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

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:27:45 UTC
Update Date2024-04-30 19:55:08 UTC
Metabolite IDMMDBc0032929
Metabolite Identification
Common NameADP-ribose 1"-2" cyclic phosphate
DescriptionADP-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
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c8fbf748>


  Mrv0541 02241201502D          

 39 43  0  0  1  0            999 V2000
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   12.5134   -4.1817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   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
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M  END
Download

3D MOL for #<Metabolite:0x00005645c8fbf748>

HMDB0011671
     RDKit          3D
ADP-ribose 1"-2" cyclic phosphate
 61 65  0  0  0  0  0  0  0  0999 V2000
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M  END
Download

3D SDF for #<Metabolite:0x00005645c8fbf748>


  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
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   17.1320   -9.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 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

$$$$
Download

3D-SDF for #<Metabolite:0x00005645c8fbf748>

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
Download

PDB for #<Metabolite:0x00005645c8fbf748>

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
Download

3D PDB for #<Metabolite:0x00005645c8fbf748>

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
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SMILES for #<Metabolite:0x00005645c8fbf748>

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
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INCHI for #<Metabolite:0x00005645c8fbf748>

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
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Synonyms
ValueSource
ADP-Ribose 1"-2" cyclic phosphoric acidGenerator
Adenosine diphosphate ribose 1"-2" cyclic phosphateHMDB
ADP Ribose 1'',2''-phosphateHMDB
ADP-Ribose 1 ,2 -cyclic phosphateHMDB
ADP-Ribose 1' ,2' -cyclic phosphateHMDB
{[(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]phosphinateGenerator
Molecular FormulaC15H22N5O16P3
Average Mass621.2804
Monoisotopic Mass621.027439217
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 NumberNot 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 KeyNPSPRYXPOGPCPM-PNUFQSOHSA-N