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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2016-10-26 17:25:15 UTC

Update Date

2022-09-22 18:35:12 UTC

HMDB ID

HMDB0062179

Secondary Accession Numbers

HMDB62179

Metabolite Identification

Common Name

AICA-riboside

Description

AICA-riboside, also known as acadesine or AICAR, is an AMP-activated protein kinase activator which is used for the treatment of acute lymphoblastic leukemia and may have applications in treating other disorders such as diabetes. AICA-riboside is an adenosine regulating agent developed by PeriCor Therapeutics and licensed to Schering-Plough in 2007 for phase III studies. The drug is a potential first-in-class agent for prevention of reperfusion injury in CABG surgery. Schering began patient enrollment in phase III studies in May, 2009. The trial was terminated in late 2010 based on an interim futility analysis (Wikipedia ). AICA-riboside is a minor constituent found in human milk (PMID: 7702711 ).

Structure

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

HMDB0062179
     RDKit          3D
AICA-riboside
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.5675    0.6399    0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4731   -0.2230    0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622   -1.4372   -0.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.2445    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610    1.4906    0.4171 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988    1.4926    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.2556    0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5112   -0.1871    0.1051 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1286    0.0756   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325   -0.3495   -0.8605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3948    0.1642   -1.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6862   -0.2781   -1.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7957    0.1445    0.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2578   -0.9263    1.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210    0.5402    1.0759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2076   -0.0435    2.3311 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9364   -0.5035   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8984   -1.9015   -0.3149 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0559    0.6922    1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.2251   -0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946    2.3757    0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6357   -1.2696    0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035   -1.4535   -0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0973   -0.2829   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4204    1.2565   -1.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.5080   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922    0.9826    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5898   -1.6641    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2806    1.6246    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -0.5482    2.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455   -2.2548   -1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -2.6068    0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 17  4  2  0
 15  8  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  8 22  1  1
 10 23  1  1
 11 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  6
 14 28  1  0
 15 29  1  1
 16 30  1  0
 18 31  1  0
 18 32  1  0
M  END

      
  Mrv1652311291723472D          

 18 19  0  0  0  0            999 V2000
 2499.2762 2498.1108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.4861 2498.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0169 2499.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3023 2499.5587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.4396 2498.6414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.8366 2499.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.5513 2499.9705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.8366 2498.7336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.3985 2500.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7310 2499.5680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2497.9858 2498.7834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2498.8110 2498.7834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2499.0659 2499.5680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.8690 2500.7465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0440 2500.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.7890 2499.9618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.4565 2499.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.1240 2499.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 17 18  2  0  0  0  0
 14 15  2  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11  2  1  6  0  0  0
 10  3  1  1  0  0  0
 12  1  1  6  0  0  0
 18  6  1  0  0  0  0
 17  5  1  0  0  0  0
 13 16  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0062179

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1

> <INCHI_KEY>
RTRQQBHATOEIAF-UUOKFMHZSA-N

> <FORMULA>
C9H14N4O5

> <MOLECULAR_WEIGHT>
258.2313

> <EXACT_MASS>
258.096419578

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.01003697295707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazole-4-carboxamide

> <ALOGPS_LOGP>
-1.78

> <JCHEM_LOGP>
-2.5583196740000003

> <ALOGPS_LOGS>
-1.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.779224768449037

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.449646702436823

> <JCHEM_PKA_STRONGEST_BASIC>
4.819993469292915

> <JCHEM_POLAR_SURFACE_AREA>
156.84999999999997

> <JCHEM_REFRACTIVITY>
58.269200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.50e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acadesine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062179
     RDKit          3D
AICA-riboside
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.5675    0.6399    0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4731   -0.2230    0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622   -1.4372   -0.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.2445    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610    1.4906    0.4171 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988    1.4926    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.2556    0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5112   -0.1871    0.1051 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1286    0.0756   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325   -0.3495   -0.8605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3948    0.1642   -1.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6862   -0.2781   -1.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7957    0.1445    0.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2578   -0.9263    1.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210    0.5402    1.0759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2076   -0.0435    2.3311 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9364   -0.5035   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8984   -1.9015   -0.3149 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0559    0.6922    1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.2251   -0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946    2.3757    0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6357   -1.2696    0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035   -1.4535   -0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0973   -0.2829   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4204    1.2565   -1.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.5080   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922    0.9826    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5898   -1.6641    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2806    1.6246    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -0.5482    2.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455   -2.2548   -1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -2.6068    0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 17  4  2  0
 15  8  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  8 22  1  1
 10 23  1  1
 11 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  6
 14 28  1  0
 15 29  1  1
 16 30  1  0
 18 31  1  0
 18 32  1  0
M  END

HEADER    PROTEIN                                 29-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-NOV-17         0                                  
HETATM    1  O   UNK     0    4665.3164663.140   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    4661.9744663.156   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    4661.0984666.612   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4659.7644665.843   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0    4667.4874664.131   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    4670.0954665.843   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    4671.4294666.612   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    4670.0954664.303   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    4663.6774666.766   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    4662.4314665.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    4662.9074664.396   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    4664.4474664.396   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4664.9234665.860   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    4668.2894668.060   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    4666.7494668.060   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0    4666.2734666.595   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    4667.5194665.690   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4668.7654666.595   0.000  0.00  0.00           C+0
CONECT    1   12                                                            
CONECT    2   11                                                            
CONECT    3    4   10                                                       
CONECT    4    3                                                            
CONECT    5   17                                                            
CONECT    6    7    8   18                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9   10   13                                                       
CONECT   10   11    9    3                                                  
CONECT   11   10   12    2                                                  
CONECT   12   11   13    1                                                  
CONECT   13   12    9   16                                                  
CONECT   14   15   18                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   13                                                  
CONECT   17   18   16    5                                                  
CONECT   18   17   14    6                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0062179
HETATM    1  N1  UNL     1       5.568   0.640   0.178  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.473  -0.223   0.008  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.662  -1.437  -0.262  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.079   0.244   0.136  1.00  0.00           C  
HETATM    5  N2  UNL     1       2.661   1.491   0.417  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.299   1.493   0.442  1.00  0.00           C  
HETATM    7  N3  UNL     1       0.844   0.256   0.178  1.00  0.00           N  
HETATM    8  C4  UNL     1      -0.511  -0.187   0.105  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.129   0.076  -1.108  1.00  0.00           O  
HETATM   10  C5  UNL     1      -2.432  -0.349  -0.861  1.00  0.00           C  
HETATM   11  C6  UNL     1      -3.395   0.164  -1.910  1.00  0.00           C  
HETATM   12  O3  UNL     1      -4.686  -0.278  -1.633  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.796   0.145   0.520  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.258  -0.926   1.315  1.00  0.00           O  
HETATM   15  C8  UNL     1      -1.421   0.540   1.076  1.00  0.00           C  
HETATM   16  O5  UNL     1      -1.208  -0.044   2.331  1.00  0.00           O  
HETATM   17  C9  UNL     1       1.936  -0.504  -0.008  1.00  0.00           C  
HETATM   18  N4  UNL     1       1.898  -1.902  -0.315  1.00  0.00           N  
HETATM   19  H1  UNL     1       6.056   0.692   1.096  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.883   1.225  -0.624  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.695   2.376   0.647  1.00  0.00           H  
HETATM   22  H4  UNL     1      -0.636  -1.270   0.314  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.403  -1.454  -0.830  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.097  -0.283  -2.881  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.420   1.257  -1.931  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.704  -0.508  -0.660  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.492   0.983   0.510  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.590  -1.664   1.148  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.281   1.625   1.073  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.362  -0.548   2.370  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.945  -2.255  -1.290  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.821  -2.607   0.449  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3    3    4
CONECT    4    5   17   17
CONECT    5    6    6
CONECT    6    7   21
CONECT    7    8   17
CONECT    8    9   15   22
CONECT    9   10
CONECT   10   11   13   23
CONECT   11   12   24   25
CONECT   12   26
CONECT   13   14   15   27
CONECT   14   28
CONECT   15   16   29
CONECT   16   30
CONECT   17   18
CONECT   18   31   32
END

HMDB0062179
     RDKit          3D
AICA-riboside
 32 33  0  0  0  0  0  0  0  0999 V2000
    5.5675    0.6399    0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4731   -0.2230    0.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6622   -1.4372   -0.2622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.2445    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610    1.4906    0.4171 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988    1.4926    0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8440    0.2556    0.1781 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5112   -0.1871    0.1051 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1286    0.0756   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325   -0.3495   -0.8605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3948    0.1642   -1.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6862   -0.2781   -1.6328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7957    0.1445    0.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2578   -0.9263    1.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210    0.5402    1.0759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2076   -0.0435    2.3311 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9364   -0.5035   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8984   -1.9015   -0.3149 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0559    0.6922    1.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8832    1.2251   -0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946    2.3757    0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6357   -1.2696    0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035   -1.4535   -0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0973   -0.2829   -2.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4204    1.2565   -1.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.5080   -0.6605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4922    0.9826    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5898   -1.6641    1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2806    1.6246    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -0.5482    2.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9455   -2.2548   -1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -2.6068    0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 17  4  2  0
 15  8  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  8 22  1  1
 10 23  1  1
 11 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  6
 14 28  1  0
 15 29  1  1
 16 30  1  0
 18 31  1  0
 18 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-Amino-1-beta-D-ribofuranosyl-4-imidazolecarboxamide	ChEBI
5-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamide	ChEBI
5-Amino-1-beta-ribofuranosyl-imidazole-4-carboxamide	ChEBI
5-Amino-1-ribofuranosylimidazole-4-carboxamide	ChEBI
5-Amino-1beta-D-ribofuranosylimidazole-4-carboxyamide	ChEBI
5-Amino-4-imidazolecarboxamide ribofuranoside	ChEBI
5-Aminoimidazole-4-carboxamide ribonucleoside	ChEBI
Acadesina	ChEBI
Acadesinum	ChEBI
AIC-riboside	ChEBI
AICAr	ChEBI
EC number 220-097-5	ChEBI
GP 1-110	ChEBI
GP-1-110	ChEBI
N(1)-(beta-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide	ChEBI
5-Amino-1-b-D-ribofuranosyl-4-imidazolecarboxamide	Generator
5-Amino-1-β-D-ribofuranosyl-4-imidazolecarboxamide	Generator
5-Amino-1-b-D-ribofuranosylimidazole-4-carboxamide	Generator
5-Amino-1-β-D-ribofuranosylimidazole-4-carboxamide	Generator
5-Amino-1-b-ribofuranosyl-imidazole-4-carboxamide	Generator
5-Amino-1-β-ribofuranosyl-imidazole-4-carboxamide	Generator
5-Amino-1b-D-ribofuranosylimidazole-4-carboxyamide	Generator
5-Amino-1β-D-ribofuranosylimidazole-4-carboxyamide	Generator
N(1)-(b-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide	Generator
N(1)-(Β-D-ribofuranosyl)-5-aminoimidazole-4-carboxamide	Generator
AICA Ribonucleoside	HMDB
Z-Riboside	HMDB
Arasine	HMDB
AICA Riboside	HMDB
ARA-100	HMDB
Aminoimidazole carboxamide ribonucleoside	HMDB
5-Aminoimidazole-4-carboxamide riboside	HMDB
AICA Ribofuranoside	HMDB
1-Ribosyl-4-carboxamido-5-aminoimidazole	HMDB
5-Aminoimidazole-4-carboxamide 1-ribofuranoside	HMDB
ARA 100	HMDB
5-Amino-1-β-D-ribofuranosyl-imidazole-4-carboxamide	HMDB
5-Amino-1-beta-D-ribofuranosyl-imidazole-4-carboxamide	HMDB
5-Amino-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide	HMDB
5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide	HMDB
1-Β-D-ribofuranosyl-5-amino-4-imidazolecarboxamide	HMDB
1-beta-D-Ribofuranosyl-5-amino-4-imidazolecarboxamide	HMDB
5-Amino-1-ribosyl-4-imidazolecarboxamide	HMDB
5-Amino-4-imidazolecarboxamide riboside	HMDB
5-Aminoimidazole-4-carboxamide 1-(β-D-ribofuranoside)	HMDB
5-Aminoimidazole-4-carboxamide 1-(beta-D-ribofuranoside)	HMDB
Acadesine	HMDB
Acadra	HMDB
NSC 105823	HMDB
5-Aminoimidazole-4-carboxamide-N-ribofuranoside	HMDB
AICA-riboside	HMDB, ChEBI

Chemical Formula

C₉H₁₄N₄O₅

Average Molecular Weight

258.2313

Monoisotopic Molecular Weight

258.096419578

IUPAC Name

5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazole-4-carboxamide

Traditional Name

acadesine

CAS Registry Number

2627-69-2

SMILES

NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1

InChI Key

RTRQQBHATOEIAF-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as imidazole ribonucleosides and ribonucleotides. These are organic compounds in which the C-1 of a ribosyl moiety is N-linked to an imidazole ring. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. This class does not contain benzimidazole nucleosides and nucleotides.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Imidazole ribonucleosides and ribonucleotides

Sub Class

Not Available

Direct Parent

Imidazole ribonucleosides and ribonucleotides

Alternative Parents

Substituents

Imidazole ribonucleoside
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Aminoimidazole
Monosaccharide
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Tetrahydrofuran
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Alcohol
Organic oxygen compound
Primary amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleoside analogue (CHEBI:28498 )
aminoimidazole (CHEBI:28498 )
1-ribosylimidazolecarboxamide (CHEBI:28498 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Breast milk (PMID: 7702711)

Excreta

Biofluid or Excreta

Urine (PMID: 16798121)

Source

Exogenous

Exogenous (HMDB: HMDB0062179)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.8	ALOGPS
logP	-2.6	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	4.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	156.85 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	58.27 m³·mol⁻¹	ChemAxon
Polarizability	24.01 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.5	30932474
DeepCCS	[M-H]-	154.138	30932474
DeepCCS	[M-2H]-	188.218	30932474
DeepCCS	[M+Na]+	164.016	30932474
AllCCS	[M+H]+	157.7	32859911
AllCCS	[M+H-H2O]+	154.1	32859911
AllCCS	[M+NH4]+	161.1	32859911
AllCCS	[M+Na]+	162.0	32859911
AllCCS	[M-H]-	155.7	32859911
AllCCS	[M+Na-2H]-	155.4	32859911
AllCCS	[M+HCOO]-	155.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
AICA-riboside	NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	3434.9	Standard polar	33892256
AICA-riboside	NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2116.2	Standard non polar	33892256
AICA-riboside	NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2676.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
AICA-riboside,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O)[C@@H]1O	2589.9	Semi standard non polar	33892256
AICA-riboside,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N)[C@@H]1O	2567.7	Semi standard non polar	33892256
AICA-riboside,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(N)=O)=C1N	2562.3	Semi standard non polar	33892256
AICA-riboside,1TMS,isomer #4	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2573.8	Semi standard non polar	33892256
AICA-riboside,1TMS,isomer #5	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2600.2	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O	2588.6	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #10	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2606.6	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #11	C[Si](C)(C)N(C(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C	2670.0	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #12	C[Si](C)(C)N(C1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)[Si](C)(C)C	2554.1	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C	2572.6	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #3	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N1	2572.7	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #4	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O	2599.5	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N)[C@@H]1O[Si](C)(C)C	2545.4	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #6	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2562.0	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #7	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O	2580.7	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #8	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2562.5	Semi standard non polar	33892256
AICA-riboside,2TMS,isomer #9	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C	2579.3	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2514.1	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #10	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2544.1	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #11	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2598.2	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@@H]1O	2641.4	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #13	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2547.6	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #14	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2585.6	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #15	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1N	2631.9	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #16	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(N)=O)=C1N([Si](C)(C)C)[Si](C)(C)C	2540.9	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #17	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2725.0	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #18	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2585.8	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #2	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2543.6	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #3	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2573.6	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #4	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2531.9	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #5	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2562.7	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #6	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N1	2605.5	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O)[C@@H]1O	2662.6	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O	2563.4	Semi standard non polar	33892256
AICA-riboside,3TMS,isomer #9	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2522.7	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #1	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2539.9	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #1	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2530.6	Standard non polar	33892256
AICA-riboside,4TMS,isomer #1	C[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	3742.7	Standard polar	33892256
AICA-riboside,4TMS,isomer #10	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N1	2594.3	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #10	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N1	2625.4	Standard non polar	33892256
AICA-riboside,4TMS,isomer #10	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=N1	3676.9	Standard polar	33892256
AICA-riboside,4TMS,isomer #11	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2582.3	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #11	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2575.8	Standard non polar	33892256
AICA-riboside,4TMS,isomer #11	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	3719.6	Standard polar	33892256
AICA-riboside,4TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@@H]1O[Si](C)(C)C	2603.5	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@@H]1O[Si](C)(C)C	2595.0	Standard non polar	33892256
AICA-riboside,4TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@@H]1O[Si](C)(C)C	3733.1	Standard polar	33892256
AICA-riboside,4TMS,isomer #13	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2536.5	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #13	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2566.1	Standard non polar	33892256
