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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

HMDB0001454

Secondary Accession Numbers

HMDB01454

Metabolite Identification

Common Name

Guanosine tetraphosphate adenosine

Description

Guanosine tetraphosphate 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 02231219092D          

 54 59  0  0  1  0            999 V2000
   16.1137  -12.5961    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.0122   -8.4044    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.4133  -11.1989    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.7128   -9.8017    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.5818  -15.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6852   -6.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5172  -16.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5204  -14.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4977   -4.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9416   -5.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3673  -13.3813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5654   -7.7923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8602  -11.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4593   -9.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8989  -12.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4001   -7.8513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3286  -12.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6245   -8.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3141  -19.2115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9664  -10.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8010  -10.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4979   -9.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0255  -11.7521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9277  -10.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8091  -16.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8294   -5.5594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3141  -16.7365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8091  -18.2255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1495   -5.7028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8307   -4.0556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5996  -17.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1382   -3.4789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2913   -4.3229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8851  -16.7365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8506  -15.8598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8520  -15.0347    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0656  -16.1134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0679  -14.7784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4101   -5.1765    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6948   -5.5878    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0221   -5.7296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8650   -6.3951    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8142  -13.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3117   -7.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0285  -17.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1636   -4.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2906  -17.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4374   -6.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0285  -17.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9839   -4.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3141  -18.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4712   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5996  -17.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3180   -3.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  1 17  2  0  0  0  0
  2 12  1  0  0  0  0
  2 14  1  0  0  0  0
  2 16  1  0  0  0  0
  2 18  2  0  0  0  0
  3 13  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 23  2  0  0  0  0
  4 14  1  0  0  0  0
  4 20  1  0  0  0  0
  4 22  1  0  0  0  0
  4 24  2  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 41  1  0  0  0  0
  6 42  1  0  0  0  0
 35  7  1  1  0  0  0
 36  8  1  1  0  0  0
 39  9  1  1  0  0  0
 40 10  1  1  0  0  0
 11 43  1  0  0  0  0
 12 44  1  0  0  0  0
 19 51  2  0  0  0  0
 37 25  1  6  0  0  0
 25 45  1  0  0  0  0
 25 47  1  0  0  0  0
 41 26  1  6  0  0  0
 26 46  1  0  0  0  0
 26 48  1  0  0  0  0
 27 45  1  0  0  0  0
 27 53  1  0  0  0  0
 28 47  2  0  0  0  0
 28 49  1  0  0  0  0
 29 48  2  0  0  0  0
 29 50  1  0  0  0  0
 30 46  2  0  0  0  0
 30 54  1  0  0  0  0
 31 51  1  0  0  0  0
 31 53  2  0  0  0  0
 32 52  1  0  0  0  0
 32 54  2  0  0  0  0
 33 52  1  0  0  0  0
 34 53  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 43  1  6  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 44  1  6  0  0  0
 45 49  2  0  0  0  0
 46 50  1  0  0  0  0
 49 51  1  0  0  0  0
 50 52  2  0  0  0  0
M  END

HMDB0001454
     RDKit          3D
Guanosine tetraphosphate adenosine
 82 87  0  0  0  0  0  0  0  0999 V2000
  -11.4616   -2.6523   -0.5988 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9836   -1.3528   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7222   -0.2458   -0.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2204    0.9585    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0102    1.9311    0.1219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8762    1.0997    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0719    2.1238    0.6644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8027    1.6328    0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7966    0.3275    0.5863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7282   -0.6723    0.5725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4997   -0.1122    0.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7431   -0.2326   -0.4166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7724    0.9160   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9437    0.8228    0.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    2.0317    0.6121 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6064    2.5374   -0.8004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550    3.3351    1.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3620    1.5436    1.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -0.0971    1.6462 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4175   -0.3161    3.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -1.0272    0.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627   -0.7180    1.1866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174   -0.6287   -0.5087 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.2994    0.1731   -1.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -2.2570   -1.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -0.0839   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473    1.3905   -1.8640 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7494    2.3052   -1.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    1.0004   -3.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    2.1796   -1.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235    1.0346   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    1.1348    0.0746 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1973   -0.0191    0.4508 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0079    0.2390    1.5176 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3152   -0.2371    1.2116 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4818    0.1014    1.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4747   -0.6234    1.1850 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9354   -1.4410    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4994   -2.3969   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8849   -2.6623   -0.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6507   -3.0627   -1.3605 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3091   -2.8455   -1.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7924   -1.9246   -0.5415 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5777   -1.2175    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8900    1.6935    1.8602 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8081    1.8386    2.7620 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795    2.2823    0.5245 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6221    3.4344    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7870   -0.2383   -1.5037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3656   -0.7286   -2.7174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7859   -1.2300   -0.8469 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2898   -2.5202   -0.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0927   -0.0325    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6643   -1.2193    0.0014 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9111   -3.2679   -1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3548   -2.9710   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9165    2.2358    1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9246   -1.4550    1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3961    1.8362   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1485    0.7888   -1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.9633    2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703   -1.9645    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267   -2.3510   -1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9108    0.1708   -3.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0510    1.2301   -1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6930    0.1155   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6011    1.2117    0.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6310   -0.3404    2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6402    0.8329    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1923   -3.6440   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5678   -1.9391   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6747   -3.4435   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7901    2.1906    2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056    2.6743    2.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2346    2.4348   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1316    3.9717    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3775    0.6998   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5829   -0.0481   -3.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7431   -1.0882   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9944   -2.8240    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0880   -2.0723    0.0028 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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  9 53  1  0
 53 54  1  0
 54  2  1  0
 53  6  2  0
 51 10  1  0
 47 32  1  0
 44 35  1  0
 44 38  1  0
  1 55  1  0
  1 56  1  0
  8 57  1  0
 10 58  1  1
 12 59  1  1
 13 60  1  0
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 17 62  1  0
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 25 64  1  0
 29 65  1  0
 31 66  1  0
 31 67  1  0
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 34 69  1  1
 36 70  1  0
 40 71  1  0
 40 72  1  0
 42 73  1  0
 45 74  1  1
 46 75  1  0
 47 76  1  6
 48 77  1  0
 49 78  1  6
 50 79  1  0
 51 80  1  6
 52 81  1  0
 54 82  1  0
M  END


  Mrv0541 02231219092D          

 54 59  0  0  1  0            999 V2000
   16.1137  -12.5961    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.0122   -8.4044    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.4133  -11.1989    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.7128   -9.8017    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.5818  -15.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6852   -6.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5172  -16.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5204  -14.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4977   -4.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9416   -5.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3673  -13.3813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4593   -9.0166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8989  -12.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4001   -7.8513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3286  -12.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6245   -8.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3141  -19.2115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9664  -10.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8010  -10.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4979   -9.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0255  -11.7521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9277  -10.0553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8091  -16.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8294   -5.5594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3141  -16.7365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8091  -18.2255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1495   -5.7028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8307   -4.0556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5996  -17.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1382   -3.4789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2913   -4.3229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8851  -16.7365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8506  -15.8598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8520  -15.0347    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0656  -16.1134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0679  -14.7784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4101   -5.1765    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6948   -5.5878    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0221   -5.7296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8650   -6.3951    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8142  -13.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3117   -7.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0285  -17.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1636   -4.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2906  -17.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4374   -6.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0285  -17.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9839   -4.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3141  -18.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4712   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5996  -17.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3180   -3.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  1 17  2  0  0  0  0
  2 12  1  0  0  0  0
  2 14  1  0  0  0  0
  2 16  1  0  0  0  0
  2 18  2  0  0  0  0
  3 13  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 23  2  0  0  0  0
  4 14  1  0  0  0  0
  4 20  1  0  0  0  0
  4 22  1  0  0  0  0
  4 24  2  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 41  1  0  0  0  0
  6 42  1  0  0  0  0
 35  7  1  1  0  0  0
 36  8  1  1  0  0  0
 39  9  1  1  0  0  0
 40 10  1  1  0  0  0
 11 43  1  0  0  0  0
 12 44  1  0  0  0  0
 19 51  2  0  0  0  0
 37 25  1  6  0  0  0
 25 45  1  0  0  0  0
 25 47  1  0  0  0  0
 41 26  1  6  0  0  0
 26 46  1  0  0  0  0
 26 48  1  0  0  0  0
 27 45  1  0  0  0  0
 27 53  1  0  0  0  0
 28 47  2  0  0  0  0
 28 49  1  0  0  0  0
 29 48  2  0  0  0  0
 29 50  1  0  0  0  0
 30 46  2  0  0  0  0
 30 54  1  0  0  0  0
 31 51  1  0  0  0  0
 31 53  2  0  0  0  0
 32 52  1  0  0  0  0
 32 54  2  0  0  0  0
 33 52  1  0  0  0  0
 34 53  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 43  1  6  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 44  1  6  0  0  0
 45 49  2  0  0  0  0
 46 50  1  0  0  0  0
 49 51  1  0  0  0  0
 50 52  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001454

> <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)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/C20H28N10O20P4/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(46-18)1-44-51(36,37)48-53(40,41)50-54(42,43)49-52(38,39)45-2-7-11(32)13(34)19(47-7)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)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1

> <INCHI_KEY>
SJXJAXXRDJWRCR-INFSMZHSSA-N

> <FORMULA>
C20H28N10O20P4

> <MOLECULAR_WEIGHT>
852.3864

> <EXACT_MASS>
852.043179434

> <JCHEM_ACCEPTOR_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
68.65787530300975

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <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})phosphinic acid

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
-8.432029154314492

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.6730862145143544

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.5964125225478187

> <JCHEM_PKA_STRONGEST_BASIC>
4.998791701627005

> <JCHEM_POLAR_SURFACE_AREA>
449.64999999999986

> <JCHEM_REFRACTIVITY>
167.09589999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.50e+00 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]oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001454
     RDKit          3D
Guanosine tetraphosphate adenosine
 82 87  0  0  0  0  0  0  0  0999 V2000
  -11.4616   -2.6523   -0.5988 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9836   -1.3528   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7222   -0.2458   -0.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2204    0.9585    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0102    1.9311    0.1219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8762    1.0997    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0719    2.1238    0.6644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8027    1.6328    0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7966    0.3275    0.5863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7282   -0.6723    0.5725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4997   -0.1122    0.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7431   -0.2326   -0.4166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7724    0.9160   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9437    0.8228    0.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    2.0317    0.6121 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6064    2.5374   -0.8004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550    3.3351    1.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3620    1.5436    1.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -0.0971    1.6462 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4175   -0.3161    3.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -1.0272    0.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627   -0.7180    1.1866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174   -0.6287   -0.5087 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.2994    0.1731   -1.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -2.2570   -1.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -0.0839   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473    1.3905   -1.8640 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7494    2.3052   -1.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    1.0004   -3.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    2.1796   -1.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235    1.0346   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    1.1348    0.0746 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1973   -0.0191    0.4508 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0079    0.2390    1.5176 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3152   -0.2371    1.2116 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4818    0.1014    1.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4747   -0.6234    1.1850 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9354   -1.4410    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4994   -2.3969   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8849   -2.6623   -0.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6507   -3.0627   -1.3605 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3091   -2.8455   -1.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7924   -1.9246   -0.5415 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5777   -1.2175    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8900    1.6935    1.8602 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8081    1.8386    2.7620 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795    2.2823    0.5245 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6221    3.4344    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7870   -0.2383   -1.5037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3656   -0.7286   -2.7174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7859   -1.2300   -0.8469 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2898   -2.5202   -0.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0927   -0.0325    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6643   -1.2193    0.0014 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9111   -3.2679   -1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3548   -2.9710   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9165    2.2358    1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9246   -1.4550    1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -1.2197   -0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961    1.8362   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1485    0.7888   -1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.9633    2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703   -1.9645    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267   -2.3510   -1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9108    0.1708   -3.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0510    1.2301   -1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6930    0.1155   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6011    1.2117    0.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6310   -0.3404    2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6402    0.8329    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1923   -3.6440   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5678   -1.9391   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6747   -3.4435   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7901    2.1906    2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056    2.6743    2.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2346    2.4348   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1316    3.9717    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3775    0.6998   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5829   -0.0481   -3.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7431   -1.0882   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9944   -2.8240    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0880   -2.0723    0.0028 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
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 22 23  1  0
 23 24  2  0
 23 25  1  0
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 34 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 12 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
  9 53  1  0
 53 54  1  0
 54  2  1  0
 53  6  2  0
 51 10  1  0
 47 32  1  0
 44 35  1  0
 44 38  1  0
  1 55  1  0
  1 56  1  0
  8 57  1  0
 10 58  1  1
 12 59  1  1
 13 60  1  0
 13 61  1  0
 17 62  1  0
 21 63  1  0
 25 64  1  0
 29 65  1  0
 31 66  1  0
 31 67  1  0
 32 68  1  1
 34 69  1  1
 36 70  1  0
 40 71  1  0
 40 72  1  0
 42 73  1  0
 45 74  1  1
 46 75  1  0
 47 76  1  6
 48 77  1  0
 49 78  1  6
 50 79  1  0
 51 80  1  6
 52 81  1  0
 54 82  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      30.079 -23.513   0.000  0.00  0.00           P+0
HETATM    2  P   UNK     0      31.756 -15.688   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      30.638 -20.905   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      31.197 -18.296   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      29.086 -28.831   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      34.879 -12.101   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      32.699 -30.512   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      32.705 -27.162   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      34.529  -8.131   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      31.624  -9.802   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      30.552 -24.978   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      32.789 -14.546   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      29.606 -22.047   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      30.724 -16.831   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      31.545 -23.039   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      30.614 -14.656   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      28.613 -23.986   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      32.899 -16.721   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      26.720 -35.862   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      31.671 -19.762   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      29.495 -19.872   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      32.663 -17.823   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      31.781 -21.937   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      29.732 -18.770   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      29.510 -31.542   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      37.015 -10.378   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      26.720 -31.241   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      29.510 -34.021   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      39.479 -10.645   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      37.017  -7.570   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      25.386 -33.551   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      39.458  -6.494   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      41.610  -8.069   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      24.052 -31.241   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      31.454 -29.605   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      31.457 -28.065   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      29.989 -30.078   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      29.993 -27.586   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      34.365  -9.663   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      33.030 -10.431   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      35.508 -10.695   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      33.348 -11.937   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      29.520 -26.121   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      32.315 -13.080   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      28.053 -32.011   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      37.639  -8.980   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      30.409 -32.781   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      38.150 -11.405   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      28.053 -33.551   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.170  -9.146   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      26.720 -34.321   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      40.079  -7.903   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      25.386 -32.011   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      37.927  -6.328   0.000  0.00  0.00           C+0
CONECT    1   11   13   15   17                                             
CONECT    2   12   14   16   18                                             
CONECT    3   13   20   21   23                                             
CONECT    4   14   20   22   24                                             
CONECT    5   37   38                                                       
CONECT    6   41   42                                                       
CONECT    7   35                                                            
CONECT    8   36                                                            
CONECT    9   39                                                            
CONECT   10   40                                                            
CONECT   11    1   43                                                       
CONECT   12    2   44                                                       
CONECT   13    1    3                                                       
CONECT   14    2    4                                                       
CONECT   15    1                                                            
CONECT   16    2                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19   51                                                            
CONECT   20    3    4                                                       
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25   37   45   47                                                  
CONECT   26   41   46   48                                                  
CONECT   27   45   53                                                       
CONECT   28   47   49                                                       
CONECT   29   48   50                                                       
CONECT   30   46   54                                                       
CONECT   31   51   53                                                       
CONECT   32   52   54                                                       
CONECT   33   52                                                            
CONECT   34   53                                                            
CONECT   35    7   36   37                                                  
CONECT   36    8   35   38                                                  
CONECT   37    5   25   35                                                  
CONECT   38    5   36   43                                                  
CONECT   39    9   40   41                                                  
CONECT   40   10   39   42                                                  
CONECT   41    6   26   39                                                  
CONECT   42    6   40   44                                                  
CONECT   43   11   38                                                       
CONECT   44   12   42                                                       
CONECT   45   25   27   49                                                  
CONECT   46   26   30   50                                                  
CONECT   47   25   28                                                       
CONECT   48   26   29                                                       
CONECT   49   28   45   51                                                  
CONECT   50   29   46   52                                                  
CONECT   51   19   31   49                                                  
CONECT   52   32   33   50                                                  
CONECT   53   27   31   34                                                  
CONECT   54   30   32                                                       
MASTER        0    0    0    0    0    0    0    0   54    0  118    0
END

COMPND    HMDB0001454
HETATM    1  N1  UNL     1     -11.462  -2.652  -0.599  1.00  0.00           N  
HETATM    2  C1  UNL     1     -10.984  -1.353  -0.258  1.00  0.00           C  
HETATM    3  N2  UNL     1     -11.722  -0.246  -0.205  1.00  0.00           N  
HETATM    4  C2  UNL     1     -11.220   0.959   0.090  1.00  0.00           C  
HETATM    5  O1  UNL     1     -12.010   1.931   0.122  1.00  0.00           O  
HETATM    6  C3  UNL     1      -9.876   1.100   0.352  1.00  0.00           C  
HETATM    7  N3  UNL     1      -9.072   2.124   0.664  1.00  0.00           N  
HETATM    8  C4  UNL     1      -7.803   1.633   0.804  1.00  0.00           C  
HETATM    9  N4  UNL     1      -7.797   0.327   0.586  1.00  0.00           N  
HETATM   10  C5  UNL     1      -6.728  -0.672   0.572  1.00  0.00           C  
HETATM   11  O2  UNL     1      -5.500  -0.112   0.740  1.00  0.00           O  
HETATM   12  C6  UNL     1      -4.743  -0.233  -0.417  1.00  0.00           C  
HETATM   13  C7  UNL     1      -3.772   0.916  -0.526  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.944   0.823   0.581  1.00  0.00           O  
HETATM   15  P1  UNL     1      -1.794   2.032   0.612  1.00  0.00           P  
HETATM   16  O4  UNL     1      -1.606   2.537  -0.800  1.00  0.00           O  
HETATM   17  O5  UNL     1      -2.455   3.335   1.500  1.00  0.00           O  
HETATM   18  O6  UNL     1      -0.362   1.544   1.299  1.00  0.00           O  
HETATM   19  P2  UNL     1      -0.260  -0.097   1.646  1.00  0.00           P  
HETATM   20  O7  UNL     1      -0.417  -0.316   3.120  1.00  0.00           O  
HETATM   21  O8  UNL     1      -1.400  -1.027   0.812  1.00  0.00           O  
HETATM   22  O9  UNL     1       1.263  -0.718   1.187  1.00  0.00           O  
HETATM   23  P3  UNL     1       1.417  -0.629  -0.509  1.00  0.00           P  
HETATM   24  O10 UNL     1       0.299   0.173  -1.108  1.00  0.00           O  
HETATM   25  O11 UNL     1       1.310  -2.257  -1.047  1.00  0.00           O  
HETATM   26  O12 UNL     1       2.903  -0.084  -0.974  1.00  0.00           O  
HETATM   27  P4  UNL     1       2.747   1.390  -1.864  1.00  0.00           P  
HETATM   28  O13 UNL     1       1.749   2.305  -1.294  1.00  0.00           O  
HETATM   29  O14 UNL     1       2.512   1.000  -3.425  1.00  0.00           O  
HETATM   30  O15 UNL     1       4.291   2.180  -1.616  1.00  0.00           O  
HETATM   31  C8  UNL     1       5.124   1.035  -1.329  1.00  0.00           C  
HETATM   32  C9  UNL     1       5.573   1.135   0.075  1.00  0.00           C  
HETATM   33  O16 UNL     1       6.197  -0.019   0.451  1.00  0.00           O  
HETATM   34  C10 UNL     1       7.008   0.239   1.518  1.00  0.00           C  
HETATM   35  N5  UNL     1       8.315  -0.237   1.212  1.00  0.00           N  
HETATM   36  C11 UNL     1       9.482   0.101   1.747  1.00  0.00           C  
HETATM   37  N6  UNL     1      10.475  -0.623   1.185  1.00  0.00           N  
HETATM   38  C12 UNL     1       9.935  -1.441   0.284  1.00  0.00           C  
HETATM   39  C13 UNL     1      10.499  -2.397  -0.562  1.00  0.00           C  
HETATM   40  N7  UNL     1      11.885  -2.662  -0.571  1.00  0.00           N  
HETATM   41  N8  UNL     1       9.651  -3.063  -1.361  1.00  0.00           N  
HETATM   42  C14 UNL     1       8.309  -2.846  -1.366  1.00  0.00           C  
HETATM   43  N9  UNL     1       7.792  -1.925  -0.542  1.00  0.00           N  
HETATM   44  C15 UNL     1       8.578  -1.218   0.284  1.00  0.00           C  
HETATM   45  C16 UNL     1       6.890   1.694   1.860  1.00  0.00           C  
HETATM   46  O17 UNL     1       5.808   1.839   2.762  1.00  0.00           O  
HETATM   47  C17 UNL     1       6.380   2.282   0.524  1.00  0.00           C  
HETATM   48  O18 UNL     1       5.622   3.434   0.746  1.00  0.00           O  
HETATM   49  C18 UNL     1      -5.787  -0.238  -1.504  1.00  0.00           C  
HETATM   50  O19 UNL     1      -5.366  -0.729  -2.717  1.00  0.00           O  
HETATM   51  C19 UNL     1      -6.786  -1.230  -0.847  1.00  0.00           C  
HETATM   52  O20 UNL     1      -6.290  -2.520  -0.839  1.00  0.00           O  
HETATM   53  C20 UNL     1      -9.093  -0.033   0.301  1.00  0.00           C  
HETATM   54  N10 UNL     1      -9.664  -1.219   0.001  1.00  0.00           N  
HETATM   55  H1  UNL     1     -10.911  -3.268  -1.231  1.00  0.00           H  
HETATM   56  H2  UNL     1     -12.355  -2.971  -0.215  1.00  0.00           H  
HETATM   57  H3  UNL     1      -6.916   2.236   1.058  1.00  0.00           H  
HETATM   58  H4  UNL     1      -6.925  -1.455   1.339  1.00  0.00           H  
HETATM   59  H5  UNL     1      -4.224  -1.220  -0.504  1.00  0.00           H  
HETATM   60  H6  UNL     1      -4.396   1.836  -0.539  1.00  0.00           H  
HETATM   61  H7  UNL     1      -3.148   0.789  -1.430  1.00  0.00           H  
HETATM   62  H8  UNL     1      -3.122   2.963   2.152  1.00  0.00           H  
HETATM   63  H9  UNL     1      -1.270  -1.965   1.088  1.00  0.00           H  
HETATM   64  H10 UNL     1       0.527  -2.351  -1.647  1.00  0.00           H  
HETATM   65  H11 UNL     1       1.911   0.171  -3.518  1.00  0.00           H  
HETATM   66  H12 UNL     1       6.051   1.230  -1.968  1.00  0.00           H  
HETATM   67  H13 UNL     1       4.693   0.115  -1.653  1.00  0.00           H  
HETATM   68  H14 UNL     1       4.601   1.212   0.723  1.00  0.00           H  
HETATM   69  H15 UNL     1       6.631  -0.340   2.438  1.00  0.00           H  
HETATM   70  H16 UNL     1       9.640   0.833   2.517  1.00  0.00           H  
HETATM   71  H17 UNL     1      12.192  -3.644  -0.371  1.00  0.00           H  
HETATM   72  H18 UNL     1      12.568  -1.939  -0.777  1.00  0.00           H  
HETATM   73  H19 UNL     1       7.675  -3.444  -2.040  1.00  0.00           H  
HETATM   74  H20 UNL     1       7.790   2.191   2.205  1.00  0.00           H  
HETATM   75  H21 UNL     1       5.306   2.674   2.641  1.00  0.00           H  
HETATM   76  H22 UNL     1       7.235   2.435  -0.118  1.00  0.00           H  
HETATM   77  H23 UNL     1       6.132   3.972   1.426  1.00  0.00           H  
HETATM   78  H24 UNL     1      -6.378   0.700  -1.563  1.00  0.00           H  
HETATM   79  H25 UNL     1      -5.583  -0.048  -3.396  1.00  0.00           H  
HETATM   80  H26 UNL     1      -7.743  -1.088  -1.344  1.00  0.00           H  
HETATM   81  H27 UNL     1      -5.994  -2.824   0.057  1.00  0.00           H  
HETATM   82  H28 UNL     1      -9.088  -2.072   0.003  1.00  0.00           H  
CONECT    1    2   55   56
CONECT    2    3    3   54
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7   53   53
CONECT    7    8    8
CONECT    8    9   57
CONECT    9   10   53
CONECT   10   11   51   58
CONECT   11   12
CONECT   12   13   49   59
CONECT   13   14   60   61
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   62
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   63
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   64
CONECT   26   27
CONECT   27   28   28   29   30
CONECT   29   65
CONECT   30   31
CONECT   31   32   66   67
CONECT   32   33   47   68
CONECT   33   34
CONECT   34   35   45   69
CONECT   35   36   44
CONECT   36   37   37   70
CONECT   37   38
CONECT   38   39   39   44
CONECT   39   40   41
CONECT   40   71   72
CONECT   41   42   42
CONECT   42   43   73
CONECT   43   44   44
CONECT   45   46   47   74
CONECT   46   75
CONECT   47   48   76
CONECT   48   77
CONECT   49   50   51   78
CONECT   50   79
CONECT   51   52   80
CONECT   52   81
CONECT   53   54
CONECT   54   82
END

HMDB0001454
     RDKit          3D
Guanosine tetraphosphate adenosine
 82 87  0  0  0  0  0  0  0  0999 V2000
  -11.4616   -2.6523   -0.5988 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9836   -1.3528   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7222   -0.2458   -0.2052 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2204    0.9585    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0102    1.9311    0.1219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8762    1.0997    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0719    2.1238    0.6644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8027    1.6328    0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7966    0.3275    0.5863 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7282   -0.6723    0.5725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4997   -0.1122    0.7404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7431   -0.2326   -0.4166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7724    0.9160   -0.5264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9437    0.8228    0.5813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    2.0317    0.6121 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.6064    2.5374   -0.8004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550    3.3351    1.5004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3620    1.5436    1.2993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2602   -0.0971    1.6462 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.4175   -0.3161    3.1204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3997   -1.0272    0.8115 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627   -0.7180    1.1866 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174   -0.6287   -0.5087 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.2994    0.1731   -1.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -2.2570   -1.0472 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -0.0839   -0.9744 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7473    1.3905   -1.8640 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.7494    2.3052   -1.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5123    1.0004   -3.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    2.1796   -1.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235    1.0346   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5726    1.1348    0.0746 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1973   -0.0191    0.4508 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0079    0.2390    1.5176 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3152   -0.2371    1.2116 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4818    0.1014    1.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4747   -0.6234    1.1850 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9354   -1.4410    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4994   -2.3969   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8849   -2.6623   -0.5706 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6507   -3.0627   -1.3605 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3091   -2.8455   -1.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7924   -1.9246   -0.5415 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5777   -1.2175    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8900    1.6935    1.8602 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8081    1.8386    2.7620 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3795    2.2823    0.5245 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6221    3.4344    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7870   -0.2383   -1.5037 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3656   -0.7286   -2.7174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7859   -1.2300   -0.8469 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2898   -2.5202   -0.8388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0927   -0.0325    0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6643   -1.2193    0.0014 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9111   -3.2679   -1.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3548   -2.9710   -0.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9165    2.2358    1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9246   -1.4550    1.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237   -1.2197   -0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961    1.8362   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1485    0.7888   -1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.9633    2.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703   -1.9645    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5267   -2.3510   -1.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9108    0.1708   -3.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0510    1.2301   -1.9678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6930    0.1155   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6011    1.2117    0.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6310   -0.3404    2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6402    0.8329    2.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1923   -3.6440   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5678   -1.9391   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6747   -3.4435   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7901    2.1906    2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3056    2.6743    2.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2346    2.4348   -0.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1316    3.9717    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3775    0.6998   -1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5829   -0.0481   -3.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7431   -1.0882   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9944   -2.8240    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0880   -2.0723    0.0028 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  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 39 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 34 45  1  0
 45 46  1  0
 45 47  1  0
 47 48  1  0
 12 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
  9 53  1  0
 53 54  1  0
 54  2  1  0
 53  6  2  0
 51 10  1  0
 47 32  1  0
 44 35  1  0
 44 38  1  0
  1 55  1  0
  1 56  1  0
  8 57  1  0
 10 58  1  1
 12 59  1  1
 13 60  1  0
 13 61  1  0
 17 62  1  0
 21 63  1  0
 25 64  1  0
 29 65  1  0
 31 66  1  0
 31 67  1  0
 32 68  1  1
 34 69  1  1
 36 70  1  0
 40 71  1  0
 40 72  1  0
 42 73  1  0
 45 74  1  1
 46 75  1  0
 47 76  1  6
 48 77  1  0
 49 78  1  6
 50 79  1  0
 51 80  1  6
 52 81  1  0
 54 82  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
a(5')P4(5')g	ChEBI
Guanosine tetraphosphoric acid adenosine	Generator
Guanosine 5'-(pentahydrogen tetraphosphate), 5'->3'-ester with adenosine	HMDB
AP4g	MeSH, HMDB
Adenosine 5'-P(1)-tetraphosphate-P(4)-5'''-guanosine	MeSH, HMDB
p(1)-(5'-Adenosyl),p(4)-(5'-guanosyl) tetraphosphoric acid	Generator, HMDB

Chemical Formula

C₂₀H₂₈N₁₀O₂₀P₄

Average Molecular Weight

852.3864

Monoisotopic Molecular Weight

852.043179434

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})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]oxyphosphinic acid

CAS Registry Number

100849-67-0

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)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/C20H28N10O20P4/c21-14-8-15(24-3-23-14)29(4-25-8)18-12(33)10(31)6(46-18)1-44-51(36,37)48-53(40,41)50-54(42,43)49-52(38,39)45-2-7-11(32)13(34)19(47-7)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)(H2,21,23,24)(H3,22,27,28,35)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1

InChI Key

SJXJAXXRDJWRCR-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

guanosine 5'-phosphate (CHEBI:52968 )
adenosine 5'-phosphate (CHEBI:52968 )
purine ribonucleoside 5'-tetraphosphate (CHEBI:52968 )

Ontology

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	6.5 g/L	ALOGPS
logP	-0.4	ALOGPS
logP	-8.4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.6	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	449.65 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	167.1 m³·mol⁻¹	ChemAxon
Polarizability	68.66 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]+	245.619	32859911
AllCCS	[M-H]-	243.041	32859911
DeepCCS	[M-2H]-	256.669	30932474
DeepCCS	[M+Na]+	230.645	30932474
AllCCS	[M+H]+	245.6	32859911
AllCCS	[M+H-H2O]+	245.8	32859911
AllCCS	[M+NH4]+	245.4	32859911
AllCCS	[M+Na]+	245.3	32859911
AllCCS	[M-H]-	243.0	32859911
AllCCS	[M+Na-2H]-	245.8	32859911
AllCCS	[M+HCOO]-	248.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Guanosine tetraphosphate adenosine	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)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	6161.5	Standard polar	33892256
Guanosine tetraphosphate adenosine	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)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	3903.7	Standard non polar	33892256
Guanosine tetraphosphate adenosine	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)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	7287.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 10V, Positive-QTOF	splash10-0f79-0910100010-fde0bd6ae0e95ff3c44b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 20V, Positive-QTOF	splash10-0f79-0900000000-2b534cc4ec28ba87b832	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 40V, Positive-QTOF	splash10-0f79-0900000000-1b5013a2ec180f8123cc	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 10V, Negative-QTOF	splash10-0ue9-0900010050-1885a33b078973c8b2c9	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 20V, Negative-QTOF	splash10-0f89-0900010000-2f97f5c2ce1f7f3e47c2	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 40V, Negative-QTOF	splash10-0uyi-1925100000-b3aeb882f1b1b9344e5c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 10V, Positive-QTOF	splash10-0udi-0900001040-4f4d0c1967355f84c004	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 20V, Positive-QTOF	splash10-0udi-0800005190-537d67290caa2b990d7d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 40V, Positive-QTOF	splash10-0f79-0920101000-277bfb51a73ac55a9349	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 10V, Negative-QTOF	splash10-0udi-0100000090-47e9aaa4d937d1b0369f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 20V, Negative-QTOF	splash10-0ue9-0100110390-6470ee119969734da6eb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Guanosine tetraphosphate adenosine 40V, Negative-QTOF	splash10-052r-0651950030-97fa9269c827d9455880	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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

FDB022633

KNApSAcK ID

Not Available

Chemspider ID

8947177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10771862

PDB ID

Not Available

ChEBI ID

52968

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 tetraphosphate adenosine (HMDB0001454)

MOL for HMDB0001454 (Guanosine tetraphosphate adenosine)

3D MOL for HMDB0001454 (Guanosine tetraphosphate adenosine)

3D SDF for HMDB0001454 (Guanosine tetraphosphate adenosine)

3D-SDF for HMDB0001454 (Guanosine tetraphosphate adenosine)

PDB for HMDB0001454 (Guanosine tetraphosphate adenosine)

3D PDB for HMDB0001454 (Guanosine tetraphosphate adenosine)

SMILES for HMDB0001454 (Guanosine tetraphosphate adenosine)

INCHI for HMDB0001454 (Guanosine tetraphosphate adenosine)

Structure for HMDB0001454 (Guanosine tetraphosphate adenosine)

3D Structure for HMDB0001454 (Guanosine tetraphosphate adenosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra