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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:03:21 UTC

Update Date

2021-09-26 23:02:37 UTC

HMDB ID

HMDB0250899

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3'-Deoxythymidine-5'-monophosphate

Description

3'-Deoxythymidine-5'-monophosphate belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleoside monophosphates. These are pyrimidine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at positions 2 and 3. Based on a literature review very few articles have been published on 3'-Deoxythymidine-5'-monophosphate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3'-deoxythymidine-5'-monophosphate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3'-Deoxythymidine-5'-monophosphate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250899
     RDKit          3D
3'-Deoxythymidine-5'-monophosphate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.3031    2.0975    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6030    0.8942   -0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276    0.8071   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.3012   -0.7086 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -0.4596   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2102   -1.4780    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7372   -0.5987    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.6362    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6577    0.6805    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1373   -0.3869   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188   -0.2167   -0.3918 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3664   -0.4046    1.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2603    1.2894   -1.0343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.4052   -1.3952 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933    0.6888   -0.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068   -1.3291   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847   -2.3964   -1.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -1.2814   -1.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3822   -0.1828   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6462   -0.1229   -0.5420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160    3.0346    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265    1.9935    1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2312    2.2134   -0.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    1.6354    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -0.8567   -1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680   -2.1878   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -2.0389    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -1.0754    1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.3282    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8739    1.5446    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    0.6016    1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9788    1.6231   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    1.6919   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4499   -2.3011   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3609   -2.0800   -1.3616 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  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  8 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
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
M  END

  Mrv1652309112110032D          

 20 21  0  0  0  0            999 V2000
    0.1067    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    4.3527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401    0.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -0.2280    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0100   -0.8954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1925    0.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -0.7129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250899

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CN(C2CCC(COP(O)(O)=O)O2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N2O7P/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(19-8)5-18-20(15,16)17/h4,7-8H,2-3,5H2,1H3,(H,11,13,14)(H2,15,16,17)

> <INCHI_KEY>
WVNRRNJFRREKAR-UHFFFAOYSA-N

> <FORMULA>
C10H15N2O7P

> <MOLECULAR_WEIGHT>
306.211

> <EXACT_MASS>
306.061687829

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.14882727313584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-0.5339668556666662

> <ALOGPS_LOGS>
-1.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.3373962279024685

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.31178277643418

> <JCHEM_PKA_STRONGEST_BASIC>
-4.181485997832633

> <JCHEM_POLAR_SURFACE_AREA>
125.4

> <JCHEM_REFRACTIVITY>
65.49100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250899
     RDKit          3D
3'-Deoxythymidine-5'-monophosphate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.3031    2.0975    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6030    0.8942   -0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276    0.8071   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.3012   -0.7086 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -0.4596   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2102   -1.4780    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7372   -0.5987    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.6362    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6577    0.6805    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1373   -0.3869   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188   -0.2167   -0.3918 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3664   -0.4046    1.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2603    1.2894   -1.0343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.4052   -1.3952 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933    0.6888   -0.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068   -1.3291   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847   -2.3964   -1.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -1.2814   -1.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3822   -0.1828   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6462   -0.1229   -0.5420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160    3.0346    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265    1.9935    1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2312    2.2134   -0.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    1.6354    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -0.8567   -1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680   -2.1878   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -2.0389    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -1.0754    1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.3282    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8739    1.5446    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    0.6016    1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9788    1.6231   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    1.6919   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4499   -2.3011   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3609   -2.0800   -1.3616 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  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  8 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
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.199   8.895   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.468   5.815   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -3.802   6.585   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -5.136   5.815   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -3.802   8.125   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -2.468   8.895   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.468  10.435   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.698   1.905   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.714   3.370   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.143   0.659   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.675   0.820   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0      -6.580  -0.426   0.000  0.00  0.00           P+0
HETATM   18  O   UNK     0      -7.485  -1.671   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -7.826   0.480   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.334  -1.331   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8                                                            
CONECT   10    4   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0250899
HETATM    1  C1  UNL     1      -4.303   2.097   0.322  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.603   0.894  -0.180  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.228   0.807  -0.248  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.639  -0.301  -0.709  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.202  -0.460  -0.806  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.210  -1.478   0.227  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.737  -0.599   1.338  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.153   0.636   0.599  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.658   0.680   0.451  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.137  -0.387  -0.306  1.00  0.00           O  
HETATM   11  P1  UNL     1       4.819  -0.217  -0.392  1.00  0.00           P  
HETATM   12  O2  UNL     1       5.366  -0.405   1.010  1.00  0.00           O  
HETATM   13  O3  UNL     1       5.260   1.289  -1.034  1.00  0.00           O  
HETATM   14  O4  UNL     1       5.496  -1.405  -1.395  1.00  0.00           O  
HETATM   15  O5  UNL     1       0.493   0.689  -0.593  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.407  -1.329  -1.105  1.00  0.00           C  
HETATM   17  O6  UNL     1      -1.885  -2.396  -1.548  1.00  0.00           O  
HETATM   18  N2  UNL     1      -3.754  -1.281  -1.054  1.00  0.00           N  
HETATM   19  C10 UNL     1      -4.382  -0.183  -0.596  1.00  0.00           C  
HETATM   20  O7  UNL     1      -5.646  -0.123  -0.542  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.716   3.035   0.147  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.626   1.994   1.373  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.231   2.213  -0.288  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.617   1.635   0.072  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.055  -0.857  -1.810  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.968  -2.188  -0.156  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.655  -2.039   0.630  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.573  -1.075   1.871  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.106  -0.328   2.004  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.874   1.545   1.189  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.126   0.602   1.453  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.979   1.623  -0.017  1.00  0.00           H  
HETATM   33  H13 UNL     1       6.006   1.692  -0.533  1.00  0.00           H  
HETATM   34  H14 UNL     1       5.450  -2.301  -0.966  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.361  -2.080  -1.362  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   28   29
CONECT    8    9   15   30
CONECT    9   10   31   32
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   33
CONECT   14   34
CONECT   16   17   17   18
CONECT   18   19   35
CONECT   19   20   20
END

HMDB0250899
     RDKit          3D
3'-Deoxythymidine-5'-monophosphate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.3031    2.0975    0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6030    0.8942   -0.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276    0.8071   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.3012   -0.7086 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -0.4596   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2102   -1.4780    0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7372   -0.5987    1.3381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.6362    0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6577    0.6805    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1373   -0.3869   -0.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188   -0.2167   -0.3918 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3664   -0.4046    1.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2603    1.2894   -1.0343 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.4052   -1.3952 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933    0.6888   -0.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068   -1.3291   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847   -2.3964   -1.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7536   -1.2814   -1.0539 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3822   -0.1828   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6462   -0.1229   -0.5420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160    3.0346    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265    1.9935    1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2312    2.2134   -0.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171    1.6354    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -0.8567   -1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680   -2.1878   -0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -2.0389    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728   -1.0754    1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -0.3282    2.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8739    1.5446    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265    0.6016    1.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9788    1.6231   -0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    1.6919   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4499   -2.3011   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3609   -2.0800   -1.3616 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  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  8 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
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-Deoxythymidine-5'-monophosphoric acid	Generator
{[5-(4-hydroxy-5-methyl-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonate	HMDB

Chemical Formula

C₁₀H₁₅N₂O₇P

Average Molecular Weight

306.211

Monoisotopic Molecular Weight

306.061687829

IUPAC Name

{[5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

[5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC1=CN(C2CCC(COP(O)(O)=O)O2)C(=O)NC1=O

InChI Identifier

InChI=1S/C10H15N2O7P/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(19-8)5-18-20(15,16)17/h4,7-8H,2-3,5H2,1H3,(H,11,13,14)(H2,15,16,17)

InChI Key

WVNRRNJFRREKAR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleoside monophosphates. These are pyrimidine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at positions 2 and 3.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine deoxyribonucleotides