AICA-riboside,4TMS,isomer #13	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3640.6	Standard polar	33892256
AICA-riboside,4TMS,isomer #14	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O	2691.0	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #14	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O	2656.6	Standard non polar	33892256
AICA-riboside,4TMS,isomer #14	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O	3603.3	Standard polar	33892256
AICA-riboside,4TMS,isomer #15	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2586.7	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #15	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2614.1	Standard non polar	33892256
AICA-riboside,4TMS,isomer #15	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	3544.6	Standard polar	33892256
AICA-riboside,4TMS,isomer #16	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C	2693.2	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #16	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C	2662.6	Standard non polar	33892256
AICA-riboside,4TMS,isomer #16	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C	3653.4	Standard polar	33892256
AICA-riboside,4TMS,isomer #17	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2584.8	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #17	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2621.0	Standard non polar	33892256
AICA-riboside,4TMS,isomer #17	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	3582.6	Standard polar	33892256
AICA-riboside,4TMS,isomer #18	C[Si](C)(C)N(C(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C	2686.7	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #18	C[Si](C)(C)N(C(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C	2744.5	Standard non polar	33892256
AICA-riboside,4TMS,isomer #18	C[Si](C)(C)N(C(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C	3440.5	Standard polar	33892256
AICA-riboside,4TMS,isomer #2	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2555.8	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #2	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2497.1	Standard non polar	33892256
AICA-riboside,4TMS,isomer #2	C[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3708.5	Standard polar	33892256
AICA-riboside,4TMS,isomer #3	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2603.9	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #3	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2583.4	Standard non polar	33892256
AICA-riboside,4TMS,isomer #3	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	3785.7	Standard polar	33892256
AICA-riboside,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O	2624.1	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O	2603.5	Standard non polar	33892256
AICA-riboside,4TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O	3767.6	Standard polar	33892256
AICA-riboside,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2566.3	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2570.2	Standard non polar	33892256
AICA-riboside,4TMS,isomer #5	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	3673.4	Standard polar	33892256
AICA-riboside,4TMS,isomer #6	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2593.8	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #6	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2577.4	Standard non polar	33892256
AICA-riboside,4TMS,isomer #6	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	3733.4	Standard polar	33892256
AICA-riboside,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C	2612.5	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C	2588.9	Standard non polar	33892256
AICA-riboside,4TMS,isomer #7	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C	3742.5	Standard polar	33892256
AICA-riboside,4TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2556.7	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2562.8	Standard non polar	33892256
AICA-riboside,4TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	3641.8	Standard polar	33892256
AICA-riboside,4TMS,isomer #9	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O	2701.7	Semi standard non polar	33892256
AICA-riboside,4TMS,isomer #9	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O	2677.1	Standard non polar	33892256
AICA-riboside,4TMS,isomer #9	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O	3734.1	Standard polar	33892256
AICA-riboside,5TMS,isomer #1	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2622.3	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #1	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2602.0	Standard non polar	33892256
AICA-riboside,5TMS,isomer #1	C[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	3499.9	Standard polar	33892256
AICA-riboside,5TMS,isomer #10	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2603.7	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #10	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2621.1	Standard non polar	33892256
AICA-riboside,5TMS,isomer #10	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	3313.1	Standard polar	33892256
AICA-riboside,5TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2696.7	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2717.8	Standard non polar	33892256
AICA-riboside,5TMS,isomer #11	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	3129.9	Standard polar	33892256
AICA-riboside,5TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2702.1	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	2721.7	Standard non polar	33892256
AICA-riboside,5TMS,isomer #12	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C	3165.4	Standard polar	33892256
AICA-riboside,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2636.4	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2596.4	Standard non polar	33892256
AICA-riboside,5TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3619.8	Standard polar	33892256
AICA-riboside,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2576.9	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2543.6	Standard non polar	33892256
AICA-riboside,5TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3526.9	Standard polar	33892256
AICA-riboside,5TMS,isomer #4	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2700.9	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #4	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2659.8	Standard non polar	33892256
AICA-riboside,5TMS,isomer #4	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3443.8	Standard polar	33892256
AICA-riboside,5TMS,isomer #5	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2620.5	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #5	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2615.5	Standard non polar	33892256
AICA-riboside,5TMS,isomer #5	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	3368.6	Standard polar	33892256
AICA-riboside,5TMS,isomer #6	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2689.6	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #6	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2652.4	Standard non polar	33892256
AICA-riboside,5TMS,isomer #6	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3398.2	Standard polar	33892256
AICA-riboside,5TMS,isomer #7	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2607.9	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #7	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2612.0	Standard non polar	33892256
AICA-riboside,5TMS,isomer #7	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	3333.3	Standard polar	33892256
AICA-riboside,5TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O	2697.7	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O	2718.4	Standard non polar	33892256
AICA-riboside,5TMS,isomer #8	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O	3242.3	Standard polar	33892256
AICA-riboside,5TMS,isomer #9	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2691.1	Semi standard non polar	33892256
AICA-riboside,5TMS,isomer #9	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2659.7	Standard non polar	33892256
AICA-riboside,5TMS,isomer #9	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3390.5	Standard polar	33892256
AICA-riboside,6TMS,isomer #1	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2716.3	Semi standard non polar	33892256
AICA-riboside,6TMS,isomer #1	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2648.3	Standard non polar	33892256
AICA-riboside,6TMS,isomer #1	C[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3257.6	Standard polar	33892256
AICA-riboside,6TMS,isomer #2	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2652.5	Semi standard non polar	33892256
AICA-riboside,6TMS,isomer #2	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2602.7	Standard non polar	33892256
AICA-riboside,6TMS,isomer #2	C[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	3174.4	Standard polar	33892256
AICA-riboside,6TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2732.7	Semi standard non polar	33892256
AICA-riboside,6TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2685.9	Standard non polar	33892256
AICA-riboside,6TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	2977.3	Standard polar	33892256
AICA-riboside,6TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2724.7	Semi standard non polar	33892256
AICA-riboside,6TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2682.5	Standard non polar	33892256
AICA-riboside,6TMS,isomer #4	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	2944.8	Standard polar	33892256
AICA-riboside,6TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2727.0	Semi standard non polar	33892256
AICA-riboside,6TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2695.1	Standard non polar	33892256
AICA-riboside,6TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2921.6	Standard polar	33892256
AICA-riboside,7TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2776.9	Semi standard non polar	33892256
AICA-riboside,7TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2663.4	Standard non polar	33892256
AICA-riboside,7TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2834.2	Standard polar	33892256
AICA-riboside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O)[C@@H]1O	2860.7	Semi standard non polar	33892256
AICA-riboside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N)[C@@H]1O	2843.9	Semi standard non polar	33892256
AICA-riboside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(N)=O)=C1N	2839.5	Semi standard non polar	33892256
AICA-riboside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2829.2	Semi standard non polar	33892256
AICA-riboside,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2857.2	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3081.2	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	3077.1	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)N(C(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C(C)(C)C	3104.6	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)N(C1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	3030.9	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3073.4	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N1	3060.8	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3107.8	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3027.8	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3046.8	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3072.5	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3038.4	Semi standard non polar	33892256
AICA-riboside,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3076.9	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3235.2	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3233.6	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3260.5	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@@H]1O	3320.8	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3225.0	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3260.0	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N	3311.1	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(N)=O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3210.1	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	3353.0	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	3218.7	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3255.0	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3286.2	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3253.9	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3273.3	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N1	3284.6	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O)[C@@H]1O	3321.1	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	3230.8	Semi standard non polar	33892256
AICA-riboside,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3217.3	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3393.0	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3238.9	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3891.5	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N1	3400.7	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N1	3365.2	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=N1	3810.6	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3416.2	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3269.0	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3857.8	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3472.3	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3311.9	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3860.0	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3372.5	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3305.2	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3804.5	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3530.2	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3393.6	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3745.8	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3401.7	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3363.2	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3721.9	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #16	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3520.2	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #16	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3389.8	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #16	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3781.0	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #17	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3395.3	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #17	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3362.2	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #17	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3748.9	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #18	CC(C)(C)[Si](C)(C)N(C(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C(C)(C)C	3467.7	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #18	CC(C)(C)[Si](C)(C)N(C(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C(C)(C)C	3478.5	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #18	CC(C)(C)[Si](C)(C)N(C(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1)[Si](C)(C)C(C)(C)C	3618.3	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3432.6	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3226.1	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(C(N)=O)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3870.6	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3448.0	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3276.1	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3907.0	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3492.3	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3312.5	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3886.5	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3395.9	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3315.1	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3830.5	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3440.5	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3274.0	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3869.3	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3491.8	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3302.8	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3869.1	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3390.4	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3314.0	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3807.7	Standard polar	33892256
AICA-riboside,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3527.8	Semi standard non polar	33892256
AICA-riboside,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3392.3	Standard non polar	33892256
AICA-riboside,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3832.6	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3581.9	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3398.5	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3825.4	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3571.8	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3484.1	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #10	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3668.0	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3621.0	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3622.4	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3455.8	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3616.3	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3618.4	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #12	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3481.5	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3625.4	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3443.8	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3874.4	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3553.8	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3401.6	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(N)=O)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3813.6	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3660.6	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3517.6	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3748.4	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3580.7	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3475.4	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	3712.8	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3655.5	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3518.1	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3713.9	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3574.1	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3477.1	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	3686.5	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	3603.1	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	3606.0	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	3535.0	Standard polar	33892256
AICA-riboside,5TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3651.4	Semi standard non polar	33892256
AICA-riboside,5TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3528.1	Standard non polar	33892256
AICA-riboside,5TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN1[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3706.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - AICA-riboside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0596-9430000000-675bbf40b4a04dfec20f	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - AICA-riboside GC-MS (3 TMS) - 70eV, Positive	splash10-0kg9-8779500000-a9c8984b44d96de53e39	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - AICA-riboside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 30V, Positive-QTOF	splash10-03di-3900000000-4c2f4a4576966bfbb5ad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 40V, Positive-QTOF	splash10-03di-4900000000-097651e11df9c45f361a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 30V, Negative-QTOF	splash10-004i-1900000000-da8f0cdc0fe28d0b25f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 10V, Positive-QTOF	splash10-01t9-0920000000-e19e90d3ffc85e386592	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 0V, Positive-QTOF	splash10-0a4i-0390000000-1e03403462be9141bb3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 40V, Negative-QTOF	splash10-004l-7900000000-336109197f247d6945e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 20V, Negative-QTOF	splash10-004i-0900000000-c060e9f97f31c1927d3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 30V, Positive-QTOF	splash10-01ow-9300000000-6152aeb5ea4b0b762a76	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 0V, Positive-QTOF	splash10-0a4i-0390000000-32f75647d0ba48153b0f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 10V, Negative-QTOF	splash10-004i-0900000000-77c5ec151cbf46016e64	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 20V, Positive-QTOF	splash10-03di-1900000000-cf8f7c2e1ad089e87127	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 10V, Positive-QTOF	splash10-004i-0910000000-a101f45b587a72aeaa23	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 10V, Positive-QTOF	splash10-01t9-0920000000-72894dd16bb8e0005828	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - AICA-riboside 30V, Positive-QTOF	splash10-03di-3900000000-9434ee6ac3a8a4661a5b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 10V, Positive-QTOF	splash10-004i-0940000000-ea93dd3a2de5f795b019	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 20V, Positive-QTOF	splash10-004i-1900000000-7fe87a0ee05719a96e28	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 40V, Positive-QTOF	splash10-0a6r-9800000000-1e5c3421d6db24a495fe	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 10V, Negative-QTOF	splash10-0a6r-3790000000-19ce0e4eb5316822db20	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 20V, Negative-QTOF	splash10-004i-4910000000-be0aa62606b149cdb5de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 40V, Negative-QTOF	splash10-0007-9100000000-d85d74dc8734fb950d49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 10V, Positive-QTOF	splash10-03di-1900000000-834f36e8dacd15862554	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 20V, Positive-QTOF	splash10-03di-4900000000-51b6a467a9f7d0152dce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 40V, Positive-QTOF	splash10-03e9-8900000000-5457862ae822930e3810	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 10V, Negative-QTOF	splash10-004i-4920000000-d03806b1503a73d09df4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - AICA-riboside 20V, Negative-QTOF	splash10-0006-9200000000-e42429a50879bca0a959	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Breast Milk
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Breast Milk	Detected and Quantified	1.34 +/- 1.66 uM	Adult (>18 years old)	Female	Normal	7702711	details
Urine	Detected and Quantified	0.026 +/- 0.011 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	16798121	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details
Urine	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Female	ATIC deficiency	Inborn Metabolic ...	details
Urine	Detected and Quantified	0.025 +/- 0.015 umol/mmol creatinine	Adult (>18 years old)	Both	Lymphosarcomatosis	16798121	details
Urine	Detected and Quantified	0.025 +/- 0.015 umol/mmol creatinine	Adult (>18 years old)	Both	Refractory anemia	16798121	details
Urine	Detected and Quantified	0.025 +/- 0.015 umol/mmol creatinine	Adult (>18 years old)	Both	Non-Hodgkin's lymphoma	16798121	details

Associated Disorders and Diseases

Disease References

ATIC deficiency
(). Inborn Metabolic Diseases: Diagnosis and Treatment. Edited by John Fernandes, Jean-Marie Saudubray, Georges van den Berghe, John H. Walter. .
Lymphosarcomatosis
Hornik P, Vyskocilova P, Friedecky D, Adam T: Diagnosing AICA-ribosiduria by capillary electrophoresis. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Oct 20;843(1):15-9. Epub 2006 Jun 23. [PubMed:16798121 ]
Refractory anemia
Hornik P, Vyskocilova P, Friedecky D, Adam T: Diagnosing AICA-ribosiduria by capillary electrophoresis. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Oct 20;843(1):15-9. Epub 2006 Jun 23. [PubMed:16798121 ]
Non-Hodgkin's lymphoma
Hornik P, Vyskocilova P, Friedecky D, Adam T: Diagnosing AICA-ribosiduria by capillary electrophoresis. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Oct 20;843(1):15-9. Epub 2006 Jun 23. [PubMed:16798121 ]

Associated OMIM IDs

608688 (ATIC deficiency)

External Links

DrugBank ID

DB04944

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acadesine

METLIN ID

Not Available

PubChem Compound

17513

PDB ID

Not Available

ChEBI ID

28498

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Marie S, Heron B, Bitoun P, Timmerman T, Van Den Berghe G, Vincent MF: AICA-ribosiduria: a novel, neurologically devastating inborn error of purine biosynthesis caused by mutation of ATIC. Am J Hum Genet. 2004 Jun;74(6):1276-81. Epub 2004 Apr 26. [PubMed:15114530 ]
Schlimme E, Schneehagen K: Ribonucleosides in human milk. Concentration profiles of these minor constituents as a function of the nursing time. Z Naturforsch C. 1995 Jan-Feb;50(1-2):105-13. [PubMed:7702711 ]
Mullane K: Acadesine: the prototype adenosine regulating agent for reducing myocardial ischaemic injury. Cardiovasc Res. 1993 Jan;27(1):43-7. [PubMed:8458030 ]
Gruber HE: Acadesine: preclinical overview. Adv Exp Med Biol. 1994;370:423-6. [PubMed:7660942 ]
Engler RL: Harnessing nature's own cardiac defense mechanism with acadesine, an adenosine regulating agent: importance of the endothelium. J Card Surg. 1994 May;9(3 Suppl):482-92. [PubMed:8069041 ]
Melton SM, Moomey CB Jr, Ragsdale DN, Trenthem LL, Croce MA, Fabian TC, Proctor KG: Acadesine during fluid resuscitation from shock and abdominal sepsis. Crit Care Med. 1999 Mar;27(3):565-75. [PubMed:10199538 ]
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Showing metabocard for AICA-riboside (HMDB0062179)

MOL for HMDB0062179 (AICA-riboside)

3D MOL for HMDB0062179 (AICA-riboside)

3D SDF for HMDB0062179 (AICA-riboside)

3D-SDF for HMDB0062179 (AICA-riboside)

PDB for HMDB0062179 (AICA-riboside)

3D PDB for HMDB0062179 (AICA-riboside)

SMILES for HMDB0062179 (AICA-riboside)

INCHI for HMDB0062179 (AICA-riboside)

Structure for HMDB0062179 (AICA-riboside)

3D Structure for HMDB0062179 (AICA-riboside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra