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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:53:29 UTC

Update Date

2021-09-26 23:09:57 UTC

HMDB ID

HMDB0255287

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N(6),O(2)-Dimethyladenosine

Description

N(6),O(2)-Dimethyladenosine 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. Based on a literature review a significant number of articles have been published on N(6),O(2)-Dimethyladenosine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N(6),o(2)-dimethyladenosine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N(6),O(2)-Dimethyladenosine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255287
     RDKit          3D
N(6),O(2)-Dimethyladenosine
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.0585   -0.2468    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.4495    0.0942 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -0.2860   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -1.6127   -0.2045 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330   -2.2931   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067   -1.5965   -0.6562 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -0.2474   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383    0.4237   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1724    1.7221   -0.4029 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    1.8653   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2904    0.6632   -0.8051 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073    0.3507   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181   -0.9989   -1.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787   -1.3051    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821   -2.5279   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5339   -2.8002    1.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -0.1059    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1147   -0.2041    0.0473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    1.0378   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    1.8063   -0.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699    3.1140   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369   -0.5825    1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1066   -1.1372   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9079    0.4482    0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8034    1.4914    0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507   -3.3944   -0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3137    2.8187   -0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559    0.6558   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -1.5578    0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -2.2854   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2896   -3.3829   -0.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -3.1248    1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8068    0.0975    1.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    0.5849    0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056    1.6386    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    3.2169    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008    3.6070   -0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    3.6979   -0.6138 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
 20 21  1  0
  8  3  1  0
 19 12  1  0
 11  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
 10 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END


  Mrv1652309112116532D          

 21 23  0  0  0  0            999 V2000
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0098   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -2.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403   -1.2945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728   -2.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1591   -3.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -3.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2473   -2.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255287

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC1=NC=NC2=C1N=CN2C1OC(CO)C(O)C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C12H17N5O4/c1-13-10-7-11(15-4-14-10)17(5-16-7)12-9(20-2)8(19)6(3-18)21-12/h4-6,8-9,12,18-19H,3H2,1-2H3,(H,13,14,15)

> <INCHI_KEY>
GRYSXUXXBDSYRT-UHFFFAOYSA-N

> <FORMULA>
C12H17N5O4

> <MOLECULAR_WEIGHT>
295.299

> <EXACT_MASS>
295.128054047

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.739870512658673

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxymethyl)-4-methoxy-5-[6-(methylamino)-9H-purin-9-yl]oxolan-3-ol

> <ALOGPS_LOGP>
-0.21

> <JCHEM_LOGP>
-1.1461332866666663

> <ALOGPS_LOGS>
-1.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.69542361377556

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.992758714936393

> <JCHEM_PKA_STRONGEST_BASIC>
3.7728011575893405

> <JCHEM_POLAR_SURFACE_AREA>
114.55000000000001

> <JCHEM_REFRACTIVITY>
73.4402

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulodexide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255287
     RDKit          3D
N(6),O(2)-Dimethyladenosine
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.0585   -0.2468    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.4495    0.0942 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -0.2860   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -1.6127   -0.2045 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330   -2.2931   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067   -1.5965   -0.6562 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -0.2474   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383    0.4237   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1724    1.7221   -0.4029 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    1.8653   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2904    0.6632   -0.8051 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073    0.3507   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181   -0.9989   -1.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787   -1.3051    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821   -2.5279   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5339   -2.8002    1.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -0.1059    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1147   -0.2041    0.0473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    1.0378   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    1.8063   -0.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699    3.1140   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369   -0.5825    1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1066   -1.1372   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9079    0.4482    0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8034    1.4914    0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507   -3.3944   -0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3137    2.8187   -0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559    0.6558   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -1.5578    0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -2.2854   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2896   -3.3829   -0.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -3.1248    1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8068    0.0975    1.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    0.5849    0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056    1.6386    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    3.2169    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008    3.6070   -0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    3.6979   -0.6138 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
 20 21  1  0
  8  3  1  0
 19 12  1  0
 11  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
 10 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.121   3.850   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       7.454   1.540   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.752  -3.186   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.846  -4.432   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.382  -3.956   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.382  -2.416   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.136  -4.862   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.297  -6.393   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.322  -5.897   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.292  -3.186   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.062  -4.520   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   12                                                       
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   14                                                            
CONECT   20   13   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0255287
HETATM    1  C1  UNL     1       6.059  -0.247   0.327  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.809   0.449   0.094  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.621  -0.286  -0.161  1.00  0.00           C  
HETATM    4  N2  UNL     1       3.566  -1.613  -0.205  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.433  -2.293  -0.448  1.00  0.00           C  
HETATM    6  N3  UNL     1       1.307  -1.596  -0.656  1.00  0.00           N  
HETATM    7  C4  UNL     1       1.263  -0.247  -0.632  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.438   0.424  -0.381  1.00  0.00           C  
HETATM    9  N4  UNL     1       2.172   1.722  -0.403  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.862   1.865  -0.662  1.00  0.00           C  
HETATM   11  N5  UNL     1       0.290   0.663  -0.805  1.00  0.00           N  
HETATM   12  C7  UNL     1      -1.107   0.351  -1.092  1.00  0.00           C  
HETATM   13  O1  UNL     1      -1.318  -0.999  -1.025  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.979  -1.305   0.130  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.882  -2.528  -0.072  1.00  0.00           C  
HETATM   16  O2  UNL     1      -3.534  -2.800   1.134  1.00  0.00           O  
HETATM   17  C10 UNL     1      -2.791  -0.106   0.490  1.00  0.00           C  
HETATM   18  O3  UNL     1      -4.115  -0.204   0.047  1.00  0.00           O  
HETATM   19  C11 UNL     1      -2.059   1.038  -0.188  1.00  0.00           C  
HETATM   20  O4  UNL     1      -3.013   1.806  -0.815  1.00  0.00           O  
HETATM   21  C12 UNL     1      -3.070   3.114  -0.379  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.137  -0.583   1.395  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.107  -1.137  -0.348  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.908   0.448   0.095  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.803   1.491   0.118  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.451  -3.394  -0.471  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.314   2.819  -0.748  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.256   0.656  -2.170  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.330  -1.558   0.988  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.637  -2.285  -0.846  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.290  -3.383  -0.419  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.904  -3.125   1.811  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.807   0.097   1.578  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.586   0.585   0.457  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.506   1.639   0.570  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.298   3.217   0.692  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.901   3.607  -0.928  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.159   3.698  -0.614  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25
CONECT    3    4    4    8
CONECT    4    5
CONECT    5    6    6   26
CONECT    6    7
CONECT    7    8    8   11
CONECT    8    9
CONECT    9   10   10
CONECT   10   11   27
CONECT   11   12
CONECT   12   13   19   28
CONECT   13   14
CONECT   14   15   17   29
CONECT   15   16   30   31
CONECT   16   32
CONECT   17   18   19   33
CONECT   18   34
CONECT   19   20   35
CONECT   20   21
CONECT   21   36   37   38
END

HMDB0255287
     RDKit          3D
N(6),O(2)-Dimethyladenosine
 38 40  0  0  0  0  0  0  0  0999 V2000
    6.0585   -0.2468    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092    0.4495    0.0942 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209   -0.2860   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -1.6127   -0.2045 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4330   -2.2931   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3067   -1.5965   -0.6562 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -0.2474   -0.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383    0.4237   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1724    1.7221   -0.4029 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    1.8653   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2904    0.6632   -0.8051 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073    0.3507   -1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181   -0.9989   -1.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787   -1.3051    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821   -2.5279   -0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5339   -2.8002    1.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7906   -0.1059    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1147   -0.2041    0.0473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    1.0378   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    1.8063   -0.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699    3.1140   -0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369   -0.5825    1.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1066   -1.1372   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9079    0.4482    0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8034    1.4914    0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507   -3.3944   -0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3137    2.8187   -0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559    0.6558   -2.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3299   -1.5578    0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -2.2854   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2896   -3.3829   -0.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041   -3.1248    1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8068    0.0975    1.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    0.5849    0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056    1.6386    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2975    3.2169    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9008    3.6070   -0.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590    3.6979   -0.6138 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
 20 21  1  0
  8  3  1  0
 19 12  1  0
 11  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  5 26  1  0
 10 27  1  0
 12 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₇N₅O₄

Average Molecular Weight

295.299

Monoisotopic Molecular Weight

295.128054047

IUPAC Name

2-(hydroxymethyl)-4-methoxy-5-[6-(methylamino)-9H-purin-9-yl]oxolan-3-ol

Traditional Name

sulodexide

CAS Registry Number

Not Available

SMILES

CNC1=NC=NC2=C1N=CN2C1OC(CO)C(O)C1OC

InChI Identifier

InChI=1S/C12H17N5O4/c1-13-10-7-11(15-4-14-10)17(5-16-7)12-9(20-2)8(19)6(3-18)21-12/h4-6,8-9,12,18-19H,3H2,1-2H3,(H,13,14,15)

InChI Key

GRYSXUXXBDSYRT-UHFFFAOYSA-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
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Imidolactam
Pyrimidine
Monosaccharide
N-substituted imidazole
Heteroaromatic compound
Azole
Imidazole
Tetrahydrofuran
Secondary alcohol
Oxacycle
Azacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Secondary amine
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Amine
Organopnictogen compound
Organic nitrogen compound
Primary alcohol
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.21	ALOGPS
logP	-1.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.99	ChemAxon
pKa (Strongest Basic)	3.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	73.44 m³·mol⁻¹	ChemAxon
Polarizability	29.74 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
DeepCCS	[M+H]+	166.207	30932474
DeepCCS	[M-H]-	163.849	30932474
DeepCCS	[M-2H]-	196.736	30932474
DeepCCS	[M+Na]+	172.3	30932474
AllCCS	[M+H]+	169.2	32859911
AllCCS	[M+H-H2O]+	165.8	32859911
AllCCS	[M+NH4]+	172.3	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	169.0	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N(6),O(2)-Dimethyladenosine	CNC1=NC=NC2=C1N=CN2C1OC(CO)C(O)C1OC	3533.7	Standard polar	33892256
N(6),O(2)-Dimethyladenosine	CNC1=NC=NC2=C1N=CN2C1OC(CO)C(O)C1OC	2476.2	Standard non polar	33892256
N(6),O(2)-Dimethyladenosine	CNC1=NC=NC2=C1N=CN2C1OC(CO)C(O)C1OC	2708.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N(6),O(2)-Dimethyladenosine,3TMS,isomer #1	COC1C(O[Si](C)(C)C)C(CO[Si](C)(C)C)OC1N1C=NC2=C(N(C)[Si](C)(C)C)N=CN=C21	2639.8	Semi standard non polar	33892256
N(6),O(2)-Dimethyladenosine,3TMS,isomer #1	COC1C(O[Si](C)(C)C)C(CO[Si](C)(C)C)OC1N1C=NC2=C(N(C)[Si](C)(C)C)N=CN=C21	2632.1	Standard non polar	33892256
N(6),O(2)-Dimethyladenosine,3TMS,isomer #1	COC1C(O[Si](C)(C)C)C(CO[Si](C)(C)C)OC1N1C=NC2=C(N(C)[Si](C)(C)C)N=CN=C21	3361.0	Standard polar	33892256
N(6),O(2)-Dimethyladenosine,3TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)OC1N1C=NC2=C(N(C)[Si](C)(C)C(C)(C)C)N=CN=C21	3175.1	Semi standard non polar	33892256
N(6),O(2)-Dimethyladenosine,3TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)OC1N1C=NC2=C(N(C)[Si](C)(C)C(C)(C)C)N=CN=C21	3268.4	Standard non polar	33892256
N(6),O(2)-Dimethyladenosine,3TBDMS,isomer #1	COC1C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)OC1N1C=NC2=C(N(C)[Si](C)(C)C(C)(C)C)N=CN=C21	3585.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9160000000-5fd46dd413d54666c605	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N(6),O(2)-Dimethyladenosine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11596394

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14366984

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N(6),O(2)-Dimethyladenosine (HMDB0255287)

MOL for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

3D MOL for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

3D SDF for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

3D-SDF for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

PDB for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

3D PDB for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

SMILES for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

INCHI for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

Structure for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

3D Structure for HMDB0255287 (N(6),O(2)-Dimethyladenosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra