NP-MRD: Showing NP-Card for 1-Methylguanosine (NP0000788)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2020-11-24 22:18:18 UTC

NP-MRD ID

NP0000788

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Methylguanosine

Description

1-Methylguanosine is a methylated nucleoside. It is known that some modified, especially methylated, nucleosides originating from RNA degradation are excreted in abnormal levels in the urine of patients with malignant tumours. These nucleosides have been proposed as tumour markers. Their measurement could provide a non-invasive diagnostic method, help identify different cancers, and monitor any therapeutic effects (PMID: 9129323 ).

Structure

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

HMDB0001563
     RDKit          3D
1-Methylguanosine
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1271    0.0450    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198    0.1597    0.0600 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -0.9436   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -2.2033   -0.2836 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6867   -0.7876   -0.5803 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1046    0.4310   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346    1.5515   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828    2.5842   -0.2982 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216    2.1115   -0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1841    0.7800   -0.8374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2561   -0.1289   -1.2308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3937    0.6038   -1.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3779    0.1905   -0.5954 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8176    1.3062    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2792    2.3426   -0.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9131   -0.9494    0.2291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7562   -2.0491   -0.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127   -1.1808   -0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4637   -2.4738   -0.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    1.3842    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121    2.4184    0.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3568   -0.9612    0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7670    0.2454   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4127    0.7834    1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945   -2.6315   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427   -2.7065    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359    2.6961   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0065   -0.6341   -2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846   -0.0480   -1.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9896    1.5961    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6785    0.9563    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    3.1301   -0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079   -0.7663    1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -2.5548    0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -1.1343    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5542   -3.1626   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
 20  2  1  0
 10  6  1  0
 18 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  6
 13 29  1  6
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  1
 19 36  1  0
M  END


  Mrv1652305261923512D          

 21 23  0  0  1  0            999 V2000
   12.3381   -7.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9948   -7.8824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3381   -6.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0039   -8.9422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7221   -7.9956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0039   -6.7229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1107   -6.9449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7221   -6.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7729   -9.7348    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.1107   -7.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4206   -7.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3472   -8.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9350   -9.7348    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.6769   -8.9512    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7221   -5.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4857   -7.9820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2530  -10.3915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4549  -10.4142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8842   -8.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2728   -9.2638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4692   -6.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  5  1  1  0  0  0  0
  4  2  1  1  0  0  0
 11  2  1  0  0  0  0
  6  3  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 12  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 10  7  1  0  0  0  0
  8  7  1  0  0  0  0
 15  8  2  0  0  0  0
 13  9  1  0  0  0  0
  9 17  1  6  0  0  0
 16 10  1  0  0  0  0
 14 12  1  0  0  0  0
 13 18  1  6  0  0  0
 14 13  1  0  0  0  0
 14 19  1  1  0  0  0
 20 19  1  0  0  0  0
 21  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000788

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N5O5/c1-15-9(20)5-8(14-11(15)12)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
UTAIYTHAJQNQDW-KQYNXXCUSA-N

> <FORMULA>
C11H15N5O5

> <MOLECULAR_WEIGHT>
297.2673

> <EXACT_MASS>
297.107318615

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.165290780286163

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.81

> <JCHEM_LOGP>
-2.482542130333333

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.891225531902961

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.454002187285429

> <JCHEM_PKA_STRONGEST_BASIC>
1.431795842824723

> <JCHEM_POLAR_SURFACE_AREA>
146.43

> <JCHEM_REFRACTIVITY>
69.5178

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methylguanosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001563
     RDKit          3D
1-Methylguanosine
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1271    0.0450    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198    0.1597    0.0600 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -0.9436   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -2.2033   -0.2836 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6867   -0.7876   -0.5803 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1046    0.4310   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346    1.5515   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828    2.5842   -0.2982 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216    2.1115   -0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1841    0.7800   -0.8374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2561   -0.1289   -1.2308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3937    0.6038   -1.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3779    0.1905   -0.5954 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8176    1.3062    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2792    2.3426   -0.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9131   -0.9494    0.2291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7562   -2.0491   -0.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127   -1.1808   -0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4637   -2.4738   -0.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    1.3842    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121    2.4184    0.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3568   -0.9612    0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7670    0.2454   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4127    0.7834    1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945   -2.6315   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427   -2.7065    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359    2.6961   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0065   -0.6341   -2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846   -0.0480   -1.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9896    1.5961    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6785    0.9563    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    3.1301   -0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079   -0.7663    1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -2.5548    0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -1.1343    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5542   -3.1626   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
 20  2  1  0
 10  6  1  0
 18 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  6
 13 29  1  6
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  1
 19 36  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  C   UNK     0      23.031 -14.274   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      24.257 -14.714   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      23.031 -12.964   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.274 -16.692   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      21.881 -14.925   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      24.274 -12.549   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      20.740 -12.964   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      21.881 -12.321   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.843 -18.172   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.740 -14.274   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.052 -13.589   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      23.048 -15.779   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      22.279 -18.172   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.797 -16.709   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      21.881 -10.985   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      19.573 -14.900   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      24.739 -19.397   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      21.382 -19.440   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      20.317 -16.253   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      19.176 -17.292   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      19.543 -11.812   0.000  0.00  0.00           C+0
CONECT    1    2    3    5                                                  
CONECT    2    1    4   11                                                  
CONECT    3    1    6    8                                                  
CONECT    4    2    9   12                                                  
CONECT    5    1   10                                                       
CONECT    6    3   11                                                       
CONECT    7   10    8   21                                                  
CONECT    8    3    7   15                                                  
CONECT    9    4   13   17                                                  
CONECT   10    5    7   16                                                  
CONECT   11    2    6                                                       
CONECT   12    4   14                                                       
CONECT   13    9   18   14                                                  
CONECT   14   12   13   19                                                  
CONECT   15    8                                                            
CONECT   16   10                                                            
CONECT   17    9                                                            
CONECT   18   13                                                            
CONECT   19   14   20                                                       
CONECT   20   19                                                            
CONECT   21    7                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0001563
HETATM    1  C1  UNL     1       5.127   0.045   0.398  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.720   0.160   0.060  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.988  -0.944  -0.274  1.00  0.00           C  
HETATM    4  N2  UNL     1       3.633  -2.203  -0.284  1.00  0.00           N  
HETATM    5  N3  UNL     1       1.687  -0.788  -0.580  1.00  0.00           N  
HETATM    6  C3  UNL     1       1.105   0.431  -0.561  1.00  0.00           C  
HETATM    7  C4  UNL     1       1.835   1.552  -0.225  1.00  0.00           C  
HETATM    8  N4  UNL     1       0.983   2.584  -0.298  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.222   2.111  -0.666  1.00  0.00           C  
HETATM   10  N5  UNL     1      -0.184   0.780  -0.837  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.256  -0.129  -1.231  1.00  0.00           C  
HETATM   12  O1  UNL     1      -2.394   0.604  -1.433  1.00  0.00           O  
HETATM   13  C7  UNL     1      -3.378   0.190  -0.595  1.00  0.00           C  
HETATM   14  C8  UNL     1      -3.818   1.306   0.357  1.00  0.00           C  
HETATM   15  O2  UNL     1      -4.279   2.343  -0.437  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.913  -0.949   0.229  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.756  -2.049  -0.049  1.00  0.00           O  
HETATM   18  C10 UNL     1      -1.513  -1.181  -0.216  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.464  -2.474  -0.786  1.00  0.00           O  
HETATM   20  C11 UNL     1       3.164   1.384   0.087  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.812   2.418   0.391  1.00  0.00           O  
HETATM   22  H1  UNL     1       5.357  -0.961   0.824  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.767   0.245  -0.494  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.413   0.783   1.201  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.995  -2.631  -1.152  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.743  -2.707   0.615  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.136   2.696  -0.816  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.007  -0.634  -2.198  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.285  -0.048  -1.201  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.990   1.596   1.023  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.679   0.956   0.964  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.684   3.130  -0.269  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.008  -0.766   1.321  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.967  -2.555   0.790  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.842  -1.134   0.672  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.554  -3.163  -0.105  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   20
CONECT    3    4    5    5
CONECT    4   25   26
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8   20
CONECT    8    9    9
CONECT    9   10   27
CONECT   10   11
CONECT   11   12   18   28
CONECT   12   13
CONECT   13   14   16   29
CONECT   14   15   30   31
CONECT   15   32
CONECT   16   17   18   33
CONECT   17   34
CONECT   18   19   35
CONECT   19   36
CONECT   20   21   21
END

HMDB0001563
     RDKit          3D
1-Methylguanosine
 36 38  0  0  0  0  0  0  0  0999 V2000
    5.1271    0.0450    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198    0.1597    0.0600 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -0.9436   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -2.2033   -0.2836 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6867   -0.7876   -0.5803 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1046    0.4310   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346    1.5515   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9828    2.5842   -0.2982 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216    2.1115   -0.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1841    0.7800   -0.8374 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2561   -0.1289   -1.2308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3937    0.6038   -1.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3779    0.1905   -0.5954 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8176    1.3062    0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2792    2.3426   -0.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9131   -0.9494    0.2291 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7562   -2.0491   -0.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5127   -1.1808   -0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4637   -2.4738   -0.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1644    1.3842    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121    2.4184    0.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3568   -0.9612    0.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7670    0.2454   -0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4127    0.7834    1.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945   -2.6315   -1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427   -2.7065    0.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359    2.6961   -0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0065   -0.6341   -2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846   -0.0480   -1.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9896    1.5961    1.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6785    0.9563    0.9641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6844    3.1301   -0.2694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079   -0.7663    1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -2.5548    0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8421   -1.1343    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5542   -3.1626   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  2  0
 20  2  1  0
 10  6  1  0
 18 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  6
 13 29  1  6
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  1
 17 34  1  0
 18 35  1  1
 19 36  1  0
M  END

View in JSmol

Synonyms

Value	Source
m1g	ChEBI
N1-Methylguanosine	ChEBI
N-Methylguanosine	HMDB
1-Methyl-guanosine	HMDB
Methylguanosine	HMDB
TRMD Protein	HMDB

Chemical Formula

C₁₁H₁₅N₅O₅

Average Mass

297.2673 Da

Monoisotopic Mass

297.10732 Da

IUPAC Name

2-amino-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-methylguanosine

CAS Registry Number

2140-65-0

SMILES

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

InChI Identifier

InChI=1S/C11H15N5O5/c1-15-9(20)5-8(14-11(15)12)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14)/t4-,6-,7-,10-/m1/s1

InChI Key

UTAIYTHAJQNQDW-KQYNXXCUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, simulated)	Varshavi.d26			2021-08-29	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, 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, H₂O, simulated)	varshavi.d26@gmail.com	Not Available	Not Available	2021-08-11	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
Purinone
Pentose monosaccharide
Purine
Imidazopyrimidine
Pyrimidone
Pyrimidine
Monosaccharide
N-substituted imidazole
Imidazole
Azole
Heteroaromatic compound
Tetrahydrofuran
Vinylogous amide
Lactam
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

methylguanosine (CHEBI:19062 )

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	16.1 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.5	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	1.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.43 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.52 m³·mol⁻¹	ChemAxon
Polarizability	28.17 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

HMDB0001563

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022690

KNApSAcK ID

Not Available

Chemspider ID

86996

KEGG Compound ID

C04545

BioCyc ID

CPD0-1043

BiGG ID

Not Available

Wikipedia Link

7-Methylguanosine

METLIN ID

6324

PubChem Compound

96373

PDB ID

Not Available

ChEBI ID

19062

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 ]
Heldman DA, Grever MR, Miser JS, Trewyn RW: Relationship of urinary excretion of modified nucleosides to disease status in childhood acute lymphoblastic leukemia. J Natl Cancer Inst. 1983 Aug;71(2):269-73. [PubMed:6576186 ]
Szabo LD, Keresztes P, Pallos JP, Csato E, Predmerszky T: Study of nucleic acid metabolism in two astronauts. Adv Space Res. 1984;4(10):15-8. [PubMed:11539621 ]
Bjork GR, Wikstrom PM, Bystrom AS: Prevention of translational frameshifting by the modified nucleoside 1-methylguanosine. Science. 1989 May 26;244(4907):986-9. doi: 10.1126/science.2471265. [PubMed:2471265 ]

Showing NP-Card for 1-Methylguanosine (NP0000788)

MOL for NP0000788 (1-Methylguanosine)

3D MOL for NP0000788 (1-Methylguanosine)

3D SDF for NP0000788 (1-Methylguanosine)

3D-SDF for NP0000788 (1-Methylguanosine)

PDB for NP0000788 (1-Methylguanosine)

3D PDB for NP0000788 (1-Methylguanosine)

SMILES for NP0000788 (1-Methylguanosine)

INCHI for NP0000788 (1-Methylguanosine)

Structure for NP0000788 (1-Methylguanosine)

3D Structure for NP0000788 (1-Methylguanosine)