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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11)transporters (2) Show 13 proteins XML

enzymes (11)transporters (2) Show 13 proteins

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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:46:10 UTC

HMDB ID

HMDB0000273

Secondary Accession Numbers

HMDB00273

Metabolite Identification

Common Name

Thymidine

Description

Thymidine, also known as deoxythymidine or deoxyribosylthymine or thymine deoxyriboside, is a pyrimidine deoxynucleoside. It consists of the nucleobase thymine attached to deoxyribose through a beta N- glycosidic bond. Thymidine also belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Deoxythymidine (or thymidine) is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. Therefore, thymidine is essential to all life. Indeed, thymidine exists in all living species, ranging from bacteria to plants to humans. Within humans, thymidine participates in a number of enzymatic reactions. In particular, thymidine can be biosynthesized from 5-thymidylic acid through its interaction with the enzyme cytosolic purine 5'-nucleotidase. In addition, thymidine can be converted into 5-thymidylic acid; which is catalyzed by the enzyme thymidine kinase. Deoxythymidine can be phosphorylated with one, two or three phosphoric acid groups, creating dTMP (deoxythymidine monophosphate), dTDP, or dTTP (for the di- and tri- phosphates, respectively). dTMP can be incorporated into DNA via DNA polymerases. In cell biology, thymidine can be used to synchronize the cells in S phase. Derivatives of thymidine are used in a number of drugs, including Azidothymidine (AZT), which is used in the treatment of HIV infection. AZT inhibits the process of reverse transcription in the human immunodeficiency virus.

Structure

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

HMDB0000273
     RDKit          3D
Thymidine
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.6806    1.9797   -0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696    0.7606   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6129    0.5586   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9906   -0.5538    0.0757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7248   -0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1793   -1.3651    0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615   -0.7455    0.7178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5426   -1.7177    0.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736    0.0406   -0.5536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3648    1.1842   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.0891   -1.5594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    0.5006   -0.4100 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058   -1.4626    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -2.4981    1.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -1.2941    0.9761 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6980   -0.1935    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250   -0.0382    0.7891 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918    1.7266   -1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470    2.4361    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9922    2.7001   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.3464   -0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.3163   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2826   -2.4368    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -1.0882    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8288   -0.0541    1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218   -2.5290    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.5784   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722    0.7204   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442    1.6315    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896    2.9425   -1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.0207    1.4957 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  6
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  0
 15 31  1  0
M  END

  Mrv1652309032023592D          

 17 18  0  0  1  0            999 V2000
   -1.0357   -0.7785    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0357    0.0465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -1.2635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683   -1.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3212    0.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7502    0.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4482   -2.0480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6232   -2.0480    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3212    1.2840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3932    0.0465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7502    1.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1383   -2.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0357    1.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4647    1.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0357    2.5215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332   -2.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -3.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  2  0  0  0  0
  7 16  1  1  0  0  0
  8 12  1  6  0  0  0
  9 13  1  0  0  0  0
 11 14  1  0  0  0  0
 13 15  2  0  0  0  0
  7  8  1  0  0  0  0
 11 13  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000273

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

> <INCHI_KEY>
IQFYYKKMVGJFEH-XLPZGREQSA-N

> <FORMULA>
C10H14N2O5

> <MOLECULAR_WEIGHT>
242.2286

> <EXACT_MASS>
242.090271568

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.060984366910677

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.32

> <JCHEM_LOGP>
-1.1190535893333329

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.907922676786033

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.960276156373078

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9780835894464888

> <JCHEM_POLAR_SURFACE_AREA>
99.1

> <JCHEM_REFRACTIVITY>
55.412000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.68e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thymidine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000273
     RDKit          3D
Thymidine
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.6806    1.9797   -0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696    0.7606   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6129    0.5586   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9906   -0.5538    0.0757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7248   -0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1793   -1.3651    0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615   -0.7455    0.7178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5426   -1.7177    0.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736    0.0406   -0.5536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3648    1.1842   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.0891   -1.5594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    0.5006   -0.4100 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058   -1.4626    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -2.4981    1.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -1.2941    0.9761 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6980   -0.1935    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250   -0.0382    0.7891 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918    1.7266   -1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470    2.4361    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9922    2.7001   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.3464   -0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.3163   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2826   -2.4368    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -1.0882    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8288   -0.0541    1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218   -2.5290    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.5784   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722    0.7204   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442    1.6315    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896    2.9425   -1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.0207    1.4957 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  6
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0      -1.933  -1.453   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.933   0.087   0.000  0.00  0.00           N+0
HETATM    3  O   UNK     0      -3.179  -2.359   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.687  -2.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.600   0.857   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.267   0.857   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.703  -3.823   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.163  -3.823   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.600   2.397   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.734   0.087   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.267   2.397   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.258  -5.069   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.933   3.167   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.601   3.167   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.933   4.707   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.609  -5.069   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.289  -6.575   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2   11                                                       
CONECT    7    3   16    8                                                  
CONECT    8    4   12    7                                                  
CONECT    9    5   13                                                       
CONECT   10    5                                                            
CONECT   11    6   14   13                                                  
CONECT   12    8                                                            
CONECT   13    9   15   11                                                  
CONECT   14   11                                                            
CONECT   15   13                                                            
CONECT   16    7   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0000273
HETATM    1  C1  UNL     1       3.681   1.980  -0.581  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.970   0.761  -0.119  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.613   0.559  -0.353  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.991  -0.554   0.076  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.392  -0.725  -0.180  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.179  -1.365   0.910  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.561  -0.746   0.718  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.543  -1.718   0.591  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.374   0.041  -0.554  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.365   1.184  -0.541  1.00  0.00           C  
HETATM   11  O2  UNL     1      -3.147   2.089  -1.559  1.00  0.00           O  
HETATM   12  O3  UNL     1      -1.061   0.501  -0.410  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.706  -1.463   0.732  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.162  -2.498   1.139  1.00  0.00           O  
HETATM   15  N2  UNL     1       3.037  -1.294   0.976  1.00  0.00           N  
HETATM   16  C10 UNL     1       3.698  -0.194   0.564  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.925  -0.038   0.789  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.492   1.727  -1.307  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.147   2.436   0.304  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.992   2.700  -1.052  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.101   1.346  -0.894  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.536  -1.316  -1.122  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.283  -2.437   0.739  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.857  -1.088   1.928  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.829  -0.054   1.517  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.222  -2.529   0.126  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.448  -0.578  -1.468  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.372   0.720  -0.684  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.344   1.632   0.471  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.590   2.943  -1.298  1.00  0.00           H  
HETATM   31  H14 UNL     1       3.589  -2.021   1.496  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    8   26
CONECT    9   10   12   27
CONECT   10   11   28   29
CONECT   11   30
CONECT   13   14   14   15
CONECT   15   16   31
CONECT   16   17   17
END

HMDB0000273
     RDKit          3D
Thymidine
 31 32  0  0  0  0  0  0  0  0999 V2000
    3.6806    1.9797   -0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696    0.7606   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6129    0.5586   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9906   -0.5538    0.0757 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7248   -0.1805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1793   -1.3651    0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5615   -0.7455    0.7178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5426   -1.7177    0.5912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736    0.0406   -0.5536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3648    1.1842   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.0891   -1.5594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    0.5006   -0.4100 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058   -1.4626    0.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -2.4981    1.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368   -1.2941    0.9761 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6980   -0.1935    0.5637 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9250   -0.0382    0.7891 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918    1.7266   -1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470    2.4361    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9922    2.7001   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1014    1.3464   -0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.3163   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2826   -2.4368    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -1.0882    1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8288   -0.0541    1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218   -2.5290    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -0.5784   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722    0.7204   -0.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3442    1.6315    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896    2.9425   -1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.0207    1.4957 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  6
  6 23  1  0
  6 24  1  0
  7 25  1  1
  8 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  0
 15 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione	ChEBI
2'-Deoxy-5-methyluridine	ChEBI
2'-Deoxythymidine	ChEBI
2'-Thymidine	ChEBI
5-Methyl-2'-deoxyuridine	ChEBI
Deoxythymidine	ChEBI
DTHD	ChEBI
T	ChEBI
Thymine 2'-deoxyriboside	ChEBI
1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione	Generator
1-(2-Deoxy-β-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione	Generator
1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione	HMDB
1-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione	HMDB
1-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione	HMDB
2'-Deoxy-5-methyl-uridine	HMDB
5-Methyldeoxyuridine	HMDB
Deoxyribothymidine	HMDB
DT	HMDB
DThyd	HMDB
Thymidin	HMDB
Thymine 2-desoxyriboside	HMDB
Thymine deoxyriboside	HMDB
Thymine-1 2-deoxy-b-D-ribofuranoside	HMDB
Thymine-1 2-deoxy-beta-delta-ribofuranoside	HMDB
2' Deoxythymidine	HMDB

Chemical Formula

C₁₀H₁₄N₂O₅

Average Molecular Weight

242.2286

Monoisotopic Molecular Weight

242.090271568

IUPAC Name

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

Traditional Name

thymidine

CAS Registry Number

50-89-5

SMILES

CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O

InChI Identifier

InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

InChI Key

IQFYYKKMVGJFEH-XLPZGREQSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Pyrimidine 2'-deoxyribonucleosides

Direct Parent

Pyrimidine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Pyrimidine 2'-deoxyribonucleoside
Pyrimidone
Hydroxypyrimidine
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidine 2'-deoxyribonucleoside (CHEBI:17748 )
Deoxyribonucleosides (C00214 )

Ontology

Not Available

Adipose tissue (HMDB: HMDB0000273)

Muscle tissue

Skeletal muscle (HMDB: HMDB0000273)

Epithelium

Epidermis (HMDB: HMDB0000273)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 6656991)
Cerebrospinal Fluid (CSF) (PMID: 6656991)
Amniotic Fluid (PMID: 16139832)
Saliva (PMID: 22308371)

Organ

Gland

Adrenal Gland (HMDB: HMDB0000273)
Thyroid gland (HMDB: HMDB0000273)

Cell

Fibroblasts (HMDB: HMDB0000273)
Neuron (HMDB: HMDB0000273)

Hematocyte

Platelet (HMDB: HMDB0000273)

Excreta

Biofluid or Excreta

Urine (PMID: 16139832)
Feces (PMID: 27015276)

Cellular substructure

Extracellular (HMDB: HMDB0000273)
Cytoplasm (HMDB: HMDB0000273)

Organelle

Lysosome (HMDB: HMDB0000273)
Mitochondrion (HMDB: HMDB0000273)

Tissue substructure

Muscle (HMDB: HMDB0000273)

Stratum Corneum (HMDB: HMDB0000273)
Fetus (HMDB: HMDB0000273)

Source

Exogenous

Exogenous (HMDB: HMDB0000273)

Food

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Pulse

Bean

Yellow wax bean (FooDB: FOOD00882)
Green bean (FooDB: FOOD00883)

Pulses (FooDB: FOOD00867)

Endogenous

Endogenous (HMDB: HMDB0000273)

Process

Role

Biological role

Human metabolite (HMDB: HMDB0000273)
Metabolite (HMDB: HMDB0000273)

Industrial application

Pharmaceutical industry

Biomarker

Eosinophilic esophagitis (MarkerDB: MDB00000132)
Canavan disease (MarkerDB: MDB00000132)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	73.5 mg/mL	Not Available
LogP	-0.93	SANGSTER (1993)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	157.04	30932474
[M-H]-	MetCCS_train_neg	151.223	30932474
[M-H]-	Not Available	154.2	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000101

Predicted Molecular Properties

Property	Value	Source
Water Solubility	66.8 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.1	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	9.96	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	55.41 m³·mol⁻¹	ChemAxon
Polarizability	23.06 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
DarkChem	[M+H]+	153.421	31661259
DarkChem	[M-H]-	153.866	31661259
AllCCS	[M+H]+	154.431	32859911
AllCCS	[M-H]-	154.166	32859911
DeepCCS	[M+H]+	161.946	30932474
DeepCCS	[M-H]-	159.55	30932474
DeepCCS	[M-2H]-	192.435	30932474
DeepCCS	[M+Na]+	167.858	30932474
AllCCS	[M+H]+	154.4	32859911
AllCCS	[M+H-H2O]+	150.7	32859911
AllCCS	[M+NH4]+	157.9	32859911
AllCCS	[M+Na]+	158.9	32859911
AllCCS	[M-H]-	154.2	32859911
AllCCS	[M+Na-2H]-	154.3	32859911
AllCCS	[M+HCOO]-	154.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thymidine	CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O	3227.0	Standard polar	33892256
Thymidine	CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O	2206.1	Standard non polar	33892256
Thymidine	CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O	2390.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thymidine,1TMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)[NH]C1=O	2332.5	Semi standard non polar	33892256
Thymidine,1TMS,isomer #2	CC1=CN([C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]C1=O	2281.7	Semi standard non polar	33892256
Thymidine,1TMS,isomer #3	CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N([Si](C)(C)C)C1=O	2342.1	Semi standard non polar	33892256
Thymidine,2TMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)[NH]C1=O	2312.0	Semi standard non polar	33892256
Thymidine,2TMS,isomer #2	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO)O2)C(=O)N([Si](C)(C)C)C1=O	2397.2	Semi standard non polar	33892256
Thymidine,2TMS,isomer #3	CC1=CN([C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2384.3	Semi standard non polar	33892256
Thymidine,3TMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2403.0	Semi standard non polar	33892256
Thymidine,3TMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2498.5	Standard non polar	33892256
Thymidine,3TMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2732.2	Standard polar	33892256
Thymidine,1TBDMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)[NH]C1=O	2576.3	Semi standard non polar	33892256
Thymidine,1TBDMS,isomer #2	CC1=CN([C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2550.0	Semi standard non polar	33892256
Thymidine,1TBDMS,isomer #3	CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2574.8	Semi standard non polar	33892256
Thymidine,2TBDMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2796.1	Semi standard non polar	33892256
Thymidine,2TBDMS,isomer #2	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2843.8	Semi standard non polar	33892256
Thymidine,2TBDMS,isomer #3	CC1=CN([C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2815.4	Semi standard non polar	33892256
Thymidine,3TBDMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3049.2	Semi standard non polar	33892256
Thymidine,3TBDMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3118.0	Standard non polar	33892256
Thymidine,3TBDMS,isomer #1	CC1=CN([C@H]2C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2994.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Thymidine GC-MS (2 TMS)	splash10-0udi-1900000000-8e769118bc877facb05f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thymidine GC-MS (3 TMS)	splash10-0ue9-2910000000-823bcee487948a9c786f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thymidine GC-MS (Non-derivatized)	splash10-0udi-1900000000-8e769118bc877facb05f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thymidine GC-MS (Non-derivatized)	splash10-0ue9-2910000000-823bcee487948a9c786f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thymidine GC-EI-TOF (Non-derivatized)	splash10-0udi-0900000000-996530d1ea081ac2a7c7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thymidine GC-EI-TOF (Non-derivatized)	splash10-0l6r-0900000000-4645a52830204c8ef5d0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Thymidine GC-EI-TOF (Non-derivatized)	splash10-0zfr-0900000000-76b8a050c10b514ed50b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9530000000-627a60bbe3e0b90f58cb	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (2 TMS) - 70eV, Positive	splash10-0g4i-7905000000-7b0c67709e3a5f91841a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thymidine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-01dj-9300000000-6e24b5b6d36e07dd73d0	2018-05-25	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-004i-0900000000-1c2ba2f2aace4a76cdea	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-004i-3900000000-d177672ef3f383adbb5d	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-01p9-9000000000-4483af567feecb34a651	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-0006-0090000000-435be9f03e969dbabb79	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-0006-5690000000-79b230d52929aa67bbf2	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-0006-9100000000-28a604508965067c85c5	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-0006-9000000000-360e0667ff3d7d77e706	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-0006-9000000000-b1fecd2d1fa166e22d5f	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-004i-1920000000-1a2e609b8a19ef491964	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-004i-1900000000-5e4a733641fa285e7f74	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-004i-3900000000-f734d5813fecb7a31814	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-01t9-5900000000-53b0016c66aa014c2abc	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-03e9-9600000000-48f1a0d5512651a93e14	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-004i-1910000000-f02c2133ea475f4f838c	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-08i0-2900000000-ec21970768da0fbf8ce5	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-0002-9000000000-17c234cb0e8de5ae82f4	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive-QTOF	splash10-014i-9000000000-d7e5ed251a93758682ec	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ , negative-QTOF	splash10-0006-0090000000-435be9f03e969dbabb79	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Thymidine LC-ESI-QQ , negative-QTOF	splash10-0006-5690000000-79b230d52929aa67bbf2	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 10V, Positive-QTOF	splash10-004i-0900000000-9ad72ff6cb2e2dfab911	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 20V, Positive-QTOF	splash10-004i-4900000000-3b1e6c50c2450e123648	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 40V, Positive-QTOF	splash10-004i-6900000000-d30b05dfe1b6d25ebd2b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 10V, Negative-QTOF	splash10-052g-1940000000-ce16baa1ceb8a83565c2	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 20V, Negative-QTOF	splash10-0ufr-3920000000-c6ff3f238b6fed007635	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Thymidine 40V, Negative-QTOF	splash10-0006-9200000000-104a4f5a4fe8a0ed5ca3	2016-09-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Mitochondria
Lysosome

Biospecimen Locations

Amniotic Fluid
Blood
Cerebrospinal Fluid (CSF)
Feces
Saliva
Urine

Tissue Locations

Adipose Tissue
Adrenal Gland
Bladder
Epidermis
Fibroblasts
Intestine
Kidney
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Spleen
Testis
Thyroid Gland

Pathways

Name	SMPDB/PathBank	KEGG
Pyrimidine metabolism	Not Available
Beta Ureidopropionase Deficiency		Not Available
UMP Synthase Deficiency (Orotic Aciduria)		Not Available
Dihydropyrimidinase Deficiency		Not Available
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Amniotic Fluid	Detected and Quantified	1.52 +/- 1.21 uM	Adult (>18 years old)	Female	Normal	16139832	details
Blood	Detected and Quantified	0.2 uM	Adult (>18 years old)	Both	Normal	6656991	details
Blood	Detected and Quantified	0.21 +/- 0.13 uM	Adult (>18 years old)	Both	Normal	16139832	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	<0.1 uM	Adult (>18 years old)	Not Specified	Normal	20151198	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Saliva	Detected and Quantified	0.221 +/- 0.800 uM	Adult (>18 years old)	Male	Normal	Sugimoto et al. (...	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected and Quantified	2.52 +/- 0.579 uM	Adult (>18 years old)	Female	Normal	Sugimoto et al. (...	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0-3 umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.113 +/- 0.875 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	2.46 +/- 2.03 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	16139832	details
Urine	Detected and Quantified	1.38 +/- 1.02 umol/mmol creatinine	Adolescent (13-18 years old)	Both	Normal	16139832	details
Urine	Detected and Quantified	6.87 +/- 4.86 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	16139832	details
Urine	Detected and Quantified	2.2 (0.7-3.9) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details
Urine	Detected and Quantified	<0.1 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	30817767	details
Urine	Detected and Quantified	<5 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	20151198	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.31 +/- 0.09 uM	Adult (>18 years old)	Both	Canavan disease	16139832	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.06 (0.0-0.120 uM	Adult (>18 years old)	Both	Degenerative disc disease	6656991	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Attachment loss	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Missing teeth	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Periodontal Probing Depth	31026179	details
Urine	Detected and Quantified	3.431 +/- 0.539 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	4.58 +/- 4.58 umol/mmol creatinine	Adult (>18 years old)	Both	Canavan disease	16139832	details
Urine	Detected and Quantified	29 umol/mmol creatinine	Adult (>18 years old)	Male	Thymidine phosphorylase deficiency	20151198	details

Associated Disorders and Diseases

Disease References

Canavan disease
Tavazzi B, Lazzarino G, Leone P, Amorini AM, Bellia F, Janson CG, Di Pietro V, Ceccarelli L, Donzelli S, Francis JS, Giardina B: Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism. Clin Biochem. 2005 Nov;38(11):997-1008. Epub 2005 Sep 1. [PubMed:16139832 ]
Degenerative disc disease
Eells JT, Spector R: Purine and pyrimidine base and nucleoside concentrations in human cerebrospinal fluid and plasma. Neurochem Res. 1983 Nov;8(11):1451-7. [PubMed:6656991 ]
Colorectal cancer
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Attachment loss
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Missing teeth
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Periodontal Probing Depth
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Thymidine phosphorylase deficiency
Bakker JA, Schlesser P, Smeets HJ, Francois B, Bierau J: Biochemical abnormalities in a patient with thymidine phosphorylase deficiency with fatal outcome. J Inherit Metab Dis. 2010 Dec;33 Suppl 3:S139-43. doi: 10.1007/s10545-010-9049-y. Epub 2010 Feb 12. [PubMed:20151198 ]

Associated OMIM IDs

271900 (Canavan disease)
114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)
603041 (Thymidine phosphorylase deficiency)

External Links

DrugBank ID

DB04485

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17748

Food Biomarker Ontology

Not Available

VMH ID

THYMD

MarkerDB ID

MDB00000132

Good Scents ID

Not Available

References

Synthesis Reference

Herdewijn, P.; Kerremans, L.; Wigerinck, P.; Vandendriessche, F.; Van Aerschot, A. Synthesis of thymidine from 5-iodo-2'-deoxyuridine. Tetrahedron Letters (1991), 32(34), 4397-400.

Material Safety Data Sheet (MSDS)

Not Available

General References

Eells JT, Spector R: Purine and pyrimidine base and nucleoside concentrations in human cerebrospinal fluid and plasma. Neurochem Res. 1983 Nov;8(11):1451-7. [PubMed:6656991 ]
Zhao R, Zhang S, Hanscom M, Chattopadhyay S, Goldman ID: Loss of reduced folate carrier function and folate depletion result in enhanced pemetrexed inhibition of purine synthesis. Clin Cancer Res. 2005 Feb 1;11(3):1294-301. [PubMed:15709201 ]
Robins HI, Tutsch K, Katschinski DM, Jacobson E, Mehta M, Olsen M, Cohen JD, Tiggelaar CL, Arzoomanian RZ, Alberti D, Feierabend C, Wilding G: Phase I trial of intravenous thymidine and carboplatin in patients with advanced cancer. J Clin Oncol. 1999 Sep;17(9):2922-31. [PubMed:10561372 ]
Vogel W, Schempp W, Sigwarth I: Comparison of thymidine, fluorodeoxyuridine, hydroxyurea, and methotrexate blocking at the G1/S phase transition of the cell cycle, studied by replication patterns. Hum Genet. 1978 Dec 18;45(2):193-8. [PubMed:153886 ]
Schill WB, Miska W: Possible effects of the kallikrein-kinin system on male reproductive functions. Andrologia. 1992 Mar-Apr;24(2):69-75. [PubMed:1318646 ]
Grinlinton FM, Skinner MA, Birchall NM, Tan PL: Gamma delta + T cells from patients with psoriatic and rheumatoid arthritis respond to streptococcal antigen. J Rheumatol. 1993 Jun;20(6):982-7. [PubMed:8350335 ]
Schulz CA, Mehta MP, Badie B, McGinn CJ, Robins HI, Hayes L, Chappell R, Volkman J, Binger K, Arzoomanian R, Simon K, Alberti D, Feierabend C, Tutsch KD, Kunugi KA, Wilding G, Kinsella TJ: Continuous 28-day iododeoxyuridine infusion and hyperfractionated accelerated radiotherapy for malignant glioma: a phase I clinical study. Int J Radiat Oncol Biol Phys. 2004 Jul 15;59(4):1107-15. [PubMed:15234045 ]
Isoda K, Kim H, Hamamoto Y: A study on the mesothelial cell kinetics in pleural effusions by DNA cytophotometry and autoradiography with tritiated thymidine. Acta Pathol Jpn. 1984 Jul;34(4):775-83. [PubMed:6485796 ]
Ashkenazi S, Cleary KR, Pickering LK, Murray BE, Cleary TG: The association of Shiga toxin and other cytotoxins with the neurologic manifestations of shigellosis. J Infect Dis. 1990 May;161(5):961-5. [PubMed:2324546 ]
Abelson HT, Fosburg MT, Beardsley GP, Goorin AM, Gorka C, Link M, Link D: Methotrexate-induced renal impairment: clinical studies and rescue from systemic toxicity with high-dose leucovorin and thymidine. J Clin Oncol. 1983 Mar;1(3):208-16. [PubMed:6607976 ]
Svendsen LB, Stener Jorgensen F, Hart Hansen O, Johansen A, Horn T, Larsen JK: Influence of the prostaglandin E1 analogue Rioprostil on the human gastric mucosa. Digestion. 1987;37(1):29-34. [PubMed:3111919 ]

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 5'-nucleotidase

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes extracellular nucleotides into membrane permeable nucleosides.
Gene Name:: NT5E
Uniprot ID:: P21589
Molecular weight:: 57948.125

Reactions

5-Thymidylic acid + Water → Thymidine + Phosphate	details

Enzyme Details

2. 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

Reactions

5-Thymidylic acid + Water → Thymidine + Phosphate	details

Enzyme Details

3. 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

Reactions

5-Thymidylic acid + Water → Thymidine + Phosphate	details

Enzyme Details

4. 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

Reactions

5-Thymidylic acid + Water → Thymidine + Phosphate	details

Enzyme Details

5. 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

Reactions

5-Thymidylic acid + Water → Thymidine + Phosphate	details

Enzyme Details

6. 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

Reactions

5-Thymidylic acid + Water → Thymidine + Phosphate	details

Enzyme Details

7. Cytosolic purine 5'-nucleotidase

General function:: Involved in 5'-nucleotidase activity
Specific function:: May have a critical role in the maintenance of a constant composition of intracellular purine/pyrimidine nucleotides in cooperation with other nucleotidases. Preferentially hydrolyzes inosine 5'-monophosphate (IMP) and other purine nucleotides.
Gene Name:: NT5C2
Uniprot ID:: P49902
Molecular weight:: 64969.2

Reactions

5-Thymidylic acid + Water → Thymidine + Phosphate	details

Enzyme Details

8. Thymidine kinase, cytosolic

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

Reactions

Adenosine triphosphate + Thymidine → ADP + 5-Thymidylic acid	details

Enzyme Details

9. 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

Adenosine triphosphate + Thymidine → ADP + 5-Thymidylic acid	details

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

10. Thymidine phosphorylase

General function:: Involved in transferase activity, transferring glycosyl groups
Specific function:: May have a role in maintaining the integrity of the blood vessels. Has growth promoting activity on endothelial cells, angiogenic activity in vivo and chemotactic activity on endothelial cells in vitro. Catalyzes the reversible phosphorolysis of thymidine. The produced molecules are then utilized as carbon and energy sources or in the rescue of pyrimidine bases for nucleotide synthesis.
Gene Name:: TYMP
Uniprot ID:: P19971
Molecular weight:: 49954.965

Reactions

Thymidine + Phosphate → Thymine + Deoxyribose 1-phosphate	details

Transporters

Enzyme Details

1. Solute carrier family 22 member 1

General function:: Involved in ion transmembrane transporter activity
Specific function:: Translocates a broad array of organic cations with various structures and molecular weights including the model compounds 1-methyl-4-phenylpyridinium (MPP), tetraethylammonium (TEA), N-1-methylnicotinamide (NMN), 4-(4-(dimethylamino)styryl)- N-methylpyridinium (ASP), the endogenous compounds choline, guanidine, histamine, epinephrine, adrenaline, noradrenaline and dopamine, and the drugs quinine, and metformin. The transport of organic cations is inhibited by a broad array of compounds like tetramethylammonium (TMA), cocaine, lidocaine, NMDA receptor antagonists, atropine, prazosin, cimetidine, TEA and NMN, guanidine, cimetidine, choline, procainamide, quinine, tetrabutylammonium, and tetrapentylammonium. Translocates organic cations in an electrogenic and pH-independent manner. Translocates organic cations across the plasma membrane in both directions. Transports the polyamines spermine and spermidine. Transports pramipexole across the basolateral membrane of the proximal tubular epithelial cells. The choline transport is activated by MMTS. Regulated by various intracellular signaling pathways including inhibition by protein kinase A activation, and endogenously activation by the calmodulin complex, the calmodulin- dependent kinase II and LCK tyrosine kinase
Gene Name:: SLC22A1
Uniprot ID:: O15245
Molecular weight:: 61187.4

References

Zhang L, Dresser MJ, Gray AT, Yost SC, Terashita S, Giacomini KM: Cloning and functional expression of a human liver organic cation transporter. Mol Pharmacol. 1997 Jun;51(6):913-21. [PubMed:9187257 ]

Enzyme Details

2. Solute carrier family 28 member 3

General function:: Involved in nucleoside:sodium symporter activity
Specific function:: Sodium-dependent, pyrimidine- and purine-selective. Involved in the homeostasis of endogenous nucleosides. Exhibits the transport characteristics of the nucleoside transport system cib or N3 subtype (N3/cib) (with marked transport of both thymidine and inosine). Employs a 2:1 sodium/nucleoside ratio. Also able to transport gemcitabine, 3'-azido-3'-deoxythymidine (AZT), ribavirin and 3-deazauridine
Gene Name:: SLC28A3
Uniprot ID:: Q9HAS3
Molecular weight:: 76929.6

Only showing the first 10 proteins. There are 13 proteins in total.

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Showing metabocard for Thymidine (HMDB0000273)

MOL for HMDB0000273 (Thymidine)

3D MOL for HMDB0000273 (Thymidine)

3D SDF for HMDB0000273 (Thymidine)

3D-SDF for HMDB0000273 (Thymidine)

PDB for HMDB0000273 (Thymidine)

3D PDB for HMDB0000273 (Thymidine)

SMILES for HMDB0000273 (Thymidine)

INCHI for HMDB0000273 (Thymidine)

Structure for HMDB0000273 (Thymidine)

3D Structure for HMDB0000273 (Thymidine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

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MS/MS Spectra

NMR Spectra

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