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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:35:42 UTC

Update Date

2021-09-26 22:54:03 UTC

HMDB ID

HMDB0245532

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2'-Fluorothymidine

Description

2'-Fluorothymidine belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Based on a literature review a significant number of articles have been published on 2'-Fluorothymidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2'-fluorothymidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2'-Fluorothymidine 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

HMDB0245532
     RDKit          3D
2'-Fluorothymidine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.2599   -1.3145    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.3643   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -0.6292    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305    0.2180    0.3538 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4872   -0.0851    0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3804    0.8905    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5936    0.2845    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751    1.1605   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806    2.3605   -0.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -0.9572   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.9173   -0.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131   -1.4032    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -2.1536   -0.2518 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0585    1.3631   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    2.1606   -0.4502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719    1.6662   -0.8225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    0.8183   -0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4387    1.1377   -1.1713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519   -1.9963    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252   -1.8850   -0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1906   -0.7414    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -1.5641    1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.1476    2.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -0.0103    1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4322    0.6146   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274    1.3196   -1.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0482    2.9864    0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7084   -0.7111   -1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285   -1.6812    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -1.9920    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010    2.5725   -1.3352 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17  2  1  0
 12  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
M  END


  Mrv1652309112100352D          

 18 19  0  0  0  0            999 V2000
    0.1067    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    4.3527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298    2.0602    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 11 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245532

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN(C2OC(CO)C(O)C2F)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)

> <INCHI_KEY>
GBBJCSTXCAQSSJ-UHFFFAOYSA-N

> <FORMULA>
C10H13FN2O5

> <MOLECULAR_WEIGHT>
260.221

> <EXACT_MASS>
260.08084969

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.504090950694447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-1.1285998783333329

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.736995396828615

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.104350675704374

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9805440359948054

> <JCHEM_POLAR_SURFACE_AREA>
99.10000000000001

> <JCHEM_REFRACTIVITY>
55.23060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.77e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245532
     RDKit          3D
2'-Fluorothymidine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.2599   -1.3145    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.3643   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -0.6292    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305    0.2180    0.3538 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4872   -0.0851    0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3804    0.8905    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5936    0.2845    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751    1.1605   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806    2.3605   -0.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -0.9572   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.9173   -0.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131   -1.4032    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -2.1536   -0.2518 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0585    1.3631   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    2.1606   -0.4502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719    1.6662   -0.8225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    0.8183   -0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4387    1.1377   -1.1713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519   -1.9963    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252   -1.8850   -0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1906   -0.7414    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -1.5641    1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.1476    2.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -0.0103    1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4322    0.6146   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274    1.3196   -1.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0482    2.9864    0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7084   -0.7111   -1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285   -1.6812    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -1.9920    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010    2.5725   -1.3352 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17  2  1  0
 12  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  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       0.199   8.895   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.468   5.815   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -3.802   6.585   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.136   5.815   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -3.802   8.125   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -2.468   8.895   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.468  10.435   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.698   1.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.714   3.370   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.143   0.659   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.517  -0.748   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.793   0.659   0.000  0.00  0.00           O+0
HETATM   18  F   UNK     0       0.242   3.846   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8                                                            
CONECT   10    4   11   14                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   12                                                            
CONECT   18   11                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0245532
HETATM    1  C1  UNL     1      -4.260  -1.314   0.167  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.126  -0.364  -0.004  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.865  -0.629   0.499  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.830   0.218   0.354  1.00  0.00           N  
HETATM    5  C4  UNL     1       0.487  -0.085   0.894  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.380   0.890   0.547  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.594   0.285   0.258  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.475   1.161  -0.597  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.781   2.361  -0.011  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.145  -0.957  -0.485  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.143  -1.917  -0.570  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.013  -1.403   0.420  1.00  0.00           C  
HETATM   13  F1  UNL     1       0.079  -2.154  -0.252  1.00  0.00           F  
HETATM   14  C9  UNL     1      -1.059   1.363  -0.313  1.00  0.00           C  
HETATM   15  O4  UNL     1      -0.086   2.161  -0.450  1.00  0.00           O  
HETATM   16  N2  UNL     1      -2.272   1.666  -0.822  1.00  0.00           N  
HETATM   17  C10 UNL     1      -3.310   0.818  -0.678  1.00  0.00           C  
HETATM   18  O5  UNL     1      -4.439   1.138  -1.171  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.052  -1.996   1.009  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.425  -1.885  -0.785  1.00  0.00           H  
HETATM   21  H3  UNL     1      -5.191  -0.741   0.355  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.740  -1.564   1.026  1.00  0.00           H  
HETATM   23  H5  UNL     1       0.359  -0.148   2.006  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.075  -0.010   1.195  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.432   0.615  -0.765  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.027   1.320  -1.581  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.048   2.986   0.096  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.708  -0.711  -1.467  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.829  -1.681   0.109  1.00  0.00           H  
HETATM   30  H12 UNL     1       1.478  -1.992   1.235  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.401   2.573  -1.335  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3   17
CONECT    3    4   22
CONECT    4    5   14
CONECT    5    6   12   23
CONECT    6    7
CONECT    7    8   10   24
CONECT    8    9   25   26
CONECT    9   27
CONECT   10   11   12   28
CONECT   11   29
CONECT   12   13   30
CONECT   14   15   15   16
CONECT   16   17   31
CONECT   17   18   18
END

HMDB0245532
     RDKit          3D
2'-Fluorothymidine
 31 32  0  0  0  0  0  0  0  0999 V2000
   -4.2599   -1.3145    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1263   -0.3643   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -0.6292    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8305    0.2180    0.3538 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4872   -0.0851    0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3804    0.8905    0.5471 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5936    0.2845    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751    1.1605   -0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7806    2.3605   -0.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -0.9572   -0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431   -1.9173   -0.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131   -1.4032    0.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -2.1536   -0.2518 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0585    1.3631   -0.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    2.1606   -0.4502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719    1.6662   -0.8225 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    0.8183   -0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4387    1.1377   -1.1713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519   -1.9963    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4252   -1.8850   -0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1906   -0.7414    0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7398   -1.5641    1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -0.1476    2.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0751   -0.0103    1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4322    0.6146   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274    1.3196   -1.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0482    2.9864    0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7084   -0.7111   -1.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8285   -1.6812    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -1.9920    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4010    2.5725   -1.3352 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17  2  1  0
 12  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  5 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2'-Deoxy-2'-fluoro-5-methyluridine	HMDB
5-Methyl-1-(2'-deoxy-2'-fluoro-beta-D-ribofuranosyl)uracil	HMDB

Chemical Formula

C₁₀H₁₃FN₂O₅

Average Molecular Weight

260.221

Monoisotopic Molecular Weight

260.08084969

IUPAC Name

1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione

CAS Registry Number

Not Available

SMILES

CC1=CN(C2OC(CO)C(O)C2F)C(=O)NC1=O

InChI Identifier

InChI=1S/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)

InChI Key

GBBJCSTXCAQSSJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Pyrimidine 2'-deoxyribonucleosides

Direct Parent

Pyrimidine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Pyrimidine 2'-deoxyribonucleoside
Pyrimidone
Hydropyrimidine
Pyrimidine
Tetrahydrofuran
Heteroaromatic compound
Vinylogous amide
Fluorohydrin
Halohydrin
Lactam
Secondary alcohol
Urea
Azacycle
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl halide
Organic nitrogen compound
Alkyl fluoride
Hydrocarbon derivative
Alcohol
Organopnictogen 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	-0.72	ALOGPS
logP	-1.1	ChemAxon
logS	-0.47	ALOGPS
pKa (Strongest Acidic)	10.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	55.23 m³·mol⁻¹	ChemAxon
Polarizability	23.5 Å³	ChemAxon
Number of Rings	2	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]+	155.17	30932474
DeepCCS	[M-H]-	152.812	30932474
DeepCCS	[M-2H]-	186.071	30932474
DeepCCS	[M+Na]+	161.263	30932474
AllCCS	[M+H]+	157.8	32859911
AllCCS	[M+H-H2O]+	154.1	32859911
AllCCS	[M+NH4]+	161.2	32859911
AllCCS	[M+Na]+	162.2	32859911
AllCCS	[M-H]-	155.9	32859911
AllCCS	[M+Na-2H]-	155.9	32859911
AllCCS	[M+HCOO]-	155.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.4065 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.08 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2'-Fluorothymidine,1TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O)C2F)C(=O)[NH]C1=O	2306.4	Semi standard non polar	33892256
2'-Fluorothymidine,1TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O)C2F)C(=O)[NH]C1=O	2271.1	Standard non polar	33892256
2'-Fluorothymidine,1TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O)C2F)C(=O)[NH]C1=O	3097.5	Standard polar	33892256
2'-Fluorothymidine,1TMS,isomer #2	CC1=CN(C2OC(CO)C(O[Si](C)(C)C)C2F)C(=O)[NH]C1=O	2326.7	Semi standard non polar	33892256
2'-Fluorothymidine,1TMS,isomer #2	CC1=CN(C2OC(CO)C(O[Si](C)(C)C)C2F)C(=O)[NH]C1=O	2227.7	Standard non polar	33892256
2'-Fluorothymidine,1TMS,isomer #2	CC1=CN(C2OC(CO)C(O[Si](C)(C)C)C2F)C(=O)[NH]C1=O	3034.1	Standard polar	33892256
2'-Fluorothymidine,1TMS,isomer #3	CC1=CN(C2OC(CO)C(O)C2F)C(=O)N([Si](C)(C)C)C1=O	2361.2	Semi standard non polar	33892256
2'-Fluorothymidine,1TMS,isomer #3	CC1=CN(C2OC(CO)C(O)C2F)C(=O)N([Si](C)(C)C)C1=O	2289.0	Standard non polar	33892256
2'-Fluorothymidine,1TMS,isomer #3	CC1=CN(C2OC(CO)C(O)C2F)C(=O)N([Si](C)(C)C)C1=O	3311.6	Standard polar	33892256
2'-Fluorothymidine,2TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2F)C(=O)[NH]C1=O	2351.5	Semi standard non polar	33892256
2'-Fluorothymidine,2TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2F)C(=O)[NH]C1=O	2294.7	Standard non polar	33892256
2'-Fluorothymidine,2TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2F)C(=O)[NH]C1=O	2652.8	Standard polar	33892256
2'-Fluorothymidine,2TMS,isomer #2	CC1=CN(C2OC(CO[Si](C)(C)C)C(O)C2F)C(=O)N([Si](C)(C)C)C1=O	2374.9	Semi standard non polar	33892256
2'-Fluorothymidine,2TMS,isomer #2	CC1=CN(C2OC(CO[Si](C)(C)C)C(O)C2F)C(=O)N([Si](C)(C)C)C1=O	2380.3	Standard non polar	33892256
2'-Fluorothymidine,2TMS,isomer #2	CC1=CN(C2OC(CO[Si](C)(C)C)C(O)C2F)C(=O)N([Si](C)(C)C)C1=O	2834.7	Standard polar	33892256
2'-Fluorothymidine,2TMS,isomer #3	CC1=CN(C2OC(CO)C(O[Si](C)(C)C)C2F)C(=O)N([Si](C)(C)C)C1=O	2389.8	Semi standard non polar	33892256
2'-Fluorothymidine,2TMS,isomer #3	CC1=CN(C2OC(CO)C(O[Si](C)(C)C)C2F)C(=O)N([Si](C)(C)C)C1=O	2335.0	Standard non polar	33892256
2'-Fluorothymidine,2TMS,isomer #3	CC1=CN(C2OC(CO)C(O[Si](C)(C)C)C2F)C(=O)N([Si](C)(C)C)C1=O	2764.1	Standard polar	33892256
2'-Fluorothymidine,3TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2F)C(=O)N([Si](C)(C)C)C1=O	2377.9	Semi standard non polar	33892256
2'-Fluorothymidine,3TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2F)C(=O)N([Si](C)(C)C)C1=O	2394.9	Standard non polar	33892256
2'-Fluorothymidine,3TMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C2F)C(=O)N([Si](C)(C)C)C1=O	2441.5	Standard polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O)C2F)C(=O)[NH]C1=O	2591.8	Semi standard non polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O)C2F)C(=O)[NH]C1=O	2486.8	Standard non polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O)C2F)C(=O)[NH]C1=O	3171.7	Standard polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #2	CC1=CN(C2OC(CO)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)[NH]C1=O	2595.2	Semi standard non polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #2	CC1=CN(C2OC(CO)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)[NH]C1=O	2451.6	Standard non polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #2	CC1=CN(C2OC(CO)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)[NH]C1=O	3111.9	Standard polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #3	CC1=CN(C2OC(CO)C(O)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2584.7	Semi standard non polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #3	CC1=CN(C2OC(CO)C(O)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2486.5	Standard non polar	33892256
2'-Fluorothymidine,1TBDMS,isomer #3	CC1=CN(C2OC(CO)C(O)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3210.4	Standard polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)[NH]C1=O	2839.0	Semi standard non polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)[NH]C1=O	2708.2	Standard non polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)[NH]C1=O	2878.3	Standard polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #2	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2820.3	Semi standard non polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #2	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2776.9	Standard non polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #2	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2962.2	Standard polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #3	CC1=CN(C2OC(CO)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2832.8	Semi standard non polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #3	CC1=CN(C2OC(CO)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2739.9	Standard non polar	33892256
2'-Fluorothymidine,2TBDMS,isomer #3	CC1=CN(C2OC(CO)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2904.1	Standard polar	33892256
2'-Fluorothymidine,3TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3062.1	Semi standard non polar	33892256
2'-Fluorothymidine,3TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2978.9	Standard non polar	33892256
2'-Fluorothymidine,3TBDMS,isomer #1	CC1=CN(C2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2F)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2774.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2'-Fluorothymidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-9220000000-62db4c36f56ca4a472c3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2'-Fluorothymidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2'-Fluorothymidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2'-Fluorothymidine 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 - 2'-Fluorothymidine 10V, Positive-QTOF	splash10-004i-0910000000-51a267139fc65f3b57ef	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Fluorothymidine 20V, Positive-QTOF	splash10-004i-2930000000-fd65170abe3b7e7d4d88	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Fluorothymidine 40V, Positive-QTOF	splash10-0a6r-8900000000-126b7d7edec6d0496410	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Fluorothymidine 10V, Negative-QTOF	splash10-0a6r-0590000000-5c9ddd65dc0589b23b0e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Fluorothymidine 20V, Negative-QTOF	splash10-00mo-9800000000-3387a2fec4f7f659d1e1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'-Fluorothymidine 40V, Negative-QTOF	splash10-0006-9100000000-346337a198090b3e09b1	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)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

313379

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

352992

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 2'-Fluorothymidine (HMDB0245532)

MOL for HMDB0245532 (2'-Fluorothymidine)

3D MOL for HMDB0245532 (2'-Fluorothymidine)

3D SDF for HMDB0245532 (2'-Fluorothymidine)

3D-SDF for HMDB0245532 (2'-Fluorothymidine)

PDB for HMDB0245532 (2'-Fluorothymidine)

3D PDB for HMDB0245532 (2'-Fluorothymidine)

SMILES for HMDB0245532 (2'-Fluorothymidine)

INCHI for HMDB0245532 (2'-Fluorothymidine)

Structure for HMDB0245532 (2'-Fluorothymidine)

3D Structure for HMDB0245532 (2'-Fluorothymidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra