  1  0
 39 76  1  0
 39 77  1  0
 40 78  1  6
 42 79  1  6
 44 80  1  0
 48 81  1  0
 48 82  1  0
 50 83  1  0
 53 84  1  1
 54 85  1  0
 55 86  1  1
 56 87  1  0
 57 88  1  6
 58 89  1  0
 59 90  1  6
 60 91  1  0
 62 92  1  0
M  END


  Mrv0541 02231219122D          

 62 67  0  0  1  0            999 V2000
   16.5675  -16.8658    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.0651   -9.8798    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.8670  -15.4686    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7655  -11.2771    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.1665  -14.0715    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.4660  -12.6743    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.0354  -19.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7474   -7.0633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9709  -20.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9740  -18.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8821   -7.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1493   -8.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8210  -17.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6182   -9.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3139  -16.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5119  -10.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3525  -16.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4529   -9.3267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7824  -17.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678  -23.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6772  -10.4330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4200  -14.8566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0190  -12.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2548  -14.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5505  -11.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4791  -16.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9806  -11.5306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9129  -13.2865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9514  -13.8179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8539  -12.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3815  -14.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0782  -13.2273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2629  -21.1671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5502   -5.8316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678  -21.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2629  -22.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2742   -4.5329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0463   -5.6783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0533  -22.2436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4877   -4.3194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5317   -3.2575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3389  -21.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3043  -20.1293    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3056  -19.3043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5192  -20.3830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5215  -19.0481    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.0748   -7.2050    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.7379   -7.9581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.4626   -6.6520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.9175   -7.8706    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2679  -18.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3646   -8.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4823  -21.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2617   -5.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7444  -21.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9413   -5.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4823  -22.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0901   -4.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678  -22.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7032   -4.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0533  -21.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6594   -5.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  1 17  1  0  0  0  0
  1 19  2  0  0  0  0
  2 14  1  0  0  0  0
  2 16  1  0  0  0  0
  2 18  1  0  0  0  0
  2 21  2  0  0  0  0
  3 15  1  0  0  0  0
  3 22  1  0  0  0  0
  3 24  1  0  0  0  0
  3 26  2  0  0  0  0
  4 16  1  0  0  0  0
  4 23  1  0  0  0  0
  4 25  1  0  0  0  0
  4 27  2  0  0  0  0
  5 22  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  5 31  2  0  0  0  0
  6 23  1  0  0  0  0
  6 28  1  0  0  0  0
  6 30  1  0  0  0  0
  6 32  2  0  0  0  0
  7 45  1  0  0  0  0
  7 46  1  0  0  0  0
  8 49  1  0  0  0  0
  8 50  1  0  0  0  0
 43  9  1  1  0  0  0
 44 10  1  1  0  0  0
 47 11  1  6  0  0  0
 48 12  1  6  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 20 59  2  0  0  0  0
 45 33  1  6  0  0  0
 33 53  1  0  0  0  0
 33 55  1  0  0  0  0
 49 34  1  1  0  0  0
 34 54  1  0  0  0  0
 34 56  1  0  0  0  0
 35 53  1  0  0  0  0
 35 61  1  0  0  0  0
 36 55  2  0  0  0  0
 36 57  1  0  0  0  0
 37 56  2  0  0  0  0
 37 58  1  0  0  0  0
 38 54  2  0  0  0  0
 38 62  1  0  0  0  0
 39 59  1  0  0  0  0
 39 61  2  0  0  0  0
 40 60  1  0  0  0  0
 40 62  2  0  0  0  0
 41 60  1  0  0  0  0
 42 61  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 51  1  6  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 52  1  1  0  0  0
 53 57  2  0  0  0  0
 54 58  1  0  0  0  0
 57 59  1  0  0  0  0
 58 60  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001541

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30N10O26P6/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(50-18)1-48-57(36,37)52-59(40,41)54-61(44,45)56-62(46,47)55-60(42,43)53-58(38,39)49-2-7-11(32)13(34)19(51-7)30-5-26-9-16(30)27-20(22)28-17(9)35/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H,44,45)(H,46,47)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1

> <INCHI_KEY>
QESDWYZADJGZRW-INFSMZHSSA-N

> <FORMULA>
C20H30N10O26P6

> <MOLECULAR_WEIGHT>
1012.3462

> <EXACT_MASS>
1011.975840254

> <JCHEM_ACCEPTOR_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
77.29903437246996

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.63

> <JCHEM_LOGP>
-7.79127387508627

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
0.9178535953181477

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.280213372394301

> <JCHEM_PKA_STRONGEST_BASIC>
5.00053824146505

> <JCHEM_POLAR_SURFACE_AREA>
542.7099999999999

> <JCHEM_REFRACTIVITY>
188.84169999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-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)oxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001541
     RDKit          3D
Guanosine hexaphosphate adenosine
 92 97  0  0  0  0  0  0  0  0999 V2000
   10.2539    3.4610   -1.7712 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0688    2.3785   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3535    2.2524   -1.7300 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1406    1.2554   -1.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3103    1.1869   -1.7385 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6030    0.3741   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1067   -0.7068    0.2357 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1750   -1.2290    1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0461   -0.5035    0.9550 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7899   -0.7353    1.6688 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7132   -0.8148    0.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095   -0.6031    1.6131 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3446   -0.4005    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1722   -1.5792    0.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7743   -1.4762   -0.8982 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5671   -1.9986   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.4210   -2.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5890    0.1740   -1.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    0.7735   -0.7645 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.4624   -0.1322    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3788    2.2575   -0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    1.0616   -2.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -0.0866   -2.1309 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3764   -1.3922   -2.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789    0.4503   -3.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1825   -0.3480   -0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -1.8991   -0.3989 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5816   -2.5073   -1.7819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690   -2.8720    0.4742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -1.8654    0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -2.8282   -0.4957 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2123   -3.8418   -1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0077   -3.6486    0.5878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424   -1.8563   -1.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4578   -1.6736   -0.8034 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2439   -1.5964    0.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4190   -3.0404   -1.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2547   -0.3162   -1.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5466    0.5594   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2802    1.7701   -0.9071 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4302    1.4200   -1.5260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5262    1.7875   -0.7972 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.5115    0.7123   -0.7254 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7949   -0.1262   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7357   -0.9737   -1.2972 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0502   -0.6771   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9316   -1.1889    0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7442   -2.2969    0.5481 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0470   -0.6732    2.1446 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2657    0.3848    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4225    0.8700    1.5651 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2775    0.3858    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0412    2.2014    0.5419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8005    3.2368    1.1017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6283    2.7104    0.2299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7352    4.0259   -0.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0168    0.6641    2.3379 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2860    0.8449    3.5094 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4763    0.3811    2.6278 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6355   -0.1271    3.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3048    0.4869    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5580    1.5091   -0.3927 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3131    3.8060   -2.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969    3.8791   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2533   -2.1074    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692   -1.7294    2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5085   -1.3971    2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -0.2526    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4641    0.4282    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5652   -3.3187   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8041    2.3837    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.8775   -3.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5398   -3.6816    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3869   -3.6330   -0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2140    0.0622    0.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6453    0.9061    0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5979    2.3013   -1.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9868    2.6718   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3515   -0.1506   -2.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2984   -3.0989    0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7673   -2.3490    0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3215    0.8407    3.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9287    1.3476    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7411    3.0985    2.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0049    2.5765    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5667    4.4752    0.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956    1.5494    1.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375    1.4615    3.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1064    1.2778    2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4591   -1.1056    3.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5830    1.5710   -0.0261 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
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 11 12  1  0
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 62 92  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      30.926 -31.483   0.000  0.00  0.00           P+0
HETATM    2  P   UNK     0      33.722 -18.442   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      31.485 -28.875   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      33.162 -21.051   0.000  0.00  0.00           P+0
HETATM    5  P   UNK     0      32.044 -26.267   0.000  0.00  0.00           P+0
HETATM    6  P   UNK     0      32.603 -23.659   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      29.933 -36.801   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      34.995 -13.185   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      33.546 -38.482   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      33.551 -35.132   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      38.980 -13.132   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      37.612 -16.190   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      31.399 -32.949   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      34.754 -17.300   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      30.453 -30.017   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      32.689 -19.585   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      32.391 -31.010   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      32.579 -17.410   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      29.461 -31.956   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      27.567 -43.831   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      34.864 -19.475   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      32.517 -27.732   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      33.636 -22.516   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      30.342 -27.842   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      34.628 -20.577   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      32.628 -29.907   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      31.697 -21.524   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      31.571 -24.801   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      33.509 -25.793   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      31.461 -22.626   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      30.579 -26.740   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      33.746 -24.691   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      30.357 -39.512   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      36.494 -10.886   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      27.567 -39.211   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      30.357 -41.991   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      35.979  -8.461   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      39.286 -10.600   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      26.233 -41.521   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      40.110  -8.063   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      38.326  -6.081   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      24.899 -39.211   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      32.301 -37.575   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      32.304 -36.035   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      30.836 -38.048   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      30.840 -35.557   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      37.473 -13.449   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      36.844 -14.855   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      36.330 -12.417   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      35.313 -14.692   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      30.367 -34.091   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      34.281 -15.834   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      28.900 -39.981   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      37.822 -10.124   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      31.256 -40.751   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      35.357  -9.860   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      28.900 -41.521   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      37.502  -8.618   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      27.567 -42.291   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      38.646  -7.587   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      26.233 -39.981   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      40.431  -9.569   0.000  0.00  0.00           C+0
CONECT    1   13   15   17   19                                             
CONECT    2   14   16   18   21                                             
CONECT    3   15   22   24   26                                             
CONECT    4   16   23   25   27                                             
CONECT    5   22   28   29   31                                             
CONECT    6   23   28   30   32                                             
CONECT    7   45   46                                                       
CONECT    8   49   50                                                       
CONECT    9   43                                                            
CONECT   10   44                                                            
CONECT   11   47                                                            
CONECT   12   48                                                            
CONECT   13    1   51                                                       
CONECT   14    2   52                                                       
CONECT   15    1    3                                                       
CONECT   16    2    4                                                       
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19    1                                                            
CONECT   20   59                                                            
CONECT   21    2                                                            
CONECT   22    3    5                                                       
CONECT   23    4    6                                                       
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    5    6                                                       
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    5                                                            
CONECT   32    6                                                            
CONECT   33   45   53   55                                                  
CONECT   34   49   54   56                                                  
CONECT   35   53   61                                                       
CONECT   36   55   57                                                       
CONECT   37   56   58                                                       
CONECT   38   54   62                                                       
CONECT   39   59   61                                                       
CONECT   40   60   62                                                       
CONECT   41   60                                                            
CONECT   42   61                                                            
CONECT   43    9   44   45                                                  
CONECT   44   10   43   46                                                  
CONECT   45    7   33   43                                                  
CONECT   46    7   44   51                                                  
CONECT   47   11   48   49                                                  
CONECT   48   12   47   50                                                  
CONECT   49    8   34   47                                                  
CONECT   50    8   48   52                                                  
CONECT   51   13   46                                                       
CONECT   52   14   50                                                       
CONECT   53   33   35   57                                                  
CONECT   54   34   38   58                                                  
CONECT   55   33   36                                                       
CONECT   56   34   37                                                       
CONECT   57   36   53   59                                                  
CONECT   58   37   54   60                                                  
CONECT   59   20   39   57                                                  
CONECT   60   40   41   58                                                  
CONECT   61   35   39   42                                                  
CONECT   62   38   40                                                       
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

COMPND    HMDB0001541
HETATM    1  N1  UNL     1      10.254   3.461  -1.771  1.00  0.00           N  
HETATM    2  C1  UNL     1      11.069   2.379  -1.281  1.00  0.00           C  
HETATM    3  N2  UNL     1      12.354   2.252  -1.730  1.00  0.00           N  
HETATM    4  C2  UNL     1      13.141   1.255  -1.294  1.00  0.00           C  
HETATM    5  O1  UNL     1      14.310   1.187  -1.738  1.00  0.00           O  
HETATM    6  C3  UNL     1      12.603   0.374  -0.385  1.00  0.00           C  
HETATM    7  N3  UNL     1      13.107  -0.707   0.236  1.00  0.00           N  
HETATM    8  C4  UNL     1      12.175  -1.229   1.035  1.00  0.00           C  
HETATM    9  N4  UNL     1      11.046  -0.504   0.955  1.00  0.00           N  
HETATM   10  C5  UNL     1       9.790  -0.735   1.669  1.00  0.00           C  
HETATM   11  O2  UNL     1       8.713  -0.815   0.788  1.00  0.00           O  
HETATM   12  C6  UNL     1       7.609  -0.603   1.613  1.00  0.00           C  
HETATM   13  C7  UNL     1       6.345  -0.401   0.808  1.00  0.00           C  
HETATM   14  O3  UNL     1       6.172  -1.579   0.054  1.00  0.00           O  
HETATM   15  P1  UNL     1       4.774  -1.476  -0.898  1.00  0.00           P  
HETATM   16  O4  UNL     1       3.567  -1.999  -0.177  1.00  0.00           O  
HETATM   17  O5  UNL     1       5.002  -2.421  -2.271  1.00  0.00           O  
HETATM   18  O6  UNL     1       4.589   0.174  -1.288  1.00  0.00           O  
HETATM   19  P2  UNL     1       3.103   0.774  -0.764  1.00  0.00           P  
HETATM   20  O7  UNL     1       2.462  -0.132   0.257  1.00  0.00           O  
HETATM   21  O8  UNL     1       3.379   2.258  -0.008  1.00  0.00           O  
HETATM   22  O9  UNL     1       2.066   1.062  -2.068  1.00  0.00           O  
HETATM   23  P3  UNL     1       0.829  -0.087  -2.131  1.00  0.00           P  
HETATM   24  O10 UNL     1       1.376  -1.392  -2.702  1.00  0.00           O  
HETATM   25  O11 UNL     1      -0.379   0.450  -3.198  1.00  0.00           O  
HETATM   26  O12 UNL     1       0.183  -0.348  -0.593  1.00  0.00           O  
HETATM   27  P4  UNL     1      -0.403  -1.899  -0.399  1.00  0.00           P  
HETATM   28  O13 UNL     1      -0.582  -2.507  -1.782  1.00  0.00           O  
HETATM   29  O14 UNL     1       0.669  -2.872   0.474  1.00  0.00           O  
HETATM   30  O15 UNL     1      -1.907  -1.865   0.389  1.00  0.00           O  
HETATM   31  P5  UNL     1      -3.005  -2.828  -0.496  1.00  0.00           P  
HETATM   32  O16 UNL     1      -2.212  -3.842  -1.305  1.00  0.00           O  
HETATM   33  O17 UNL     1      -4.008  -3.649   0.588  1.00  0.00           O  
HETATM   34  O18 UNL     1      -3.942  -1.856  -1.512  1.00  0.00           O  
HETATM   35  P6  UNL     1      -5.458  -1.674  -0.803  1.00  0.00           P  
HETATM   36  O19 UNL     1      -5.244  -1.596   0.694  1.00  0.00           O  
HETATM   37  O20 UNL     1      -6.419  -3.040  -1.158  1.00  0.00           O  
HETATM   38  O21 UNL     1      -6.255  -0.316  -1.371  1.00  0.00           O  
HETATM   39  C8  UNL     1      -6.547   0.559  -0.307  1.00  0.00           C  
HETATM   40  C9  UNL     1      -7.280   1.770  -0.907  1.00  0.00           C  
HETATM   41  O22 UNL     1      -8.430   1.420  -1.526  1.00  0.00           O  
HETATM   42  C10 UNL     1      -9.526   1.788  -0.797  1.00  0.00           C  
HETATM   43  N5  UNL     1     -10.512   0.712  -0.725  1.00  0.00           N  
HETATM   44  C11 UNL     1     -10.795  -0.126  -1.720  1.00  0.00           C  
HETATM   45  N6  UNL     1     -11.736  -0.974  -1.297  1.00  0.00           N  
HETATM   46  C12 UNL     1     -12.050  -0.677  -0.040  1.00  0.00           C  
HETATM   47  C13 UNL     1     -12.932  -1.189   0.901  1.00  0.00           C  
HETATM   48  N7  UNL     1     -13.744  -2.297   0.548  1.00  0.00           N  
HETATM   49  N8  UNL     1     -13.047  -0.673   2.145  1.00  0.00           N  
HETATM   50  C14 UNL     1     -12.266   0.385   2.473  1.00  0.00           C  
HETATM   51  N9  UNL     1     -11.423   0.870   1.565  1.00  0.00           N  
HETATM   52  C15 UNL     1     -11.278   0.386   0.318  1.00  0.00           C  
HETATM   53  C16 UNL     1      -9.041   2.201   0.542  1.00  0.00           C  
HETATM   54  O23 UNL     1      -9.800   3.237   1.102  1.00  0.00           O  
HETATM   55  C17 UNL     1      -7.628   2.710   0.230  1.00  0.00           C  
HETATM   56  O24 UNL     1      -7.735   4.026  -0.196  1.00  0.00           O  
HETATM   57  C18 UNL     1       8.017   0.664   2.338  1.00  0.00           C  
HETATM   58  O25 UNL     1       7.286   0.845   3.509  1.00  0.00           O  
HETATM   59  C19 UNL     1       9.476   0.381   2.628  1.00  0.00           C  
HETATM   60  O26 UNL     1       9.635  -0.127   3.923  1.00  0.00           O  
HETATM   61  C20 UNL     1      11.305   0.487   0.080  1.00  0.00           C  
HETATM   62  N10 UNL     1      10.558   1.509  -0.393  1.00  0.00           N  
HETATM   63  H1  UNL     1      10.313   3.806  -2.753  1.00  0.00           H  
HETATM   64  H2  UNL     1       9.597   3.879  -1.073  1.00  0.00           H  
HETATM   65  H3  UNL     1      12.253  -2.107   1.680  1.00  0.00           H  
HETATM   66  H4  UNL     1       9.869  -1.729   2.157  1.00  0.00           H  
HETATM   67  H5  UNL     1       7.509  -1.397   2.351  1.00  0.00           H  
HETATM   68  H6  UNL     1       5.482  -0.253   1.484  1.00  0.00           H  
HETATM   69  H7  UNL     1       6.464   0.428   0.090  1.00  0.00           H  
HETATM   70  H8  UNL     1       4.565  -3.319  -2.213  1.00  0.00           H  
HETATM   71  H9  UNL     1       2.804   2.384   0.790  1.00  0.00           H  
HETATM   72  H10 UNL     1       0.024   0.878  -3.998  1.00  0.00           H  
HETATM   73  H11 UNL     1       0.506  -3.831   0.319  1.00  0.00           H  
HETATM   74  H12 UNL     1      -3.540  -3.682   1.457  1.00  0.00           H  
HETATM   75  H13 UNL     1      -6.387  -3.633  -0.378  1.00  0.00           H  
HETATM   76  H14 UNL     1      -7.214   0.062   0.419  1.00  0.00           H  
HETATM   77  H15 UNL     1      -5.645   0.906   0.213  1.00  0.00           H  
HETATM   78  H16 UNL     1      -6.598   2.301  -1.596  1.00  0.00           H  
HETATM   79  H17 UNL     1      -9.987   2.672  -1.335  1.00  0.00           H  
HETATM   80  H18 UNL     1     -10.351  -0.151  -2.732  1.00  0.00           H  
HETATM   81  H19 UNL     1     -13.298  -3.099   0.064  1.00  0.00           H  
HETATM   82  H20 UNL     1     -14.767  -2.349   0.750  1.00  0.00           H  
HETATM   83  H21 UNL     1     -12.321   0.841   3.469  1.00  0.00           H  
HETATM   84  H22 UNL     1      -8.929   1.348   1.209  1.00  0.00           H  
HETATM   85  H23 UNL     1      -9.741   3.099   2.099  1.00  0.00           H  
HETATM   86  H24 UNL     1      -7.005   2.577   1.121  1.00  0.00           H  
HETATM   87  H25 UNL     1      -8.567   4.475   0.075  1.00  0.00           H  
HETATM   88  H26 UNL     1       7.896   1.549   1.677  1.00  0.00           H  
HETATM   89  H27 UNL     1       6.537   1.462   3.292  1.00  0.00           H  
HETATM   90  H28 UNL     1      10.106   1.278   2.464  1.00  0.00           H  
HETATM   91  H29 UNL     1       9.459  -1.106   3.937  1.00  0.00           H  
HETATM   92  H30 UNL     1       9.583   1.571  -0.026  1.00  0.00           H  
CONECT    1    2   63   64
CONECT    2    3    3   62
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   61   61
CONECT    7    8    8
CONECT    8    9   65
CONECT    9   10   61
CONECT   10   11   59   66
CONECT   11   12
CONECT   12   13   57   67
CONECT   13   14   68   69
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   70
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   71
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   72
CONECT   26   27
CONECT   27   28   28   29   30
CONECT   29   73
CONECT   30   31
CONECT   31   32   32   33   34
CONECT   33   74
CONECT   34   35
CONECT   35   36   36   37   38
CONECT   37   75
CONECT   38   39
CONECT   39   40   76   77
CONECT   40   41   55   78
CONECT   41   42
CONECT   42   43   53   79
CONECT   43   44   52
CONECT   44   45   45   80
CONECT   45   46
CONECT   46   47   47   52
CONECT   47   48   49
CONECT   48   81   82
CONECT   49   50   50
CONECT   50   51   83
CONECT   51   52   52
CONECT   53   54   55   84
CONECT   54   85
CONECT   55   56   86
CONECT   56   87
CONECT   57   58   59   88
CONECT   58   89
CONECT   59   60   90
CONECT   60   91
CONECT   61   62
CONECT   62   92
END

HMDB0001541
     RDKit          3D
Guanosine hexaphosphate adenosine
 92 97  0  0  0  0  0  0  0  0999 V2000
   10.2539    3.4610   -1.7712 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0688    2.3785   -1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3535    2.2524   -1.7300 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1406    1.2554   -1.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3103    1.1869   -1.7385 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6030    0.3741   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1067   -0.7068    0.2357 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1750   -1.2290    1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0461   -0.5035    0.9550 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7899   -0.7353    1.6688 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7132   -0.8148    0.7879 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6095   -0.6031    1.6131 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3446   -0.4005    0.8081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1722   -1.5792    0.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7743   -1.4762   -0.8982 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5671   -1.9986   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.4210   -2.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5890    0.1740   -1.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031    0.7735   -0.7645 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.4624   -0.1322    0.2567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3788    2.2575   -0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    1.0616   -2.0676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -0.0866   -2.1309 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3764   -1.3922   -2.7020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3789    0.4503   -3.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1825   -0.3480   -0.5928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -1.8991   -0.3989 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.5816   -2.5073   -1.7819 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6690   -2.8720    0.4742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071   -1.8654    0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047   -2.8282   -0.4957 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2123   -3.8418   -1.3046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0077   -3.6486    0.5878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424   -1.8563   -1.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4578   -1.6736   -0.8034 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.2439   -1.5964    0.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4190   -3.0404   -1.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2547   -0.3162   -1.3707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5466    0.5594   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2802    1.7701   -0.9071 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4302    1.4200   -1.5260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5262    1.7875   -0.7972 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.5115    0.7123   -0.7254 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7949   -0.1262   -1.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7357   -0.9737   -1.2972 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0502   -0.6771   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9316   -1.1889    0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7442   -2.2969    0.5481 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0470   -0.6732    2.1446 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2657    0.3848    2.4733 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4225    0.8700    1.5651 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2775    0.3858    0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0412    2.2014    0.5419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8005    3.2368    1.1017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6283    2.7104    0.2299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7352    4.0259   -0.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0168    0.6641    2.3379 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2860    0.8449    3.5094 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4763    0.3811    2.6278 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6355   -0.1271    3.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3048    0.4869    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5580    1.5091   -0.3927 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3131    3.8060   -2.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969    3.8791   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2533   -2.1074    1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8692   -1.7294    2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5085   -1.3971    2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -0.2526    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4641    0.4282    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5652   -3.3187   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8041    2.3837    0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243    0.8775   -3.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5060   -3.8306    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5398   -3.6816    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3869   -3.6330   -0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2140    0.0622    0.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6453    0.9061    0.2125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5979    2.3013   -1.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9868    2.6718   -1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3515   -0.1506   -2.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2984   -3.0989    0.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7673   -2.3490    0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3215    0.8407    3.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9287    1.3476    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7411    3.0985    2.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0049    2.5765    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5667    4.4752    0.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956    1.5494    1.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375    1.4615    3.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1064    1.2778    2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4591   -1.1056    3.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5830    1.5710   -0.0261 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
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  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  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 35 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 47 48  1  0
 47 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 42 53  1  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 12 57  1  0
 57 58  1  0
 57 59  1  0
 59 60  1  0
  9 61  1  0
 61 62  1  0
 62  2  1  0
 61  6  2  0
 59 10  1  0
 55 40  1  0
 52 43  1  0
 52 46  1  0
  1 63  1  0
  1 64  1  0
  8 65  1  0
 10 66  1  1
 12 67  1  1
 13 68  1  0
 13 69  1  0
 17 70  1  0
 21 71  1  0
 25 72  1  0
 29 73  1  0
 33 74  1  0
 37 75  1  0
 39 76  1  0
 39 77  1  0
 40 78  1  6
 42 79  1  6
 44 80  1  0
 48 81  1  0
 48 82  1  0
 50 83  1  0
 53 84  1  1
 54 85  1  0
 55 86  1  1
 56 87  1  0
 57 88  1  6
 58 89  1  0
 59 90  1  6
 60 91  1  0
 62 92  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Guanosine hexaphosphoric acid adenosine	Generator
{[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinate	HMDB

Chemical Formula

C₂₀H₃₀N₁₀O₂₆P₆

Average Molecular Weight

1012.3462

Monoisotopic Molecular Weight

1011.975840254

IUPAC Name

{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-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)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinic acid

Traditional Name

[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-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)oxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphinic acid

CAS Registry Number

204376-34-1

SMILES

NC1=NC(=O)C2=C(N1)N(C=N2)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C20H30N10O26P6/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(50-18)1-48-57(36,37)52-59(40,41)54-61(44,45)56-62(46,47)55-60(42,43)53-58(38,39)49-2-7-11(32)13(34)19(51-7)30-5-26-9-16(30)27-20(22)28-17(9)35/h3-7,10-13,18-19,31-34H,1-2H2,(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H,44,45)(H,46,47)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1

InChI Key

QESDWYZADJGZRW-INFSMZHSSA-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
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Imidazopyrimidine
Purine
Pyrimidone
Monoalkyl phosphate
Aminopyrimidine
Pyrimidine
Alkyl phosphate
Imidolactam
Phosphoric acid ester
Monosaccharide
Organic phosphoric acid derivative
N-substituted imidazole
Tetrahydrofuran
Vinylogous amide
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0001541)

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

Not Available

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	12.2 g/L	ALOGPS
logP	0.63	ALOGPS
logP	-7.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	0.28	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	27	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	542.71 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	188.84 m³·mol⁻¹	ChemAxon
Polarizability	77.3 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]+	253.135	32859911
AllCCS	[M-H]-	261.432	32859911
DeepCCS	[M-2H]-	254.586	30932474
DeepCCS	[M+Na]+	228.964	30932474
AllCCS	[M+H]+	253.1	32859911
AllCCS	[M+H-H2O]+	253.9	32859911
AllCCS	[M+NH4]+	252.3	32859911
AllCCS	[M+Na]+	252.1	32859911
AllCCS	[M-H]-	261.4	32859911
AllCCS	[M+Na-2H]-	264.9	32859911
AllCCS	[M+HCOO]-	268.8	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 10V, Positive-QTOF	splash10-0f79-0900110001-79fdd51683e91b4c9520	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 20V, Positive-QTOF	splash10-0f79-0900000000-e687e29b7476f20aa39a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 40V, Positive-QTOF	splash10-0f79-0900000000-66334e84619cb42df959	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 10V, Negative-QTOF	splash10-0il3-3900000202-db212921e69013c036f2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 20V, Negative-QTOF	splash10-0f89-1900000100-2623356d5702649c25ee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 40V, Negative-QTOF	splash10-0fai-1901400000-d877c4a10dee9d19240d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 10V, Positive-QTOF	splash10-0w29-4900000010-5fd8d166219f2189ccfa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 20V, Positive-QTOF	splash10-0ikc-7900000072-259a9749fb02ffc220dd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 40V, Positive-QTOF	splash10-0f79-0910000200-f70c426339e3ba3d6b36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 10V, Negative-QTOF	splash10-03di-9100000000-880049d2729d8c32c5ae	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 20V, Negative-QTOF	splash10-03dl-5100010219-47e270619476f152242d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine hexaphosphate adenosine 40V, Negative-QTOF	splash10-0002-0104339104-b3cfcd6bab20dc0ba694	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022680

KNApSAcK ID

Not Available

Chemspider ID

13167072

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16038493

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Jankowski J, Grosse-Huttmann P, Zidek W, Schluter H: Identification of dinucleoside polyphosphates by matrix-assisted laser desorption/ionisation post-source decay mass spectrometry. Rapid Commun Mass Spectrom. 2003;17(11):1189-94. [PubMed:12772275 ]
Chen ZP, Levy A, Lightman SL: Nucleotides as extracellular signalling molecules. J Neuroendocrinol. 1995 Feb;7(2):83-96. [PubMed:7767329 ]

Showing metabocard for Guanosine hexaphosphate adenosine (HMDB0001541)

MOL for HMDB0001541 (Guanosine hexaphosphate adenosine)

3D MOL for HMDB0001541 (Guanosine hexaphosphate adenosine)

3D SDF for HMDB0001541 (Guanosine hexaphosphate adenosine)

3D-SDF for HMDB0001541 (Guanosine hexaphosphate adenosine)

PDB for HMDB0001541 (Guanosine hexaphosphate adenosine)

3D PDB for HMDB0001541 (Guanosine hexaphosphate adenosine)

SMILES for HMDB0001541 (Guanosine hexaphosphate adenosine)

INCHI for HMDB0001541 (Guanosine hexaphosphate adenosine)

Structure for HMDB0001541 (Guanosine hexaphosphate adenosine)

3D Structure for HMDB0001541 (Guanosine hexaphosphate adenosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra

NMR Spectra