NP-MRD: Showing NP-Card for 1-Methylinosine (NP0001368)

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Record Information

Version

1.0

Created at

2006-05-22 15:12:05 UTC

Updated at

2021-06-29 00:47:38 UTC

NP-MRD ID

NP0001368

Secondary Accession Numbers

None

Natural Product 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>
NP0001368

> <DATABASE_NAME>
NP-MRD

> <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

Synonyms

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

Chemical Formula

C₁₁H₁₄N₄O₅

Average Mass

282.2527 Da

Monoisotopic Mass

282.09642 Da

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol, simulated)	varshavi.d26@gmail.com	Not Available	Not Available	2021-08-09	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 )

Physical Properties

State

Solid

Experimental 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

Predicted 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

External Links

HMDB ID

HMDB0002721

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

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 NP-Card for 1-Methylinosine (NP0001368)

MOL for NP0001368 (1-Methylinosine)

3D MOL for NP0001368 (1-Methylinosine)

3D SDF for NP0001368 (1-Methylinosine)

3D-SDF for NP0001368 (1-Methylinosine)

PDB for NP0001368 (1-Methylinosine)

3D PDB for NP0001368 (1-Methylinosine)

SMILES for NP0001368 (1-Methylinosine)

INCHI for NP0001368 (1-Methylinosine)

Structure for NP0001368 (1-Methylinosine)

3D Structure for NP0001368 (1-Methylinosine)