MiMeDB: Showing metabocard for Guanosine 3',5'-bis(diphosphate) (MMDBc0030068)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:52:42 UTC

Update Date

2022-08-31 17:39:27 UTC

Metabolite ID

MMDBc0030068

Metabolite Identification

Common Name

Guanosine 3',5'-bis(diphosphate)

Description

(p)ppGpp, guanosine pentaphosphate or tetraphosphate is an alarmone which is involved in the stringent response in bacteria, causing the inhibition of RNA synthesis when there is a shortage of amino acids present. This causes translation to decrease and the amino acids present are therefore conserved. (p)ppGpp is an effector molecule which is produced as a result of amino acid starvation within a bacterial cell.

Structure

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


  Mrv0541 08131209302D          

 40 42  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
   -2.9267   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8334   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1924   -6.2394    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
   -2.9166   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468   -5.6877    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
   -1.7643   -4.5353    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
   -3.0991   -5.5052    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
   -3.0129   -6.3257    0.0000 P   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
   -2.4317   -5.0203    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
   -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
 28  1  1  0  0  0  0
 29  3  1  0  0  0  0
 29  9  1  0  0  0  0
  6 30  1  6  0  0  0
 33 18  1  0  0  0  0
 33 19  1  0  0  0  0
 33 20  2  0  0  0  0
 33 31  1  0  0  0  0
 34 21  1  0  0  0  0
 34 22  1  0  0  0  0
 34 23  2  0  0  0  0
 34 32  1  0  0  0  0
 35 24  1  0  0  0  0
 35 25  2  0  0  0  0
 35 28  1  0  0  0  0
 35 31  1  0  0  0  0
 36 26  1  0  0  0  0
 36 27  2  0  0  0  0
 36 30  1  0  0  0  0
 36 32  1  0  0  0  0
  3 37  1  6  0  0  0
  5 38  1  1  0  0  0
  6 39  1  1  0  0  0
  9 40  1  6  0  0  0
M  END

HMDB0059638
     RDKit          3D
Guanosine 3',5'-bis(diphosphate)
 53 55  0  0  0  0  0  0  0  0999 V2000
   -5.9339   -2.1489    1.3428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -2.6944    0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7966   -4.0352    0.6048 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7176   -4.6127    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6337   -5.9932   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.7616   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059   -4.0155   -0.8995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -2.8249   -1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6732   -1.8298   -0.5711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3950   -0.4308   -0.5374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5017   -0.1368   -1.5560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.5902   -1.0452 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7324   -0.2452   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294    0.5864   -0.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0965   -0.2868    0.2911 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.0383    0.6299    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -1.5528    1.3512 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9101   -0.9032   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8007   -2.2446   -0.6034 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.9131   -3.4490   -0.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0701   -2.5658   -1.6697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4779   -1.9893    0.9253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0144    1.2485    0.2052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9021    2.2257   -0.2264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    3.7336    0.4114 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3163    3.7261    1.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218    4.3939    0.8799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    4.7314   -0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6559    6.2925   -0.6033 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1411    6.1893   -0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0275    6.9089    0.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733    7.3004   -1.8844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.0558    0.7493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7453    0.5848    1.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8064   -2.4009   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015   -1.8467    0.4471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7041   -2.7848    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0966   -6.4725   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051   -2.7338   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3384    0.1292   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789    1.4045   -1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1591   -0.6883   -1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -1.0197    0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5539   -1.2522    2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -1.7643   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -2.9039    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7421    1.5952    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8051    4.0399    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    6.5385    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1316    7.5702   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.6434    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526    0.5663    2.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -0.8105    0.5917 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
 12 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 23 33  1  0
 33 34  1  0
  9 35  1  0
 35 36  1  0
 36  2  1  0
 35  6  2  0
 33 10  1  0
  1 37  1  0
  5 38  1  0
  8 39  1  0
 10 40  1  6
 12 41  1  6
 13 42  1  0
 13 43  1  0
 17 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  1
 27 48  1  0
 31 49  1  0
 32 50  1  0
 33 51  1  1
 34 52  1  0
 36 53  1  0
M  END


  Mrv0541 08131209302D          

 40 42  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
   -2.9267   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8334   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1924   -6.2394    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
   -2.9166   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468   -5.6877    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
   -1.7643   -4.5353    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
   -3.0991   -5.5052    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
   -3.0129   -6.3257    0.0000 P   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
   -2.4317   -5.0203    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
   -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
 28  1  1  0  0  0  0
 29  3  1  0  0  0  0
 29  9  1  0  0  0  0
  6 30  1  6  0  0  0
 33 18  1  0  0  0  0
 33 19  1  0  0  0  0
 33 20  2  0  0  0  0
 33 31  1  0  0  0  0
 34 21  1  0  0  0  0
 34 22  1  0  0  0  0
 34 23  2  0  0  0  0
 34 32  1  0  0  0  0
 35 24  1  0  0  0  0
 35 25  2  0  0  0  0
 35 28  1  0  0  0  0
 35 31  1  0  0  0  0
 36 26  1  0  0  0  0
 36 27  2  0  0  0  0
 36 30  1  0  0  0  0
 36 32  1  0  0  0  0
  3 37  1  6  0  0  0
  5 38  1  1  0  0  0
  6 39  1  1  0  0  0
  9 40  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030068

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(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/C10H17N5O17P4/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(30-36(26,27)32-34(21,22)23)3(29-9)1-28-35(24,25)31-33(18,19)20/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
BUFLLCUFNHESEH-UUOKFMHZSA-N

> <FORMULA>
C10H17N5O17P4

> <MOLECULAR_WEIGHT>
603.1603

> <EXACT_MASS>
602.956990191

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
44.682370831853504

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[hydroxy({[(2R,3S,4R,5R)-4-hydroxy-2-({[hydroxy(phosphonooxy)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>
-0.50

> <JCHEM_LOGP>
-3.8688395723715896

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
2.0023985451571575

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.461336498579434

> <JCHEM_PKA_STRONGEST_BASIC>
7.15370555987726

> <JCHEM_POLAR_SURFACE_AREA>
342.3300000000001

> <JCHEM_REFRACTIVITY>
118.69379999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.03e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059638
     RDKit          3D
Guanosine 3',5'-bis(diphosphate)
 53 55  0  0  0  0  0  0  0  0999 V2000
   -5.9339   -2.1489    1.3428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -2.6944    0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7966   -4.0352    0.6048 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7176   -4.6127    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6337   -5.9932   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.7616   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059   -4.0155   -0.8995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -2.8249   -1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6732   -1.8298   -0.5711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3950   -0.4308   -0.5374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5017   -0.1368   -1.5560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.5902   -1.0452 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7324   -0.2452   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294    0.5864   -0.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0965   -0.2868    0.2911 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.0383    0.6299    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -1.5528    1.3512 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9101   -0.9032   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8007   -2.2446   -0.6034 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.9131   -3.4490   -0.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0701   -2.5658   -1.6697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4779   -1.9893    0.9253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0144    1.2485    0.2052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9021    2.2257   -0.2264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    3.7336    0.4114 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3163    3.7261    1.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218    4.3939    0.8799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    4.7314   -0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6559    6.2925   -0.6033 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1411    6.1893   -0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0275    6.9089    0.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733    7.3004   -1.8844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.0558    0.7493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7453    0.5848    1.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8064   -2.4009   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015   -1.8467    0.4471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7041   -2.7848    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0966   -6.4725   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051   -2.7338   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3384    0.1292   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789    1.4045   -1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1591   -0.6883   -1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -1.0197    0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5539   -1.2522    2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -1.7643   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -2.9039    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7421    1.5952    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8051    4.0399    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    6.5385    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1316    7.5702   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.6434    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526    0.5663    2.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -0.8105    0.5917 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
 12 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 23 33  1  0
 33 34  1  0
  9 35  1  0
 35 36  1  0
 36  2  1  0
 35  6  2  0
 33 10  1  0
  1 37  1  0
  5 38  1  0
  8 39  1  0
 10 40  1  6
 12 41  1  6
 13 42  1  0
 13 43  1  0
 17 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  1
 27 48  1  0
 31 49  1  0
 32 50  1  0
 33 51  1  1
 34 52  1  0
 36 53  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  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   34  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   35  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   36  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   37  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3   28                                                       
CONECT    2   12   15                                                       
CONECT    3    1    6   29   37                                             
CONECT    4    7    8   12                                                  
CONECT    5    6    9   16   38                                             
CONECT    6    3    5   30   39                                             
CONECT    7    4   13   15                                                  
CONECT    8    4   14   17                                                  
CONECT    9    5   15   29   40                                             
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   33                                                            
CONECT   19   33                                                            
CONECT   20   33                                                            
CONECT   21   34                                                            
CONECT   22   34                                                            
CONECT   23   34                                                            
CONECT   24   35                                                            
CONECT   25   35                                                            
CONECT   26   36                                                            
CONECT   27   36                                                            
CONECT   28    1   35                                                       
CONECT   29    3    9                                                       
CONECT   30    6   36                                                       
CONECT   31   33   35                                                       
CONECT   32   34   36                                                       
CONECT   33   18   19   20   31                                             
CONECT   34   21   22   23   32                                             
CONECT   35   24   25   28   31                                             
CONECT   36   26   27   30   32                                             
CONECT   37    3                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    9                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

COMPND    HMDB0059638
HETATM    1  N1  UNL     1      -5.934  -2.149   1.343  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.886  -2.694   0.800  1.00  0.00           C  
HETATM    3  N2  UNL     1      -4.797  -4.035   0.605  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.718  -4.613   0.044  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.634  -5.993  -0.153  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.691  -3.762  -0.328  1.00  0.00           C  
HETATM    7  N3  UNL     1      -1.506  -4.015  -0.899  1.00  0.00           N  
HETATM    8  C4  UNL     1      -0.897  -2.825  -1.041  1.00  0.00           C  
HETATM    9  N4  UNL     1      -1.673  -1.830  -0.571  1.00  0.00           N  
HETATM   10  C5  UNL     1      -1.395  -0.431  -0.537  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.502  -0.137  -1.556  1.00  0.00           O  
HETATM   12  C6  UNL     1       0.534   0.590  -1.045  1.00  0.00           C  
HETATM   13  C7  UNL     1       1.732  -0.245  -0.663  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.729   0.586  -0.155  1.00  0.00           O  
HETATM   15  P1  UNL     1       4.097  -0.287   0.291  1.00  0.00           P  
HETATM   16  O4  UNL     1       5.038   0.630   1.037  1.00  0.00           O  
HETATM   17  O5  UNL     1       3.704  -1.553   1.351  1.00  0.00           O  
HETATM   18  O6  UNL     1       4.910  -0.903  -1.063  1.00  0.00           O  
HETATM   19  P2  UNL     1       5.801  -2.245  -0.603  1.00  0.00           P  
HETATM   20  O7  UNL     1       4.913  -3.449  -0.519  1.00  0.00           O  
HETATM   21  O8  UNL     1       7.070  -2.566  -1.670  1.00  0.00           O  
HETATM   22  O9  UNL     1       6.478  -1.989   0.925  1.00  0.00           O  
HETATM   23  C8  UNL     1      -0.014   1.248   0.205  1.00  0.00           C  
HETATM   24  O10 UNL     1      -0.902   2.226  -0.226  1.00  0.00           O  
HETATM   25  P3  UNL     1      -0.614   3.734   0.411  1.00  0.00           P  
HETATM   26  O11 UNL     1       0.316   3.726   1.596  1.00  0.00           O  
HETATM   27  O12 UNL     1      -2.122   4.394   0.880  1.00  0.00           O  
HETATM   28  O13 UNL     1      -0.031   4.731  -0.835  1.00  0.00           O  
HETATM   29  P4  UNL     1      -0.656   6.292  -0.603  1.00  0.00           P  
HETATM   30  O14 UNL     1      -2.141   6.189  -0.404  1.00  0.00           O  
HETATM   31  O15 UNL     1       0.028   6.909   0.810  1.00  0.00           O  
HETATM   32  O16 UNL     1      -0.273   7.300  -1.884  1.00  0.00           O  
HETATM   33  C9  UNL     1      -0.807   0.056   0.749  1.00  0.00           C  
HETATM   34  O17 UNL     1      -1.745   0.585   1.624  1.00  0.00           O  
HETATM   35  C10 UNL     1      -2.806  -2.401  -0.118  1.00  0.00           C  
HETATM   36  N5  UNL     1      -3.902  -1.847   0.447  1.00  0.00           N  
HETATM   37  H1  UNL     1      -6.704  -2.785   1.622  1.00  0.00           H  
HETATM   38  H2  UNL     1      -4.097  -6.472  -0.905  1.00  0.00           H  
HETATM   39  H3  UNL     1       0.105  -2.734  -1.489  1.00  0.00           H  
HETATM   40  H4  UNL     1      -2.338   0.129  -0.724  1.00  0.00           H  
HETATM   41  H5  UNL     1       0.879   1.405  -1.706  1.00  0.00           H  
HETATM   42  H6  UNL     1       2.159  -0.688  -1.607  1.00  0.00           H  
HETATM   43  H7  UNL     1       1.522  -1.020   0.073  1.00  0.00           H  
HETATM   44  H8  UNL     1       3.554  -1.252   2.262  1.00  0.00           H  
HETATM   45  H9  UNL     1       7.614  -1.764  -1.816  1.00  0.00           H  
HETATM   46  H10 UNL     1       6.675  -2.904   1.296  1.00  0.00           H  
HETATM   47  H11 UNL     1       0.742   1.595   0.895  1.00  0.00           H  
HETATM   48  H12 UNL     1      -2.805   4.040   0.233  1.00  0.00           H  
HETATM   49  H13 UNL     1      -0.454   6.538   1.597  1.00  0.00           H  
HETATM   50  H14 UNL     1      -1.132   7.570  -2.329  1.00  0.00           H  
HETATM   51  H15 UNL     1      -0.115  -0.643   1.231  1.00  0.00           H  
HETATM   52  H16 UNL     1      -1.353   0.566   2.533  1.00  0.00           H  
HETATM   53  H17 UNL     1      -3.957  -0.810   0.592  1.00  0.00           H  
CONECT    1    2    2   37
CONECT    2    3   36
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   38
CONECT    6    7   35   35
CONECT    7    8    8
CONECT    8    9   39
CONECT    9   10   35
CONECT   10   11   33   40
CONECT   11   12
CONECT   12   13   23   41
CONECT   13   14   42   43
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   44
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   45
CONECT   22   46
CONECT   23   24   33   47
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   48
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   49
CONECT   32   50
CONECT   33   34   51
CONECT   34   52
CONECT   35   36
CONECT   36   53
END

HMDB0059638
     RDKit          3D
Guanosine 3',5'-bis(diphosphate)
 53 55  0  0  0  0  0  0  0  0999 V2000
   -5.9339   -2.1489    1.3428 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -2.6944    0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7966   -4.0352    0.6048 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7176   -4.6127    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6337   -5.9932   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -3.7616   -0.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059   -4.0155   -0.8995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -2.8249   -1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6732   -1.8298   -0.5711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3950   -0.4308   -0.5374 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5017   -0.1368   -1.5560 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    0.5902   -1.0452 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7324   -0.2452   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7294    0.5864   -0.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0965   -0.2868    0.2911 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.0383    0.6299    1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -1.5528    1.3512 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9101   -0.9032   -1.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8007   -2.2446   -0.6034 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.9131   -3.4490   -0.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0701   -2.5658   -1.6697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4779   -1.9893    0.9253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0144    1.2485    0.2052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9021    2.2257   -0.2264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140    3.7336    0.4114 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.3163    3.7261    1.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1218    4.3939    0.8799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    4.7314   -0.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6559    6.2925   -0.6033 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.1411    6.1893   -0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0275    6.9089    0.8098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2733    7.3004   -1.8844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.0558    0.7493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7453    0.5848    1.6235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8064   -2.4009   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015   -1.8467    0.4471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7041   -2.7848    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0966   -6.4725   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051   -2.7338   -1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3384    0.1292   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8789    1.4045   -1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1591   -0.6883   -1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5219   -1.0197    0.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5539   -1.2522    2.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -1.7643   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -2.9039    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7421    1.5952    0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8051    4.0399    0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    6.5385    1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1316    7.5702   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.6434    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3526    0.5663    2.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9566   -0.8105    0.5917 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
 12 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 23 33  1  0
 33 34  1  0
  9 35  1  0
 35 36  1  0
 36  2  1  0
 35  6  2  0
 33 10  1  0
  1 37  1  0
  5 38  1  0
  8 39  1  0
 10 40  1  6
 12 41  1  6
 13 42  1  0
 13 43  1  0
 17 44  1  0
 21 45  1  0
 22 46  1  0
 23 47  1  1
 27 48  1  0
 31 49  1  0
 32 50  1  0
 33 51  1  1
 34 52  1  0
 36 53  1  0
M  END

Synonyms

Value	Source
Guanosine 3'-diphosphate 5'-diphosphate	ChEBI
Guanosine 5'-diphosphate,3'-diphosphate	ChEBI
GUANOSINE-5',3'-tetraphosphATE	ChEBI
Guanosine 3'-diphosphoric acid 5'-diphosphoric acid	Generator
Guanosine 5'-diphosphoric acid,3'-diphosphoric acid	Generator
GUANOSINE-5',3'-tetraphosphoric acid	Generator
Guanosine 3',5'-bis(diphosphoric acid)	Generator
3'-Diphosphate 5'-diphosphate, guanosine	HMDB
5'-Diphosphate 3'-diphosphate, guanosine	HMDB
Guanosine tetraphosphate	HMDB
Guanosine 5'-diphosphate 3'-diphosphate	HMDB
Tetraphosphate, guanosine	HMDB
3'-Diphosphate, guanosine 5'-diphosphate	HMDB
5'-Diphosphate, guanosine 3'-diphosphate	HMDB
Guanosine 3' diphosphate 5' diphosphate	HMDB
Guanosine 5' diphosphate 3' diphosphate	HMDB

Molecular Formula

C₁₀H₁₇N₅O₁₇P₄

Average Mass

603.1603

Monoisotopic Mass

602.956990191

IUPAC Name

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

CAS Registry Number

33503-72-9

SMILES

[H][C@]1(COP(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/C10H17N5O17P4/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(30-36(26,27)32-34(21,22)23)3(29-9)1-28-35(24,25)31-33(18,19)20/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1

InChI Key

BUFLLCUFNHESEH-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate 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 diphosphates

Alternative Parents

Substituents

Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
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 bisphosphate (CHEBI:17633 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	10.3 g/L	ALOGPS
logP	-0.5	ALOGPS
logP	-3.9	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.46	ChemAxon
pKa (Strongest Basic)	7.15	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	342.33 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	118.69 m³·mol⁻¹	ChemAxon
Polarizability	44.68 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	splash10-004i-4903440000-3e191d1a58e267ff9c41	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0002-8252953000-fd50d9797f6f347aea0e	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900251000-bee48e0fb5019193ebb1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900110000-1afec092079feefa49a9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-1900000000-a38786c52bb589355d91	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900026000-a8f89e925338c7ff167d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ke9-4900000000-9b838d812b5a59d56595	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9400000000-7ec14f477759ced2651f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000009000-999a2f925527a6d08b61	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-2104394000-4e37a899d52d7d01266a	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000020000-b576b2a8534ffd50db68	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0800009000-7b596564eaa6441fcd1a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-0800391000-5e4592414d4a55653d2f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0w30-1796200000-2948cd2c228e6a5aa92c	2021-09-24	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
MMDBp0196880	Guanosine-3',5'-bis(diphosphate) 3'-pyrophosphohydrolase MESH1	Unknown	Q8N4P3

Human Pathways

Pathways

Name	SMPDB/PathBank
EGF Signalling Pathway

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
MMDBr0013294	Guanosine 3',5'-bis(diphosphate)	diphosphate	Bifunctional (p)ppGpp synthase/hydrolase RelA	Hydrolysis of bond	RHEA	34755880
MMDBr0014784	Adenosine triphosphate	Adenosine monophosphate	GTP pyrophosphokinase YjbM	Phosphorylation	RHEA	34755880
MMDBr0014785	Adenosine triphosphate	Adenosine monophosphate	GTP pyrophosphokinase YjbM	Phosphorylation	RHEA	34755880
MMDBr0026016	Phosphate	Guanosine 3',5'-bis(diphosphate)	Ribonuclease PH	RNA degradation	RHEA	34755880
MMDBr0026033	Adenosine monophosphate	Guanosine 3',5'-bis(diphosphate)	GTP:AMP phosphotransferase, mitochondrial	Transfer of phosphate group	RHEA	34755880
MMDBr0026044	GDP-alpha-D-glucose	Guanosine 3',5'-bis(diphosphate)	Sucrose synthase	Synthesis	RHEA	34755880
MMDBr0026048	Guanosine 3',5'-bis(diphosphate)	Guanosine triphosphate	Nucleoside diphosphate kinase	Phosphorylation	RHEA	34755880
MMDBr0026056	Deoxycytidine	Guanosine 3',5'-bis(diphosphate)	Deoxyadenosine/deoxycytidine kinase	Phosphorylation	RHEA	34755880
MMDBr0026060	L-Cystine	L-Cysteine	Vitamin B12-dependent ribonucleoside-diphosphate reductase	Reduction	RHEA	34755880
MMDBr0026064	Guanosine triphosphate	Guanosine 3',5'-bis(diphosphate)	Nucleoside-triphosphatase THEP1	Dephosphorylation	RHEA	34755880
MMDBr0026082	Guanosine 3',5'-bis(diphosphate)	Guanosine monophosphate	5'-3' exoribonuclease	5S, 16S and 23S rRNA 5'-end maturation; Dephosphorylation	RHEA	34755880
MMDBr0026099	(2R)-3-phosphoglyceric acid	(2R)-2-O-(alpha-D-glucopyranosyl)-3-phospho-glyceric acid	Glucosyl-3-phosphoglycerate synthase	Synthesis	RHEA	34755880
MMDBr0026103	(2R)-3-phosphoglyceric acid	(2R)-2-O-(alpha-D-glucopyranosyl)-3-phospho-glyceric acid	Glucosyl-3-phosphoglycerate synthase	Synthesis	RHEA	34755880
MMDBr0026107	GDP-alpha-D-glucose	Guanosine 3',5'-bis(diphosphate)	Trehalose synthase	Synthesis	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	77	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; River trout	Unknown
Bacteria/NULL	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; River trout	Unknown
Bacteria	Actinobacteria	2	Human
Bacteria	Firmicutes	2	Human feces
Bacteria	Aquificae	1
Bacteria	Spirochaetes	1	Human
Bacteria	Tenericutes	3	Human
Bacteria	nah	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0059638

DrugBank ID

DB04022

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

388557

KEGG Compound ID

C01228

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439450

PDB ID

G4P

ChEBI ID

17633

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Guanosine 3',5'-bis(diphosphate) (MMDBc0030068)

MOL for #<Metabolite:0x00007f5a55b11258>

3D MOL for #<Metabolite:0x00007f5a55b11258>

3D SDF for #<Metabolite:0x00007f5a55b11258>

3D-SDF for #<Metabolite:0x00007f5a55b11258>

PDB for #<Metabolite:0x00007f5a55b11258>

3D PDB for #<Metabolite:0x00007f5a55b11258>

SMILES for #<Metabolite:0x00007f5a55b11258>

INCHI for #<Metabolite:0x00007f5a55b11258>

Structure for #<Metabolite:0x00007f5a55b11258>

3D Structure for #<Metabolite:0x00007f5a55b11258>