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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-13 09:37:00 UTC

Update Date

2022-09-22 17:43:51 UTC

HMDB ID

HMDB0004044

Secondary Accession Numbers

HMDB04044

Metabolite Identification

Common Name

N6-Methyladenosine

Description

N6-Methyladenosine is a methylated adenine residue. N6-Methyladenosine is an endogenous urinary nucleoside product of the degradation of transfer ribonucleic acid (tRNA); urinary nucleosides are biological markers for patients with colorectal cancer. tRNA has been shown to be excreted in abnormal amounts in the urine of cancer patients. tRNA from neoplastic tissue had a much more rapid turnover rate than the tRNA from the corresponding normal tissue. Evidence indicates that methylation of tRNA occurs only after synthesis of the intact macromolecule. Because there are no specific enzyme systems to incorporate the modified nucleosides into the macromolecular nucleic acid, these nucleosides once released in the process of tRNA turnover cannot be reutilized, nor are they further degraded, but are excreted in urine. (PMID: 15991285 , 3506820 ).

Structure

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

HMDB0004044
     RDKit          3D
N6-Methyladenosine
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.9714    0.2883   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -0.3055   -0.6077 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4560    0.2769   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    1.4209    0.4967 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    1.9571    0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0405    1.3477    0.5462 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0372    0.2115   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687   -0.3320   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541   -1.4470   -1.1942 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -1.6100   -1.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -0.5756   -0.5866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828   -0.4370   -0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7866    0.7569    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    0.5537    0.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7403    1.5742    1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403    2.8473    0.7100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -0.8458    0.7737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1791   -1.5815   -0.0755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -1.4353    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9870   -2.7000    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9182    1.0083    0.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3380    0.7584   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6802   -0.5266   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -1.1959   -1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563    2.8800    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -2.4549   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -0.6353   -1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6580    0.6594   -0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411    1.4449    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8344    1.4020    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    3.5473    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.9154    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.2764   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3500   -1.3971    1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -3.2634    0.5224 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 12  1  0
 11  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
 10 26  1  0
 12 27  1  6
 14 28  1  6
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  1
 18 33  1  0
 19 34  1  1
 20 35  1  0
M  END

  Mrv0541 02231219512D          

 20 22  0  0  1  0            999 V2000
   29.9231   -8.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8293   -8.4728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8868   -7.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3460   -7.9170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8817   -9.9267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8817  -11.2546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3865   -9.7657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6721  -11.0032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3865  -12.2408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6543   -8.4742    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.1380   -9.1425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.1403   -7.8076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   29.9245   -8.0639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   30.5929   -7.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1011  -10.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3632  -10.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1011  -11.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3865  -11.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6721  -10.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6721  -12.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
 10  2  1  6  0  0  0
 12  3  1  6  0  0  0
  4 14  1  0  0  0  0
 11  5  1  1  0  0  0
  5 15  1  0  0  0  0
  5 16  1  0  0  0  0
  6 16  2  0  0  0  0
  6 17  1  0  0  0  0
  7 15  1  0  0  0  0
  7 19  2  0  0  0  0
  8 18  2  0  0  0  0
  8 19  1  0  0  0  0
  9 18  1  0  0  0  0
  9 20  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004044

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N5O4/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11,17-19H,2H2,1H3,(H,12,13,14)/t5-,7-,8-,11-/m1/s1

> <INCHI_KEY>
VQAYFKKCNSOZKM-IOSLPCCCSA-N

> <FORMULA>
C11H15N5O4

> <MOLECULAR_WEIGHT>
281.2679

> <EXACT_MASS>
281.112403993

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
27.58887658239788

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylamino)-9H-purin-9-yl]oxolane-3,4-diol

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-1.7892597903333336

> <ALOGPS_LOGS>
-1.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.891217997762595

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.454003337934779

> <JCHEM_PKA_STRONGEST_BASIC>
4.89172831263955

> <JCHEM_POLAR_SURFACE_AREA>
125.55

> <JCHEM_REFRACTIVITY>
68.689

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N6-methyladenosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004044
     RDKit          3D
N6-Methyladenosine
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.9714    0.2883   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -0.3055   -0.6077 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4560    0.2769   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    1.4209    0.4967 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    1.9571    0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0405    1.3477    0.5462 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0372    0.2115   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687   -0.3320   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541   -1.4470   -1.1942 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -1.6100   -1.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -0.5756   -0.5866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828   -0.4370   -0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7866    0.7569    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    0.5537    0.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7403    1.5742    1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403    2.8473    0.7100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -0.8458    0.7737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1791   -1.5815   -0.0755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -1.4353    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9870   -2.7000    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9182    1.0083    0.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3380    0.7584   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6802   -0.5266   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -1.1959   -1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563    2.8800    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -2.4549   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -0.6353   -1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6580    0.6594   -0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411    1.4449    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8344    1.4020    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    3.5473    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.9154    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.2764   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3500   -1.3971    1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -3.2634    0.5224 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 12  1  0
 11  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
 10 26  1  0
 12 27  1  6
 14 28  1  6
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  1
 18 33  1  0
 19 34  1  1
 20 35  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      55.856 -16.593   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      51.948 -15.816   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      53.922 -13.109   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      58.513 -14.778   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      53.913 -18.530   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      53.913 -21.009   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      51.121 -18.229   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      49.788 -20.539   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      51.121 -22.849   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      53.488 -15.819   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      54.391 -17.066   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      54.395 -14.574   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      55.859 -15.053   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      57.107 -14.150   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      52.455 -18.999   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      54.811 -19.769   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      52.455 -20.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      51.121 -21.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      49.788 -18.999   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      49.788 -23.619   0.000  0.00  0.00           C+0
CONECT    1   11   13                                                       
CONECT    2   10                                                            
CONECT    3   12                                                            
CONECT    4   14                                                            
CONECT    5   11   15   16                                                  
CONECT    6   16   17                                                       
CONECT    7   15   19                                                       
CONECT    8   18   19                                                       
CONECT    9   18   20                                                       
CONECT   10    2   11   12                                                  
CONECT   11    1    5   10                                                  
CONECT   12    3   10   13                                                  
CONECT   13    1   12   14                                                  
CONECT   14    4   13                                                       
CONECT   15    5    7   17                                                  
CONECT   16    5    6                                                       
CONECT   17    6   15   18                                                  
CONECT   18    8    9   17                                                  
CONECT   19    7    8                                                       
CONECT   20    9                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0004044
HETATM    1  C1  UNL     1       5.971   0.288  -0.297  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.692  -0.305  -0.608  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.456   0.277  -0.203  1.00  0.00           C  
HETATM    4  N2  UNL     1       3.394   1.421   0.497  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.196   1.957   0.871  1.00  0.00           C  
HETATM    6  N3  UNL     1       1.040   1.348   0.546  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.037   0.212  -0.146  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.269  -0.332  -0.527  1.00  0.00           C  
HETATM    9  N4  UNL     1       1.954  -1.447  -1.194  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.605  -1.610  -1.240  1.00  0.00           C  
HETATM   11  N5  UNL     1       0.044  -0.576  -0.587  1.00  0.00           N  
HETATM   12  C7  UNL     1      -1.383  -0.437  -0.445  1.00  0.00           C  
HETATM   13  O1  UNL     1      -1.787   0.757   0.087  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.162   0.554   0.273  1.00  0.00           C  
HETATM   15  C9  UNL     1      -3.740   1.574   1.230  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.540   2.847   0.710  1.00  0.00           O  
HETATM   17  C10 UNL     1      -3.334  -0.846   0.774  1.00  0.00           C  
HETATM   18  O3  UNL     1      -4.179  -1.581  -0.075  1.00  0.00           O  
HETATM   19  C11 UNL     1      -1.939  -1.435   0.576  1.00  0.00           C  
HETATM   20  O4  UNL     1      -1.987  -2.700   0.020  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.918   1.008   0.544  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.338   0.758  -1.242  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.680  -0.527  -0.059  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.713  -1.196  -1.151  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.256   2.880   1.432  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.137  -2.455  -1.736  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.939  -0.635  -1.385  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.658   0.659  -0.715  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.341   1.445   2.242  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.834   1.402   1.262  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.460   3.547   1.400  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.671  -0.915   1.820  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.045  -1.276  -0.990  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.350  -1.397   1.519  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.352  -3.263   0.522  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24
CONECT    3    4    4    8
CONECT    4    5
CONECT    5    6    6   25
CONECT    6    7
CONECT    7    8    8   11
CONECT    8    9
CONECT    9   10   10
CONECT   10   11   26
CONECT   11   12
CONECT   12   13   19   27
CONECT   13   14
CONECT   14   15   17   28
CONECT   15   16   29   30
CONECT   16   31
CONECT   17   18   19   32
CONECT   18   33
CONECT   19   20   34
CONECT   20   35
END

HMDB0004044
     RDKit          3D
N6-Methyladenosine
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.9714    0.2883   -0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6923   -0.3055   -0.6077 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4560    0.2769   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    1.4209    0.4967 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958    1.9571    0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0405    1.3477    0.5462 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0372    0.2115   -0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687   -0.3320   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9541   -1.4470   -1.1942 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -1.6100   -1.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -0.5756   -0.5866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828   -0.4370   -0.4450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7866    0.7569    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    0.5537    0.2725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7403    1.5742    1.2302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403    2.8473    0.7100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -0.8458    0.7737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1791   -1.5815   -0.0755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9388   -1.4353    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9870   -2.7000    0.0203 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9182    1.0083    0.5440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3380    0.7584   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6802   -0.5266   -0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -1.1959   -1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2563    2.8800    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1370   -2.4549   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -0.6353   -1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6580    0.6594   -0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411    1.4449    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8344    1.4020    1.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4598    3.5473    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.9154    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.2764   -0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3500   -1.3971    1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -3.2634    0.5224 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  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 12  1  0
 11  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  5 25  1  0
 10 26  1  0
 12 27  1  6
 14 28  1  6
 15 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  1
 18 33  1  0
 19 34  1  1
 20 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2R,3S,4R,5R)-2-Hydroxymethyl-5-(6-methylamino-purin-9-yl)-tetrahydro-furan-3,4-diol	ChEBI
6-Methyladenosine	ChEBI
6-Methylaminopurine D-riboside	ChEBI
6-Methylaminopurine ribonucleoside	ChEBI
6-Methylaminopurine riboside	ChEBI
6-Methylaminopurinosine	ChEBI
m6a	ChEBI
N(6)-Monomethyladenosine	ChEBI
6-methylamino-9-beta-D-Ribofuranosyl-purine	HMDB
6-methylamino-9-beta-delta-Ribofuranosyl-purine	HMDB
N(6)-Methyladenosine	HMDB
N-Methyladenosine	HMDB
N(6)MAdo	MeSH, HMDB
N6-Methyladenosine	MeSH

Chemical Formula

C₁₁H₁₅N₅O₄

Average Molecular Weight

281.2679

Monoisotopic Molecular Weight

281.112403993

IUPAC Name

(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylamino)-9H-purin-9-yl]oxolane-3,4-diol

Traditional Name

N6-methyladenosine

CAS Registry Number

1867-73-8

SMILES

CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C11H15N5O4/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11,17-19H,2H2,1H3,(H,12,13,14)/t5-,7-,8-,11-/m1/s1

InChI Key

VQAYFKKCNSOZKM-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-alkylaminopurine
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Monosaccharide
N-substituted imidazole
Pyrimidine
Imidolactam
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Secondary amine
Oxacycle
Amine
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

methyladenosine (CHEBI:21891 )

Ontology

Physiological effect

Health effect

Renal system and urinary system

Renal disorder

Uremia (HMDB: HMDB0004044)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12675874)

Organ

Placenta (HMDB: HMDB0004044)

Excreta

Biofluid or Excreta

Feces (PMID: 27543620)

Source

Endogenous

Endogenous (HMDB: HMDB0004044)

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

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	159.672	30932474
[M-H]-	Not Available	159.672	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000136

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.77 g/L	ALOGPS
logP	-0.64	ALOGPS
logP	-1.8	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	4.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.69 m³·mol⁻¹	ChemAxon
Polarizability	27.59 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]+	163.674	31661259
DarkChem	[M-H]-	159.591	31661259
DeepCCS	[M+H]+	159.17	30932474
DeepCCS	[M-H]-	156.775	30932474
DeepCCS	[M-2H]-	191.159	30932474
DeepCCS	[M+Na]+	166.408	30932474
AllCCS	[M+H]+	165.0	32859911
AllCCS	[M+H-H2O]+	161.6	32859911
AllCCS	[M+NH4]+	168.1	32859911
AllCCS	[M+Na]+	169.0	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	164.0	32859911
AllCCS	[M+HCOO]-	163.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N6-Methyladenosine	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	3586.6	Standard polar	33892256
N6-Methyladenosine	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2172.2	Standard non polar	33892256
N6-Methyladenosine	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2673.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N6-Methyladenosine,1TMS,isomer #1	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O	2694.2	Semi standard non polar	33892256
N6-Methyladenosine,1TMS,isomer #2	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O	2689.5	Semi standard non polar	33892256
N6-Methyladenosine,1TMS,isomer #3	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C	2681.6	Semi standard non polar	33892256
N6-Methyladenosine,1TMS,isomer #4	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)[Si](C)(C)C	2684.8	Semi standard non polar	33892256
N6-Methyladenosine,2TMS,isomer #1	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	2620.0	Semi standard non polar	33892256
N6-Methyladenosine,2TMS,isomer #2	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	2623.4	Semi standard non polar	33892256
N6-Methyladenosine,2TMS,isomer #3	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C	2646.8	Semi standard non polar	33892256
N6-Methyladenosine,2TMS,isomer #4	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2624.9	Semi standard non polar	33892256
N6-Methyladenosine,2TMS,isomer #5	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	2646.9	Semi standard non polar	33892256
N6-Methyladenosine,2TMS,isomer #6	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	2641.6	Semi standard non polar	33892256
N6-Methyladenosine,3TMS,isomer #1	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	2616.7	Semi standard non polar	33892256
N6-Methyladenosine,3TMS,isomer #2	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	2633.0	Semi standard non polar	33892256
N6-Methyladenosine,3TMS,isomer #3	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	2631.4	Semi standard non polar	33892256
N6-Methyladenosine,3TMS,isomer #4	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	2633.7	Semi standard non polar	33892256
N6-Methyladenosine,4TMS,isomer #1	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	2651.5	Semi standard non polar	33892256
N6-Methyladenosine,4TMS,isomer #1	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	2751.5	Standard non polar	33892256
N6-Methyladenosine,4TMS,isomer #1	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3245.0	Standard polar	33892256
N6-Methyladenosine,1TBDMS,isomer #1	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O	2913.9	Semi standard non polar	33892256
N6-Methyladenosine,1TBDMS,isomer #2	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2907.1	Semi standard non polar	33892256
N6-Methyladenosine,1TBDMS,isomer #3	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2900.2	Semi standard non polar	33892256
N6-Methyladenosine,1TBDMS,isomer #4	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	2904.3	Semi standard non polar	33892256
N6-Methyladenosine,2TBDMS,isomer #1	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3057.8	Semi standard non polar	33892256
N6-Methyladenosine,2TBDMS,isomer #2	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3053.1	Semi standard non polar	33892256
N6-Methyladenosine,2TBDMS,isomer #3	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	3073.9	Semi standard non polar	33892256
N6-Methyladenosine,2TBDMS,isomer #4	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3042.4	Semi standard non polar	33892256
N6-Methyladenosine,2TBDMS,isomer #5	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)[Si](C)(C)C(C)(C)C	3074.9	Semi standard non polar	33892256
N6-Methyladenosine,2TBDMS,isomer #6	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3063.5	Semi standard non polar	33892256
N6-Methyladenosine,3TBDMS,isomer #1	CNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3227.3	Semi standard non polar	33892256
N6-Methyladenosine,3TBDMS,isomer #2	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)[Si](C)(C)C(C)(C)C	3225.4	Semi standard non polar	33892256
N6-Methyladenosine,3TBDMS,isomer #3	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3216.5	Semi standard non polar	33892256
N6-Methyladenosine,3TBDMS,isomer #4	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3215.0	Semi standard non polar	33892256
N6-Methyladenosine,4TBDMS,isomer #1	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3396.1	Semi standard non polar	33892256
N6-Methyladenosine,4TBDMS,isomer #1	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3523.6	Standard non polar	33892256
N6-Methyladenosine,4TBDMS,isomer #1	CN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3583.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Methyladenosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-9250000000-f68d93d3aba66f476b5a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Methyladenosine GC-MS (3 TMS) - 70eV, Positive	splash10-001i-5240900000-5ed29ed1c66f9359411a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Methyladenosine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - N6-Methyladenosine 40V, Positive-QTOF	splash10-0udi-1900000000-90b66fcd2e197f5c3c4b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N6-Methyladenosine 10V, Positive-QTOF	splash10-001i-0190000000-77e89864825dcf8dc9e9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N6-Methyladenosine 20V, Positive-QTOF	splash10-0udi-0910000000-240507c445f64cd6bd44	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N6-Methyladenosine 35V, Positive-QTOF	splash10-0udi-0900000000-56b06c813bcae8cf518e	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 10V, Positive-QTOF	splash10-0udi-0950000000-ae4aeb9a2427356f5aa5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 20V, Positive-QTOF	splash10-0udi-0900000000-248775672d1e9676a18e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 40V, Positive-QTOF	splash10-0f89-1900000000-3232c27eb5fd43a2e82f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 10V, Negative-QTOF	splash10-001j-0590000000-9e6e236ad32ba9e4028b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 20V, Negative-QTOF	splash10-0002-0900000000-848e45d59dc92c64f11a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 40V, Negative-QTOF	splash10-053s-3900000000-38e91162c46586f82dac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 10V, Positive-QTOF	splash10-0udi-0910000000-3030c0e77d202c673023	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 20V, Positive-QTOF	splash10-0udi-0900000000-80b091b47a29fd1bd966	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 40V, Positive-QTOF	splash10-0udi-1900000000-211a34cd4092888c4fed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 10V, Negative-QTOF	splash10-001j-0790000000-d8051b996e9183e0a23c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 20V, Negative-QTOF	splash10-0002-0900000000-6025458478375798066f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Methyladenosine 40V, Negative-QTOF	splash10-05nb-0900000000-ea9d0ddfedd3ef113a0d	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0658 +/- 0.0299 uM	Adult (>18 years old)	Both	Normal	12675874	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.250 +/- 0.190 uM	Adult (>18 years old)	Both	Uremia	12675874	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

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 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023288

KNApSAcK ID

Not Available

Chemspider ID

92307

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

N6-Methyladenosine

METLIN ID

Not Available

PubChem Compound

102175

PDB ID

Not Available

ChEBI ID

21891

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. [PubMed:3506820 ]
Zheng YF, Yang J, Zhao XJ, Feng B, Kong HW, Chen YJ, Lv S, Zheng MH, Xu GW: Urinary nucleosides as biological markers for patients with colorectal cancer. World J Gastroenterol. 2005 Jul 7;11(25):3871-6. [PubMed:15991285 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details

1. N6-adenosine-methyltransferase 70 kDa subunit

General function:: Involved in methyltransferase activity
Specific function:: N6-methyltransferase that methylates adenosine residues of some mRNAs. N6-methyladenosine (m6A), which is present at internal sites of some mRNAs, may play a role in the efficiency of mRNA splicing, transport or translation.
Gene Name:: METTL3
Uniprot ID:: Q86U44
Molecular weight:: 64473.345

Showing metabocard for N6-Methyladenosine (HMDB0004044)

MOL for HMDB0004044 (N6-Methyladenosine)

3D MOL for HMDB0004044 (N6-Methyladenosine)

3D SDF for HMDB0004044 (N6-Methyladenosine)

3D-SDF for HMDB0004044 (N6-Methyladenosine)

PDB for HMDB0004044 (N6-Methyladenosine)

3D PDB for HMDB0004044 (N6-Methyladenosine)

SMILES for HMDB0004044 (N6-Methyladenosine)

INCHI for HMDB0004044 (N6-Methyladenosine)

Structure for HMDB0004044 (N6-Methyladenosine)

3D Structure for HMDB0004044 (N6-Methyladenosine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes