MiMeDB: Showing metabocard for ADP-ribose 1"-2" cyclic phosphate (MMDBc0032929)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:27:45 UTC

Update Date

2024-04-30 19:55:08 UTC

Metabolite ID

MMDBc0032929

Metabolite Identification

Common Name

ADP-ribose 1"-2" cyclic phosphate

Description

ADP-ribose 1"-2" cyclic phosphate is a cyclic phosphate nucleotide that arises from tRNA processing. In eukaryotic cells, pre-tRNAs spliced by a pathway that produces a 3',5'-phosphodiester, 2'-phosphomonoester linkage contain a 2'-phosphate group adjacent to the tRNA anticodon. This 2'-phosphate is transferred to NAD to give adenosine diphosphate (ADP)-ribose 1", 2"-cyclic phosphate (Appr>p), which is subsequently metabolized to ADP-ribose 1'-phosphate (Appr-1'p). The latter reaction is catalyzed by a cyclic phosphodiesterase (CPDase). (PMID: 9148938 ). One molecule of ADP-ribose 1",2"-cyclic phosphate (Appr>p) is formed during each of the approximately 500 000 tRNA splicing events.

Structure

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


  Mrv0541 02241201502D          

 39 43  0  0  1  0            999 V2000
   12.0302   -4.8503    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5134   -4.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6927   -4.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6447   -5.4008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3246   -9.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7742  -10.1956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0311  -10.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8385  -11.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3890  -10.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1320   -9.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1964  -10.7040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9268  -11.9692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1740  -12.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6204  -11.6951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7954  -11.6972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3122  -12.3659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5270  -12.1129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5249  -11.2879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3088  -11.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8562  -10.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1033  -11.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4347  -10.6590    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9179   -9.9903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9515  -11.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7660  -10.1758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8502   -9.3551    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.6708   -9.4392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0294   -9.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9343   -8.5344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6871   -8.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7712   -7.3762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1567   -6.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4904   -6.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3110   -6.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4846   -6.9619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3167   -5.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3502   -6.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8608  -12.5995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5691  -13.1498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 39  1  6  0  0  0
 17 18  1  0  0  0  0
 17 38  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 31 35  1  0  0  0  0
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 33 36  1  0  0  0  0
 34 35  1  0  0  0  0
  1 36  1  0  0  0  0
  4 34  1  0  0  0  0
M  END

HMDB0011671
     RDKit          3D
ADP-ribose 1"-2" cyclic phosphate
 61 65  0  0  0  0  0  0  0  0999 V2000
   -8.0749    4.1650    0.5312 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6816    2.8205    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5075    1.8041    0.1232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1351    0.5072   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7842    0.2995   -0.1433 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8945    1.2526    0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2981    2.5532    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2286    3.2912    0.3435 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1442    2.4994    0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.2229    0.0015 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7774    0.0511   -0.0983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4256   -0.6023   -1.2503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -1.5398   -0.6093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7446   -2.4282   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8735   -3.0932   -0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107   -2.6025   -0.8876 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.5062   -3.7287   -1.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -1.3828   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -1.9568    0.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -0.3747    0.4744 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.4705    0.2991   -0.8596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.5581    1.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5094   -0.4129    0.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893    0.8087    0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    0.6680    0.5807 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2762   -0.2051    1.3234 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3138   -0.7446    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -0.3941    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1210    0.6180   -0.2931 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.2527   -0.0076   -1.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5141    2.1517    0.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7429    0.6939   -1.2730 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517   -0.4198   -0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5992   -0.0230   -0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -1.2013   -0.7364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3577   -2.1624    0.4885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6828   -1.9497    1.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622   -1.1637    0.5390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9326   -0.8465    1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9511    4.4959    0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5299    4.8268    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8493   -0.3021   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1108    2.8681    0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    0.0723    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891   -0.8128   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3694   -3.3776   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -2.1833   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1489   -0.7062   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214    1.5299    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8804    1.0054    1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    1.5903    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0315    1.6214    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2783   -1.8852    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6753    2.6887    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132   -1.2977   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    0.6701   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2395   -1.9768   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902   -3.1857    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -1.9263    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2902   -1.5582   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8280   -1.1817    2.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 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  1  0
 34 35  1  0
 13 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  7  2  1  0
 38 11  1  0
 10  6  1  0
 34 25  1  0
 33 27  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
 11 44  1  1
 13 45  1  1
 14 46  1  0
 14 47  1  0
 18 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  6
 27 53  1  0
 31 54  1  0
 33 55  1  0
 34 56  1  0
 35 57  1  0
 36 58  1  6
 37 59  1  0
 38 60  1  6
 39 61  1  0
M  END


  Mrv0541 02241201502D          

 39 43  0  0  1  0            999 V2000
   12.0302   -4.8503    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5134   -4.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6927   -4.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6447   -5.4008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3246   -9.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7742  -10.1956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0311  -10.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8385  -11.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3890  -10.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1320   -9.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1964  -10.7040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9268  -11.9692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1740  -12.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6204  -11.6951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7954  -11.6972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3122  -12.3659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5270  -12.1129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5249  -11.2879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3088  -11.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8562  -10.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1033  -11.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4347  -10.6590    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.9179   -9.9903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9515  -11.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7660  -10.1758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8502   -9.3551    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.6708   -9.4392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0294   -9.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9343   -8.5344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6871   -8.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7712   -7.3762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1567   -6.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4904   -6.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3110   -6.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4846   -6.9619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3167   -5.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3502   -6.9993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8608  -12.5995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5691  -13.1498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 39  1  6  0  0  0
 17 18  1  0  0  0  0
 17 38  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 31 35  1  0  0  0  0
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 33 36  1  0  0  0  0
 34 35  1  0  0  0  0
  1 36  1  0  0  0  0
  4 34  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032929

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2OC3OP(O)(=O)OC3C2O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N5O16P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-37(24,25)36-38(26,27)31-2-6-9(22)11-15(33-6)35-39(28,29)34-11/h3-6,8-11,14-15,21-23H,1-2H2,(H,24,25)(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9?,10-,11?,14-,15?/m1/s1

> <INCHI_KEY>
NPSPRYXPOGPCPM-PNUFQSOHSA-N

> <FORMULA>
C15H22N5O16P3

> <MOLECULAR_WEIGHT>
621.2804

> <EXACT_MASS>
621.027439217

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
49.45665077153953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(5R)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid

> <ALOGPS_LOGP>
-1.28

> <JCHEM_LOGP>
-6.324328954886622

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.9415909556394526

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.350523039338686

> <JCHEM_PKA_STRONGEST_BASIC>
4.996835503117071

> <JCHEM_POLAR_SURFACE_AREA>
306.82

> <JCHEM_REFRACTIVITY>
118.21719999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({[(5R)-2,6-dihydroxy-2-oxo-tetrahydro-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011671
     RDKit          3D
ADP-ribose 1"-2" cyclic phosphate
 61 65  0  0  0  0  0  0  0  0999 V2000
   -8.0749    4.1650    0.5312 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6816    2.8205    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5075    1.8041    0.1232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1351    0.5072   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7842    0.2995   -0.1433 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8945    1.2526    0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2981    2.5532    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2286    3.2912    0.3435 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1442    2.4994    0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.2229    0.0015 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7774    0.0511   -0.0983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4256   -0.6023   -1.2503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -1.5398   -0.6093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7446   -2.4282   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8735   -3.0932   -0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107   -2.6025   -0.8876 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.5062   -3.7287   -1.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -1.3828   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -1.9568    0.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -0.3747    0.4744 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.4705    0.2991   -0.8596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.5581    1.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5094   -0.4129    0.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893    0.8087    0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    0.6680    0.5807 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2762   -0.2051    1.3234 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3138   -0.7446    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -0.3941    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1210    0.6180   -0.2931 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.2527   -0.0076   -1.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5141    2.1517    0.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7429    0.6939   -1.2730 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517   -0.4198   -0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5992   -0.0230   -0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -1.2013   -0.7364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3577   -2.1624    0.4885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6828   -1.9497    1.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622   -1.1637    0.5390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9326   -0.8465    1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9511    4.4959    0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5299    4.8268    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8493   -0.3021   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1108    2.8681    0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    0.0723    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891   -0.8128   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3694   -3.3776   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -2.1833   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1489   -0.7062   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214    1.5299    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8804    1.0054    1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    1.5903    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0315    1.6214    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2783   -1.8852    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6753    2.6887    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132   -1.2977   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    0.6701   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2395   -1.9768   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902   -3.1857    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -1.9263    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2902   -1.5582   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8280   -1.1817    2.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 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  1  0
 34 35  1  0
 13 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  7  2  1  0
 38 11  1  0
 10  6  1  0
 34 25  1  0
 33 27  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
 11 44  1  1
 13 45  1  1
 14 46  1  0
 14 47  1  0
 18 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  6
 27 53  1  0
 31 54  1  0
 33 55  1  0
 34 56  1  0
 35 57  1  0
 36 58  1  6
 37 59  1  0
 38 60  1  6
 39 61  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  P   UNK     0      22.456  -9.054   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      23.358  -7.806   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.826  -7.649   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      23.603 -10.081   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      30.473 -17.885   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      29.445 -19.032   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      29.925 -20.495   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.432 -20.811   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.459 -19.664   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      31.980 -18.201   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      33.967 -19.981   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      31.597 -22.343   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      30.191 -22.973   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      29.158 -21.831   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      27.618 -21.835   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.716 -23.083   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.250 -22.611   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.246 -21.071   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      26.710 -20.591   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      23.998 -20.169   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      22.593 -20.799   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0      21.345 -19.897   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      22.247 -18.649   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      20.443 -21.145   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      20.097 -18.995   0.000  0.00  0.00           O+0
HETATM   26  P   UNK     0      20.254 -17.463   0.000  0.00  0.00           P+0
HETATM   27  O   UNK     0      21.785 -17.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      18.722 -17.306   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      20.411 -15.931   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      21.816 -15.301   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.973 -13.769   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.826 -12.741   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      21.449 -11.333   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      22.981 -11.490   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      23.305 -12.996   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      21.125  -9.827   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      19.320 -13.065   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      24.007 -23.519   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      27.196 -24.546   0.000  0.00  0.00           O+0
CONECT    1    2    3    4   36                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1   34                                                       
CONECT    5    6   10                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    5    9                                                       
CONECT   11    9                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14    7   13   15                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17   39                                                  
CONECT   17   16   18   38                                                  
CONECT   18   17   19   20                                                  
CONECT   19   15   18                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33   37                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   35    4                                                  
CONECT   35   31   34                                                       
CONECT   36   33    1                                                       
CONECT   37   32                                                            
CONECT   38   17                                                            
CONECT   39   16                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

COMPND    HMDB0011671
HETATM    1  N1  UNL     1      -8.075   4.165   0.531  1.00  0.00           N  
HETATM    2  C1  UNL     1      -7.682   2.821   0.285  1.00  0.00           C  
HETATM    3  N2  UNL     1      -8.508   1.804   0.123  1.00  0.00           N  
HETATM    4  C2  UNL     1      -8.135   0.507  -0.096  1.00  0.00           C  
HETATM    5  N3  UNL     1      -6.784   0.300  -0.143  1.00  0.00           N  
HETATM    6  C3  UNL     1      -5.894   1.253   0.008  1.00  0.00           C  
HETATM    7  C4  UNL     1      -6.298   2.553   0.224  1.00  0.00           C  
HETATM    8  N4  UNL     1      -5.229   3.291   0.344  1.00  0.00           N  
HETATM    9  C5  UNL     1      -4.144   2.499   0.212  1.00  0.00           C  
HETATM   10  N5  UNL     1      -4.520   1.223   0.002  1.00  0.00           N  
HETATM   11  C6  UNL     1      -3.777   0.051  -0.098  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.426  -0.602  -1.250  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.583  -1.540  -0.609  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.745  -2.428  -1.393  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.874  -3.093  -0.423  1.00  0.00           O  
HETATM   16  P1  UNL     1       0.711  -2.602  -0.888  1.00  0.00           P  
HETATM   17  O3  UNL     1       1.506  -3.729  -1.373  1.00  0.00           O  
HETATM   18  O4  UNL     1       0.570  -1.383  -2.063  1.00  0.00           O  
HETATM   19  O5  UNL     1       1.331  -1.957   0.580  1.00  0.00           O  
HETATM   20  P2  UNL     1       1.827  -0.375   0.474  1.00  0.00           P  
HETATM   21  O6  UNL     1       1.470   0.299  -0.860  1.00  0.00           O  
HETATM   22  O7  UNL     1       1.254   0.558   1.735  1.00  0.00           O  
HETATM   23  O8  UNL     1       3.509  -0.413   0.521  1.00  0.00           O  
HETATM   24  C9  UNL     1       4.089   0.809   0.853  1.00  0.00           C  
HETATM   25  C10 UNL     1       5.586   0.668   0.581  1.00  0.00           C  
HETATM   26  O9  UNL     1       6.276  -0.205   1.323  1.00  0.00           O  
HETATM   27  C11 UNL     1       7.314  -0.745   0.564  1.00  0.00           C  
HETATM   28  O10 UNL     1       8.580  -0.394   0.943  1.00  0.00           O  
HETATM   29  P3  UNL     1       9.121   0.618  -0.293  1.00  0.00           P  
HETATM   30  O11 UNL     1      10.253  -0.008  -1.077  1.00  0.00           O  
HETATM   31  O12 UNL     1       9.514   2.152   0.308  1.00  0.00           O  
HETATM   32  O13 UNL     1       7.743   0.694  -1.273  1.00  0.00           O  
HETATM   33  C12 UNL     1       7.052  -0.420  -0.858  1.00  0.00           C  
HETATM   34  C13 UNL     1       5.599  -0.023  -0.847  1.00  0.00           C  
HETATM   35  O14 UNL     1       4.870  -1.201  -0.736  1.00  0.00           O  
HETATM   36  C14 UNL     1      -3.358  -2.162   0.488  1.00  0.00           C  
HETATM   37  O15 UNL     1      -2.683  -1.950   1.713  1.00  0.00           O  
HETATM   38  C15 UNL     1      -4.562  -1.164   0.539  1.00  0.00           C  
HETATM   39  O16 UNL     1      -4.933  -0.846   1.797  1.00  0.00           O  
HETATM   40  H1  UNL     1      -8.951   4.496   0.096  1.00  0.00           H  
HETATM   41  H2  UNL     1      -7.530   4.827   1.130  1.00  0.00           H  
HETATM   42  H3  UNL     1      -8.849  -0.302  -0.221  1.00  0.00           H  
HETATM   43  H4  UNL     1      -3.111   2.868   0.273  1.00  0.00           H  
HETATM   44  H5  UNL     1      -2.862   0.072   0.600  1.00  0.00           H  
HETATM   45  H6  UNL     1      -1.789  -0.813  -0.112  1.00  0.00           H  
HETATM   46  H7  UNL     1      -2.369  -3.378  -1.720  1.00  0.00           H  
HETATM   47  H8  UNL     1      -1.170  -2.183  -2.233  1.00  0.00           H  
HETATM   48  H9  UNL     1      -0.149  -0.706  -1.799  1.00  0.00           H  
HETATM   49  H10 UNL     1       1.121   1.530   1.494  1.00  0.00           H  
HETATM   50  H11 UNL     1       3.880   1.005   1.913  1.00  0.00           H  
HETATM   51  H12 UNL     1       3.613   1.590   0.255  1.00  0.00           H  
HETATM   52  H13 UNL     1       6.031   1.621   0.440  1.00  0.00           H  
HETATM   53  H14 UNL     1       7.278  -1.885   0.644  1.00  0.00           H  
HETATM   54  H15 UNL     1       8.675   2.689   0.232  1.00  0.00           H  
HETATM   55  H16 UNL     1       7.213  -1.298  -1.541  1.00  0.00           H  
HETATM   56  H17 UNL     1       5.273   0.670  -1.603  1.00  0.00           H  
HETATM   57  H18 UNL     1       5.239  -1.977  -1.195  1.00  0.00           H  
HETATM   58  H19 UNL     1      -3.690  -3.186   0.373  1.00  0.00           H  
HETATM   59  H20 UNL     1      -1.703  -1.926   1.595  1.00  0.00           H  
HETATM   60  H21 UNL     1      -5.290  -1.558  -0.172  1.00  0.00           H  
HETATM   61  H22 UNL     1      -5.828  -1.182   2.024  1.00  0.00           H  
CONECT    1    2   40   41
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   42
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   43
CONECT   10   11
CONECT   11   12   38   44
CONECT   12   13
CONECT   13   14   36   45
CONECT   14   15   46   47
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   48
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   49
CONECT   23   24
CONECT   24   25   50   51
CONECT   25   26   34   52
CONECT   26   27
CONECT   27   28   33   53
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   54
CONECT   32   33
CONECT   33   34   55
CONECT   34   35   56
CONECT   35   57
CONECT   36   37   38   58
CONECT   37   59
CONECT   38   39   60
CONECT   39   61
END

HMDB0011671
     RDKit          3D
ADP-ribose 1"-2" cyclic phosphate
 61 65  0  0  0  0  0  0  0  0999 V2000
   -8.0749    4.1650    0.5312 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6816    2.8205    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5075    1.8041    0.1232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1351    0.5072   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7842    0.2995   -0.1433 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8945    1.2526    0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2981    2.5532    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2286    3.2912    0.3435 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1442    2.4994    0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5201    1.2229    0.0015 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7774    0.0511   -0.0983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4256   -0.6023   -1.2503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831   -1.5398   -0.6093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7446   -2.4282   -1.3925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8735   -3.0932   -0.4227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7107   -2.6025   -0.8876 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.5062   -3.7287   -1.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -1.3828   -2.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3308   -1.9568    0.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -0.3747    0.4744 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.4705    0.2991   -0.8596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.5581    1.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5094   -0.4129    0.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893    0.8087    0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5860    0.6680    0.5807 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2762   -0.2051    1.3234 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3138   -0.7446    0.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5804   -0.3941    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1210    0.6180   -0.2931 P   0  0  0  0  0  5  0  0  0  0  0  0
   10.2527   -0.0076   -1.0774 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5141    2.1517    0.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7429    0.6939   -1.2730 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517   -0.4198   -0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5992   -0.0230   -0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -1.2013   -0.7364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3577   -2.1624    0.4885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6828   -1.9497    1.7132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5622   -1.1637    0.5390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9326   -0.8465    1.7974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9511    4.4959    0.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5299    4.8268    1.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8493   -0.3021   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1108    2.8681    0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624    0.0723    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891   -0.8128   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3694   -3.3776   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -2.1833   -2.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1489   -0.7062   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214    1.5299    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8804    1.0054    1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    1.5903    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0315    1.6214    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2783   -1.8852    0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6753    2.6887    0.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132   -1.2977   -1.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    0.6701   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2395   -1.9768   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6902   -3.1857    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029   -1.9263    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2902   -1.5582   -0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8280   -1.1817    2.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 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  1  0
 34 35  1  0
 13 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  7  2  1  0
 38 11  1  0
 10  6  1  0
 34 25  1  0
 33 27  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
 11 44  1  1
 13 45  1  1
 14 46  1  0
 14 47  1  0
 18 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  6
 27 53  1  0
 31 54  1  0
 33 55  1  0
 34 56  1  0
 35 57  1  0
 36 58  1  6
 37 59  1  0
 38 60  1  6
 39 61  1  0
M  END

Synonyms

Value	Source
ADP-Ribose 1"-2" cyclic phosphoric acid	Generator
Adenosine diphosphate ribose 1"-2" cyclic phosphate	HMDB
ADP Ribose 1'',2''-phosphate	HMDB
ADP-Ribose 1 ,2 -cyclic phosphate	HMDB
ADP-Ribose 1' ,2' -cyclic phosphate	HMDB
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(5R)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-D][1,3,2]dioxaphosphol-5-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinate	Generator

Molecular Formula

C₁₅H₂₂N₅O₁₆P₃

Average Mass

621.2804

Monoisotopic Mass

621.027439217

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(5R)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({[(5R)-2,6-dihydroxy-2-oxo-tetrahydro-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2OC3OP(O)(=O)OC3C2O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C15H22N5O16P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-37(24,25)36-38(26,27)31-2-6-9(22)11-15(33-6)35-39(28,29)34-11/h3-6,8-11,14-15,21-23H,1-2H2,(H,24,25)(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9?,10-,11?,14-,15?/m1/s1

InChI Key

NPSPRYXPOGPCPM-PNUFQSOHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidine
Alkyl phosphate
Monosaccharide
Imidolactam
N-substituted imidazole
Phosphoric acid ester
Organic phosphoric acid derivative
Tetrahydrofuran
Azole
1,3_dioxaphospholane
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Azacycle
Primary amine
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.97 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-6.3	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.35	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	306.82 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	118.22 m³·mol⁻¹	ChemAxon
Polarizability	49.46 Å³	ChemAxon
Number of Rings	5	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	splash10-0uec-2692722000-70e78ea7482b32e5f82a	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0w4m-3661956000-d8ba0f64f367d1c3b65b	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_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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_17) - 70eV, Positive	Not Available	2021-10-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0911103000-07a7d4d6ea2a706a4c8b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0910000000-02ee03431ae425e17512	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2900000000-a79a1a003480f7520fcb	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00e9-0802309000-a9ac1870c3867f3377e3	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1901100000-a8a5ddb63b64b9de8cd8	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a7i-3900000000-84b8296b754202fb3e3c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0100009000-e04f1d45078937c9aae4	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0421229000-94ea7180cfe63e49921d	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0931100000-e04a92d553f774ffd806	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000009000-da29f226c0b9d7092883	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-3120109000-7076b386eb49beff5ef3	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zi0-9856200000-ec2a0cd37ab0b2d1ebe1	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	715.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	559.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	109.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	306.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	350.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	239.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	660.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	901.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	884.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	151.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	439.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	172.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	37.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	625.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	854.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	69.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	295.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	652.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	591.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_1	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2557.9
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	3230.95
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_3	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2759.58
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_4	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1OC2OP(=O)(O)OC2C1O	standard non polar	2025-10-24	1745.83
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_5	C[Si](C)(C)OP(=O)(OC[C@H]1OC2OP(=O)(O)OC2C1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2220.19
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_6	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)C(O)C2O1	standard non polar	2025-10-24	2861.16
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_7	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2627.32
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_8	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1288.81
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_9	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1456.54
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_10	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1029.87
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_11	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2267.44
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_12	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-24	1888.26
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_13	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1064.33
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_14	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2353.01
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_15	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1063.21
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	2265.46
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1549.0
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_18	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2177.45
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_19	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2331.0
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_20	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2871.53
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_21	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	1727.36
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_22	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1790.76
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_23	C[Si](C)(C)OP(=O)(OC[C@H]1OC2OP(=O)(O)OC2C1O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-24	1818.79
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_24	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)C(O)C2O1	standard non polar	2025-10-24	2848.5
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_25	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2522.19
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_26	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)C(O)C2O1	standard non polar	2025-10-24	2700.01
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_27	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2898.77
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_28	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2292.98
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_29	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard non polar	2025-10-24	2320.74
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_30	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1106.23
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_31	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1849.0
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_32	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1611.31
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_33	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-24	1853.61
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_34	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2029.72
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_35	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	380.025
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_36	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2055.81
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_37	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	3810.6
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_38	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	3271.87
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_39	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1905.64
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_40	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-24	2449.97
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_41	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2106.11
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_42	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-24	2020.02
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_43	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1050.31
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_44	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	881.809
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_45	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2115.7
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_46	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1871.02
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_47	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1016.99
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_48	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1822.53
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_49	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1522.42
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_50	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1789.97
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_51	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	2196.71
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_52	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2645.49
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_53	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	1651.74
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_54	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	2905.48
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_55	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-24	1032.51
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_56	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard non polar	2025-10-24	2496.59
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_57	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2405.21
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_58	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	2187.92
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_59	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2114.03
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_60	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard non polar	2025-10-24	3086.47
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_61	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2478.41
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_62	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2428.05
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_63	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard non polar	2025-10-24	1101.82
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_64	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)C(O)C2O1	standard non polar	2025-10-24	2180.8
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_65	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1418.44
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_66	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	1748.5
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_67	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1OC2OP(=O)(O)OC2C1O	standard non polar	2025-10-24	2709.12
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_68	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-24	2997.05
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_69	C[Si](C)(C)OP(=O)(OC[C@H]1OC2OP(=O)(O)OC2C1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2570.61
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_70	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)C(O)C2O1	standard non polar	2025-10-24	2596.03
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_1	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2308.45
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1705.25
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_3	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	1855.31
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_4	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1OC2OP(=O)(O)OC2C1O	standard polar	2025-10-24	1755.2
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_5	C[Si](C)(C)OP(=O)(OC[C@H]1OC2OP(=O)(O)OC2C1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2099.88
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_6	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)C(O)C2O1	standard polar	2025-10-24	1631.03
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_7	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1466.36
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_8	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1871.68
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_9	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2171.19
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_10	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2111.32
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_11	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	1220.05
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_12	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-24	2192.65
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_13	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1210.59
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_14	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2316.99
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_15	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2638.04
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1888.31
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	926.473
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_18	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2145.33
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_19	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	3093.9
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_20	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	2938.82
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_21	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	1699.04
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_22	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1255.97
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_23	C[Si](C)(C)OP(=O)(OC[C@H]1OC2OP(=O)(O)OC2C1O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-24	2806.6
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_24	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)C(O)C2O1	standard polar	2025-10-24	2705.66
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_25	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1404.88
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_26	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)C(O)C2O1	standard polar	2025-10-24	2209.87
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_27	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1221.15
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_28	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1046.39
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_29	C[Si](C)(C)N(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O)[Si](C)(C)C	standard polar	2025-10-24	2220.38
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_30	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1857.76
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_31	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2573.55
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_32	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2094.98
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_33	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-24	1815.74
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_34	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1291.15
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_35	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2728.65
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_36	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2910.7
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_37	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1986.4
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_38	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2104.72
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_39	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2765.93
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_40	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OC2O[C@@H]1COP(=O)(O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-24	2411.11
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_41	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	724.409
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_42	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-24	3133.39
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_43	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1610.96
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_44	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1920.2
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_45	C[Si](C)(C)OC1C2OP(=O)(O)OC2O[C@@H]1COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	3366.8
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_46	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	995.279
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_47	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2001.11
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_48	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2667.74
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_49	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	1046.7
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_50	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1131.21
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_51	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	2615.55
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_52	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2464.67
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_53	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[Si](C)(C)C)O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	3177.42
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_54	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	2607.64
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_55	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-24	1542.46
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_56	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@@H]1O	standard polar	2025-10-24	1601.79
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_57	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	2709.56
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_58	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	2122.92
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_59	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2619.98
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_60	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[Si](C)(C)C)O[C@H]1N1C=NC2=C(N)N=CN=C21	standard polar	2025-10-24	880.993
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_61	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	954.289
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_62	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O)[C@H]1O[Si](C)(C)C	standard polar	2025-10-24	2879.92
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_63	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC3OP(=O)(O)OC3C2O)O[C@H]1N1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	standard polar	2025-10-24	1095.72
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_64	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]3O[C@@H](N4C=NC5=C(N)N=CN=C54)[C@H](O)[C@@H]3O)O[Si](C)(C)C)C(O)C2O1	standard polar	2025-10-24	1806.66
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_65	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(OC[C@H]2OC3OP(=O)(O)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	1933.12
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_66	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)OP(=O)(O)OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)[C@@H](O)[C@H]1O	standard polar	2025-10-24	3470.33
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_67	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)OP(=O)(O)OC[C@H]1OC2OP(=O)(O)OC2C1O	standard polar	2025-10-24	2056.25
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_68	C[Si](C)(C)NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(OC[C@H]2OC3OP(=O)(O[Si](C)(C)C)OC3C2O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-24	2764.33
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_69	C[Si](C)(C)OP(=O)(OC[C@H]1OC2OP(=O)(O)OC2C1O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	1659.73
Gas Chromatography	ADP-ribose 1"-2" cyclic phosphate _TMS_70	C[Si](C)(C)OP1(=O)OC2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](N4C=NC5=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C54)[C@H](O)[C@@H]3O)C(O)C2O1	standard polar	2025-10-24	901.011

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	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

HMDB0011671

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028360

KNApSAcK ID

Not Available

Chemspider ID

35032086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481021

PDB ID

Not Available

ChEBI ID

176256

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Genschik P, Hall J, Filipowicz W: Cloning and characterization of the Arabidopsis cyclic phosphodiesterase which hydrolyzes ADP-ribose 1'',2''-cyclic phosphate and nucleoside 2',3'-cyclic phosphates. J Biol Chem. 1997 May 16;272(20):13211-9. doi: 10.1074/jbc.272.20.13211. [PubMed:9148938 ]

Showing metabocard for ADP-ribose 1"-2" cyclic phosphate (MMDBc0032929)

MOL for #<Metabolite:0x00007f9aaddb21e0>

3D MOL for #<Metabolite:0x00007f9aaddb21e0>

3D SDF for #<Metabolite:0x00007f9aaddb21e0>

3D-SDF for #<Metabolite:0x00007f9aaddb21e0>

PDB for #<Metabolite:0x00007f9aaddb21e0>

3D PDB for #<Metabolite:0x00007f9aaddb21e0>

SMILES for #<Metabolite:0x00007f9aaddb21e0>

INCHI for #<Metabolite:0x00007f9aaddb21e0>

Structure for #<Metabolite:0x00007f9aaddb21e0>

3D Structure for #<Metabolite:0x00007f9aaddb21e0>