Direct Parent

Pyrimidine 2',3'-dideoxyribonucleoside monophosphates

Alternative Parents

Substituents

Pyrimidine 2',3'-dideoxyribonucleoside monophosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Tetrahydrofuran
Heteroaromatic compound
Urea
Lactam
Organoheterocyclic compound
Azacycle
Oxacycle
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.1	ALOGPS
logP	-0.53	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.31	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	125.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	65.49 m³·mol⁻¹	ChemAxon
Polarizability	27.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.369	30932474
DeepCCS	[M-H]-	166.011	30932474
DeepCCS	[M-2H]-	199.176	30932474
DeepCCS	[M+Na]+	174.463	30932474
AllCCS	[M+H]+	166.3	32859911
AllCCS	[M+H-H2O]+	163.0	32859911
AllCCS	[M+NH4]+	169.3	32859911
AllCCS	[M+Na]+	170.2	32859911
AllCCS	[M-H]-	164.1	32859911
AllCCS	[M+Na-2H]-	164.1	32859911
AllCCS	[M+HCOO]-	164.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Deoxythymidine-5'-monophosphate	CC1=CN(C2CCC(COP(O)(O)=O)O2)C(=O)NC1=O	3462.6	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate	CC1=CN(C2CCC(COP(O)(O)=O)O2)C(=O)NC1=O	2191.7	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate	CC1=CN(C2CCC(COP(O)(O)=O)O2)C(=O)NC1=O	2791.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Deoxythymidine-5'-monophosphate,1TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C)O2)C(=O)[NH]C1=O	2680.1	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C)O2)C(=O)[NH]C1=O	2671.1	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C)O2)C(=O)[NH]C1=O	3784.4	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O)O2)C(=O)N([Si](C)(C)C)C1=O	2664.9	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O)O2)C(=O)N([Si](C)(C)C)C1=O	2719.8	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O)O2)C(=O)N([Si](C)(C)C)C1=O	4291.6	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C(=O)[NH]C1=O	2704.5	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C(=O)[NH]C1=O	2732.4	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C(=O)[NH]C1=O	3247.8	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2675.9	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2748.7	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	3529.8	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,3TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2701.6	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,3TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	2798.4	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,3TMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O2)C(=O)N([Si](C)(C)C)C1=O	3052.9	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2931.0	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	2903.1	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	3878.6	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TBDMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2908.8	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TBDMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2945.4	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,1TBDMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	4194.5	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	3139.5	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	3149.6	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C(=O)[NH]C1=O	3450.9	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TBDMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3153.7	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TBDMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3161.0	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,2TBDMS,isomer #2	CC1=CN(C2CCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3612.7	Standard polar	33892256
3'-Deoxythymidine-5'-monophosphate,3TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3355.6	Semi standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,3TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3379.1	Standard non polar	33892256
3'-Deoxythymidine-5'-monophosphate,3TBDMS,isomer #1	CC1=CN(C2CCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O2)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3306.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxythymidine-5'-monophosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9710000000-64a1b987761f6dfe2c2e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Deoxythymidine-5'-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 - 3'-Deoxythymidine-5'-monophosphate 10V, Positive-QTOF	splash10-0a6r-0729000000-bf952d1e7817afe52d13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxythymidine-5'-monophosphate 20V, Positive-QTOF	splash10-056r-6923000000-2d647e588f94efa0a3ca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxythymidine-5'-monophosphate 40V, Positive-QTOF	splash10-0pc9-9610000000-bc094a2ebea9271bba9f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxythymidine-5'-monophosphate 10V, Negative-QTOF	splash10-0a4i-4009000000-8907d559a43328503aa2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxythymidine-5'-monophosphate 20V, Negative-QTOF	splash10-004i-9022000000-eb953f4a1b9f548ba011	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Deoxythymidine-5'-monophosphate 40V, Negative-QTOF	splash10-004i-9000000000-bcfddb3cae10fbd8c9f2	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

315142

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

355024

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3'-Deoxythymidine-5'-monophosphate (HMDB0250899)

MOL for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

3D MOL for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

3D SDF for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

3D-SDF for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

PDB for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

3D PDB for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

SMILES for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

INCHI for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

Structure for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

3D Structure for HMDB0250899 (3'-Deoxythymidine-5'-monophosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra