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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-22 14:17:48 UTC

Update Date

2022-09-22 18:34:16 UTC

HMDB ID

HMDB0002331

Secondary Accession Numbers

HMDB02331

Metabolite Identification

Common Name

Imidazoleacetic acid riboside

Description

Imidazoleacetic acid riboside, also known as IAA-R or ribosylimidazole-4-acetic acid, 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. Imidazoleacetic acid riboside has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make imidazoleacetic acid riboside a potential biomarker for the consumption of these foods. Imidazoleacetic acid riboside is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Imidazoleacetic acid riboside.

Structure

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

HMDB0002331
     RDKit          3D
Imidazoleacetic acid riboside
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3514    0.7905   -1.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9580    0.2087   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3102   -0.0257   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2271   -0.1887    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    0.1974    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484   -0.5079    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334    0.2393    0.1027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546   -0.2255   -0.3469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4595    0.7640   -0.8466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727    0.3859   -0.7216 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4461    1.4153    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7913    1.0845    0.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -0.9257    0.0429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6649   -2.0257   -0.7881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4986   -0.7662    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0141   -1.9719    1.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675    1.4108    0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2856    1.3878    0.9148 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9788    0.6772   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593   -1.3061    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401    0.3058    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8331   -1.5227   -0.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -1.0132   -1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167    0.3076   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    2.4440   -0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    1.4044    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0317    0.4868   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6733   -0.9938    0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9624   -1.8759   -1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5435    0.0180    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7268   -2.3674    1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    2.1884    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 18  5  1  0
 15  8  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  6
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  1
 14 29  1  0
 15 30  1  1
 16 31  1  0
 17 32  1  0
M  END


  Mrv0541 02231219292D          

 18 19  0  0  1  0            999 V2000
   27.2188  -16.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0993  -16.3155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6539  -18.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2693  -17.9363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5982  -11.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2928  -12.4836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5514  -15.2606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1389  -13.9910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8839  -16.5705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.1389  -17.3551    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.5514  -16.0856    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.9639  -17.3551    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.4488  -18.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2188  -14.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8839  -14.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9639  -13.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4488  -13.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1133  -12.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 12  1  0  0  0  0
  9  2  1  1  0  0  0
 10  3  1  1  0  0  0
  4 13  1  0  0  0  0
  5 18  1  0  0  0  0
  6 18  2  0  0  0  0
 11  7  1  6  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 15  2  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002331

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC(CC(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2O6/c13-3-6-8(16)9(17)10(18-6)12-2-5(11-4-12)1-7(14)15/h2,4,6,8-10,13,16-17H,1,3H2,(H,14,15)/t6-,8-,9-,10-/m1/s1

> <INCHI_KEY>
AHPWEWASPTZMEK-PEBGCTIMSA-N

> <FORMULA>
C10H14N2O6

> <MOLECULAR_WEIGHT>
258.228

> <EXACT_MASS>
258.08518619

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
24.334607202972002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazol-4-yl}acetic acid

> <ALOGPS_LOGP>
-1.45

> <JCHEM_LOGP>
-2.9660430869288064

> <ALOGPS_LOGS>
-0.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.456212028133127

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3958212012333453

> <JCHEM_PKA_STRONGEST_BASIC>
6.163633876430828

> <JCHEM_POLAR_SURFACE_AREA>
125.04

> <JCHEM_REFRACTIVITY>
56.544700000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ribosylimidazole acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002331
     RDKit          3D
Imidazoleacetic acid riboside
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3514    0.7905   -1.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9580    0.2087   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3102   -0.0257   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2271   -0.1887    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    0.1974    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484   -0.5079    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334    0.2393    0.1027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546   -0.2255   -0.3469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4595    0.7640   -0.8466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727    0.3859   -0.7216 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4461    1.4153    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7913    1.0845    0.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -0.9257    0.0429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6649   -2.0257   -0.7881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4986   -0.7662    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0141   -1.9719    1.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675    1.4108    0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2856    1.3878    0.9148 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9788    0.6772   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593   -1.3061    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401    0.3058    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8331   -1.5227   -0.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -1.0132   -1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167    0.3076   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    2.4440   -0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    1.4044    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0317    0.4868   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6733   -0.9938    0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9624   -1.8759   -1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5435    0.0180    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7268   -2.3674    1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    2.1884    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 18  5  1  0
 15  8  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  6
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  1
 14 29  1  0
 15 30  1  1
 16 31  1  0
 17 32  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      50.808 -30.932   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      46.852 -30.456   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      47.887 -33.642   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      52.769 -33.481   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      51.517 -22.218   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      49.080 -23.303   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      49.563 -28.486   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      48.793 -26.117   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      48.317 -30.932   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      48.793 -32.396   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      49.563 -30.026   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      50.333 -32.396   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      51.238 -33.642   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      50.808 -27.581   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      48.317 -27.581   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      50.333 -26.117   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      51.238 -24.871   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      50.611 -23.464   0.000  0.00  0.00           C+0
CONECT    1   11   12                                                       
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   13                                                            
CONECT    5   18                                                            
CONECT    6   18                                                            
CONECT    7   11   14   15                                                  
CONECT    8   15   16                                                       
CONECT    9    2   10   11                                                  
CONECT   10    3    9   12                                                  
CONECT   11    1    7    9                                                  
CONECT   12    1   10   13                                                  
CONECT   13    4   12                                                       
CONECT   14    7   16                                                       
CONECT   15    7    8                                                       
CONECT   16    8   14   17                                                  
CONECT   17   16   18                                                       
CONECT   18    5    6   17                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0002331
HETATM    1  O1  UNL     1       4.351   0.791  -1.516  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.958   0.209  -0.583  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.310  -0.026  -0.757  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.227  -0.189   0.622  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.806   0.197   0.509  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.748  -0.508   0.002  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.633   0.239   0.103  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.655  -0.225  -0.347  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.460   0.764  -0.847  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.773   0.386  -0.722  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.446   1.415   0.195  1.00  0.00           C  
HETATM   12  O4  UNL     1      -4.791   1.084   0.363  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.801  -0.926   0.043  1.00  0.00           C  
HETATM   14  O5  UNL     1      -2.665  -2.026  -0.788  1.00  0.00           O  
HETATM   15  C9  UNL     1      -1.499  -0.766   0.804  1.00  0.00           C  
HETATM   16  O6  UNL     1      -1.014  -1.972   1.278  1.00  0.00           O  
HETATM   17  C10 UNL     1       0.967   1.411   0.667  1.00  0.00           C  
HETATM   18  N2  UNL     1       2.286   1.388   0.915  1.00  0.00           N  
HETATM   19  H1  UNL     1       6.979   0.677  -0.417  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.259  -1.306   0.762  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.640   0.306   1.542  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.833  -1.523  -0.414  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.557  -1.013  -1.114  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.317   0.308  -1.663  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.334   2.444  -0.202  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.992   1.404   1.201  1.00  0.00           H  
HETATM   27  H9  UNL     1      -5.032   0.487  -0.398  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.673  -0.994   0.715  1.00  0.00           H  
HETATM   29  H11 UNL     1      -2.962  -1.876  -1.709  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.543   0.018   1.575  1.00  0.00           H  
HETATM   31  H13 UNL     1      -1.727  -2.367   1.840  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.241   2.188   0.857  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5   20   21
CONECT    5    6    6   18
CONECT    6    7   22
CONECT    7    8   17
CONECT    8    9   15   23
CONECT    9   10
CONECT   10   11   13   24
CONECT   11   12   25   26
CONECT   12   27
CONECT   13   14   15   28
CONECT   14   29
CONECT   15   16   30
CONECT   16   31
CONECT   17   18   18   32
END

HMDB0002331
     RDKit          3D
Imidazoleacetic acid riboside
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.3514    0.7905   -1.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9580    0.2087   -0.5831 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3102   -0.0257   -0.7573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2271   -0.1887    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    0.1974    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484   -0.5079    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334    0.2393    0.1027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546   -0.2255   -0.3469 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4595    0.7640   -0.8466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7727    0.3859   -0.7216 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4461    1.4153    0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7913    1.0845    0.3628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -0.9257    0.0429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6649   -2.0257   -0.7881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4986   -0.7662    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0141   -1.9719    1.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675    1.4108    0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2856    1.3878    0.9148 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9788    0.6772   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2593   -1.3061    0.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401    0.3058    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8331   -1.5227   -0.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -1.0132   -1.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3167    0.3076   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336    2.4440   -0.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    1.4044    1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0317    0.4868   -0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6733   -0.9938    0.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9624   -1.8759   -1.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5435    0.0180    1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7268   -2.3674    1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2413    2.1884    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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  2  0
 18  5  1  0
 15  8  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  6
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  1
 14 29  1  0
 15 30  1  1
 16 31  1  0
 17 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Imidazoleacetate riboside	Generator
IAA-R	MeSH
Ribosylimidazole-4-acetic acid	MeSH
Ribosylimidazole acetic acid	MeSH
1-b-D-Ribofuranosyl-imidazole-4-acetic acid	HMDB
1-beta-delta-Ribofuranosyl-imidazole-4-acetic acid	HMDB
1-Ribosylimidazole-4-acetic acid	HMDB
Ribosylimidazoleacetate	HMDB
(1-Ribosylimidazole)-4-acetic acid	Generator, HMDB
Imidazoleacetic acid riboside	MeSH

Chemical Formula

C₁₀H₁₄N₂O₆

Average Molecular Weight

258.228

Monoisotopic Molecular Weight

258.08518619

IUPAC Name

2-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazol-4-yl}acetic acid

Traditional Name

ribosylimidazole acetic acid

CAS Registry Number

29605-99-0

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC(CC(O)=O)=C1

InChI Identifier

InChI=1S/C10H14N2O6/c13-3-6-8(16)9(17)10(18-6)12-2-5(11-4-12)1-7(14)15/h2,4,6,8-10,13,16-17H,1,3H2,(H,14,15)/t6-,8-,9-,10-/m1/s1

InChI Key

AHPWEWASPTZMEK-PEBGCTIMSA-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
Imidazolyl carboxylic acid derivative
Monosaccharide
N-substituted imidazole
Azole
Imidazole
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Alcohol
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0002331)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Not Available

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	27 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-3	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	6.16	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.04 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.54 m³·mol⁻¹	ChemAxon
Polarizability	24.33 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]+	158.762	31661259
DarkChem	[M-H]-	156.407	31661259
DeepCCS	[M+H]+	162.548	30932474
DeepCCS	[M-H]-	160.152	30932474
DeepCCS	[M-2H]-	193.606	30932474
DeepCCS	[M+Na]+	168.693	30932474
AllCCS	[M+H]+	158.3	32859911
AllCCS	[M+H-H2O]+	154.7	32859911
AllCCS	[M+NH4]+	161.5	32859911
AllCCS	[M+Na]+	162.5	32859911
AllCCS	[M-H]-	156.7	32859911
AllCCS	[M+Na-2H]-	156.6	32859911
AllCCS	[M+HCOO]-	156.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Imidazoleacetic acid riboside	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC(CC(O)=O)=C1	3926.8	Standard polar	33892256
Imidazoleacetic acid riboside	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC(CC(O)=O)=C1	2014.5	Standard non polar	33892256
Imidazoleacetic acid riboside	OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC(CC(O)=O)=C1	2409.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Imidazoleacetic acid riboside,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O	2378.1	Semi standard non polar	33892256
Imidazoleacetic acid riboside,1TMS,isomer #2	C[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(CC(=O)O)=C1	2380.7	Semi standard non polar	33892256
Imidazoleacetic acid riboside,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(CC(=O)O)=C2)[C@@H]1O	2369.9	Semi standard non polar	33892256
Imidazoleacetic acid riboside,1TMS,isomer #4	C[Si](C)(C)OC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2322.1	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O	2353.5	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	2367.0	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	2352.0	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(CC(=O)O)=C2)[C@@H]1O[Si](C)(C)C	2355.6	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TMS,isomer #5	C[Si](C)(C)OC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=N1	2342.3	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TMS,isomer #6	C[Si](C)(C)OC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=N1	2331.1	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O	2372.2	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C	2355.4	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TMS,isomer #3	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2337.8	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TMS,isomer #4	C[Si](C)(C)OC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=N1	2334.9	Semi standard non polar	33892256
Imidazoleacetic acid riboside,4TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C)=C2)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2371.1	Semi standard non polar	33892256
Imidazoleacetic acid riboside,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O	2629.2	Semi standard non polar	33892256
Imidazoleacetic acid riboside,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC(CC(=O)O)=C1	2611.5	Semi standard non polar	33892256
Imidazoleacetic acid riboside,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(CC(=O)O)=C2)[C@@H]1O	2615.6	Semi standard non polar	33892256
Imidazoleacetic acid riboside,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=N1	2561.7	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O	2806.6	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2843.3	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2830.1	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC(CC(=O)O)=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	2824.7	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=N1	2809.5	Semi standard non polar	33892256
Imidazoleacetic acid riboside,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=N1	2804.4	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3024.9	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3016.3	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3034.0	Semi standard non polar	33892256
Imidazoleacetic acid riboside,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC1=CN([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	3017.0	Semi standard non polar	33892256
Imidazoleacetic acid riboside,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC(CC(=O)O[Si](C)(C)C(C)(C)C)=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3209.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Imidazoleacetic acid riboside GC-MS (Non-derivatized) - 70eV, Positive	splash10-05bf-9420000000-7959b68020f3ef068c78	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imidazoleacetic acid riboside GC-MS (4 TMS) - 70eV, Positive	splash10-0pl9-7655930000-6b1eb646515d38c64112	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imidazoleacetic acid riboside GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Imidazoleacetic acid 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 10V, Positive-QTOF	splash10-0a6u-0970000000-3d8e5609d1b39e7b4801	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 20V, Positive-QTOF	splash10-0a6r-0900000000-207d14b4f3f62f486e7b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 40V, Positive-QTOF	splash10-004i-8900000000-9e8178d16dd80ec49376	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 10V, Negative-QTOF	splash10-0a4i-0590000000-f3fa710ee357a2d74111	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 20V, Negative-QTOF	splash10-004i-2920000000-69577a44e601ae939560	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 40V, Negative-QTOF	splash10-056r-8900000000-690bc05b5807ab94b7d5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 10V, Negative-QTOF	splash10-0a4i-2890000000-e9f2aad1608ad0108975	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 20V, Negative-QTOF	splash10-0a6r-8910000000-12c274c705c66cf2ef82	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 40V, Negative-QTOF	splash10-0zi3-9400000000-49e960c72a7917a8555e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 10V, Positive-QTOF	splash10-0a4i-0690000000-7654298b3d60f2399075	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 20V, Positive-QTOF	splash10-0a7i-3950000000-355655c064dd6d4aea3f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Imidazoleacetic acid riboside 40V, Positive-QTOF	splash10-0a7i-8900000000-e721a8e65963c98f6a7c	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB022964

KNApSAcK ID

Not Available

Chemspider ID

389469

KEGG Compound ID

C05131

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6626

PubChem Compound

440569

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Baddiley, J.; Buchanan, J. G.; Hayes, D. H.; Smith, P. A. Synthesis of 1-b-D-ribofuranosyl-4(5)-glyoxalinylacetic acid, a metabolite of histamine. Journal of the Chemical Society (1958), 3743-5.

Material Safety Data Sheet (MSDS)

Not Available

General References

Thomas B, Prell GD: Imidazoleacetic acid, a gamma-aminobutyric acid receptor agonist, can be formed in rat brain by oxidation of histamine. J Neurochem. 1995 Aug;65(2):818-26. [PubMed:7616240 ]

Showing metabocard for Imidazoleacetic acid riboside (HMDB0002331)

MOL for HMDB0002331 (Imidazoleacetic acid riboside)

3D MOL for HMDB0002331 (Imidazoleacetic acid riboside)

3D SDF for HMDB0002331 (Imidazoleacetic acid riboside)

3D-SDF for HMDB0002331 (Imidazoleacetic acid riboside)

PDB for HMDB0002331 (Imidazoleacetic acid riboside)

3D PDB for HMDB0002331 (Imidazoleacetic acid riboside)

SMILES for HMDB0002331 (Imidazoleacetic acid riboside)

INCHI for HMDB0002331 (Imidazoleacetic acid riboside)

Structure for HMDB0002331 (Imidazoleacetic acid riboside)

3D Structure for HMDB0002331 (Imidazoleacetic acid riboside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra