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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:05 UTC

Update Date

2021-09-14 14:57:19 UTC

HMDB ID

HMDB0002721

Secondary Accession Numbers

HMDB02721

Metabolite Identification

Common Name

1-Methylinosine

Description

1-methylinosine is inosine carrying a methyl substituent at position 1 on the hypoxanthine ring. It has a role as a metabolite. It derives from an inosine. It is a modified nucleotide found at position 37 in tRNA 3' to the anticodon of eukaryotic tRNA. Shown that sequences are forced to adopt a hairpin conformation if one of the central 6 nt is replaced by the corresponding methylated nucleotide, such as 1-methylguanosine. In Vivo synthesis: Inosine-37 in tRNA is synthesised by a hydrolytic deamination-type reaction, catalysed by distinct tRNA:adenosine deaminases.

Structure

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

HMDB0002721
     RDKit          3D
1-Methylinosine
 34 36  0  0  0  0  0  0  0  0999 V2000
    5.7263    0.0894   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2627    0.0593   -0.4267 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    1.0631   -0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605    1.0568   -0.8001 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5144    0.0190   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2553   -1.0344    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940   -1.9366    0.8413 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534   -1.4161    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2185   -0.2489    0.0342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.6063   -0.3377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4973    1.0621    0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508    0.9862    0.6528 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4182    0.0284    1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8158   -0.0627    1.5608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1778    0.4285   -0.6960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4893    1.4530   -1.6081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -0.2487   -1.0944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6767   -0.2095   -2.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244   -0.9671    0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -1.9152    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648   -0.6358    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1079    1.0968   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508   -0.1583   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501    1.8861   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7666   -1.8862    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5398    1.4587   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615    1.9646    0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0253   -0.9969    1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242    0.4335    2.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -0.9698    1.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9970   -0.3308   -0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4152    1.7459   -1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278   -1.2667   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5279   -1.1542   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 19  2  1  0
  9  5  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  8 25  1  0
 10 26  1  6
 12 27  1  6
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  1
 16 32  1  0
 17 33  1  1
 18 34  1  0
M  END


  Mrv1652305261923512D          

 20 22  0  0  1  0            999 V2000
   21.1873  -13.0191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3371  -15.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3402  -14.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4017  -15.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1341  -18.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4195  -17.6118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6291  -16.5354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1341  -16.3742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6291  -17.8632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6342  -13.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7050  -18.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8855  -15.7512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.8878  -14.4162    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6705  -15.4976    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.6720  -14.6726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.1341  -18.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8485  -16.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8485  -17.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4195  -16.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1106  -17.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
 14  2  1  1  0  0  0
 15  3  1  1  0  0  0
  4 12  1  0  0  0  0
  4 13  1  0  0  0  0
  5 16  2  0  0  0  0
  6 11  1  0  0  0  0
  6 16  1  0  0  0  0
  6 19  1  0  0  0  0
 12  7  1  6  0  0  0
  7 17  1  0  0  0  0
  7 20  1  0  0  0  0
  8 17  1  0  0  0  0
  8 19  2  0  0  0  0
  9 18  1  0  0  0  0
  9 20  2  0  0  0  0
 13 10  1  6  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 15  1  0  0  0  0
 16 18  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002721

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N4O5/c1-14-3-13-9-6(10(14)19)12-4-15(9)11-8(18)7(17)5(2-16)20-11/h3-5,7-8,11,16-18H,2H2,1H3/t5-,7-,8-,11-/m1/s1

> <INCHI_KEY>
WJNGQIYEQLPJMN-IOSLPCCCSA-N

> <FORMULA>
C11H14N4O5

> <MOLECULAR_WEIGHT>
282.2527

> <EXACT_MASS>
282.096419578

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.00106514425095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methyl-6,9-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
-1.54

> <JCHEM_LOGP>
-2.254861971333333

> <ALOGPS_LOGS>
-1.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.891225826587988

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.45400305768301

> <JCHEM_PKA_STRONGEST_BASIC>
1.5731585712726854

> <JCHEM_POLAR_SURFACE_AREA>
120.41

> <JCHEM_REFRACTIVITY>
66.2285

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methylinosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002721
     RDKit          3D
1-Methylinosine
 34 36  0  0  0  0  0  0  0  0999 V2000
    5.7263    0.0894   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2627    0.0593   -0.4267 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    1.0631   -0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605    1.0568   -0.8001 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5144    0.0190   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2553   -1.0344    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940   -1.9366    0.8413 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534   -1.4161    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2185   -0.2489    0.0342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.6063   -0.3377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4973    1.0621    0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508    0.9862    0.6528 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4182    0.0284    1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8158   -0.0627    1.5608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1778    0.4285   -0.6960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4893    1.4530   -1.6081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -0.2487   -1.0944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6767   -0.2095   -2.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244   -0.9671    0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -1.9152    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648   -0.6358    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1079    1.0968   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508   -0.1583   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501    1.8861   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7666   -1.8862    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5398    1.4587   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615    1.9646    0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0253   -0.9969    1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242    0.4335    2.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -0.9698    1.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9970   -0.3308   -0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4152    1.7459   -1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278   -1.2667   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5279   -1.1542   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 19  2  1  0
  9  5  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  8 25  1  0
 10 26  1  6
 12 27  1  6
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  1
 16 32  1  0
 17 33  1  1
 18 34  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      39.550 -24.302   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      41.696 -29.836   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      41.702 -26.486   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      38.083 -28.155   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.717 -35.185   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      34.383 -32.875   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      38.508 -30.866   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      35.717 -30.565   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      38.508 -33.345   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      38.517 -25.445   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.049 -33.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.986 -29.402   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      38.991 -26.910   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      40.452 -28.929   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      40.454 -27.389   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.717 -33.645   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.051 -31.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      37.051 -32.875   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.383 -31.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.406 -32.105   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   12   13                                                       
CONECT    5   16                                                            
CONECT    6   11   16   19                                                  
CONECT    7   12   17   20                                                  
CONECT    8   17   19                                                       
CONECT    9   18   20                                                       
CONECT   10    1   13                                                       
CONECT   11    6                                                            
CONECT   12    4    7   14                                                  
CONECT   13    4   10   15                                                  
CONECT   14    2   12   15                                                  
CONECT   15    3   13   14                                                  
CONECT   16    5    6   18                                                  
CONECT   17    7    8   18                                                  
CONECT   18    9   16   17                                                  
CONECT   19    6    8                                                       
CONECT   20    7    9                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0002721
HETATM    1  C1  UNL     1       5.726   0.089  -0.550  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.263   0.059  -0.427  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.505   1.063  -0.902  1.00  0.00           C  
HETATM    4  N2  UNL     1       2.160   1.057  -0.800  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.514   0.019  -0.203  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.255  -1.034   0.300  1.00  0.00           C  
HETATM    7  N3  UNL     1       1.394  -1.937   0.841  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.153  -1.416   0.657  1.00  0.00           C  
HETATM    9  N4  UNL     1       0.219  -0.249   0.034  1.00  0.00           N  
HETATM   10  C6  UNL     1      -0.880   0.606  -0.338  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.497   1.062   0.794  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.851   0.986   0.653  1.00  0.00           C  
HETATM   13  C8  UNL     1      -3.418   0.028   1.691  1.00  0.00           C  
HETATM   14  O2  UNL     1      -4.816  -0.063   1.561  1.00  0.00           O  
HETATM   15  C9  UNL     1      -3.178   0.429  -0.696  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.489   1.453  -1.608  1.00  0.00           O  
HETATM   17  C10 UNL     1      -1.890  -0.249  -1.094  1.00  0.00           C  
HETATM   18  O4  UNL     1      -1.677  -0.209  -2.467  1.00  0.00           O  
HETATM   19  C11 UNL     1       3.624  -0.967   0.164  1.00  0.00           C  
HETATM   20  O5  UNL     1       4.299  -1.915   0.616  1.00  0.00           O  
HETATM   21  H1  UNL     1       6.165  -0.636   0.165  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.108   1.097  -0.212  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.051  -0.158  -1.563  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.050   1.886  -1.378  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.767  -1.886   0.974  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.540   1.459  -0.960  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.362   1.965   0.761  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.025  -0.997   1.553  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.224   0.434   2.711  1.00  0.00           H  
HETATM   30  H10 UNL     1      -5.106  -0.970   1.290  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.997  -0.331  -0.660  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.415   1.746  -1.381  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.828  -1.267  -0.670  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.528  -1.154  -2.761  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   19
CONECT    3    4    4   24
CONECT    4    5
CONECT    5    6    6    9
CONECT    6    7   19
CONECT    7    8    8
CONECT    8    9   25
CONECT    9   10
CONECT   10   11   17   26
CONECT   11   12
CONECT   12   13   15   27
CONECT   13   14   28   29
CONECT   14   30
CONECT   15   16   17   31
CONECT   16   32
CONECT   17   18   33
CONECT   18   34
CONECT   19   20   20
END

HMDB0002721
     RDKit          3D
1-Methylinosine
 34 36  0  0  0  0  0  0  0  0999 V2000
    5.7263    0.0894   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2627    0.0593   -0.4267 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047    1.0631   -0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605    1.0568   -0.8001 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5144    0.0190   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2553   -1.0344    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940   -1.9366    0.8413 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534   -1.4161    0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2185   -0.2489    0.0342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800    0.6063   -0.3377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4973    1.0621    0.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508    0.9862    0.6528 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4182    0.0284    1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8158   -0.0627    1.5608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1778    0.4285   -0.6960 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4893    1.4530   -1.6081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896   -0.2487   -1.0944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6767   -0.2095   -2.4668 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244   -0.9671    0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -1.9152    0.6161 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1648   -0.6358    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1079    1.0968   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508   -0.1583   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0501    1.8861   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7666   -1.8862    0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5398    1.4587   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615    1.9646    0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0253   -0.9969    1.5527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2242    0.4335    2.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1059   -0.9698    1.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9970   -0.3308   -0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4152    1.7459   -1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8278   -1.2667   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5279   -1.1542   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 19  2  1  0
  9  5  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  8 25  1  0
 10 26  1  6
 12 27  1  6
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  1
 16 32  1  0
 17 33  1  1
 18 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
m(1)I	ChEBI
N1-Methylinosine	ChEBI
1-Methyl-inosine	HMDB

Chemical Formula

C₁₁H₁₄N₄O₅

Average Molecular Weight

282.2527

Monoisotopic Molecular Weight

282.096419578

IUPAC Name

9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methyl-6,9-dihydro-1H-purin-6-one

Traditional Name

1-methylinosine

CAS Registry Number

2140-73-0

SMILES

CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O

InChI Identifier

InChI=1S/C11H14N4O5/c1-14-3-13-9-6(10(14)19)12-4-15(9)11-8(18)7(17)5(2-16)20-11/h3-5,7-8,11,16-18H,2H2,1H3/t5-,7-,8-,11-/m1/s1

InChI Key

WJNGQIYEQLPJMN-IOSLPCCCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Pentose monosaccharide
Purinone
Imidazopyrimidine
Purine
Pyrimidone
Pyrimidine
N-substituted imidazole
Monosaccharide
Vinylogous amide
Tetrahydrofuran
Heteroaromatic compound
Azole
Imidazole
Secondary alcohol
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

inosines (CHEBI:19065 )

Ontology

Physiological effect

Health effect

Endocrine system disorder

Thyroidal or parathyroidal disorder

Thyroid cancer (HMDB: HMDB0002721)

Renal system and urinary system

Renal disorder

Uremia (HMDB: HMDB0002721)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 1582018)

Excreta

Biofluid or Excreta

Urine (PMID: 9129323)

Cellular substructure

Cytoplasm (HMDB: HMDB0002721)

Source

Endogenous

Endogenous (HMDB: HMDB0002721)

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)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Uremia (MarkerDB: MDB00000399)

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	16.8 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.3	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	1.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	120.41 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.23 m³·mol⁻¹	ChemAxon
Polarizability	27 Å³	ChemAxon
Number of Rings	3	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]+	164.079	31661259
DarkChem	[M-H]-	160.42	31661259
DeepCCS	[M+H]+	161.457	30932474
DeepCCS	[M-H]-	159.099	30932474
DeepCCS	[M-2H]-	193.08	30932474
DeepCCS	[M+Na]+	168.607	30932474
AllCCS	[M+H]+	164.1	32859911
AllCCS	[M+H-H2O]+	160.7	32859911
AllCCS	[M+NH4]+	167.4	32859911
AllCCS	[M+Na]+	168.3	32859911
AllCCS	[M-H]-	163.8	32859911
AllCCS	[M+Na-2H]-	163.4	32859911
AllCCS	[M+HCOO]-	163.1	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.	2.32 minutes	32390414
Predicted by Siyang on May 30, 2022	9.4971 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.1 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	151.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1041.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	237.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	73.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	155.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	52.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	299.5 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	266.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	301.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	592.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	209.1 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	929.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	183.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	560.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	276.2 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	231.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Methylinosine	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O	3367.4	Standard polar	33892256
1-Methylinosine	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O	1619.3	Standard non polar	33892256
1-Methylinosine	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=O	2761.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Methylinosine,1TMS,isomer #1	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C1=O	2575.8	Semi standard non polar	33892256
1-Methylinosine,1TMS,isomer #2	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C1=O	2584.5	Semi standard non polar	33892256
1-Methylinosine,1TMS,isomer #3	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C1=O	2586.1	Semi standard non polar	33892256
1-Methylinosine,2TMS,isomer #1	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C1=O	2558.3	Semi standard non polar	33892256
1-Methylinosine,2TMS,isomer #2	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C1=O	2561.5	Semi standard non polar	33892256
1-Methylinosine,2TMS,isomer #3	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C1=O	2569.8	Semi standard non polar	33892256
1-Methylinosine,3TMS,isomer #1	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C1=O	2563.6	Semi standard non polar	33892256
1-Methylinosine,1TBDMS,isomer #1	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C1=O	2833.4	Semi standard non polar	33892256
1-Methylinosine,1TBDMS,isomer #2	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C1=O	2836.2	Semi standard non polar	33892256
1-Methylinosine,1TBDMS,isomer #3	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C1=O	2837.7	Semi standard non polar	33892256
1-Methylinosine,2TBDMS,isomer #1	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C1=O	3034.2	Semi standard non polar	33892256
1-Methylinosine,2TBDMS,isomer #2	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C1=O	3034.0	Semi standard non polar	33892256
1-Methylinosine,2TBDMS,isomer #3	CN1C=NC2=C(N=CN2[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)C1=O	3026.4	Semi standard non polar	33892256
1-Methylinosine,3TBDMS,isomer #1	CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C1=O	3224.9	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 - 1-Methylinosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-9260000000-d61a359a55520b6ac4e6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methylinosine GC-MS (3 TMS) - 70eV, Positive	splash10-0ayi-8888900000-435694604ab924019571	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methylinosine 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 - 1-Methylinosine 10V, Positive-QTOF	splash10-0udi-0940000000-590c892f3434aeade64c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 20V, Positive-QTOF	splash10-0udi-0900000000-5700e521158c2e2eebec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 40V, Positive-QTOF	splash10-0udr-1900000000-1f7aae4adebc1e5e4609	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 10V, Negative-QTOF	splash10-001j-0790000000-63ac267157492bd6dacf	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 20V, Negative-QTOF	splash10-0002-0900000000-d38b2649cc0a087967a3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 40V, Negative-QTOF	splash10-001i-1900000000-54a59a321d15984ea2d3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 10V, Positive-QTOF	splash10-0udi-0900000000-d3116843b691b79a17a6	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 20V, Positive-QTOF	splash10-0udi-0900000000-4c5f22a621f1bf5edca3	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 40V, Positive-QTOF	splash10-0udi-1900000000-08bd7a023e7c71d7fa14	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 10V, Negative-QTOF	splash10-000t-0950000000-e29272a7e2cfc8cd35b0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 20V, Negative-QTOF	splash10-0002-0900000000-5eddb3d0c408b01a8037	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methylinosine 40V, Negative-QTOF	splash10-001i-0900000000-7f4e88398d5f4a1895ce	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.073 +/- 0.027 uM	Adult (>18 years old)	Not Specified	Normal	Xu G, Enderle H, ...	details
Blood	Detected and Quantified	0.0680 +/- 0.022 uM	Adult (>18 years old)	Male	Normal	1582018	details
Blood	Detected and Quantified	0.0716 +/- 0.021 uM	Adult (>18 years old)	Both	Normal	1582018	details
Blood	Detected and Quantified	0.0606 +/- 0.018 uM	Adult (>18 years old)	Female	Normal	1582018	details
Blood	Detected and Quantified	0.0553 +/- 0.016 uM	Adult (>18 years old)	Both	Normal	1582018	details
Blood	Detected and Quantified	0.0479 +/- 0.0138 uM	Adult (>18 years old)	Both	Normal	12675874	details
Urine	Detected and Quantified	1.13 +/- 0.18 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	9129323	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	2.200 +/- 0.721 uM	Adult (>18 years old)	Both	Uremia	12675874	details
Urine	Detected and Quantified	3.14 +/- 2.04 umol/mmol creatinine	Adult (>18 years old)	Both	Breast cancer	9129323	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

Associated Disorders and Diseases

Disease References

Uremia
Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Breast cancer
Liebich HM, Di Stefano C, Wixforth A, Schmid HR: Quantitation of urinary nucleosides by high-performance liquid chromatography. J Chromatogr A. 1997 Feb 28;763(1-2):193-7. [PubMed:9129323 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023053

KNApSAcK ID

Not Available

Chemspider ID

58605

KEGG Compound ID

Not Available

BioCyc ID

CPD0-1042

BiGG ID

Not Available

Wikipedia Link

1-Methylinosin

METLIN ID

3780

PubChem Compound

65095

PDB ID

Not Available

ChEBI ID

19065

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000399

Good Scents ID

Not Available

References

Synthesis Reference

Miles, H. Todd. Preparation of 1-methylinosine. Journal of Organic Chemistry (1961), 26 4761-2.

Material Safety Data Sheet (MSDS)

Not Available

General References

Liebich HM, Di Stefano C, Wixforth A, Schmid HR: Quantitation of urinary nucleosides by high-performance liquid chromatography. J Chromatogr A. 1997 Feb 28;763(1-2):193-7. [PubMed:9129323 ]
Reynaud C, Bruno C, Boullanger P, Grange J, Barbesti S, Niveleau A: Monitoring of urinary excretion of modified nucleosides in cancer patients using a set of six monoclonal antibodies. Cancer Lett. 1992 Jan 31;61(3):255-62. [PubMed:1739950 ]
Zheng YF, Kong HW, Xiong JH, Lv S, Xu GW: Clinical significance and prognostic value of urinary nucleosides in breast cancer patients. Clin Biochem. 2005 Jan;38(1):24-30. [PubMed:15607313 ]
Micura R, Pils W, Hobartner C, Grubmayr K, Ebert MO, Jaun B: Methylation of the nucleobases in RNA oligonucleotides mediates duplex-hairpin conversion. Nucleic Acids Res. 2001 Oct 1;29(19):3997-4005. [PubMed:11574682 ]
Grosjean H, Auxilien S, Constantinesco F, Simon C, Corda Y, Becker HF, Foiret D, Morin A, Jin YX, Fournier M, Fourrey JL: Enzymatic conversion of adenosine to inosine and to N1-methylinosine in transfer RNAs: a review. Biochimie. 1996;78(6):488-501. [PubMed:8915538 ]
Heldman DA, Grever MR, Trewyn RW: Differential excretion of modified nucleosides in adult acute leukemia. Blood. 1983 Feb;61(2):291-6. [PubMed:6571786 ]

Showing metabocard for 1-Methylinosine (HMDB0002721)

MOL for HMDB0002721 (1-Methylinosine)

3D MOL for HMDB0002721 (1-Methylinosine)

3D SDF for HMDB0002721 (1-Methylinosine)

3D-SDF for HMDB0002721 (1-Methylinosine)

PDB for HMDB0002721 (1-Methylinosine)

3D PDB for HMDB0002721 (1-Methylinosine)

SMILES for HMDB0002721 (1-Methylinosine)

INCHI for HMDB0002721 (1-Methylinosine)

Structure for HMDB0002721 (1-Methylinosine)

3D Structure for HMDB0002721 (1-Methylinosine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra