MiMeDB: Showing metabocard for Guanosine 3'-diphosphate 5'-triphosphate (MMDBc0030066)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:52:38 UTC

Update Date

2022-08-31 17:39:26 UTC

Metabolite ID

MMDBc0030066

Metabolite Identification

Common Name

Guanosine 3'-diphosphate 5'-triphosphate

Description

Guanosine 3'-diphosphate 5'-triphosphate is a member of the chemical class known as Purine Ribonucleoside 3',5'-Bisphosphates. These are purine ribobucleotides with one phosphate group attached to 3' and 5' hydroxyl groups of the ribose moiety. The hallmark of the stringent response is the accumulation of guanosine tetra- (ppGpp) and pentaphosphates (pppGpp), which probably bind RNA polymerase to regulate gene expression at certain promoters. (PMID 11282471 ) Guanosine 5'-triphosphate 3'-diphosphate (pppGpp) and guanosine 5'-diphosphate 3'-diphosphate (ppGpp) are specifically degraded by a manganese-dependent pyrophosphorylase present in spoT+ but not in spoT- strains of Escherichia coli, indicating that the enzyme is the spoT gene product. (PMID 365225 ) The kinetics of the GTP level during starvation suggests that GTP is a precursor of pppGpp. (PMID 793688 )

Structure

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


  Mrv0541 08131209302D          

 44 46  0  0  0  0            999 V2000
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0773   -5.7579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0377   -6.2876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5476   -4.7183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7813   -4.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5988   -3.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6289   -4.8304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -3.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7867   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -4.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8350   -3.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572   -3.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0283   -4.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919   -5.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -3.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9391   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927   -5.5029    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1138   -4.1630    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.8642    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -4.4410    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -4.0136    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831   -3.9515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -3.5525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471   -4.2326    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4164   -2.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  6  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  2  2  0  0  0  0
 12  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15  7  1  0  0  0  0
  9 15  1  1  0  0  0
  5 16  1  6  0  0  0
 17  8  1  0  0  0  0
 30  1  1  0  0  0  0
 31  3  1  0  0  0  0
 31  9  1  0  0  0  0
  6 32  1  6  0  0  0
 36 18  1  0  0  0  0
 36 19  1  0  0  0  0
 36 20  2  0  0  0  0
 36 33  1  0  0  0  0
 37 21  1  0  0  0  0
 37 22  1  0  0  0  0
 37 23  2  0  0  0  0
 37 34  1  0  0  0  0
 38 24  1  0  0  0  0
 38 25  2  0  0  0  0
 38 30  1  0  0  0  0
 38 35  1  0  0  0  0
 39 26  1  0  0  0  0
 39 27  2  0  0  0  0
 39 32  1  0  0  0  0
 39 33  1  0  0  0  0
 40 28  1  0  0  0  0
 40 29  2  0  0  0  0
 40 34  1  0  0  0  0
 40 35  1  0  0  0  0
  3 41  1  6  0  0  0
  5 42  1  1  0  0  0
  6 43  1  1  0  0  0
  9 44  1  6  0  0  0
M  END

HMDB0060480
     RDKit          3D
Guanosine 3'-diphosphate 5'-triphosphate
 58 60  0  0  0  0  0  0  0  0999 V2000
   -3.4915   -4.7662   -2.6697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633   -4.2293   -1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -4.8817   -0.5653 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -4.3880    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3300   -5.0746    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288   -3.1377    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0633   -2.3941    2.0444 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684   -1.2815    1.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -1.3108    0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.2826   -0.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9668   -0.7409   -0.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1482    0.3323   -0.9054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3151    0.0247   -0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276   -0.3866    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -0.7364    0.9779 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0147    0.1879    0.1769 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -0.5649    2.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -2.3203    0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2241   -2.3428    0.2382 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5717   -3.6260   -0.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1092   -2.3422    1.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6051   -1.0072   -0.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1475   -0.4197   -0.4320 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.6451   -0.6901    0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1374    1.2587   -0.6335 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2551   -1.0609   -1.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6082    1.4564   -0.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4173    2.3604   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    3.9566   -0.4533 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3832    3.9281    0.3259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    4.7449   -1.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    4.7961    0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    5.3175   -0.5253 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.0531    5.1200   -1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7605    4.4420   -0.1740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5989    6.9434   -0.2375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5106    0.6660    0.9598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4586    1.4885    1.5442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975   -2.4653   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229   -3.0270   -1.2337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -4.3015   -3.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1567   -4.8157    2.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318   -0.4791    2.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6864    0.3203   -0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381    0.6974   -1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504   -0.7415   -1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9450    0.9175   -0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7131   -0.2099    3.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965   -1.8350    2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0337    1.6431   -0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7385   -1.5044   -2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2380    1.9251    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    4.0693   -2.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5683    3.8604    0.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3870    7.4950   -1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765    0.1397    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1368    1.7516    2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598   -2.4790   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  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
 12 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 33 36  1  0
 27 37  1  0
 37 38  1  0
  9 39  1  0
 39 40  1  0
 40  2  1  0
 39  6  2  0
 37 10  1  0
  1 41  1  0
  5 42  1  0
  8 43  1  0
 10 44  1  6
 12 45  1  6
 13 46  1  0
 13 47  1  0
 17 48  1  0
 21 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  1
 31 53  1  0
 35 54  1  0
 36 55  1  0
 37 56  1  1
 38 57  1  0
 40 58  1  0
M  END


  Mrv0541 08131209302D          

 44 46  0  0  0  0            999 V2000
   -1.8505   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0773   -5.7579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0377   -6.2876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5476   -4.7183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7813   -4.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5988   -3.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6289   -4.8304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7565   -3.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7867   -4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -4.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8350   -3.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572   -3.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0283   -4.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6042   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919   -5.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464   -3.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9391   -4.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2927   -5.5029    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1138   -4.1630    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716   -3.8642    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -4.4410    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -4.0136    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831   -3.9515    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610   -3.5525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471   -4.2326    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4164   -2.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  6  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  2  2  0  0  0  0
 12  4  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15  7  1  0  0  0  0
  9 15  1  1  0  0  0
  5 16  1  6  0  0  0
 17  8  1  0  0  0  0
 30  1  1  0  0  0  0
 31  3  1  0  0  0  0
 31  9  1  0  0  0  0
  6 32  1  6  0  0  0
 36 18  1  0  0  0  0
 36 19  1  0  0  0  0
 36 20  2  0  0  0  0
 36 33  1  0  0  0  0
 37 21  1  0  0  0  0
 37 22  1  0  0  0  0
 37 23  2  0  0  0  0
 37 34  1  0  0  0  0
 38 24  1  0  0  0  0
 38 25  2  0  0  0  0
 38 30  1  0  0  0  0
 38 35  1  0  0  0  0
 39 26  1  0  0  0  0
 39 27  2  0  0  0  0
 39 32  1  0  0  0  0
 39 33  1  0  0  0  0
 40 28  1  0  0  0  0
 40 29  2  0  0  0  0
 40 34  1  0  0  0  0
 40 35  1  0  0  0  0
  3 41  1  6  0  0  0
  5 42  1  1  0  0  0
  6 43  1  1  0  0  0
  9 44  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030066

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])OP(O)(=O)OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N5O20P5/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(32-39(26,27)33-36(18,19)20)3(31-9)1-30-38(24,25)35-40(28,29)34-37(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H,28,29)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
KCPMACXZAITQAX-UUOKFMHZSA-N

> <FORMULA>
C10H18N5O20P5

> <MOLECULAR_WEIGHT>
683.1402

> <EXACT_MASS>
682.923320601

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
49.14601871156242

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
-3.522397434666666

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-6

> <JCHEM_PKA>
1.720987897556638

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8389009730210342

> <JCHEM_POLAR_SURFACE_AREA>
388.8600000000001

> <JCHEM_REFRACTIVITY>
129.56669999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{hydroxy[(2R,3S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)-2-[({hydroxy[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphoryl}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060480
     RDKit          3D
Guanosine 3'-diphosphate 5'-triphosphate
 58 60  0  0  0  0  0  0  0  0999 V2000
   -3.4915   -4.7662   -2.6697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633   -4.2293   -1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -4.8817   -0.5653 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -4.3880    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3300   -5.0746    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288   -3.1377    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0633   -2.3941    2.0444 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684   -1.2815    1.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -1.3108    0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.2826   -0.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9668   -0.7409   -0.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1482    0.3323   -0.9054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3151    0.0247   -0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276   -0.3866    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -0.7364    0.9779 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0147    0.1879    0.1769 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -0.5649    2.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -2.3203    0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2241   -2.3428    0.2382 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5717   -3.6260   -0.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1092   -2.3422    1.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6051   -1.0072   -0.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1475   -0.4197   -0.4320 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.6451   -0.6901    0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1374    1.2587   -0.6335 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2551   -1.0609   -1.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6082    1.4564   -0.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4173    2.3604   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    3.9566   -0.4533 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3832    3.9281    0.3259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    4.7449   -1.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    4.7961    0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    5.3175   -0.5253 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.0531    5.1200   -1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7605    4.4420   -0.1740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5989    6.9434   -0.2375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5106    0.6660    0.9598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4586    1.4885    1.5442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975   -2.4653   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229   -3.0270   -1.2337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -4.3015   -3.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1567   -4.8157    2.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318   -0.4791    2.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6864    0.3203   -0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381    0.6974   -1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504   -0.7415   -1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9450    0.9175   -0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7131   -0.2099    3.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965   -1.8350    2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0337    1.6431   -0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7385   -1.5044   -2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2380    1.9251    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    4.0693   -2.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5683    3.8604    0.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3870    7.4950   -1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765    0.1397    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1368    1.7516    2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598   -2.4790   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  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
 12 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 33 36  1  0
 27 37  1  0
 37 38  1  0
  9 39  1  0
 39 40  1  0
 40  2  1  0
 39  6  2  0
 37 10  1  0
  1 41  1  0
  5 42  1  0
  8 43  1  0
 10 44  1  6
 12 45  1  6
 13 46  1  0
 13 47  1  0
 17 48  1  0
 21 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  1
 31 53  1  0
 35 54  1  0
 36 55  1  0
 37 56  1  1
 38 57  1  0
 40 58  1  0
M  END

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   37  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   38  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   39  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   40  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   41  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3   30                                                       
CONECT    2   12   15                                                       
CONECT    3    1    6   31   41                                             
CONECT    4    7    8   12                                                  
CONECT    5    6    9   16   42                                             
CONECT    6    3    5   32   43                                             
CONECT    7    4   13   15                                                  
CONECT    8    4   14   17                                                  
CONECT    9    5   15   31   44                                             
CONECT   10   11   13   14                                                  
CONECT   11   10                                                            
CONECT   12    2    4                                                       
CONECT   13    7   10                                                       
CONECT   14    8   10                                                       
CONECT   15    2    7    9                                                  
CONECT   16    5                                                            
CONECT   17    8                                                            
CONECT   18   36                                                            
CONECT   19   36                                                            
CONECT   20   36                                                            
CONECT   21   37                                                            
CONECT   22   37                                                            
CONECT   23   37                                                            
CONECT   24   38                                                            
CONECT   25   38                                                            
CONECT   26   39                                                            
CONECT   27   39                                                            
CONECT   28   40                                                            
CONECT   29   40                                                            
CONECT   30    1   38                                                       
CONECT   31    3    9                                                       
CONECT   32    6   39                                                       
CONECT   33   36   39                                                       
CONECT   34   37   40                                                       
CONECT   35   38   40                                                       
CONECT   36   18   19   20   33                                             
CONECT   37   21   22   23   34                                             
CONECT   38   24   25   30   35                                             
CONECT   39   26   27   32   33                                             
CONECT   40   28   29   34   35                                             
CONECT   41    3                                                            
CONECT   42    5                                                            
CONECT   43    6                                                            
CONECT   44    9                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

COMPND    HMDB0060480
HETATM    1  N1  UNL     1      -3.492  -4.766  -2.670  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.663  -4.229  -1.494  1.00  0.00           C  
HETATM    3  N2  UNL     1      -4.374  -4.882  -0.565  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.591  -4.388   0.668  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.330  -5.075   1.622  1.00  0.00           O  
HETATM    6  C3  UNL     1      -4.029  -3.138   0.938  1.00  0.00           C  
HETATM    7  N3  UNL     1      -4.063  -2.394   2.044  1.00  0.00           N  
HETATM    8  C4  UNL     1      -3.368  -1.282   1.786  1.00  0.00           C  
HETATM    9  N4  UNL     1      -2.895  -1.311   0.532  1.00  0.00           N  
HETATM   10  C5  UNL     1      -2.116  -0.283  -0.056  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.967  -0.741  -0.691  1.00  0.00           O  
HETATM   12  C6  UNL     1      -0.148   0.332  -0.905  1.00  0.00           C  
HETATM   13  C7  UNL     1       1.315   0.025  -0.660  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.528  -0.387   0.660  1.00  0.00           O  
HETATM   15  P1  UNL     1       3.125  -0.736   0.978  1.00  0.00           P  
HETATM   16  O4  UNL     1       4.015   0.188   0.177  1.00  0.00           O  
HETATM   17  O5  UNL     1       3.497  -0.565   2.621  1.00  0.00           O  
HETATM   18  O6  UNL     1       3.546  -2.320   0.538  1.00  0.00           O  
HETATM   19  P2  UNL     1       5.224  -2.343   0.238  1.00  0.00           P  
HETATM   20  O7  UNL     1       5.572  -3.626  -0.510  1.00  0.00           O  
HETATM   21  O8  UNL     1       6.109  -2.342   1.664  1.00  0.00           O  
HETATM   22  O9  UNL     1       5.605  -1.007  -0.689  1.00  0.00           O  
HETATM   23  P3  UNL     1       7.148  -0.420  -0.432  1.00  0.00           P  
HETATM   24  O10 UNL     1       7.645  -0.690   0.977  1.00  0.00           O  
HETATM   25  O11 UNL     1       7.137   1.259  -0.634  1.00  0.00           O  
HETATM   26  O12 UNL     1       8.255  -1.061  -1.515  1.00  0.00           O  
HETATM   27  C8  UNL     1      -0.608   1.456  -0.001  1.00  0.00           C  
HETATM   28  O13 UNL     1      -1.417   2.360  -0.647  1.00  0.00           O  
HETATM   29  P4  UNL     1      -0.914   3.957  -0.453  1.00  0.00           P  
HETATM   30  O14 UNL     1       0.383   3.928   0.326  1.00  0.00           O  
HETATM   31  O15 UNL     1      -0.730   4.745  -1.937  1.00  0.00           O  
HETATM   32  O16 UNL     1      -2.063   4.796   0.445  1.00  0.00           O  
HETATM   33  P5  UNL     1      -3.345   5.317  -0.525  1.00  0.00           P  
HETATM   34  O17 UNL     1      -3.053   5.120  -1.991  1.00  0.00           O  
HETATM   35  O18 UNL     1      -4.760   4.442  -0.174  1.00  0.00           O  
HETATM   36  O19 UNL     1      -3.599   6.943  -0.237  1.00  0.00           O  
HETATM   37  C9  UNL     1      -1.511   0.666   0.960  1.00  0.00           C  
HETATM   38  O20 UNL     1      -2.459   1.489   1.544  1.00  0.00           O  
HETATM   39  C10 UNL     1      -3.298  -2.465  -0.017  1.00  0.00           C  
HETATM   40  N5  UNL     1      -3.123  -3.027  -1.234  1.00  0.00           N  
HETATM   41  H1  UNL     1      -2.955  -4.302  -3.409  1.00  0.00           H  
HETATM   42  H2  UNL     1      -5.157  -4.816   2.590  1.00  0.00           H  
HETATM   43  H3  UNL     1      -3.232  -0.479   2.535  1.00  0.00           H  
HETATM   44  H4  UNL     1      -2.686   0.320  -0.796  1.00  0.00           H  
HETATM   45  H5  UNL     1      -0.238   0.697  -1.944  1.00  0.00           H  
HETATM   46  H6  UNL     1       1.650  -0.741  -1.376  1.00  0.00           H  
HETATM   47  H7  UNL     1       1.945   0.917  -0.811  1.00  0.00           H  
HETATM   48  H8  UNL     1       2.713  -0.210   3.119  1.00  0.00           H  
HETATM   49  H9  UNL     1       5.697  -1.835   2.386  1.00  0.00           H  
HETATM   50  H10 UNL     1       8.034   1.643  -0.463  1.00  0.00           H  
HETATM   51  H11 UNL     1       7.739  -1.504  -2.237  1.00  0.00           H  
HETATM   52  H12 UNL     1       0.238   1.925   0.539  1.00  0.00           H  
HETATM   53  H13 UNL     1      -0.408   4.069  -2.585  1.00  0.00           H  
HETATM   54  H14 UNL     1      -4.568   3.860   0.628  1.00  0.00           H  
HETATM   55  H15 UNL     1      -3.387   7.495  -1.055  1.00  0.00           H  
HETATM   56  H16 UNL     1      -0.877   0.140   1.681  1.00  0.00           H  
HETATM   57  H17 UNL     1      -2.137   1.752   2.444  1.00  0.00           H  
HETATM   58  H18 UNL     1      -2.560  -2.479  -1.927  1.00  0.00           H  
CONECT    1    2    2   41
CONECT    2    3   40
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   42
CONECT    6    7   39   39
CONECT    7    8    8
CONECT    8    9   43
CONECT    9   10   39
CONECT   10   11   37   44
CONECT   11   12
CONECT   12   13   27   45
CONECT   13   14   46   47
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   48
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   49
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   50
CONECT   26   51
CONECT   27   28   37   52
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   53
CONECT   32   33
CONECT   33   34   34   35   36
CONECT   35   54
CONECT   36   55
CONECT   37   38   56
CONECT   38   57
CONECT   39   40
CONECT   40   58
END

HMDB0060480
     RDKit          3D
Guanosine 3'-diphosphate 5'-triphosphate
 58 60  0  0  0  0  0  0  0  0999 V2000
   -3.4915   -4.7662   -2.6697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6633   -4.2293   -1.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -4.8817   -0.5653 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -4.3880    0.6681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3300   -5.0746    1.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288   -3.1377    0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0633   -2.3941    2.0444 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3684   -1.2815    1.7861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952   -1.3108    0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.2826   -0.0564 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9668   -0.7409   -0.6915 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1482    0.3323   -0.9054 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3151    0.0247   -0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276   -0.3866    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251   -0.7364    0.9779 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0147    0.1879    0.1769 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -0.5649    2.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -2.3203    0.5379 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2241   -2.3428    0.2382 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.5717   -3.6260   -0.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1092   -2.3422    1.6644 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6051   -1.0072   -0.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1475   -0.4197   -0.4320 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.6451   -0.6901    0.9768 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1374    1.2587   -0.6335 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2551   -1.0609   -1.5153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6082    1.4564   -0.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4173    2.3604   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137    3.9566   -0.4533 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3832    3.9281    0.3259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    4.7449   -1.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    4.7961    0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    5.3175   -0.5253 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.0531    5.1200   -1.9910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7605    4.4420   -0.1740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5989    6.9434   -0.2375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5106    0.6660    0.9598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4586    1.4885    1.5442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975   -2.4653   -0.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1229   -3.0270   -1.2337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9552   -4.3015   -3.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1567   -4.8157    2.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318   -0.4791    2.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6864    0.3203   -0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381    0.6974   -1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6504   -0.7415   -1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9450    0.9175   -0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7131   -0.2099    3.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965   -1.8350    2.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0337    1.6431   -0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7385   -1.5044   -2.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2380    1.9251    0.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    4.0693   -2.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5683    3.8604    0.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3870    7.4950   -1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765    0.1397    1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1368    1.7516    2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5598   -2.4790   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  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
 12 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 33 36  1  0
 27 37  1  0
 37 38  1  0
  9 39  1  0
 39 40  1  0
 40  2  1  0
 39  6  2  0
 37 10  1  0
  1 41  1  0
  5 42  1  0
  8 43  1  0
 10 44  1  6
 12 45  1  6
 13 46  1  0
 13 47  1  0
 17 48  1  0
 21 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  1
 31 53  1  0
 35 54  1  0
 36 55  1  0
 37 56  1  1
 38 57  1  0
 40 58  1  0
M  END

Synonyms

Value	Source
Guanosine 5'-triphosphate,3'-diphosphate	ChEBI
Guanosine pentaphosphate	ChEBI
Guanosine 5'-triphosphoric acid,3'-diphosphoric acid	Generator
Guanosine pentaphosphoric acid	Generator
Guanosine 3'-diphosphoric acid 5'-triphosphoric acid	Generator
3'-Diphosphate 5'-triphosphate, guanosine	HMDB
Pentaphosphate, guanosine	HMDB
Guanosine 3' diphosphate 5' triphosphate	HMDB
5'-Triphosphate, guanosine 3'-diphosphate	HMDB

Molecular Formula

C₁₀H₁₈N₅O₂₀P₅

Average Mass

683.1402

Monoisotopic Mass

682.923320601

IUPAC Name

{[hydroxy({[(2R,3S,4R,5R)-4-hydroxy-2-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-3-yl]oxy})phosphoryl]oxy}phosphonic acid

Traditional Name

{hydroxy[(2R,3S,4R,5R)-4-hydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)-2-[({hydroxy[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphoryl}oxyphosphonic acid

CAS Registry Number

38918-96-6

SMILES

[H][C@]1(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@@]([H])(N2C=NC3=C2NC(=N)N=C3O)[C@]([H])(O)[C@]1([H])OP(O)(=O)OP(O)(O)=O

InChI Identifier

InChI=1S/C10H18N5O20P5/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(32-39(26,27)33-36(18,19)20)3(31-9)1-30-38(24,25)35-40(28,29)34-37(21,22)23/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H,28,29)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1

InChI Key

KCPMACXZAITQAX-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside triphosphates

Alternative Parents

Substituents

Purine ribonucleoside triphosphate
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Ribonucleoside 3'-phosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Tetrahydrofuran
Vinylogous amide
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

guanosine 5'-phosphate (CHEBI:16690 )
guanosine bisphosphate (CHEBI:16690 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	16.8 g/L	ALOGPS
logP	0.16	ALOGPS
logP	-3.5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	0.84	ChemAxon
Physiological Charge	-6	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	388.86 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	129.57 m³·mol⁻¹	ChemAxon
Polarizability	49.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k92-8972876000-b79a72511106591f97e8	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900044000-e96c10f40cd9e086d540	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900020000-b82fa0d9a9f331aa2a4b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-1900000000-baf8b81708e533b98dcb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f89-0720009000-1a3224060ede9e590dff	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zir-5930000000-c118ece248c4154dc94a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-8920000000-f5ca09c09ff793adde1f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-0800009000-68b50d13f2eddae6a6c8	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900024000-314bc9a6cccb1860cf1f	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-0119700000-dcc092fec3a339f107b3	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000029000-ac04ea79006ac6cf4eda	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gz9-3000296000-109358d1b6f4dd2f2603	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100010000-63c1e0912d39faa514e4	2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0194931	Protein prune homolog	Unknown	Q86TP1	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0013183	Guanosine 3'-diphosphate 5'-triphosphate	Guanosine 3',5'-bis(diphosphate)	Guanosine-5'-triphosphate,3'-diphosphate pyrophosphatase	Dephosphorylation	RHEA	34755880
MMDBr0014171	Adenosine triphosphate	Adenosine monophosphate	GTP pyrophosphokinase	Hydrolysis of bond; Phosphorylation	RHEA	34755880
MMDBr0014172	Adenosine triphosphate	Adenosine monophosphate	GTP pyrophosphokinase YjbM	Phosphorylation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	84	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; River trout ; Sheep ; Pig	Unknown
Bacteria/NULL	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; River trout ; Sheep ; Pig	Unknown
Bacteria	Firmicutes	10	Human feces; Human ; Human subgingival plaque; Human saliva
Bacteria	Actinobacteria	7	Cattle ; Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0060480

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34987

KEGG Compound ID

C04494

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38166

PDB ID

Not Available

ChEBI ID

16690

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Showing metabocard for Guanosine 3'-diphosphate 5'-triphosphate (MMDBc0030066)

MOL for #<Metabolite:0x000055c7975d6790>

3D MOL for #<Metabolite:0x000055c7975d6790>

3D SDF for #<Metabolite:0x000055c7975d6790>

3D-SDF for #<Metabolite:0x000055c7975d6790>

PDB for #<Metabolite:0x000055c7975d6790>

3D PDB for #<Metabolite:0x000055c7975d6790>

SMILES for #<Metabolite:0x000055c7975d6790>

INCHI for #<Metabolite:0x000055c7975d6790>

Structure for #<Metabolite:0x000055c7975d6790>

3D Structure for #<Metabolite:0x000055c7975d6790>