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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-12-15 14:30:48 UTC

Update Date

2021-09-14 15:46:10 UTC

HMDB ID

HMDB0001570

Secondary Accession Numbers

HMDB01570

Metabolite Identification

Common Name

Thymidine 3',5'-cyclic monophosphate

Description

Thymidine 3',5'-cyclic monophosphate is an intermediate in the pyrimidine metabolism. It is the product or substrate of the enzymes thymidylate synthase (EC 2.1.1.45), thymidylate synthase (FAD) (EC 2.1.1.148), thymidine kinase (EC 2.7.1.21), AMP-thymidine kinase (EC 2.7.1.114), ADP-thymidine kinase (EC 2.7.1.118), dTMP kinase (EC 2.7.4.9), T2-induced deoxynucleotide kinase (EC 2.7.4.12), 5'-nucleotidase (EC 3.1.3.5), Thymidylate 5'-phosphatase (EC 3.1.3.35), and ATP-diphosphatase (EC 3.6.1.5).

Structure

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

HMDB0001570
     RDKit          3D
Thymidine 3',5'-cyclic monophosphate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.0326    0.0057    2.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.2450    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.3297    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    0.1282   -0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.7297   -0.6813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244    0.8246    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9468    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    0.3015    0.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -0.5931    0.3130 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7388   -2.0706    0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.3148    1.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386   -0.2080   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.4160   -1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380    0.5120   -1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -0.0908   -1.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -0.6617   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -0.8562   -2.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485   -1.2315   -1.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.0474    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0395   -1.5544    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773    1.0767    2.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0955   -0.2314    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -0.6588    3.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.9679    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114    1.7163   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -0.1667    1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392    1.6697    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812    2.0531    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480   -0.2190    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.3578   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6905   -1.4680   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.4102   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7053   -1.8449   -1.8606 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
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 15  5  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  7 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 18 33  1  0
M  END

  Mrv1652305271900302D          

 20 22  0  0  1  0            999 V2000
   11.1081   -4.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929   -7.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3936   -5.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -7.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1081   -5.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7860   -7.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735   -7.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6791   -6.9975    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8226   -5.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1081   -6.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8226   -6.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3936   -6.5850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5371   -5.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1081   -7.8225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6849   -8.9575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -9.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359   -7.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9255   -6.6619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735   -8.7040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -8.7040    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  8  1  0  0  0  0
  6  2  1  0  0  0  0
  3  5  2  0  0  0  0
  3 12  1  0  0  0  0
  7  4  1  0  0  0  0
  4 17  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6 19  1  0  0  0  0
  7 18  1  0  0  0  0
  8 12  1  1  0  0  0
  8 18  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  2  0  0  0  0
 10 12  1  0  0  0  0
 10 14  2  0  0  0  0
 10 11  1  0  0  0  0
 15 20  1  0  0  0  0
 16 20  2  0  0  0  0
 17 20  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001570

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN([C@H]2CC3OP(O)(=O)OCC3O2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N2O7P/c1-5-3-12(10(14)11-9(5)13)8-2-6-7(18-8)4-17-20(15,16)19-6/h3,6-8H,2,4H2,1H3,(H,15,16)(H,11,13,14)/t6?,7?,8-/m1/s1

> <INCHI_KEY>
QSJFDOVQWZVUQG-KAVNDROISA-N

> <FORMULA>
C10H13N2O7P

> <MOLECULAR_WEIGHT>
304.1932

> <EXACT_MASS>
304.046037292

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.511443985060225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(6R)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
-0.91

> <JCHEM_LOGP>
-0.34608182933333287

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.960326744881405

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8574617130883175

> <JCHEM_PKA_STRONGEST_BASIC>
-4.196420020667399

> <JCHEM_POLAR_SURFACE_AREA>
114.40000000000002

> <JCHEM_REFRACTIVITY>
62.505900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(6R)-2-hydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-3H-pyrimidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001570
     RDKit          3D
Thymidine 3',5'-cyclic monophosphate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.0326    0.0057    2.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.2450    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.3297    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    0.1282   -0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.7297   -0.6813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244    0.8246    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9468    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    0.3015    0.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -0.5931    0.3130 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7388   -2.0706    0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.3148    1.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386   -0.2080   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.4160   -1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380    0.5120   -1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -0.0908   -1.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -0.6617   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -0.8562   -2.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485   -1.2315   -1.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.0474    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0395   -1.5544    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773    1.0767    2.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0955   -0.2314    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -0.6588    3.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.9679    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114    1.7163   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -0.1667    1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392    1.6697    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812    2.0531    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480   -0.2190    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.3578   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6905   -1.4680   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.4102   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7053   -1.8449   -1.8606 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
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 15  5  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  7 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      20.735  -8.442   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.907 -14.594   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.401 -10.752   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.090 -13.580   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.735  -9.982   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.401 -14.914   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.631 -13.580   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.068 -13.062   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.069 -10.752   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.735 -13.062   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      22.069 -12.292   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      19.401 -12.292   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      23.403  -9.982   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      20.735 -14.602   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      12.478 -16.721   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.090 -17.787   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      13.320 -14.914   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      16.661 -12.436   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      15.631 -16.247   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      14.090 -16.247   0.000  0.00  0.00           P+0
CONECT    1    5                                                            
CONECT    2    8    6                                                       
CONECT    3    5   12                                                       
CONECT    4    7   17                                                       
CONECT    5    1    3    9                                                  
CONECT    6    2    7   19                                                  
CONECT    7    4    6   18                                                  
CONECT    8    2   12   18                                                  
CONECT    9    5   11   13                                                  
CONECT   10   12   14   11                                                  
CONECT   11    9   10                                                       
CONECT   12    3    8   10                                                  
CONECT   13    9                                                            
CONECT   14   10                                                            
CONECT   15   20                                                            
CONECT   16   20                                                            
CONECT   17    4   20                                                       
CONECT   18    7    8                                                       
CONECT   19    6   20                                                       
CONECT   20   15   16   17   19                                             
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0001570
HETATM    1  C1  UNL     1      -4.033   0.006   2.274  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.339  -0.245   0.973  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.102   0.330   0.728  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.440   0.128  -0.437  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.155   0.730  -0.681  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.624   0.825   0.617  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.061   0.947   0.085  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.871   0.302   0.941  1.00  0.00           O  
HETATM    9  P1  UNL     1       4.107  -0.593   0.313  1.00  0.00           P  
HETATM   10  O2  UNL     1       3.739  -2.071   0.441  1.00  0.00           O  
HETATM   11  O3  UNL     1       5.596  -0.315   1.053  1.00  0.00           O  
HETATM   12  O4  UNL     1       4.239  -0.208  -1.330  1.00  0.00           O  
HETATM   13  C7  UNL     1       2.962  -0.416  -1.842  1.00  0.00           C  
HETATM   14  C8  UNL     1       1.938   0.512  -1.298  1.00  0.00           C  
HETATM   15  O5  UNL     1       0.679  -0.091  -1.442  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.049  -0.662  -1.346  1.00  0.00           C  
HETATM   17  O6  UNL     1      -1.447  -0.856  -2.429  1.00  0.00           O  
HETATM   18  N2  UNL     1      -3.248  -1.231  -1.136  1.00  0.00           N  
HETATM   19  C10 UNL     1      -3.920  -1.047   0.005  1.00  0.00           C  
HETATM   20  O7  UNL     1      -5.039  -1.554   0.253  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.977   1.077   2.569  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.095  -0.231   2.136  1.00  0.00           H  
HETATM   23  H3  UNL     1      -3.643  -0.659   3.057  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.633   0.968   1.490  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.311   1.716  -1.141  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.535  -0.167   1.113  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.339   1.670   1.239  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.281   2.053   0.149  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.548  -0.219   2.021  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.025  -0.358  -2.946  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.691  -1.468  -1.591  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.905   1.410  -1.979  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.705  -1.845  -1.861  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   19
CONECT    3    4   24
CONECT    4    5   16
CONECT    5    6   15   25
CONECT    6    7   26   27
CONECT    7    8   14   28
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   29
CONECT   12   13
CONECT   13   14   30   31
CONECT   14   15   32
CONECT   16   17   17   18
CONECT   18   19   33
CONECT   19   20   20
END

HMDB0001570
     RDKit          3D
Thymidine 3',5'-cyclic monophosphate
 33 35  0  0  0  0  0  0  0  0999 V2000
   -4.0326    0.0057    2.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390   -0.2450    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1019    0.3297    0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4396    0.1282   -0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552    0.7297   -0.6813 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6244    0.8246    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9468    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8709    0.3015    0.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -0.5931    0.3130 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.7388   -2.0706    0.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -0.3148    1.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386   -0.2080   -1.3300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.4160   -1.8418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9380    0.5120   -1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -0.0908   -1.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -0.6617   -1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4472   -0.8562   -2.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2485   -1.2315   -1.1355 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9203   -1.0474    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0395   -1.5544    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9773    1.0767    2.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0955   -0.2314    2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -0.6588    3.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6331    0.9679    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114    1.7163   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5355   -0.1667    1.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3392    1.6697    1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812    2.0531    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5480   -0.2190    2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.3578   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6905   -1.4680   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    1.4102   -1.9788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7053   -1.8449   -1.8606 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
  9 10  2  0
  9 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  4 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19  2  1  0
 15  5  1  0
 14  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  6
  6 26  1  0
  6 27  1  0
  7 28  1  0
 11 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 18 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Thymidine 3',5'-cyclic monophosphoric acid	Generator
3',5'-Cyclic thymidine monophosphate	HMDB
3',5'-Cyclic TMP	HMDB
4H-Furo[3,2-D]-1,3,2-dioxaphosphorin thymidine deriv.	HMDB
CTMP	HMDB
Cyclic 3',5'-dTMP	HMDB
Cyclic 3',5'-thymidylate	HMDB
Cyclic 3',5'-thymidylic acid	HMDB
Cyclic TMP	HMDB
Thymidine 3,5-cyclic monophosphate sodium salt	HMDB
Thymidine cyclic 3',5'-phosphate	HMDB
Thymidine cyclophosphate	HMDB
Thymidine phosphate (cyclic)	HMDB
3',5'-Cyclic dTMP	HMDB
Cyclic 3',5'-thymidine monophosphate	HMDB

Chemical Formula

C₁₀H₁₃N₂O₇P

Average Molecular Weight

304.1932

Monoisotopic Molecular Weight

304.046037292

IUPAC Name

1-[(6R)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

1-[(6R)-2-hydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-5-methyl-3H-pyrimidine-2,4-dione

CAS Registry Number

6453-60-7

SMILES

CC1=CN([C@H]2CC3OP(O)(=O)OCC3O2)C(=O)NC1=O

InChI Identifier

InChI=1S/C10H13N2O7P/c1-5-3-12(10(14)11-9(5)13)8-2-6-7(18-8)4-17-20(15,16)19-6/h3,6-8H,2,4H2,1H3,(H,15,16)(H,11,13,14)/t6?,7?,8-/m1/s1

InChI Key

QSJFDOVQWZVUQG-KAVNDROISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

Pyrimidone
Hydropyrimidine
Organic phosphoric acid derivative
Tetrahydrofuran
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0001570)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0001570)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	14.9 g/L	ALOGPS
logP	-0.91	ALOGPS
logP	-0.35	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	114.4 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.51 m³·mol⁻¹	ChemAxon
Polarizability	25.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.069	31661259
DarkChem	[M-H]-	165.402	31661259
AllCCS	[M+H]+	166.51	32859911
AllCCS	[M-H]-	163.107	32859911
DeepCCS	[M+H]+	167.337	30932474
DeepCCS	[M-H]-	164.979	30932474
DeepCCS	[M-2H]-	197.937	30932474
DeepCCS	[M+Na]+	173.43	30932474
AllCCS	[M+H]+	166.5	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	169.7	32859911
AllCCS	[M+Na]+	170.6	32859911
AllCCS	[M-H]-	163.1	32859911
AllCCS	[M+Na-2H]-	162.8	32859911
AllCCS	[M+HCOO]-	162.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thymidine 3',5'-cyclic monophosphate	CC1=CN([C@H]2CC3OP(O)(=O)OCC3O2)C(=O)NC1=O	3258.0	Standard polar	33892256
Thymidine 3',5'-cyclic monophosphate	CC1=CN([C@H]2CC3OP(O)(=O)OCC3O2)C(=O)NC1=O	2468.1	Standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate	CC1=CN([C@H]2CC3OP(O)(=O)OCC3O2)C(=O)NC1=O	2802.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thymidine 3',5'-cyclic monophosphate,1TMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C)OCC3O2)C(=O)[NH]C1=O	2688.7	Semi standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C)OCC3O2)C(=O)[NH]C1=O	2565.5	Standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C)OCC3O2)C(=O)[NH]C1=O	3781.1	Standard polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TMS,isomer #2	CC1=CN([C@H]2CC3OP(=O)(O)OCC3O2)C(=O)N([Si](C)(C)C)C1=O	2717.8	Semi standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TMS,isomer #2	CC1=CN([C@H]2CC3OP(=O)(O)OCC3O2)C(=O)N([Si](C)(C)C)C1=O	2552.5	Standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TMS,isomer #2	CC1=CN([C@H]2CC3OP(=O)(O)OCC3O2)C(=O)N([Si](C)(C)C)C1=O	4272.3	Standard polar	33892256
Thymidine 3',5'-cyclic monophosphate,2TMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C)OCC3O2)C(=O)N([Si](C)(C)C)C1=O	2742.3	Semi standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,2TMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C)OCC3O2)C(=O)N([Si](C)(C)C)C1=O	2641.8	Standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,2TMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C)OCC3O2)C(=O)N([Si](C)(C)C)C1=O	3599.5	Standard polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TBDMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C(C)(C)C)OCC3O2)C(=O)[NH]C1=O	2926.0	Semi standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TBDMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C(C)(C)C)OCC3O2)C(=O)[NH]C1=O	2789.9	Standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TBDMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C(C)(C)C)OCC3O2)C(=O)[NH]C1=O	3962.9	Standard polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TBDMS,isomer #2	CC1=CN([C@H]2CC3OP(=O)(O)OCC3O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2946.9	Semi standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TBDMS,isomer #2	CC1=CN([C@H]2CC3OP(=O)(O)OCC3O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2784.8	Standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,1TBDMS,isomer #2	CC1=CN([C@H]2CC3OP(=O)(O)OCC3O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	4301.0	Standard polar	33892256
Thymidine 3',5'-cyclic monophosphate,2TBDMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C(C)(C)C)OCC3O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3187.2	Semi standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,2TBDMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C(C)(C)C)OCC3O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3049.1	Standard non polar	33892256
Thymidine 3',5'-cyclic monophosphate,2TBDMS,isomer #1	CC1=CN([C@H]2CC3OP(=O)(O[Si](C)(C)C(C)(C)C)OCC3O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3769.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine 3',5'-cyclic monophosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004r-3920000000-fa087eafaf28aa10e71d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine 3',5'-cyclic 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 - Thymidine 3',5'-cyclic monophosphate 10V, Positive-QTOF	splash10-004i-0900000000-f2776d29a1a3861169b0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 20V, Positive-QTOF	splash10-004i-5900000000-1fe99e1c7b6b1795e591	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 40V, Positive-QTOF	splash10-055b-9500000000-6ffff7f8cd1316dc5fda	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 10V, Negative-QTOF	splash10-0udi-3259000000-9beab42162941871abf9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 20V, Negative-QTOF	splash10-004i-9241000000-c19bc3f132001e531528	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 40V, Negative-QTOF	splash10-004i-9000000000-421497715d00a39ac466	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 10V, Negative-QTOF	splash10-0udi-0009000000-3d6273a0f39a6bebcfcd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 20V, Negative-QTOF	splash10-0ufr-5279000000-02bec4525b2cfc8dd947	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 40V, Negative-QTOF	splash10-002f-9460000000-cb76093e416c58997e8a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 10V, Positive-QTOF	splash10-0a4i-0009000000-286c2eb7e88f7c24dde3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 20V, Positive-QTOF	splash10-0a4i-0229000000-a97de09fdefe30a245bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 3',5'-cyclic monophosphate 40V, Positive-QTOF	splash10-004i-4920000000-696c0224910c7b1cfb9c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB022695

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C00364

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477735

PDB ID

Not Available

ChEBI ID

17013

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Khorana, H. G.; Vizsolyi, J. P. Studies on polynucleotides. VIII. Experiments on the polymerization of mononucleotides. Improved preparation and separation of linear thymidine polynucleotides. Synthesis of corresponding members terminated in deoxycytidine residues. Journal of the American Chemical Society (1961), 83 675-85.

Material Safety Data Sheet (MSDS)

Not Available

General References

Seno T, Ayusawa D, Shimizu K, Koyama H, Takeishi K, Hori T: Thymineless death and genetic events in mammalian cells. Basic Life Sci. 1985;31:241-63. [PubMed:3888175 ]
Uckun FM: Stampidine as a novel nucleoside reverse transcriptase inhibit with potent anti-HIV activity. Arzneimittelforschung. 2006 Feb;56(2A):121-35. [PubMed:16570821 ]
Uckun FM: Unmet challenges in HIV therapy and potential of stampidine. Arzneimittelforschung. 2006 Feb;56(2A):117-20. [PubMed:16570820 ]
D'Cruz OJ, Uckun FM: Stampidine: a selective oculo-genital microbicide. J Antimicrob Chemother. 2005 Jul;56(1):10-9. Epub 2005 May 26. [PubMed:15919769 ]
Venkatachalam TK, Goodman PA, Qazi S, D'Cruz O, Uckun FM: Rational drug design of multifunctional phosphoramidate substituted nucleoside analogs. Curr Pharm Des. 2004;10(15):1713-26. [PubMed:15180534 ]
Gilchrest BA, Eller MS: DNA photodamage stimulates melanogenesis and other photoprotective responses. J Investig Dermatol Symp Proc. 1999 Sep;4(1):35-40. [PubMed:10537005 ]
Montgomery AB: Prophylaxis of Pneumocystis carinii pneumonia in patients infected with the human immunodeficiency virus type 1. Semin Respir Infect. 1989 Dec;4(4):311-7. [PubMed:2697054 ]
Scanlon KJ, Kashani-Sabet M, Miyachi H: Differential gene expression in human cancer cells resistant to cisplatin. Cancer Invest. 1989;7(6):581-7. [PubMed:2698255 ]
Jackson RC: Unresolved issues in the biochemical pharmacology of antifolates. NCI Monogr. 1987;(5):9-15. [PubMed:3323909 ]
Rode W: [Thymidylate biosynthesis: its biological role and regulation in animal cells]. Postepy Biochem. 1986;32(4):401-20. [PubMed:3554195 ]
Jia J: [Pneumocystis carinii pneumonia: a review]. Zhonghua Nei Ke Za Zhi. 1985 Mar;24(3):177-9. [PubMed:3891249 ]
Shane B, Stokstad EL: Vitamin B12-folate interrelationships. Annu Rev Nutr. 1985;5:115-41. [PubMed:3927946 ]
Kano Y, Sakamoto S, Miura Y, Takaku F: Disorders of cobalamin metabolism. Crit Rev Oncol Hematol. 1985;3(1):1-34. [PubMed:2861915 ]
Seno T, Ayusawa D: [Cell life cycle and deoxyribonucleotide metabolism--molecular and genetic studies]. Tanpakushitsu Kakusan Koso. 1984 Mar;29(3):164-73. [PubMed:6371901 ]
Shane B, Stokstad EL: The interrelationships among folate, vitamin B12, and methionine metabolism. Adv Nutr Res. 1983;5:133-70. [PubMed:6405588 ]
Scott JM, Weir DG: Drug-induced megaloblastic change. Clin Haematol. 1980 Oct;9(3):587-606. [PubMed:6450011 ]
Whitfield JF, MacManus JP, Rixon RH, Boynton AL, Youdale T, Swierenga S: The positive control of cell proliferation by the interplay on calcium ions and cyclic nucleotides. A review. In Vitro. 1976 Jan;12(1):1-18. [PubMed:172436 ]

Enzymes

Enzyme Details

1. Cytosolic 5'-nucleotidase 1B

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides. Helps to regulate adenosine levels (By similarity).
Gene Name:: NT5C1B
Uniprot ID:: Q96P26
Molecular weight:: 68803.055

Enzyme Details

2. Cytosolic 5'-nucleotidase 1A

General function:: Involved in nucleotide binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides and has a broad substrate specificity. Helps to regulate adenosine levels in heart during ischemia and hypoxia.
Gene Name:: NT5C1A
Uniprot ID:: Q9BXI3
Molecular weight:: 41020.145

Enzyme Details

3. 5'(3')-deoxyribonucleotidase, cytosolic type

General function:: Involved in metal ion binding
Specific function:: Dephosphorylates the 5' and 2'(3')-phosphates of deoxyribonucleotides, with a preference for dUMP and dTMP, intermediate activity towards dGMP, and low activity towards dCMP and dAMP.
Gene Name:: NT5C
Uniprot ID:: Q8TCD5
Molecular weight:: Not Available

Enzyme Details

4. 5'(3')-deoxyribonucleotidase, mitochondrial

General function:: Involved in phosphatase activity
Specific function:: Dephosphorylates specifically the 5' and 2'(3')-phosphates of uracil and thymine deoxyribonucleotides, and so protects mitochondrial DNA replication from excess dTTP. Has only marginal activity towards dIMP and dGMP.
Gene Name:: NT5M
Uniprot ID:: Q9NPB1
Molecular weight:: Not Available

Enzyme Details

5. Thymidylate kinase

General function:: Involved in thymidylate kinase activity
Specific function:: Catalyzes the conversion of dTMP to dTDP.
Gene Name:: DTYMK
Uniprot ID:: P23919
Molecular weight:: 23819.105

Enzyme Details

6. Ectonucleoside triphosphate diphosphohydrolase 1

General function:: Involved in hydrolase activity
Specific function:: In the nervous system, could hydrolyze ATP and other nucleotides to regulate purinergic neurotransmission. Could also be implicated in the prevention of platelet aggregation by hydrolyzing platelet-activating ADP to AMP. Hydrolyzes ATP and ADP equally well.
Gene Name:: ENTPD1
Uniprot ID:: P49961
Molecular weight:: 58706.0

Enzyme Details

7. Ectonucleoside triphosphate diphosphohydrolase 3

General function:: Involved in hydrolase activity
Specific function:: Has a threefold preference for the hydrolysis of ATP over ADP.
Gene Name:: ENTPD3
Uniprot ID:: O75355
Molecular weight:: 59104.76

Enzyme Details

8. Cytosolic 5'-nucleotidase 3

General function:: Involved in magnesium ion binding
Specific function:: Can act both as nucleotidase and as phosphotransferase.
Gene Name:: NT5C3
Uniprot ID:: Q9H0P0
Molecular weight:: 33914.91

Enzyme Details

9. Ectonucleoside triphosphate diphosphohydrolase 8

General function:: Involved in hydrolase activity
Specific function:: Canalicular ectonucleoside NTPDase responsible for the main hepatic NTPDase activity. Ectonucleoside NTPDases catalyze the hydrolysis of gamma- and beta-phosphate residues of nucleotides, playing a central role in concentration of extracellular nucleotides. Has activity toward ATP, ADP, UTP and UDP, but not toward AMP.
Gene Name:: ENTPD8
Uniprot ID:: Q5MY95
Molecular weight:: 53903.14

Enzyme Details

10. Thymidine kinase

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: Not Available
Uniprot ID:: Q8IZR3
Molecular weight:: 35439.6

Showing metabocard for Thymidine 3',5'-cyclic monophosphate (HMDB0001570)

MOL for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

3D MOL for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

3D SDF for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

3D-SDF for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

PDB for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

3D PDB for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

SMILES for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

INCHI for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

Structure for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

3D Structure for HMDB0001570 (Thymidine 3',5'-cyclic monophosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes