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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:59:19 UTC

Update Date

2021-09-14 15:40:10 UTC

HMDB ID

HMDB0060394

Secondary Accession Numbers

HMDB60394

Metabolite Identification

Common Name

5-Fluorodeoxyuridine monophosphate

Description

5-Fluorodeoxyuridine monophosphate, also known as fdump or fluorodeoxyuridylate, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. FdUMP acts as a suicide inhibitor of thymidylate synthase (TS). 5-Fluorodeoxyuridine monophosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Once this compound is united, the inhibition reaction begins with a different mechanism that would take place with the uracil. 5-Fluorodeoxyuridine monophosphate exists in all living organisms, ranging from bacteria to humans. But it has been shown that the conjugation of FdUMP with folic acid (FA) by a phosphodiester bonding shows improved cytotoxicity to both human and 5-FU-resistant colorectal tumor cells. The inhibition of the nucleotidase and fosfatase activity, decreased the effect of FdUMP, while the inhibitory effect was smaller in cells which had a lack of TK.FdUMP can enter both intact cells and activated cells in which dephosphorylation has already started.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060394
     RDKit          3D
5-Fluorodeoxyuridine monophosphate
 33 34  0  0  0  0  0  0  0  0999 V2000
    2.3894   -1.7629    1.3302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.6750    0.9405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -0.4042    1.3858 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7544    0.7624    0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0229    1.0121    1.4305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710    1.6271    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    2.7839   -0.1254 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040    1.2991   -0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2091    0.1389    0.1323 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8943   -0.0708   -0.3568 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5178   -1.4422   -0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -1.6105    0.3019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5743   -2.5531   -0.3315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -0.2071    0.2475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3482    0.1849    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054   -0.6881    0.7041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6712    0.2019    0.0867 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6443   -0.7606   -0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4543    1.2567    1.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816    1.1406   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    0.5500    0.4853 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8356    0.6220    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435    1.9942   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7915    0.5077   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -1.5564   -1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -2.2089   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4293   -1.9291    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831   -3.2978    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -0.0177   -0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836    1.2152    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719   -0.0179    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8781    2.0302    0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585    1.8752   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 14 21  1  0
  9  2  1  0
 21 10  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  6
 15 30  1  0
 15 31  1  0
 19 32  1  0
 20 33  1  0
M  END

  Mrv1652305101918482D          

 21 22  0  0  1  0            999 V2000
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -0.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9487   -1.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4388    0.3790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7378   -3.6695    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -4.0144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
  4 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060394

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=C(F)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H12FN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1

> <INCHI_KEY>
HFEKDTCAMMOLQP-RRKCRQDMSA-N

> <FORMULA>
C9H12FN2O8P

> <MOLECULAR_WEIGHT>
326.1723

> <EXACT_MASS>
326.031530087

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.944004489915702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.28

> <JCHEM_LOGP>
-1.4387271999999998

> <ALOGPS_LOGS>
-1.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.252051520003299

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2327573834283703

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2403450126423117

> <JCHEM_POLAR_SURFACE_AREA>
145.63

> <JCHEM_REFRACTIVITY>
62.13070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060394
     RDKit          3D
5-Fluorodeoxyuridine monophosphate
 33 34  0  0  0  0  0  0  0  0999 V2000
    2.3894   -1.7629    1.3302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.6750    0.9405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -0.4042    1.3858 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7544    0.7624    0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0229    1.0121    1.4305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710    1.6271    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    2.7839   -0.1254 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040    1.2991   -0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2091    0.1389    0.1323 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8943   -0.0708   -0.3568 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5178   -1.4422   -0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -1.6105    0.3019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5743   -2.5531   -0.3315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -0.2071    0.2475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3482    0.1849    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054   -0.6881    0.7041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6712    0.2019    0.0867 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6443   -0.7606   -0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4543    1.2567    1.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816    1.1406   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    0.5500    0.4853 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8356    0.6220    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435    1.9942   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7915    0.5077   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -1.5564   -1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -2.2089   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4293   -1.9291    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831   -3.2978    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -0.0177   -0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836    1.2152    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719   -0.0179    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8781    2.0302    0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585    1.8752   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 14 21  1  0
  9  2  1  0
 21 10  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  6
 15 30  1  0
 15 31  1  0
 19 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 10-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAY-19         0                                  
HETATM    1  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.564  -4.680   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.697  -1.233   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      -3.162  -0.757   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      -4.626  -0.281   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.638  -2.222   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.686   0.708   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       3.009  -5.926   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   16  F   UNK     0       6.977  -6.850   0.000  0.00  0.00           F+0
HETATM   17  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.724  -9.663   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       3.288  -8.578   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.851  -7.494   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    4   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   13   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0060394
HETATM    1  O1  UNL     1       2.389  -1.763   1.330  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.879  -0.675   0.940  1.00  0.00           C  
HETATM    3  N1  UNL     1       4.131  -0.404   1.386  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.754   0.762   0.994  1.00  0.00           C  
HETATM    5  O2  UNL     1       6.023   1.012   1.430  1.00  0.00           O  
HETATM    6  C3  UNL     1       4.071   1.627   0.171  1.00  0.00           C  
HETATM    7  F1  UNL     1       4.692   2.784  -0.125  1.00  0.00           F  
HETATM    8  C4  UNL     1       2.804   1.299  -0.244  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.209   0.139   0.132  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.894  -0.071  -0.357  1.00  0.00           C  
HETATM   11  C6  UNL     1       0.518  -1.442  -0.609  1.00  0.00           C  
HETATM   12  C7  UNL     1      -0.715  -1.610   0.302  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.574  -2.553  -0.332  1.00  0.00           O  
HETATM   14  C8  UNL     1      -1.183  -0.207   0.247  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.348   0.185   1.103  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.405  -0.688   0.704  1.00  0.00           O  
HETATM   17  P1  UNL     1      -4.671   0.202   0.087  1.00  0.00           P  
HETATM   18  O5  UNL     1      -5.644  -0.761  -0.553  1.00  0.00           O  
HETATM   19  O6  UNL     1      -5.454   1.257   1.101  1.00  0.00           O  
HETATM   20  O7  UNL     1      -3.982   1.141  -1.240  1.00  0.00           O  
HETATM   21  O8  UNL     1      -0.076   0.550   0.485  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.836   0.622   0.827  1.00  0.00           H  
HETATM   23  H2  UNL     1       2.344   1.994  -0.904  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.791   0.508  -1.327  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.099  -1.556  -1.662  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.286  -2.209  -0.512  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.429  -1.929   1.300  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.683  -3.298   0.298  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.563  -0.018  -0.853  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.584   1.215   1.016  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.072  -0.018   2.161  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.878   2.030   0.514  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.458   1.875  -0.831  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   22
CONECT    6    7    8    8
CONECT    8    9   23
CONECT    9   10
CONECT   10   11   21   24
CONECT   11   12   25   26
CONECT   12   13   14   27
CONECT   13   28
CONECT   14   15   21   29
CONECT   15   16   30   31
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   32
CONECT   20   33
END

HMDB0060394
     RDKit          3D
5-Fluorodeoxyuridine monophosphate
 33 34  0  0  0  0  0  0  0  0999 V2000
    2.3894   -1.7629    1.3302 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.6750    0.9405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -0.4042    1.3858 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7544    0.7624    0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0229    1.0121    1.4305 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710    1.6271    0.1714 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    2.7839   -0.1254 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040    1.2991   -0.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2091    0.1389    0.1323 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8943   -0.0708   -0.3568 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5178   -1.4422   -0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7149   -1.6105    0.3019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5743   -2.5531   -0.3315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -0.2071    0.2475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3482    0.1849    1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4054   -0.6881    0.7041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6712    0.2019    0.0867 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.6443   -0.7606   -0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4543    1.2567    1.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9816    1.1406   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0758    0.5500    0.4853 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8356    0.6220    0.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435    1.9942   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7915    0.5077   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0991   -1.5564   -1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -2.2089   -0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4293   -1.9291    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831   -3.2978    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5633   -0.0177   -0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5836    1.2152    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719   -0.0179    2.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8781    2.0302    0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585    1.8752   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 14 21  1  0
  9  2  1  0
 21 10  1  0
  5 22  1  0
  8 23  1  0
 10 24  1  6
 11 25  1  0
 11 26  1  0
 12 27  1  1
 13 28  1  0
 14 29  1  6
 15 30  1  0
 15 31  1  0
 19 32  1  0
 20 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-Fluorodeoxyuridine monophosphoric acid	Generator
5-Fluoro-2-deoxyuridine monophosphate (fdump)	HMDB
5-Fluoro-2-deoxyuridine monophosphoric acid (fdump)	HMDB
5-FLUORODEOXYURIDYLic acid	HMDB
5-Fluoro-2'-deoxyuridine-5'-monophosphate	HMDB
5 Fluoro 2' deoxyuridine 5' monophosphate	HMDB
FdUMP	HMDB
Fluorodeoxyuridylate	HMDB
5-Fluoro-2'-deoxyuridine-5'-monophosphoric acid	HMDB

Chemical Formula

C₉H₁₂FN₂O₈P

Average Molecular Weight

326.1723

Monoisotopic Molecular Weight

326.031530087

IUPAC Name

{[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

Traditional Name

[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3H-pyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=C(F)C(O)=NC1=O

InChI Identifier

InChI=1S/C9H12FN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1

InChI Key

HFEKDTCAMMOLQP-RRKCRQDMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine deoxyribonucleotides

Direct Parent

Pyrimidine 2'-deoxyribonucleoside monophosphates

Alternative Parents

Substituents

Pyrimidine 2'-deoxyribonucleoside monophosphate
Halopyrimidine
Monoalkyl phosphate
Pyrimidone
Aryl fluoride
Aryl halide
Hydropyrimidine
Pyrimidine
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Secondary alcohol
Urea
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organofluoride
Alcohol
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidine 2'-deoxyribonucleoside 5'-monophosphate (CHEBI:2129 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060394)

Organ

Liver (HMDB: HMDB0060394)
Kidney (HMDB: HMDB0060394)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060394)

Source

Endogenous

Endogenous (HMDB: HMDB0060394)

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
Water Solubility	8.91 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	62.13 m³·mol⁻¹	ChemAxon
Polarizability	25.94 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]+	163.326	30932474
DeepCCS	[M-H]-	160.968	30932474
DeepCCS	[M-2H]-	194.876	30932474
DeepCCS	[M+Na]+	170.102	30932474
AllCCS	[M+H]+	168.3	32859911
AllCCS	[M+H-H2O]+	165.1	32859911
AllCCS	[M+NH4]+	171.2	32859911
AllCCS	[M+Na]+	172.0	32859911
AllCCS	[M-H]-	163.3	32859911
AllCCS	[M+Na-2H]-	163.1	32859911
AllCCS	[M+HCOO]-	163.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Fluorodeoxyuridine monophosphate	O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=C(F)C(O)=NC1=O	3701.3	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate	O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=C(F)C(O)=NC1=O	2157.2	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate	O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=C(F)C(O)=NC1=O	2904.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Fluorodeoxyuridine monophosphate,1TMS,isomer #1	C[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O)O	2536.0	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,1TMS,isomer #2	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)C=C1F	2552.6	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,1TMS,isomer #3	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=C(F)C(O)=NC2=O)C[C@@H]1O	2661.5	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TMS,isomer #1	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O2)C=C1F	2532.1	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TMS,isomer #2	C[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O)O[Si](C)(C)C	2630.2	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TMS,isomer #3	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O2)C=C1F	2648.9	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=C(F)C(O)=NC2=O)C[C@@H]1O)O[Si](C)(C)C	2681.4	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #1	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O2)C=C1F	2640.7	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #1	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O2)C=C1F	2545.9	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #1	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O2)C=C1F	3393.3	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2658.6	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2471.6	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #2	C[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3186.6	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #3	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C=C1F	2687.6	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #3	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C=C1F	2554.8	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TMS,isomer #3	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C=C1F	3194.3	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate,4TMS,isomer #1	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C=C1F	2670.5	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,4TMS,isomer #1	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C=C1F	2598.7	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,4TMS,isomer #1	C[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C=C1F	3025.0	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O)O	2807.2	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)C=C1F	2792.8	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@@H](N2C=C(F)C(O)=NC2=O)C[C@@H]1O	2897.6	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O2)C=C1F	3003.4	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3096.0	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3091.0	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1O[C@@H](N2C=C(F)C(O)=NC2=O)C[C@@H]1O)O[Si](C)(C)C(C)(C)C	3123.7	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3281.6	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3226.5	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3533.7	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3303.4	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3120.8	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=C(F)C(O)=NC2=O)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3414.9	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3316.9	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3192.6	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3412.8	Standard polar	33892256
5-Fluorodeoxyuridine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3501.0	Semi standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3351.7	Standard non polar	33892256
5-Fluorodeoxyuridine monophosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC(=O)N([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C=C1F	3318.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Fluorodeoxyuridine monophosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9410000000-870fe831cb893d234c57	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Fluorodeoxyuridine monophosphate GC-MS (2 TMS) - 70eV, Positive	splash10-01ot-8933200000-173c2e295b577396d9a2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Fluorodeoxyuridine monophosphate 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 - 5-Fluorodeoxyuridine monophosphate 10V, Positive-QTOF	splash10-001i-0900000000-602d1057b95d15b1b0a4	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 20V, Positive-QTOF	splash10-001i-1900000000-48ba814243131de9c0fe	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 40V, Positive-QTOF	splash10-001i-5900000000-02ecf9c6cb7457c735ea	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 10V, Negative-QTOF	splash10-01u3-9553000000-7cf12c8b649a0477f6f6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 20V, Negative-QTOF	splash10-004i-9300000000-096c87690821f662e9fd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 40V, Negative-QTOF	splash10-004i-9000000000-7d84920d2729eda0963f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 10V, Positive-QTOF	splash10-0059-0529000000-9367211a2ac1cc3ed5fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 20V, Positive-QTOF	splash10-001i-6910000000-a5d7bd6b0b443fcd5775	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 40V, Positive-QTOF	splash10-0032-3910000000-673ba6b4c2b70c210ba2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 10V, Negative-QTOF	splash10-004i-4009000000-700e5e230400a3c90fff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 20V, Negative-QTOF	splash10-004i-9000000000-5b9c2629eda64da62458	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Fluorodeoxyuridine monophosphate 40V, Negative-QTOF	splash10-004i-9000000000-0493e88543dc42c6eb37	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03761

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C04242

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluorodeoxyuridylate

METLIN ID

Not Available

PubChem Compound

8642

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Thymidine kinase, cytosolic

General function:: Nucleotide transport and metabolism
Specific function:: Not Available
Gene Name:: TK1
Uniprot ID:: P04183
Molecular weight:: 25468.455

Reactions

Floxuridine + Adenosine triphosphate → 5-Fluorodeoxyuridine monophosphate + ADP	details

Enzyme Details

2. Thymidine kinase 2, mitochondrial

General function:: Involved in ATP binding
Specific function:: Deoxyribonucleoside kinase that phosphorylates thymidine, deoxycytidine, and deoxyuridine. Also phosphorylates anti-viral and anti-cancer nucleoside analogs.
Gene Name:: TK2
Uniprot ID:: O00142
Molecular weight:: 27561.495

Reactions

Floxuridine + Adenosine triphosphate → 5-Fluorodeoxyuridine monophosphate + ADP	details

Showing metabocard for 5-Fluorodeoxyuridine monophosphate (HMDB0060394)

MOL for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

3D MOL for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

3D SDF for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

3D-SDF for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

PDB for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

3D PDB for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

SMILES for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

INCHI for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

Structure for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

3D Structure for HMDB0060394 (5-Fluorodeoxyuridine monophosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions