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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:47:19 UTC

HMDB ID

HMDB0001235

Secondary Accession Numbers

HMDB0002316
HMDB0011609
HMDB01235
HMDB02316
HMDB11609

Metabolite Identification

Common Name

5-Aminoimidazole ribonucleotide

Description

5-aminoimidazole ribonucleotide (AIR), is an intermediate of purine nucleotide biosynthesis. It is also the precursor to 4-amino-2-methyl-5-hydroxymethylpyrimidine (HMP), the first product of pyrimidine biosynthesis. This reaction is mediated by the enzyme HMP-P kinase (ThiD). HMP is a precursor of thiamine phosphate (TMP), and subsequently to thiamine pyrophosphate (TPP). TPP is an essential cofactor in all living systems that plays a central role in metabolism. (PMID: 15326535 ). 5-Aminoimidazole ribonucleotide is a substrate for a number of proteins including: Scaffold attachment factor B2, Multifunctional protein ADE2, Pulmonary surfactant-associated protein B, Tumor necrosis factor receptor superfamily member 25, Pulmonary surfactant-associated protein C, Serine/threonine-protein kinase Chk1, Vinexin, Trifunctional purine biosynthetic protein adenosine-3, Antileukoproteinase 1 and Scaffold attachment factor B.

Structure

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

HMDB0001235
     RDKit          3D
5-Aminoimidazole ribonucleotide
 33 34  0  0  0  0  0  0  0  0999 V2000
   -4.2257    0.0127    0.7343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5783    0.7518   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1973    1.6363   -1.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    2.1249   -2.0025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207    1.5538   -1.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2808    0.7128   -0.6641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584   -0.0904   -0.0382 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0803    0.6267    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7510   -0.3461    0.6725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1945    0.0527    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7419    0.3767   -0.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.7993   -0.2260 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4984    1.3085    1.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3590   -0.5437   -0.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7567    2.0367   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201   -1.4521   -0.3681 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6764   -2.6596    0.3218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -1.2096   -0.9215 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5315   -2.3696   -0.7909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8265    0.5015    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832   -1.0088    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2369    1.9049   -1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560    1.7139   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6499   -0.4983    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.6791    1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7997   -0.7370    1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    0.9503    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3901   -1.1076    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    2.8960   -0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4015   -1.3708   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396   -2.5672    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864   -0.8850   -1.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679   -2.4349    0.1408 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6  2  1  0
 18  7  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  1
  9 25  1  1
 10 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  6
 17 31  1  0
 18 32  1  6
 19 33  1  0
M  END


  Mrv1652309042000192D          

 19 20  0  0  1  0            999 V2000
   11.1262   -7.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5388   -9.1687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9512   -9.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7137   -9.1687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3013   -9.8831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4588   -8.3841    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7442   -7.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0297   -8.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2047   -7.5591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3797   -8.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2047   -8.3841    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.2047   -9.2092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7937   -8.3841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.2247   -6.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3070   -8.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5082   -7.9715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7499   -7.4817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4574   -7.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7429   -6.7358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 13  1  0  0  0  0
  6  4  1  0  0  0  0
  4  2  1  0  0  0  0
  2 13  1  0  0  0  0
  2  3  1  6  0  0  0
  4  5  1  6  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8 11  1  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  0  0  0  0
 13 16  1  1  0  0  0
 14 18  2  0  0  0  0
 14 17  1  0  0  0  0
 18 16  1  0  0  0  0
 16 15  1  0  0  0  0
 15 17  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001235

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1

> <INCHI_KEY>
PDACUKOKVHBVHJ-XVFCMESISA-N

> <FORMULA>
C8H14N3O7P

> <MOLECULAR_WEIGHT>
295.1864

> <EXACT_MASS>
295.056936329

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.794972713182858

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(5-amino-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-2.27

> <JCHEM_LOGP>
-4.327418831734291

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.2410837736851414

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2247155782015908

> <JCHEM_PKA_STRONGEST_BASIC>
7.91802533324912

> <JCHEM_POLAR_SURFACE_AREA>
160.29

> <JCHEM_REFRACTIVITY>
60.4357

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-aminoimidazole ribotide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001235
     RDKit          3D
5-Aminoimidazole ribonucleotide
 33 34  0  0  0  0  0  0  0  0999 V2000
   -4.2257    0.0127    0.7343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5783    0.7518   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1973    1.6363   -1.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    2.1249   -2.0025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207    1.5538   -1.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2808    0.7128   -0.6641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584   -0.0904   -0.0382 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0803    0.6267    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7510   -0.3461    0.6725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1945    0.0527    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7419    0.3767   -0.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.7993   -0.2260 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4984    1.3085    1.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3590   -0.5437   -0.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7567    2.0367   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201   -1.4521   -0.3681 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6764   -2.6596    0.3218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -1.2096   -0.9215 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5315   -2.3696   -0.7909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8265    0.5015    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832   -1.0088    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2369    1.9049   -1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560    1.7139   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6499   -0.4983    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.6791    1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7997   -0.7370    1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    0.9503    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3901   -1.1076    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    2.8960   -0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4015   -1.3708   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396   -2.5672    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864   -0.8850   -1.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679   -2.4349    0.1408 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6  2  1  0
 18  7  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  1
  9 25  1  1
 10 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  6
 17 31  1  0
 18 32  1  6
 19 33  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0      20.769 -14.745   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      21.539 -17.115   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      22.309 -18.448   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.999 -17.115   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      19.229 -18.448   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      19.523 -15.650   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.189 -14.880   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      16.855 -15.650   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      15.315 -14.110   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      13.775 -15.650   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      15.315 -15.650   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      15.315 -17.191   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      22.015 -15.650   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.686 -12.778   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.840 -15.265   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      23.349 -14.880   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      25.666 -13.966   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      23.254 -13.343   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      21.920 -12.573   0.000  0.00  0.00           N+0
CONECT    1    6   13                                                       
CONECT    2    4   13    3                                                  
CONECT    3    2                                                            
CONECT    4    6    2    5                                                  
CONECT    5    4                                                            
CONECT    6    1    4    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7   11                                                       
CONECT    9   11                                                            
CONECT   10   11                                                            
CONECT   11    8    9   10   12                                             
CONECT   12   11                                                            
CONECT   13    1    2   16                                                  
CONECT   14   18   17                                                       
CONECT   15   16   17                                                       
CONECT   16   13   18   15                                                  
CONECT   17   14   15                                                       
CONECT   18   14   16   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0001235
HETATM    1  N1  UNL     1      -4.226   0.013   0.734  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.578   0.752  -0.319  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.197   1.636  -1.161  1.00  0.00           C  
HETATM    4  N2  UNL     1      -3.286   2.125  -2.003  1.00  0.00           N  
HETATM    5  C3  UNL     1      -2.121   1.554  -1.689  1.00  0.00           C  
HETATM    6  N3  UNL     1      -2.281   0.713  -0.664  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.258  -0.090  -0.038  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.080   0.627   0.174  1.00  0.00           O  
HETATM    9  C5  UNL     1       0.751  -0.346   0.673  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.194   0.053   0.736  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.742   0.377  -0.475  1.00  0.00           O  
HETATM   12  P1  UNL     1       4.362   0.799  -0.226  1.00  0.00           P  
HETATM   13  O3  UNL     1       4.498   1.309   1.190  1.00  0.00           O  
HETATM   14  O4  UNL     1       5.359  -0.544  -0.510  1.00  0.00           O  
HETATM   15  O5  UNL     1       4.757   2.037  -1.331  1.00  0.00           O  
HETATM   16  C7  UNL     1       0.620  -1.452  -0.368  1.00  0.00           C  
HETATM   17  O6  UNL     1       0.676  -2.660   0.322  1.00  0.00           O  
HETATM   18  C8  UNL     1      -0.778  -1.210  -0.922  1.00  0.00           C  
HETATM   19  O7  UNL     1      -1.531  -2.370  -0.791  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.826   0.502   1.433  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.083  -1.009   0.784  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.237   1.905  -1.160  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.156   1.714  -2.166  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.650  -0.498   0.922  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.357  -0.679   1.649  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.800  -0.737   1.221  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.262   0.950   1.398  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.390  -1.108   0.321  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.435   2.896  -0.912  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.402  -1.371  -1.125  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.240  -2.567   1.193  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.686  -0.885  -1.972  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.868  -2.435   0.141  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3    6
CONECT    3    4   22
CONECT    4    5    5
CONECT    5    6   23
CONECT    6    7
CONECT    7    8   18   24
CONECT    8    9
CONECT    9   10   16   25
CONECT   10   11   26   27
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   28
CONECT   15   29
CONECT   16   17   18   30
CONECT   17   31
CONECT   18   19   32
CONECT   19   33
END

HMDB0001235
     RDKit          3D
5-Aminoimidazole ribonucleotide
 33 34  0  0  0  0  0  0  0  0999 V2000
   -4.2257    0.0127    0.7343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5783    0.7518   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1973    1.6363   -1.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    2.1249   -2.0025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207    1.5538   -1.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2808    0.7128   -0.6641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2584   -0.0904   -0.0382 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0803    0.6267    0.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7510   -0.3461    0.6725 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1945    0.0527    0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7419    0.3767   -0.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.7993   -0.2260 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4984    1.3085    1.1900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3590   -0.5437   -0.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7567    2.0367   -1.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201   -1.4521   -0.3681 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6764   -2.6596    0.3218 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -1.2096   -0.9215 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5315   -2.3696   -0.7909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8265    0.5015    1.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0832   -1.0088    0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2369    1.9049   -1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1560    1.7139   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6499   -0.4983    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -0.6791    1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7997   -0.7370    1.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2622    0.9503    1.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3901   -1.1076    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    2.8960   -0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4015   -1.3708   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396   -2.5672    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864   -0.8850   -1.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8679   -2.4349    0.1408 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  6  2  1  0
 18  7  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  1
  9 25  1  1
 10 26  1  0
 10 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  6
 17 31  1  0
 18 32  1  6
 19 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(5'-Phosphoribosyl)-5-aminoimidazole	ChEBI
1-(5-Phospho-D-ribosyl)-5-aminoimidazole	ChEBI
5'-Phosphoribosyl-5-aminoimidazole	ChEBI
5-Amino-1-beta-D-ribofuranosyl-5'-(dihydrogen phosphate)-imidazole	ChEBI
5-Amino-1-ribofuranosylimidazole 5'-phosphate	ChEBI
AIR	ChEBI
Aminoimidazole ribonucleotide	ChEBI
Aminoimidazole ribotide	ChEBI
Phosphoribosylaminoimidazole	ChEBI
5-Amino-1-(5-phospho-D-ribosyl)imidazole	Kegg
5-Amino-1-(5-phospho-beta-D-ribosyl)imidazole	Kegg
5-Amino-1-b-D-ribofuranosyl-5'-(dihydrogen phosphate)-imidazole	Generator
5-Amino-1-b-D-ribofuranosyl-5'-(dihydrogen phosphoric acid)-imidazole	Generator
5-Amino-1-beta-D-ribofuranosyl-5'-(dihydrogen phosphoric acid)-imidazole	Generator
5-Amino-1-β-D-ribofuranosyl-5'-(dihydrogen phosphate)-imidazole	Generator
5-Amino-1-β-D-ribofuranosyl-5'-(dihydrogen phosphoric acid)-imidazole	Generator
5-Amino-1-ribofuranosylimidazole 5'-phosphoric acid	Generator
5-Amino-1-(5-phospho-b-D-ribosyl)imidazole	Generator
5-Amino-1-(5-phospho-β-D-ribosyl)imidazole	Generator
5-Aminoimidazole ribotide	HMDB
Aminoimidazole ribotide, (beta-D-ribofuranosyl)-isomer	HMDB
Aminoimidazole ribotide, (alpha-D-ribofuranosyl)-isomer	HMDB
Aminoimidazole ribotide, phosphonoribofuranosyl-isomer	HMDB

Chemical Formula

C₈H₁₄N₃O₇P

Average Molecular Weight

295.1864

Monoisotopic Molecular Weight

295.056936329

IUPAC Name

{[(2R,3S,4R,5R)-5-(5-amino-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

5-aminoimidazole ribotide

CAS Registry Number

25635-88-5

SMILES

NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1

InChI Key

PDACUKOKVHBVHJ-XVFCMESISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Pentose-5-phosphate
Imidazole ribonucleoside
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Monoalkyl phosphate
Aminoimidazole
Alkyl phosphate
Phosphoric acid ester
N-substituted imidazole
Organic phosphoric acid derivative
Heteroaromatic compound
Azole
Tetrahydrofuran
Imidazole
1,2-diol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Azacycle
Organic oxide
Primary amine
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Amine
Organopnictogen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0001235)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001235)

Source

Endogenous

Endogenous (HMDB: HMDB0001235)

Plant

Animal

Animal (HMDB: HMDB0001235)

Exogenous

Food

Food (HMDB: HMDB0001235)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Thioguanine Action Pathway (HMDB: HMDB0001235)
Azathioprine Action Pathway (PathBank: SMP0000427)
Mercaptopurine Action Pathway (PathBank: SMP0000428)
Thioguanine Action Pathway (PathBank: SMP0000430)

Disease pathway

Xanthinuria Type II (PathBank: SMP0120578)
Gout or Kelley-Seegmiller Syndrome (PathBank: SMP0120709)
Xanthine Dehydrogenase Deficiency (Xanthinuria) (PathBank: SMP0120717)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0120820)
AICA-Ribosiduria (PathBank: SMP0120673)
Adenylosuccinate Lyase Deficiency (PathBank: SMP0120670)
Purine Nucleoside Phosphorylase Deficiency (PathBank: SMP0120756)
Adenine Phosphoribosyltransferase Deficiency (APRT) (PathBank: SMP0120819)
Myoadenylate Deaminase Deficiency (PathBank: SMP0120821)
Adenosine Deaminase Deficiency (PathBank: SMP0120448)
Lesch-Nyhan Syndrome (LNS) (PathBank: SMP0120508)
Molybdenum Cofactor Deficiency (PathBank: SMP0120752)
Xanthinuria Type I (PathBank: SMP0120577)
Mitochondrial DNA Depletion Syndrome (PathBank: SMP0000536)

Metabolic pathway

Purine Nucleotides De Novo Biosynthesis 2 (PathBank: SMP0122223)
Purine Nucleotides De Novo Biosynthesis (PathBank: SMP0002377)
Purine Metabolism (PathBank: SMP0063668)
Purine Nucleotides De Novo Biosynthesis (PathBank: SMP0121307)
Purine Metabolism (HMDB: HMDB0001235)
Thiamin Diphosphate Biosynthesis (PathBank: SMP0122222)

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	3.38 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-4.3	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	7.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	160.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.44 m³·mol⁻¹	ChemAxon
Polarizability	24.79 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
DarkChem	[M+H]+	165.68	31661259
DarkChem	[M-H]-	158.345	31661259
AllCCS	[M+H]+	164.709	32859911
AllCCS	[M-H]-	158.239	32859911
DeepCCS	[M+H]+	153.417	30932474
DeepCCS	[M-H]-	151.021	30932474
DeepCCS	[M-2H]-	185.699	30932474
DeepCCS	[M+Na]+	160.338	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.7	32859911
AllCCS	[M-H]-	158.2	32859911
AllCCS	[M+Na-2H]-	158.1	32859911
AllCCS	[M+HCOO]-	158.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.16 minutes	32390414
Predicted by Siyang on May 30, 2022	9.1183 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.2 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	441.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	396.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	263.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	30.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	75.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	320.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	238.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	910.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	529.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	44.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	607.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	922.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	670.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	410.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Aminoimidazole ribonucleotide	NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	3611.0	Standard polar	33892256
5-Aminoimidazole ribonucleotide	NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	2373.8	Standard non polar	33892256
5-Aminoimidazole ribonucleotide	NC1=CN=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O	2824.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Aminoimidazole ribonucleotide,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N)[C@@H]1O	2580.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N	2571.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N)[C@H](O)[C@@H]1O	2667.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,1TMS,isomer #4	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	2685.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C	2541.9	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	2634.3	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #3	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O	2639.1	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N	2628.7	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #5	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C	2631.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #6	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N)[C@H](O)[C@@H]1O)O[Si](C)(C)C	2661.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #7	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O	2722.5	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TMS,isomer #8	C[Si](C)(C)N(C1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)[Si](C)(C)C	2637.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C	2596.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C	2498.0	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C	4044.9	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O	2645.7	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O	2659.5	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #10	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O	3765.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #2	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2591.1	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #2	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2657.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #2	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	4314.7	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	2629.5	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	2500.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	3869.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #4	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2668.1	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #4	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2633.4	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #4	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	4015.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2578.5	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2713.2	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	3996.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N	2623.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N	2504.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N	3886.7	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #7	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2674.3	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #7	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2630.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #7	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	4039.2	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	2569.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	2719.1	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #8	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	4012.4	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #9	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	2717.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #9	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	2657.2	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TMS,isomer #9	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	3876.0	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C	2605.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C	2476.8	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C	3761.4	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #2	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2649.5	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #2	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2605.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #2	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3842.6	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2557.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2691.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3679.4	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #4	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2680.1	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #4	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2607.8	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #4	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3626.4	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2636.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2636.2	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	3462.9	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #6	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2685.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #6	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2607.5	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #6	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3666.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	2631.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	2636.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #7	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	3483.0	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C	2660.6	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C	2635.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TMS,isomer #8	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3343.6	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #1	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2691.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #1	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2562.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #1	C[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3486.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2642.9	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2598.2	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3240.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2677.9	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	2588.3	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O	3084.9	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	2673.1	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	2585.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C)[Si](C)(C)C	3117.5	Standard polar	33892256
5-Aminoimidazole ribonucleotide,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2710.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2561.5	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,6TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C)[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2965.0	Standard polar	33892256
5-Aminoimidazole ribonucleotide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N)[C@@H]1O	2859.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N	2852.7	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N)[C@H](O)[C@@H]1O	2920.3	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	2942.9	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3024.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	3101.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3111.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N	3099.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3112.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3135.6	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3185.9	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)N(C1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	3065.7	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3276.9	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3052.0	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	4172.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	3311.3	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	3221.5	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	3877.2	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3270.5	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3243.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	4358.5	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	3304.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	2991.2	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O	4014.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3355.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3201.2	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4135.8	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3235.9	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3312.8	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	4027.0	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N	3292.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N	3002.1	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N	4031.8	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3353.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3198.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4161.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3233.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3314.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4042.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3391.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	3149.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	4037.6	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3480.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3111.0	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N)[C@@H]1O[Si](C)(C)C(C)(C)C	3938.0	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[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	3525.3	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[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	3290.5	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O)O[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	4007.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=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	3432.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=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	3435.3	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H](N2C=NC=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	3765.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3550.7	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3236.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3856.8	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3493.0	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3362.3	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3619.9	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3551.1	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3238.4	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3893.4	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3488.6	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3364.7	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3637.1	Standard polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3486.2	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3308.6	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3566.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	3717.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	3319.1	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CN=CN1[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	3804.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=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	3681.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=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	3462.3	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=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	3525.5	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3670.4	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3401.1	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@@H](N2C=NC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H]1O	3431.3	Standard polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3664.8	Semi standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3399.9	Standard non polar	33892256
5-Aminoimidazole ribonucleotide,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[C@H]1N1C=NC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3461.9	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Purine metabolism	Not Available
Adenosine Deaminase Deficiency		Not Available
Adenylosuccinate Lyase Deficiency		Not Available
Gout or Kelley-Seegmiller Syndrome		Not Available
Lesch-Nyhan Syndrome (LNS)		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

5-PHOSPHORIBOSYL-5-AMINOIMIDAZOLE

BiGG ID

41727

Wikipedia Link

5-Aminoimidazole_ribotide

METLIN ID

6097

PubChem Compound

161500

PDB ID

Not Available

ChEBI ID

138560

Food Biomarker Ontology

Not Available

VMH ID

AIR

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Groziak M P; Bhat B; Leonard N J Nonenzymatic synthesis of 5-aminoimidazole ribonucleoside and recognition of its facile rearrangement. Proceedings of the National Academy of Sciences of the United States of America (1988), 85(19), 7174-6.

Material Safety Data Sheet (MSDS)

Not Available

General References

Vetvik H, Grewal HM, Haugen IL, Ahren C, Haneberg B: Mucosal antibodies can be measured in air-dried samples of saliva and feces. J Immunol Methods. 1998 Jun 1;215(1-2):163-72. [PubMed:9744758 ]
Ogata M, Michitsuji H, Fujiki Y: Estimating amounts of toluene inhaled by workers with protective mask using biological indicators of toluene. Toxicol Lett. 1999 Sep 5;108(2-3):233-9. [PubMed:10511267 ]
Chang HK, Weber ME, King M: Mucus transport by high-frequency nonsymmetrical oscillatory airflow. J Appl Physiol (1985). 1988 Sep;65(3):1203-9. [PubMed:3182490 ]
Lawhorn BG, Mehl RA, Begley TP: Biosynthesis of the thiamin pyrimidine: the reconstitution of a remarkable rearrangement reaction. Org Biomol Chem. 2004 Sep 7;2(17):2538-46. Epub 2004 Aug 11. [PubMed:15326535 ]

Enzymes

Enzyme Details

1. Trifunctional purine biosynthetic protein adenosine-3

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: GART
Uniprot ID:: P22102
Molecular weight:: 107766.295

Reactions

Adenosine triphosphate + 2-(formamido)-N(1)-(5-phospho-D-ribosyl)acetamidine → ADP + Phosphate + 5-Aminoimidazole ribonucleotide	details
Adenosine triphosphate + Phosphoribosylformylglycinamidine → ADP + Phosphate + 5-Aminoimidazole ribonucleotide	details

Enzyme Details

2. Multifunctional protein ADE2

General function:: Involved in phosphoribosylaminoimidazole carboxylase activity
Specific function:: Not Available
Gene Name:: PAICS
Uniprot ID:: P22234
Molecular weight:: 47078.82

Reactions

5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylic acid → 5-Aminoimidazole ribonucleotide + CO(2)	details
5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxylic acid → 5-Aminoimidazole ribonucleotide + Carbon dioxide	details

Showing metabocard for 5-Aminoimidazole ribonucleotide (HMDB0001235)

MOL for HMDB0001235 (5-Aminoimidazole ribonucleotide)

3D MOL for HMDB0001235 (5-Aminoimidazole ribonucleotide)

3D SDF for HMDB0001235 (5-Aminoimidazole ribonucleotide)

3D-SDF for HMDB0001235 (5-Aminoimidazole ribonucleotide)

PDB for HMDB0001235 (5-Aminoimidazole ribonucleotide)

3D PDB for HMDB0001235 (5-Aminoimidazole ribonucleotide)

SMILES for HMDB0001235 (5-Aminoimidazole ribonucleotide)

INCHI for HMDB0001235 (5-Aminoimidazole ribonucleotide)

Structure for HMDB0001235 (5-Aminoimidazole ribonucleotide)

3D Structure for HMDB0001235 (5-Aminoimidazole ribonucleotide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

Reactions

Reactions