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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:57:59 UTC

Update Date

2021-09-26 23:04:36 UTC

HMDB ID

HMDB0252180

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione

Description

1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione, also known as FD 1, belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Based on a literature review very few articles have been published on 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,3-bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 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

HMDB0252180
     RDKit          3D
1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.1228    3.1576    0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    2.3670    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    2.8426   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3848    4.1282   -0.5370 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122    1.9556   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0148    0.6699    0.0996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652   -0.2866    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0918   -0.1384   -0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1695   -1.0979   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139   -1.0523    1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -0.2195    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486    0.2287    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341   -0.9924    0.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    1.0764    0.3371 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.5333    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900   -0.3332   -0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248   -1.1869    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4574   -1.3202    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307   -0.2547    1.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2248    2.2807   -0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6803   -1.3306    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116   -0.4818   -1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5584    0.8501   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726   -0.7961   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738   -2.1053   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7645   -2.0786    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8355   -0.6209    1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3659    1.3364    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298    0.2436   -1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633   -0.9913   -0.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -2.1346   -0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0382   -0.5628    0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2465    1.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.4395    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14  2  1  0
 19 15  1  0
 11  7  1  0
  5 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

  Mrv1652309112111582D          

 19 21  0  0  0  0            999 V2000
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491    1.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    0.9019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 F   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  1  0  0  0  0
  1  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 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
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
  8 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252180

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CN(C2CCCO2)C(=O)N(C2CCCO2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H15FN2O4/c13-8-7-14(9-3-1-5-18-9)12(17)15(11(8)16)10-4-2-6-19-10/h7,9-10H,1-6H2

> <INCHI_KEY>
FLMBDTNCANYTCP-UHFFFAOYSA-N

> <FORMULA>
C12H15FN2O4

> <MOLECULAR_WEIGHT>
270.26

> <EXACT_MASS>
270.101585134

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.43047061596143

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-fluoro-1,3-bis(oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
0.7035011666666661

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.951209975988378

> <JCHEM_POLAR_SURFACE_AREA>
59.08

> <JCHEM_REFRACTIVITY>
62.83060000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-fluoro-1,3-bis(oxolan-2-yl)pyrimidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252180
     RDKit          3D
1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.1228    3.1576    0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    2.3670    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    2.8426   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3848    4.1282   -0.5370 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122    1.9556   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0148    0.6699    0.0996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652   -0.2866    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0918   -0.1384   -0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1695   -1.0979   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139   -1.0523    1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -0.2195    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486    0.2287    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341   -0.9924    0.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    1.0764    0.3371 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.5333    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900   -0.3332   -0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248   -1.1869    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4574   -1.3202    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307   -0.2547    1.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2248    2.2807   -0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6803   -1.3306    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116   -0.4818   -1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5584    0.8501   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726   -0.7961   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738   -2.1053   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7645   -2.0786    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8355   -0.6209    1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3659    1.3364    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298    0.2436   -1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633   -0.9913   -0.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -2.1346   -0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0382   -0.5628    0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2465    1.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.4395    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14  2  1  0
 19 15  1  0
 11  7  1  0
  5 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  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       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.580  -3.215   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.162   3.842   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.668   4.162   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.438   2.828   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.408   1.684   0.000  0.00  0.00           O+0
HETATM   19  F   UNK     0      -1.334   2.310   0.000  0.00  0.00           F+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    3    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19    8                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0252180
HETATM    1  O1  UNL     1       2.123   3.158   0.018  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.121   2.367   0.043  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.147   2.843  -0.234  1.00  0.00           C  
HETATM    4  F1  UNL     1      -0.385   4.128  -0.537  1.00  0.00           F  
HETATM    5  C3  UNL     1      -1.212   1.956  -0.197  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.015   0.670   0.100  1.00  0.00           N  
HETATM    7  C4  UNL     1      -2.065  -0.287   0.153  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.092  -0.138  -0.947  1.00  0.00           C  
HETATM    9  C6  UNL     1      -4.169  -1.098  -0.422  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.914  -1.052   1.054  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.851  -0.219   1.291  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.249   0.229   0.369  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.434  -0.992   0.651  1.00  0.00           O  
HETATM   14  N2  UNL     1       1.290   1.076   0.337  1.00  0.00           N  
HETATM   15  C9  UNL     1       2.608   0.533   0.636  1.00  0.00           C  
HETATM   16  C10 UNL     1       3.090  -0.333  -0.526  1.00  0.00           C  
HETATM   17  C11 UNL     1       4.125  -1.187   0.219  1.00  0.00           C  
HETATM   18  C12 UNL     1       3.457  -1.320   1.561  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.631  -0.255   1.752  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.225   2.281  -0.407  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.680  -1.331   0.092  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.712  -0.482  -1.931  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.558   0.850  -0.986  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.173  -0.796  -0.726  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.874  -2.105  -0.819  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.765  -2.079   1.478  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.836  -0.621   1.533  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.366   1.336   0.743  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.530   0.244  -1.335  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.263  -0.991  -0.865  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.321  -2.135  -0.285  1.00  0.00           H  
HETATM   32  H13 UNL     1       5.038  -0.563   0.344  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.813  -2.246   1.539  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.212  -1.440   2.364  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   14
CONECT    3    4    5    5
CONECT    5    6   20
CONECT    6    7   12
CONECT    7    8   11   21
CONECT    8    9   22   23
CONECT    9   10   24   25
CONECT   10   11   26   27
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   19   28
CONECT   16   17   29   30
CONECT   17   18   31   32
CONECT   18   19   33   34
END

HMDB0252180
     RDKit          3D
1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione
 34 36  0  0  0  0  0  0  0  0999 V2000
    2.1228    3.1576    0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    2.3670    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    2.8426   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3848    4.1282   -0.5370 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122    1.9556   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0148    0.6699    0.0996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0652   -0.2866    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0918   -0.1384   -0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1695   -1.0979   -0.4217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139   -1.0523    1.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -0.2195    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486    0.2287    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341   -0.9924    0.6508 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    1.0764    0.3371 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6084    0.5333    0.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900   -0.3332   -0.5262 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248   -1.1869    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4574   -1.3202    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307   -0.2547    1.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2248    2.2807   -0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6803   -1.3306    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116   -0.4818   -1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5584    0.8501   -0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1726   -0.7961   -0.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8738   -2.1053   -0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7645   -2.0786    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8355   -0.6209    1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3659    1.3364    0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298    0.2436   -1.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633   -0.9913   -0.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3207   -2.1346   -0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0382   -0.5628    0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -2.2465    1.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.4395    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14  2  1  0
 19 15  1  0
 11  7  1  0
  5 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,3-Bis(tetrahydro-2-furanyl)-5-fluorouracil	HMDB
5-Fluoro-1,3-bis(tetrahydro-2-furanyl)-2,4-pyrimidinedione	HMDB
FD 1	HMDB
FD-1	HMDB
1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione	MeSH

Chemical Formula

C₁₂H₁₅FN₂O₄

Average Molecular Weight

270.26

Monoisotopic Molecular Weight

270.101585134

IUPAC Name

5-fluoro-1,3-bis(oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

5-fluoro-1,3-bis(oxolan-2-yl)pyrimidine-2,4-dione

CAS Registry Number

Not Available

SMILES

FC1=CN(C2CCCO2)C(=O)N(C2CCCO2)C1=O

InChI Identifier

InChI=1S/C12H15FN2O4/c13-8-7-14(9-3-1-5-18-9)12(17)15(11(8)16)10-4-2-6-19-10/h7,9-10H,1-6H2

InChI Key

FLMBDTNCANYTCP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Halopyrimidines

Alternative Parents

Substituents

Halopyrimidine
Pyrimidone
Aryl fluoride
Aryl halide
Hydropyrimidine
Tetrahydrofuran
Vinylogous amide
Heteroaromatic compound
Urea
Lactam
Azacycle
Oxacycle
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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 (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	0.13	ALOGPS
logP	0.7	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.08 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.83 m³·mol⁻¹	ChemAxon
Polarizability	25.43 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]+	157.985	30932474
DeepCCS	[M-H]-	155.627	30932474
DeepCCS	[M-2H]-	188.67	30932474
DeepCCS	[M+Na]+	164.078	30932474
AllCCS	[M+H]+	159.0	32859911
AllCCS	[M+H-H2O]+	155.4	32859911
AllCCS	[M+NH4]+	162.3	32859911
AllCCS	[M+Na]+	163.3	32859911
AllCCS	[M-H]-	159.7	32859911
AllCCS	[M+Na-2H]-	159.4	32859911
AllCCS	[M+HCOO]-	159.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione	FC1=CN(C2CCCO2)C(=O)N(C2CCCO2)C1=O	2702.6	Standard polar	33892256
1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione	FC1=CN(C2CCCO2)C(=O)N(C2CCCO2)C1=O	2061.9	Standard non polar	33892256
1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione	FC1=CN(C2CCCO2)C(=O)N(C2CCCO2)C1=O	2109.9	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 - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f95-4390000000-f8dcf9faeadf890963dd	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 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 - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 10V, Positive-QTOF	splash10-0fl0-2490000000-3f5b877cb4cf7bde2f57	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 20V, Positive-QTOF	splash10-0uk9-1390000000-c4fe8e775d2597ef3bb9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 40V, Positive-QTOF	splash10-03l9-8970000000-4bbfbedf3c375f86e8e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 10V, Negative-QTOF	splash10-014i-0090000000-14b75b60120450197028	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 20V, Negative-QTOF	splash10-004i-1920000000-02014d2e95e51fdf6019	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione 40V, Negative-QTOF	splash10-002g-7920000000-88ba812567dd15a7c204	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	¹³C NMR Spectrum (1D, 1000 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, 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	¹H NMR Spectrum (1D, 500 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, 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	¹H NMR Spectrum (1D, 700 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, 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	¹³C NMR Spectrum (1D, 900 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

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

111247

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124956

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 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione (HMDB0252180)

MOL for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

3D MOL for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

3D SDF for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

3D-SDF for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

PDB for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

3D PDB for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

SMILES for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

INCHI for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

Structure for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

3D Structure for HMDB0252180 (1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra