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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:07:54 UTC

Update Date

2022-11-24 00:09:13 UTC

HMDB ID

HMDB0246092

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3'-Deoxy-3'-fluorothymidine

Description

3'-Deoxy-3'-fluorothymidine, also known as (18)FLT CPD or (18F)FLT, belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleosides. Pyrimidine 2',3'-dideoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at positions 2 and 3. Based on a literature review a significant number of articles have been published on 3'-Deoxy-3'-fluorothymidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3'-deoxy-3'-fluorothymidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3'-Deoxy-3'-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

HMDB0246092
     RDKit          3D
3'-DEOXY-3'-FLUOROTHYMIDINE
 30 31  0  0  0  0  0  0  0  0999 V2000
    3.7539    1.6984    0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428    0.5542    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049    0.6637    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8877   -0.3996   -0.2201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742   -0.2332   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -1.4424   -0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6367   -0.7980   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492    0.0664   -2.1199 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -0.0154    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    1.1504    0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770    1.8168    1.4466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495    0.3053    0.4930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227   -1.5766   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867   -2.5716   -0.6676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8269   -1.7273    0.0037 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560   -0.6784    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7752   -0.8501    0.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5550    1.3345    1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    2.4642    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2605    2.1290    0.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1339    1.6378    0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716    0.5079   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517   -1.8730   -1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3509   -2.1962   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270   -1.5417   -1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9082   -0.7130    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118    1.8648   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281    0.7409    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    2.3535    1.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2580   -2.6715   -0.0803 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  2  1  0
 12  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 15 30  1  0
M  END

  Mrv1652309112101082D          

 17 18  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 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
M  END
> <DATABASE_ID>
HMDB0246092

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN(C2CC(F)C(CO)O2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)

> <INCHI_KEY>
UXCAQJAQSWSNPQ-UHFFFAOYSA-N

> <FORMULA>
C10H13FN2O4

> <MOLECULAR_WEIGHT>
244.222

> <EXACT_MASS>
244.08593507

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
22.608095796050243

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.60

> <JCHEM_LOGP>
-0.22796181533333285

> <ALOGPS_LOGS>
-0.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.57889817977006

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.110296959566844

> <JCHEM_PKA_STRONGEST_BASIC>
-2.983499511218235

> <JCHEM_POLAR_SURFACE_AREA>
78.87

> <JCHEM_REFRACTIVITY>
53.71990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.92e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thymidine, 3'-deoxy-3'-fluoro-

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246092
     RDKit          3D
3'-DEOXY-3'-FLUOROTHYMIDINE
 30 31  0  0  0  0  0  0  0  0999 V2000
    3.7539    1.6984    0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428    0.5542    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049    0.6637    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8877   -0.3996   -0.2201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742   -0.2332   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -1.4424   -0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6367   -0.7980   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492    0.0664   -2.1199 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -0.0154    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    1.1504    0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770    1.8168    1.4466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495    0.3053    0.4930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227   -1.5766   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867   -2.5716   -0.6676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8269   -1.7273    0.0037 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560   -0.6784    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7752   -0.8501    0.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5550    1.3345    1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    2.4642    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2605    2.1290    0.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1339    1.6378    0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716    0.5079   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517   -1.8730   -1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3509   -2.1962   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270   -1.5417   -1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9082   -0.7130    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118    1.8648   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281    0.7409    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    2.3535    1.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2580   -2.6715   -0.0803 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  2  1  0
 12  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 15 30  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  F   UNK     0      -0.793   0.659   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                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   12                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0246092
HETATM    1  C1  UNL     1       3.754   1.698   0.947  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.943   0.554   0.503  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.605   0.664   0.183  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.888  -0.400  -0.220  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.474  -0.233  -0.535  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.237  -1.442  -0.942  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.637  -0.798  -1.032  1.00  0.00           C  
HETATM    8  F1  UNL     1      -2.649   0.066  -2.120  1.00  0.00           F  
HETATM    9  C7  UNL     1      -2.559  -0.015   0.263  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.496   1.150   0.244  1.00  0.00           C  
HETATM   11  O1  UNL     1      -3.477   1.817   1.447  1.00  0.00           O  
HETATM   12  O2  UNL     1      -1.250   0.305   0.493  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.523  -1.577  -0.300  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.887  -2.572  -0.668  1.00  0.00           O  
HETATM   15  N2  UNL     1       2.827  -1.727   0.004  1.00  0.00           N  
HETATM   16  C10 UNL     1       3.556  -0.678   0.407  1.00  0.00           C  
HETATM   17  O4  UNL     1       4.775  -0.850   0.684  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.555   1.335   1.613  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.181   2.464   1.499  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.260   2.129   0.050  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.134   1.638   0.263  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.572   0.508  -1.385  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.952  -1.873  -1.917  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.351  -2.196  -0.134  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.427  -1.542  -1.054  1.00  0.00           H  
HETATM   26  H9  UNL     1      -2.908  -0.713   1.065  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.312   1.865  -0.562  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.528   0.741   0.104  1.00  0.00           H  
HETATM   29  H12 UNL     1      -4.317   2.353   1.517  1.00  0.00           H  
HETATM   30  H13 UNL     1       3.258  -2.671  -0.080  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   16
CONECT    3    4   21
CONECT    4    5   13
CONECT    5    6   12   22
CONECT    6    7   23   24
CONECT    7    8    9   25
CONECT    9   10   12   26
CONECT   10   11   27   28
CONECT   11   29
CONECT   13   14   14   15
CONECT   15   16   30
CONECT   16   17   17
END

HMDB0246092
     RDKit          3D
3'-DEOXY-3'-FLUOROTHYMIDINE
 30 31  0  0  0  0  0  0  0  0999 V2000
    3.7539    1.6984    0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428    0.5542    0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6049    0.6637    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8877   -0.3996   -0.2201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742   -0.2332   -0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2373   -1.4424   -0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6367   -0.7980   -1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492    0.0664   -2.1199 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594   -0.0154    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4960    1.1504    0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770    1.8168    1.4466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495    0.3053    0.4930 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227   -1.5766   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867   -2.5716   -0.6676 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8269   -1.7273    0.0037 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560   -0.6784    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7752   -0.8501    0.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5550    1.3345    1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    2.4642    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2605    2.1290    0.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1339    1.6378    0.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716    0.5079   -1.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9517   -1.8730   -1.9168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3509   -2.1962   -0.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270   -1.5417   -1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9082   -0.7130    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118    1.8648   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5281    0.7409    0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    2.3535    1.5172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2580   -2.6715   -0.0803 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16  2  1  0
 12  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 15 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(18)FLT CPD	HMDB
(18F)3'-Deoxy-3'-fluorothymidine	HMDB
(18F)FLT	HMDB
1-(3'-Fluoro-3'-deoxy-beta-D-erythropentofuranosyl)thymine	HMDB
18F-FLT	HMDB
3'-(F-18)Fluoro-3'-deoxythymidine	HMDB
3'-Deoxy-3'-(18F)fluorothymidine	HMDB
3'-Fluoro-2',3'-dideoxythymidine	HMDB
3'-Fluoro-3'-deoxythymidine	HMDB
3'-Fluorothymidine	HMDB
FDDT	HMDB
Alovudine	HMDB

Chemical Formula

C₁₀H₁₃FN₂O₄

Average Molecular Weight

244.222

Monoisotopic Molecular Weight

244.08593507

IUPAC Name

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

Traditional Name

thymidine, 3'-deoxy-3'-fluoro-

CAS Registry Number

Not Available

SMILES

CC1=CN(C2CC(F)C(CO)O2)C(=O)NC1=O

InChI Identifier

InChI=1S/C10H13FN2O4/c1-5-3-13(10(16)12-9(5)15)8-2-6(11)7(4-14)17-8/h3,6-8,14H,2,4H2,1H3,(H,12,15,16)

InChI Key

UXCAQJAQSWSNPQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleosides. Pyrimidine 2',3'-dideoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at positions 2 and 3.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Pyrimidine 2',3'-dideoxyribonucleosides

Direct Parent

Pyrimidine 2',3'-dideoxyribonucleosides

Alternative Parents

Substituents

Pyrimidine 2',3'-dideoxyribonucleoside
Pyrimidone
Pyrimidine
Hydropyrimidine
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Urea
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl halide
Alkyl fluoride
Alcohol
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 (HMDB: HMDB0248181)

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	-0.6	ALOGPS
logP	-0.23	ChemAxon
logS	-0.49	ALOGPS
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.87 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	53.72 m³·mol⁻¹	ChemAxon
Polarizability	22.61 Å³	ChemAxon
Number of Rings	2	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]+	154.649	30932474
DeepCCS	[M-H]-	152.291	30932474
DeepCCS	[M-2H]-	185.644	30932474
DeepCCS	[M+Na]+	160.742	30932474
AllCCS	[M+H]+	154.1	32859911
AllCCS	[M+H-H2O]+	150.3	32859911
AllCCS	[M+NH4]+	157.6	32859911
AllCCS	[M+Na]+	158.6	32859911
AllCCS	[M-H]-	153.7	32859911
AllCCS	[M+Na-2H]-	153.8	32859911
AllCCS	[M+HCOO]-	153.9	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-DEOXY-3'-FLUOROTHYMIDINE,1TMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C)O2)C(=O)[NH]C1=O	2180.2	Semi standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C)O2)C(=O)[NH]C1=O	2206.7	Standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C)O2)C(=O)[NH]C1=O	2681.3	Standard polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TMS,isomer #2	CC1=CN(C2CC(F)C(CO)O2)C(=O)N([Si](C)(C)C)C1=O	2205.8	Semi standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TMS,isomer #2	CC1=CN(C2CC(F)C(CO)O2)C(=O)N([Si](C)(C)C)C1=O	2241.9	Standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TMS,isomer #2	CC1=CN(C2CC(F)C(CO)O2)C(=O)N([Si](C)(C)C)C1=O	2835.7	Standard polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,2TMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2233.4	Semi standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,2TMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2303.2	Standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,2TMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2438.4	Standard polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TBDMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2456.8	Semi standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TBDMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2428.9	Standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TBDMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2796.3	Standard polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TBDMS,isomer #2	CC1=CN(C2CC(F)C(CO)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2430.6	Semi standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TBDMS,isomer #2	CC1=CN(C2CC(F)C(CO)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2461.9	Standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,1TBDMS,isomer #2	CC1=CN(C2CC(F)C(CO)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2839.6	Standard polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,2TBDMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2692.6	Semi standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,2TBDMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2726.7	Standard non polar	33892256
3'-DEOXY-3'-FLUOROTHYMIDINE,2TBDMS,isomer #1	CC1=CN(C2CC(F)C(CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2651.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxy-3'-fluorothymidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-8950000000-68d274416a89a2c1f7e3	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxy-3'-fluorothymidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxy-3'-fluorothymidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxy-3'-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 - 3'-Deoxy-3'-fluorothymidine 10V, Positive-QTOF	splash10-004i-0900000000-fa28e02431a0079c6536	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxy-3'-fluorothymidine 20V, Positive-QTOF	splash10-004i-6900000000-315cbba7f06b935d34bb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxy-3'-fluorothymidine 40V, Positive-QTOF	splash10-056r-6900000000-fc1d9b3e785e13346257	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxy-3'-fluorothymidine 10V, Negative-QTOF	splash10-0006-0290000000-6b664e298f5399613fd1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxy-3'-fluorothymidine 20V, Negative-QTOF	splash10-002f-9810000000-af26d331fbf1c1e13cfa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxy-3'-fluorothymidine 40V, Negative-QTOF	splash10-0006-9300000000-248b527b19123b23ba61	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 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	¹³C NMR Spectrum (1D, 300 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	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

250441

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

284240

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 3'-Deoxy-3'-fluorothymidine (HMDB0246092)

MOL for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

3D MOL for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

3D SDF for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

3D-SDF for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

PDB for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

3D PDB for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

SMILES for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

INCHI for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

Structure for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

3D Structure for HMDB0246092 (3'-Deoxy-3'-fluorothymidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra