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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:58:17 UTC

Update Date

2021-09-26 23:03:41 UTC

HMDB ID

HMDB0251602

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Doxofylline

Description

Doxofylline, also known as ansimar or dioxyfilline, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Based on a literature review a significant number of articles have been published on Doxofylline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Doxofylline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Doxofylline 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

HMDB0251602
     RDKit          3D
Doxofylline
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.7152   -1.3410   -2.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1981   -0.6218   -1.1679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -0.9816   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671   -2.0091   -0.9119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5858   -0.2928    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2702    0.8249    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6168    1.3381    2.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    0.5782    2.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4648   -0.4195    1.4169 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4634   -1.4442    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -1.0997    0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.0132    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9301    0.6020   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0027    0.2434   -1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078   -0.9264   -0.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800    1.1696    0.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1192    2.3470    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8352    0.4754   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8896    0.8210   -1.3351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -2.4054   -2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8240   -1.3609   -2.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -0.9138   -3.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795    0.7389    3.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0047   -2.3602    0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871   -1.8049    2.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3674   -1.9665    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205    1.6919    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9416    0.1544   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.0844   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    1.0462   -1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    2.9451    1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4758    2.9257   -0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0611    1.9483    1.2560 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  2  1  0
  9  5  1  0
 15 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
M  END

  Mrv1572010281516052D          

 19 21  0  0  0  0            999 V2000
    1.9476    0.0533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9476   -0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -1.1654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257   -0.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5257    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570    0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460   -1.0029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6929   -0.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460    0.2970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570    1.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382   -1.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5104    1.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3278    1.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760    1.9724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4950    1.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9315    0.6621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2261   -1.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6529    0.4567    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  2 11  2  0  0  0  0
  9 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
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
  3 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251602

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(N(CC3OCCO3)C=N2)C(=O)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N4O4/c1-13-9-8(10(16)14(2)11(13)17)15(6-12-9)5-7-18-3-4-19-7/h6-7H,3-5H2,1-2H3

> <INCHI_KEY>
HWXIGFIVGWUZAO-UHFFFAOYSA-N

> <FORMULA>
C11H14N4O4

> <MOLECULAR_WEIGHT>
266.257

> <EXACT_MASS>
266.101504947

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.922130091094978

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(1,3-dioxolan-2-yl)methyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
-0.4852434813333341

> <ALOGPS_LOGS>
-1.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9922280849713444

> <JCHEM_POLAR_SURFACE_AREA>
76.9

> <JCHEM_REFRACTIVITY>
64.68680000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
doxofylline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251602
     RDKit          3D
Doxofylline
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.7152   -1.3410   -2.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1981   -0.6218   -1.1679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -0.9816   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671   -2.0091   -0.9119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5858   -0.2928    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2702    0.8249    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6168    1.3381    2.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    0.5782    2.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4648   -0.4195    1.4169 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4634   -1.4442    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -1.0997    0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.0132    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9301    0.6020   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0027    0.2434   -1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078   -0.9264   -0.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800    1.1696    0.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1192    2.3470    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8352    0.4754   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8896    0.8210   -1.3351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -2.4054   -2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8240   -1.3609   -2.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -0.9138   -3.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795    0.7389    3.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0047   -2.3602    0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871   -1.8049    2.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3674   -1.9665    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205    1.6919    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9416    0.1544   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.0844   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    1.0462   -1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    2.9451    1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4758    2.9257   -0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0611    1.9483    1.2560 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  2  1  0
  9  5  1  0
 15 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 28-OCT-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-OCT-15         0                                  
HETATM    1  N   UNK     0       3.635   0.099   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.635  -1.417   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.346  -2.175   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.981  -1.417   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.981   0.099   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.346   0.858   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.459  -1.872   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.294  -0.659   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.459   0.554   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       2.346   2.374   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.925  -2.175   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.953   1.989   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.479   2.286   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.129   3.682   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.657   3.495   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.952   1.983   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.605   1.236   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.289  -3.682   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.952   0.852   0.000  0.00  0.00           C+0
CONECT    1    2    6   19                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1   10                                                  
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   12                                                  
CONECT   10    6                                                            
CONECT   11    2                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18    3                                                            
CONECT   19    1                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0251602
HETATM    1  C1  UNL     1      -2.715  -1.341  -2.307  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.198  -0.622  -1.168  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.082  -0.982  -0.502  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.467  -2.009  -0.912  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.586  -0.293   0.589  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.270   0.825   1.022  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.617   1.338   2.094  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.460   0.578   2.351  1.00  0.00           C  
HETATM    9  N3  UNL     1       0.465  -0.419   1.417  1.00  0.00           N  
HETATM   10  C6  UNL     1       1.463  -1.444   1.338  1.00  0.00           C  
HETATM   11  C7  UNL     1       2.660  -1.100   0.506  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.345   0.013   0.964  1.00  0.00           O  
HETATM   13  C8  UNL     1       3.930   0.602  -0.152  1.00  0.00           C  
HETATM   14  C9  UNL     1       3.003   0.243  -1.264  1.00  0.00           C  
HETATM   15  O3  UNL     1       2.408  -0.926  -0.828  1.00  0.00           O  
HETATM   16  N4  UNL     1      -2.380   1.170   0.348  1.00  0.00           N  
HETATM   17  C10 UNL     1      -3.119   2.347   0.788  1.00  0.00           C  
HETATM   18  C11 UNL     1      -2.835   0.475  -0.712  1.00  0.00           C  
HETATM   19  O4  UNL     1      -3.890   0.821  -1.335  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.390  -2.405  -2.317  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.824  -1.361  -2.303  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.392  -0.914  -3.273  1.00  0.00           H  
HETATM   23  H4  UNL     1       1.179   0.739   3.151  1.00  0.00           H  
HETATM   24  H5  UNL     1       1.005  -2.360   0.864  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.787  -1.805   2.348  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.367  -1.966   0.599  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.020   1.692   0.017  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.942   0.154  -0.282  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.566   0.084  -2.213  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.264   1.046  -1.491  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.564   2.945   1.508  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.476   2.926  -0.101  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.061   1.948   1.256  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   18
CONECT    3    4    4    5
CONECT    5    6    6    9
CONECT    6    7   16
CONECT    7    8    8
CONECT    8    9   23
CONECT    9   10
CONECT   10   11   24   25
CONECT   11   12   15   26
CONECT   12   13
CONECT   13   14   27   28
CONECT   14   15   29   30
CONECT   16   17   18
CONECT   17   31   32   33
CONECT   18   19   19
END

HMDB0251602
     RDKit          3D
Doxofylline
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.7152   -1.3410   -2.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1981   -0.6218   -1.1679 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -0.9816   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671   -2.0091   -0.9119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5858   -0.2928    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2702    0.8249    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6168    1.3381    2.0939 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4600    0.5782    2.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4648   -0.4195    1.4169 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4634   -1.4442    1.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -1.0997    0.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449    0.0132    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9301    0.6020   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0027    0.2434   -1.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078   -0.9264   -0.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800    1.1696    0.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1192    2.3470    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8352    0.4754   -0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8896    0.8210   -1.3351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -2.4054   -2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8240   -1.3609   -2.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -0.9138   -3.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1795    0.7389    3.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0047   -2.3602    0.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871   -1.8049    2.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3674   -1.9665    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205    1.6919    0.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9416    0.1544   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5665    0.0844   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    1.0462   -1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    2.9451    1.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4758    2.9257   -0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0611    1.9483    1.2560 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18  2  1  0
  9  5  1  0
 15 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 17 31  1  0
 17 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ansimar	ChEBI
Dioxyfilline	ChEBI
Doxofilina	ChEBI
Doxofyllinum	ChEBI
Maxivent	Kegg
Doxophylline	MeSH
2-(7'-Theophyllinemethyl)1,3-dioxolane	MeSH
TMDO	MeSH
Doxofylline	MeSH

Chemical Formula

C₁₁H₁₄N₄O₄

Average Molecular Weight

266.257

Monoisotopic Molecular Weight

266.101504947

IUPAC Name

7-[(1,3-dioxolan-2-yl)methyl]-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Traditional Name

doxofylline

CAS Registry Number

Not Available

SMILES

CN1C2=C(N(CC3OCCO3)C=N2)C(=O)N(C)C1=O

InChI Identifier

InChI=1S/C11H14N4O4/c1-13-9-8(10(16)14(2)11(13)17)15(6-12-9)5-7-18-3-4-19-7/h6-7H,3-5H2,1-2H3

InChI Key

HWXIGFIVGWUZAO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Xanthines

Alternative Parents

Substituents

Xanthine
6-oxopurine
Purinone
Alkaloid or derivatives
Pyrimidone
N-substituted imidazole
Pyrimidine
Meta-dioxolane
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Oxacycle
Acetal
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen 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)

Source

Exogenous

Exogenous (HMDB: HMDB0251602)

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	-0.94	ALOGPS
logP	-0.49	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Basic)	-0.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	76.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.69 m³·mol⁻¹	ChemAxon
Polarizability	25.92 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]+	163.521	30932474
DeepCCS	[M-H]-	161.163	30932474
DeepCCS	[M-2H]-	194.253	30932474
DeepCCS	[M+Na]+	169.614	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.8	32859911
AllCCS	[M+NH4]+	161.8	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	161.2	32859911
AllCCS	[M+Na-2H]-	161.0	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doxofylline	CN1C2=C(N(CC3OCCO3)C=N2)C(=O)N(C)C1=O	2890.0	Standard polar	33892256
Doxofylline	CN1C2=C(N(CC3OCCO3)C=N2)C(=O)N(C)C1=O	2228.9	Standard non polar	33892256
Doxofylline	CN1C2=C(N(CC3OCCO3)C=N2)C(=O)N(C)C1=O	2313.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doxofylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-4690000000-0e85460846934cfba919	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxofylline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 10V, Positive-QTOF	splash10-014i-0090000000-c75936fe41eea2e3483e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 20V, Positive-QTOF	splash10-02t9-2290000000-8fd32ed49a6c12e94b8f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 40V, Positive-QTOF	splash10-00xr-2900000000-d0d1c04d5d96450ba48b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 10V, Negative-QTOF	splash10-014i-1390000000-19f8c56071077fa8268e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 20V, Negative-QTOF	splash10-004i-0950000000-863d1ecb55dd4a03930d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 40V, Negative-QTOF	splash10-0cdl-8910000000-56e10f4aa6e0d7480ee4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 10V, Positive-QTOF	splash10-014i-0090000000-41ab66e1d0f7006f1734	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 20V, Positive-QTOF	splash10-014i-0290000000-dd490be652725f26c5c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 40V, Positive-QTOF	splash10-0041-4950000000-91064d7422bbe768b8a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 10V, Negative-QTOF	splash10-014i-0190000000-70a8c38718ce194fe894	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 20V, Negative-QTOF	splash10-00ou-0940000000-4d62e42fd6e0242263b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxofylline 40V, Negative-QTOF	splash10-024i-1930000000-5a7dd5e7245b7eaf7d85	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

DB09273

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

46175

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Doxofylline

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

94714

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 Doxofylline (HMDB0251602)

MOL for HMDB0251602 (Doxofylline)

3D MOL for HMDB0251602 (Doxofylline)

3D SDF for HMDB0251602 (Doxofylline)

3D-SDF for HMDB0251602 (Doxofylline)

PDB for HMDB0251602 (Doxofylline)

3D PDB for HMDB0251602 (Doxofylline)

SMILES for HMDB0251602 (Doxofylline)

INCHI for HMDB0251602 (Doxofylline)

Structure for HMDB0251602 (Doxofylline)

3D Structure for HMDB0251602 (Doxofylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra