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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:26:37 UTC

Update Date

2021-09-26 23:05:11 UTC

HMDB ID

HMDB0252528

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Furafylline

Description

3-[(furan-2-yl)methyl]-1,8-dimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione 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 very few articles have been published on 3-[(furan-2-yl)methyl]-1,8-dimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). Furafylline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Furafylline 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

HMDB0252528
     RDKit          3D
Furafylline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.5464   -2.6558    0.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6489   -1.5094    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408   -0.2200    0.6686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264    0.5672    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7550    1.9336    0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344    2.6556    0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043    2.4623   -0.1467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942    3.8903   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    1.6843   -0.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669    2.2507   -1.1618 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    0.3546   -0.7969 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -0.4569   -1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691   -0.9318   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3381   -0.2690   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9771   -1.0683    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1531   -2.1684    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -2.0338    0.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -0.2396   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -1.4888   -0.2455 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -3.6099    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4263   -2.6825   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518   -2.5153    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    4.1397   -0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059    4.4231   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521    4.2430    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664    0.0762   -2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6907   -1.3683   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.6691   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.8388    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -2.9746    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401   -2.3186   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 11 18  1  0
 18 19  1  0
 19  2  1  0
 18  4  2  0
 17 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 19 31  1  0
M  END

  Mrv1572004221604392D          

 19 21  0  0  0  0            999 V2000
   -1.4534   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2521   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -3.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -3.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126   -2.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  4  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
 13  7  2  0  0  0  0
 13  9  1  0  0  0  0
 14  7  1  0  0  0  0
 14 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 16 10  1  0  0  0  0
 16 12  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  2  0  0  0  0
 19  5  1  0  0  0  0
 19  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252528

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(=O)N(CC2=CC=CO2)C2=C(N=C(C)N2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N4O3/c1-7-13-9-10(14-7)16(6-8-4-3-5-19-8)12(18)15(2)11(9)17/h3-5H,6H2,1-2H3,(H,13,14)

> <INCHI_KEY>
KGQZGCIVHYLPBH-UHFFFAOYSA-N

> <FORMULA>
C12H12N4O3

> <MOLECULAR_WEIGHT>
260.253

> <EXACT_MASS>
260.090940262

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.6686667386245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(furan-2-yl)methyl]-1,8-dimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
0.09914551533333324

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.831065341741029

> <JCHEM_PKA_STRONGEST_BASIC>
2.875392767136798

> <JCHEM_POLAR_SURFACE_AREA>
82.44000000000001

> <JCHEM_REFRACTIVITY>
65.06899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(furan-2-ylmethyl)-1,8-dimethyl-9H-purine-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252528
     RDKit          3D
Furafylline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.5464   -2.6558    0.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6489   -1.5094    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408   -0.2200    0.6686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264    0.5672    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7550    1.9336    0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344    2.6556    0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043    2.4623   -0.1467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942    3.8903   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    1.6843   -0.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669    2.2507   -1.1618 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    0.3546   -0.7969 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -0.4569   -1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691   -0.9318   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3381   -0.2690   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9771   -1.0683    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1531   -2.1684    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -2.0338    0.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -0.2396   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -1.4888   -0.2455 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -3.6099    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4263   -2.6825   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518   -2.5153    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    4.1397   -0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059    4.4231   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521    4.2430    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664    0.0762   -2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6907   -1.3683   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.6691   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.8388    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -2.9746    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401   -2.3186   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 11 18  1  0
 18 19  1  0
 19  2  1  0
 18  4  2  0
 17 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 19 31  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.198   0.237   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.471  -7.005   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.036  -6.684   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.241  -5.671   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530  -4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.197  -5.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.210  -4.526   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   15                                                            
CONECT    3    4    5                                                       
CONECT    4    3    8                                                       
CONECT    5    3   19                                                       
CONECT    6    8   16                                                       
CONECT    7    1   13   14                                                  
CONECT    8    4    6   19                                                  
CONECT    9   10   11   13                                                  
CONECT   10    9   14   16                                                  
CONECT   11    9   15   17                                                  
CONECT   12   15   16   18                                                  
CONECT   13    7    9                                                       
CONECT   14    7   10                                                       
CONECT   15    2   11   12                                                  
CONECT   16    6   10   12                                                  
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19    5    8                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0252528
HETATM    1  C1  UNL     1      -3.546  -2.656   0.650  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.649  -1.509   0.352  1.00  0.00           C  
HETATM    3  N1  UNL     1      -2.941  -0.220   0.669  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.926   0.567   0.265  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.755   1.934   0.360  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.634   2.656   0.896  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.604   2.462  -0.147  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.394   3.890  -0.063  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.333   1.684  -0.719  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.367   2.251  -1.162  1.00  0.00           O  
HETATM   11  N3  UNL     1       0.137   0.355  -0.797  1.00  0.00           N  
HETATM   12  C7  UNL     1       1.161  -0.457  -1.417  1.00  0.00           C  
HETATM   13  C8  UNL     1       2.169  -0.932  -0.431  1.00  0.00           C  
HETATM   14  C9  UNL     1       3.338  -0.269  -0.079  1.00  0.00           C  
HETATM   15  C10 UNL     1       3.977  -1.068   0.872  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.153  -2.168   1.037  1.00  0.00           C  
HETATM   17  O3  UNL     1       2.120  -2.034   0.255  1.00  0.00           O  
HETATM   18  C12 UNL     1      -0.972  -0.240  -0.320  1.00  0.00           C  
HETATM   19  N4  UNL     1      -1.451  -1.489  -0.245  1.00  0.00           N  
HETATM   20  H1  UNL     1      -2.989  -3.610   0.551  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.426  -2.683  -0.024  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.952  -2.515   1.678  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.703   4.140  -0.031  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.806   4.423  -0.929  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.852   4.243   0.888  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.666   0.076  -2.255  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.691  -1.368  -1.879  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.722   0.669  -0.433  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.913  -0.839   1.350  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.387  -2.975   1.720  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.940  -2.319  -0.611  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3   19
CONECT    3    4
CONECT    4    5   18   18
CONECT    5    6    6    7
CONECT    7    8    9
CONECT    8   23   24   25
CONECT    9   10   10   11
CONECT   11   12   18
CONECT   12   13   26   27
CONECT   13   14   14   17
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   18   19
CONECT   19   31
END

HMDB0252528
     RDKit          3D
Furafylline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -3.5464   -2.6558    0.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6489   -1.5094    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408   -0.2200    0.6686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264    0.5672    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7550    1.9336    0.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344    2.6556    0.8956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6043    2.4623   -0.1467 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3942    3.8903   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    1.6843   -0.7189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3669    2.2507   -1.1618 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373    0.3546   -0.7969 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1611   -0.4569   -1.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691   -0.9318   -0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3381   -0.2690   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9771   -1.0683    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1531   -2.1684    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -2.0338    0.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9720   -0.2396   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4506   -1.4888   -0.2455 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -3.6099    0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4263   -2.6825   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518   -2.5153    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    4.1397   -0.0314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059    4.4231   -0.9294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521    4.2430    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664    0.0762   -2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6907   -1.3683   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7223    0.6691   -0.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9131   -0.8388    1.3502 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -2.9746    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401   -2.3186   -0.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 11 18  1  0
 18 19  1  0
 19  2  1  0
 18  4  2  0
 17 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 12 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 19 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,8-Dimethyl-3-(2'-furfuryl)-1H-purine-2,6-dione	MeSH
Furafylline	MeSH

Chemical Formula

C₁₂H₁₂N₄O₃

Average Molecular Weight

260.253

Monoisotopic Molecular Weight

260.090940262

IUPAC Name

3-[(furan-2-yl)methyl]-1,8-dimethyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Traditional Name

3-(furan-2-ylmethyl)-1,8-dimethyl-9H-purine-2,6-dione

CAS Registry Number

Not Available

SMILES

CN1C(=O)N(CC2=CC=CO2)C2=C(N=C(C)N2)C1=O

InChI Identifier

InChI=1S/C12H12N4O3/c1-7-13-9-10(14-7)16(6-8-4-3-5-19-8)12(18)15(2)11(9)17/h3-5H,6H2,1-2H3,(H,13,14)

InChI Key

KGQZGCIVHYLPBH-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
Pyrimidine
Azole
Furan
Imidazole
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Oxacycle
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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: HMDB0252528)

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	0.7	ALOGPS
logP	0.099	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	2.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	65.07 m³·mol⁻¹	ChemAxon
Polarizability	25.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	160.658	30932474
DeepCCS	[M-H]-	158.3	30932474
DeepCCS	[M-2H]-	191.209	30932474
DeepCCS	[M+Na]+	166.751	30932474
AllCCS	[M+H]+	156.6	32859911
AllCCS	[M+H-H2O]+	152.8	32859911
AllCCS	[M+NH4]+	160.1	32859911
AllCCS	[M+Na]+	161.1	32859911
AllCCS	[M-H]-	160.3	32859911
AllCCS	[M+Na-2H]-	159.9	32859911
AllCCS	[M+HCOO]-	159.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Furafylline	CN1C(=O)N(CC2=CC=CO2)C2=C(N=C(C)N2)C1=O	2772.1	Standard polar	33892256
Furafylline	CN1C(=O)N(CC2=CC=CO2)C2=C(N=C(C)N2)C1=O	2283.8	Standard non polar	33892256
Furafylline	CN1C(=O)N(CC2=CC=CO2)C2=C(N=C(C)N2)C1=O	2476.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Furafylline,1TMS,isomer #1	CC1=NC2=C(N1[Si](C)(C)C)N(CC1=CC=CO1)C(=O)N(C)C2=O	2376.6	Semi standard non polar	33892256
Furafylline,1TMS,isomer #1	CC1=NC2=C(N1[Si](C)(C)C)N(CC1=CC=CO1)C(=O)N(C)C2=O	2408.5	Standard non polar	33892256
Furafylline,1TMS,isomer #1	CC1=NC2=C(N1[Si](C)(C)C)N(CC1=CC=CO1)C(=O)N(C)C2=O	3169.0	Standard polar	33892256
Furafylline,1TBDMS,isomer #1	CC1=NC2=C(N1[Si](C)(C)C(C)(C)C)N(CC1=CC=CO1)C(=O)N(C)C2=O	2543.8	Semi standard non polar	33892256
Furafylline,1TBDMS,isomer #1	CC1=NC2=C(N1[Si](C)(C)C(C)(C)C)N(CC1=CC=CO1)C(=O)N(C)C2=O	2605.7	Standard non polar	33892256
Furafylline,1TBDMS,isomer #1	CC1=NC2=C(N1[Si](C)(C)C(C)(C)C)N(CC1=CC=CO1)C(=O)N(C)C2=O	3178.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Furafylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-4490000000-99c5440bc2fe07b3c7ed	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Furafylline 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 - Furafylline 10V, Positive-QTOF	splash10-03di-0190000000-0db1d42e890696803d2b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 20V, Positive-QTOF	splash10-03dl-0490000000-fe189d1f3fbeee0f79aa	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 40V, Positive-QTOF	splash10-0080-3900000000-a9bca099cb18fedca7f7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 10V, Negative-QTOF	splash10-0a4i-0090000000-1b9c5b77dc22ae416322	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 20V, Negative-QTOF	splash10-0a4i-0190000000-04dc16c3c3692e0f8302	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 40V, Negative-QTOF	splash10-0ab9-5900000000-670eb0578a91b861b641	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 10V, Positive-QTOF	splash10-03di-0090000000-44581e749b0cdde33249	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 20V, Positive-QTOF	splash10-03di-3190000000-09d40794b2dbcaa6ec95	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 40V, Positive-QTOF	splash10-001i-9310000000-1798691b9c810ca1eba3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 10V, Negative-QTOF	splash10-0a4i-0090000000-aa481ef225b69ab6f380	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 20V, Negative-QTOF	splash10-0a4i-0290000000-001529fe331ff561f36a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Furafylline 40V, Negative-QTOF	splash10-000x-9620000000-f52b9d232f17b0a0a98e	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	¹H NMR Spectrum (1D, 400 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	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	¹H NMR Spectrum (1D, 600 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	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	¹H NMR Spectrum (1D, 800 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, 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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3315

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Furafylline (HMDB0252528)

MOL for HMDB0252528 (Furafylline)

3D MOL for HMDB0252528 (Furafylline)

3D SDF for HMDB0252528 (Furafylline)

3D-SDF for HMDB0252528 (Furafylline)

PDB for HMDB0252528 (Furafylline)

3D PDB for HMDB0252528 (Furafylline)

SMILES for HMDB0252528 (Furafylline)

INCHI for HMDB0252528 (Furafylline)

Structure for HMDB0252528 (Furafylline)

3D Structure for HMDB0252528 (Furafylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra