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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:27:28 UTC

Update Date

2021-09-26 23:00:43 UTC

HMDB ID

HMDB0249685

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Carmofur

Description

Carmofur, also known as mifurol, 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 a significant number of articles have been published on Carmofur. This compound has been identified in human blood as reported by (PMID: 31557052 ). Carmofur is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Carmofur 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

HMDB0249685
     RDKit          3D
Carmofur
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.8594    0.7421    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5394    1.2175   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0056    1.1122   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6881   -0.3421   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2164   -0.5753   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4644    0.2316    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242    0.0169    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5616   -0.6463   -0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192   -1.3238   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -0.6744   -0.2549 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322    0.4993   -0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9947    0.5448   -0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.7215   -0.3979 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455   -0.6243    0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232   -0.5611    0.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575   -1.7834    0.2299 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101   -1.8197    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -2.8576    0.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660   -0.3028    0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6207    1.4416    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926    0.7979    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774    2.2585   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374    0.5889   -1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794    1.6982    0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515    1.4700   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -0.6671    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0034   -1.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9359   -0.1956   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9585   -1.6517   -0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8818    0.0148    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6621    1.3342    0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011   -2.3235   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0916    1.4051   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3951    0.2568    0.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
M  END


  Mrv0541 06201411042D          

 18 18  0  0  0  0            999 V2000
   -3.5723    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 12  8  1  0  0  0  0
 13  6  1  4  0  0  0
 13 10  2  0  0  0  0
 14  9  2  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249685

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCN=C(O)N1C=C(F)C(O)=NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H16FN3O3/c1-2-3-4-5-6-13-10(17)15-7-8(12)9(16)14-11(15)18/h7H,2-6H2,1H3,(H,13,17)(H,14,16,18)

> <INCHI_KEY>
AOCCBINRVIKJHY-UHFFFAOYSA-N

> <FORMULA>
C11H16FN3O3

> <MOLECULAR_WEIGHT>
257.2614

> <EXACT_MASS>
257.117569598

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
25.844932341952404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-fluoro-N-hexyl-4-hydroxy-2-oxo-1,2-dihydropyrimidine-1-carboximidic acid

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
2.623032023666667

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.346913485785168

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.54914244321593

> <JCHEM_PKA_STRONGEST_BASIC>
-4.917724012437623

> <JCHEM_POLAR_SURFACE_AREA>
85.49000000000001

> <JCHEM_REFRACTIVITY>
63.2305

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
HCFU

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249685
     RDKit          3D
Carmofur
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.8594    0.7421    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5394    1.2175   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0056    1.1122   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6881   -0.3421   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2164   -0.5753   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4644    0.2316    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242    0.0169    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5616   -0.6463   -0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192   -1.3238   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -0.6744   -0.2549 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322    0.4993   -0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9947    0.5448   -0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.7215   -0.3979 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455   -0.6243    0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232   -0.5611    0.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575   -1.7834    0.2299 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101   -1.8197    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -2.8576    0.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660   -0.3028    0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6207    1.4416    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926    0.7979    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774    2.2585   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374    0.5889   -1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794    1.6982    0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515    1.4700   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -0.6671    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0034   -1.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9359   -0.1956   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9585   -1.6517   -0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8818    0.0148    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6621    1.3342    0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011   -2.3235   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0916    1.4051   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3951    0.2568    0.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
M  END

HEADER    PROTEIN                                 20-JUN-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-14         0                                  
HETATM    1  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   12  F   UNK     0       8.002   9.240   0.000  0.00  0.00           F+0
HETATM   13  N   UNK     0       1.334  10.010   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       5.335  12.320   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       4.001  10.010   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.667  12.320   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5   13                                                       
CONECT    7    8   15                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   14   16                                                  
CONECT   10   13   15   17                                                  
CONECT   11   14   15   18                                                  
CONECT   12    8                                                            
CONECT   13    6   10                                                       
CONECT   14    9   11                                                       
CONECT   15    7   10   11                                                  
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0249685
HETATM    1  C1  UNL     1      -4.859   0.742   0.941  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.539   1.218  -0.460  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.006   1.112  -0.607  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.688  -0.342  -0.392  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.216  -0.575  -0.539  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.464   0.232   0.480  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.924   0.017   0.398  1.00  0.00           N  
HETATM    8  C7  UNL     1       1.562  -0.646  -0.451  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.019  -1.324  -1.514  1.00  0.00           O  
HETATM   10  N2  UNL     1       3.009  -0.674  -0.255  1.00  0.00           N  
HETATM   11  C8  UNL     1       3.632   0.499  -0.414  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.995   0.545  -0.244  1.00  0.00           C  
HETATM   13  F1  UNL     1       5.669   1.722  -0.398  1.00  0.00           F  
HETATM   14  C10 UNL     1       5.646  -0.624   0.082  1.00  0.00           C  
HETATM   15  O2  UNL     1       7.023  -0.561   0.250  1.00  0.00           O  
HETATM   16  N3  UNL     1       4.958  -1.783   0.230  1.00  0.00           N  
HETATM   17  C11 UNL     1       3.610  -1.820   0.060  1.00  0.00           C  
HETATM   18  O3  UNL     1       2.932  -2.858   0.184  1.00  0.00           O  
HETATM   19  H1  UNL     1      -5.266  -0.303   0.947  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.621   1.442   1.344  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.993   0.798   1.620  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.877   2.258  -0.635  1.00  0.00           H  
HETATM   23  H5  UNL     1      -5.037   0.589  -1.240  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.579   1.698   0.235  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.752   1.470  -1.602  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.966  -0.667   0.639  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.263  -1.003  -1.075  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.936  -0.196  -1.562  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.958  -1.652  -0.428  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.882   0.015   1.517  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.662   1.334   0.351  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.101  -2.323  -1.658  1.00  0.00           H  
HETATM   33  H15 UNL     1       3.092   1.405  -0.672  1.00  0.00           H  
HETATM   34  H16 UNL     1       7.395   0.257   0.721  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    8
CONECT    8    9   10
CONECT    9   32
CONECT   10   11   17
CONECT   11   12   12   33
CONECT   12   13   14
CONECT   14   15   16   16
CONECT   15   34
CONECT   16   17
CONECT   17   18   18
END

HMDB0249685
     RDKit          3D
Carmofur
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.8594    0.7421    0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5394    1.2175   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0056    1.1122   -0.6070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6881   -0.3421   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2164   -0.5753   -0.5386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4644    0.2316    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242    0.0169    0.3980 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5616   -0.6463   -0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192   -1.3238   -1.5139 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -0.6744   -0.2549 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6322    0.4993   -0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9947    0.5448   -0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.7215   -0.3979 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455   -0.6243    0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232   -0.5611    0.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575   -1.7834    0.2299 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101   -1.8197    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9315   -2.8576    0.1843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2660   -0.3028    0.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6207    1.4416    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926    0.7979    1.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774    2.2585   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0374    0.5889   -1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794    1.6982    0.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515    1.4700   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -0.6671    0.6392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0034   -1.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9359   -0.1956   -1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9585   -1.6517   -0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8818    0.0148    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6621    1.3342    0.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011   -2.3235   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0916    1.4051   -0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3951    0.2568    0.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  9 32  1  0
 11 33  1  0
 15 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mifurol	Kegg
N-Hexylcarbamoyl-5-fluorouracil	MeSH
1-Hexylcarbamoyl-5-fluorouracil	MeSH
HCFU	MeSH
5-Fluoro-N-hexyl-4-hydroxy-2-oxo-1,2-dihydropyrimidine-1-carboximidate	Generator

Chemical Formula

C₁₁H₁₆FN₃O₃

Average Molecular Weight

257.2614

Monoisotopic Molecular Weight

257.117569598

IUPAC Name

5-fluoro-N-hexyl-4-hydroxy-2-oxo-1,2-dihydropyrimidine-1-carboximidic acid

Traditional Name

HCFU

CAS Registry Number

Not Available

SMILES

CCCCCCN=C(O)N1C=C(F)C(O)=NC1=O

InChI Identifier

InChI=1S/C11H16FN3O3/c1-2-3-4-5-6-13-10(17)15-7-8(12)9(16)14-11(15)18/h7H,2-6H2,1H3,(H,13,17)(H,14,16,18)

InChI Key

AOCCBINRVIKJHY-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
Heteroaromatic compound
Vinylogous amide
Lactam
Carbonic acid derivative
Urea
Azacycle
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
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)

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	1.74	ALOGPS
logP	2.62	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	5.55	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.49 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.23 m³·mol⁻¹	ChemAxon
Polarizability	25.84 Å³	ChemAxon
Number of Rings	1	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]+	159.308	30932474
DeepCCS	[M-H]-	156.657	30932474
DeepCCS	[M-2H]-	191.312	30932474
DeepCCS	[M+Na]+	167.446	30932474
AllCCS	[M+H]+	157.6	32859911
AllCCS	[M+H-H2O]+	154.1	32859911
AllCCS	[M+NH4]+	160.8	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	159.9	32859911
AllCCS	[M+Na-2H]-	160.3	32859911
AllCCS	[M+HCOO]-	160.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Carmofur	CCCCCCN=C(O)N1C=C(F)C(O)=NC1=O	2880.8	Standard polar	33892256
Carmofur	CCCCCCN=C(O)N1C=C(F)C(O)=NC1=O	2144.4	Standard non polar	33892256
Carmofur	CCCCCCN=C(O)N1C=C(F)C(O)=NC1=O	2288.7	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 - Carmofur GC-MS (Non-derivatized) - 70eV, Positive	splash10-003r-9430000000-ae12be056620319b0529	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carmofur GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carmofur GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carmofur GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carmofur GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carmofur GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carmofur GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Carmofur GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - Carmofur 10V, Positive-QTOF	splash10-001i-0910000000-98888b269f1deab16dae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 20V, Positive-QTOF	splash10-001i-2900000000-76ef718b911f16346d4d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 40V, Positive-QTOF	splash10-03ei-9200000000-ca1326d0bad10e73b0b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 10V, Negative-QTOF	splash10-03di-3390000000-dc7ae8a86dacc5673c28	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 20V, Negative-QTOF	splash10-052o-6960000000-f1f12d78c45163c076fa	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 40V, Negative-QTOF	splash10-0006-9400000000-f5998d34558b2776ea5e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 10V, Positive-QTOF	splash10-0a4i-0190000000-2c25ae17f6ef5fa55103	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 20V, Positive-QTOF	splash10-0a59-2900000000-d5912a084ea742f42c3f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 40V, Positive-QTOF	splash10-0a4i-9600000000-f16aa3c1d209b9d985fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 10V, Negative-QTOF	splash10-0a4i-0090000000-331560d2b73d1fd49c7e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 20V, Negative-QTOF	splash10-0a4i-1910000000-52dea11bb40f8ef1da51	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Carmofur 40V, Negative-QTOF	splash10-0006-9200000000-2c2e8da590cac31a5129	2021-10-12	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

DB09010

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2479

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carmofur

METLIN ID

Not Available

PubChem Compound

2577

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 Carmofur (HMDB0249685)

MOL for HMDB0249685 (Carmofur)

3D MOL for HMDB0249685 (Carmofur)

3D SDF for HMDB0249685 (Carmofur)

3D-SDF for HMDB0249685 (Carmofur)

PDB for HMDB0249685 (Carmofur)

3D PDB for HMDB0249685 (Carmofur)

SMILES for HMDB0249685 (Carmofur)

INCHI for HMDB0249685 (Carmofur)

Structure for HMDB0249685 (Carmofur)

3D Structure for HMDB0249685 (Carmofur)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra