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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:21:47 UTC

Update Date

2021-09-26 23:14:51 UTC

HMDB ID

HMDB0258147

Secondary Accession Numbers

None

Metabolite Identification

Common Name

[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate

Description

{[3-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. Based on a literature review very few articles have been published on {[3-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). [(2s,5s)-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate 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

HMDB0258147
     RDKit          3D
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen p...
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.3597    1.5607    1.7439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3816    1.0508    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535    1.9159    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    1.3853   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    0.0528   -0.2468 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469   -0.3883   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -1.8168   -0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642   -1.8225   -1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699   -2.6655   -0.5334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614   -0.3735   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4283   -0.2282   -0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693    1.1584   -0.2392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727    1.4302    0.6772 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2870    0.8362    0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2979    3.0876    0.8429 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082    0.7140    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128    0.2842   -0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -0.7482    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9732   -1.9836    0.2060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.2510    0.9829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    2.9916    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595    2.0862   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1055   -0.2265   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419   -2.0739    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544   -2.5396   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -2.1130   -2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -2.6945    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.1018   -2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -0.7597   -0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675   -0.6352    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3836    3.5114    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    0.0603    2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8832   -0.9073    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
 17  6  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
M  END


  Mrv1533004241523462D          

 20 21  0  0  0  0            999 V2000
    1.3819   -1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733   -4.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1558   -3.2708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -4.2406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258147

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CC(OC1COP(O)(O)=O)N1C=CC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)

> <INCHI_KEY>
JSRLJPSBLDHEIO-UHFFFAOYSA-N

> <FORMULA>
C9H13N2O8P

> <MOLECULAR_WEIGHT>
308.183

> <EXACT_MASS>
308.040952385

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.863107115556094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.42

> <JCHEM_LOGP>
-1.6381701099999995

> <ALOGPS_LOGS>
-1.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.258419473521287

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.232757608087275

> <JCHEM_PKA_STRONGEST_BASIC>
-3.240343942911336

> <JCHEM_POLAR_SURFACE_AREA>
145.63

> <JCHEM_REFRACTIVITY>
61.9278

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
deoxyuridine monophosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258147
     RDKit          3D
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen p...
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.3597    1.5607    1.7439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3816    1.0508    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535    1.9159    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    1.3853   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    0.0528   -0.2468 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469   -0.3883   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -1.8168   -0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642   -1.8225   -1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699   -2.6655   -0.5334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614   -0.3735   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4283   -0.2282   -0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693    1.1584   -0.2392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727    1.4302    0.6772 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2870    0.8362    0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2979    3.0876    0.8429 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082    0.7140    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128    0.2842   -0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -0.7482    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9732   -1.9836    0.2060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.2510    0.9829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    2.9916    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595    2.0862   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1055   -0.2265   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419   -2.0739    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544   -2.5396   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -2.1130   -2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -2.6945    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.1018   -2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -0.7597   -0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675   -0.6352    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3836    3.5114    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    0.0603    2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8832   -0.9073    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
 17  6  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.088  -3.215   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.342  -5.926   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.873  -5.765   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0      -2.778  -7.011   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0      -3.683  -8.257   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.024  -6.105   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.532  -7.916   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.009  -5.926   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   20                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12                                                            
CONECT   14    3   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0258147
HETATM    1  O1  UNL     1      -5.360   1.561   1.744  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.382   1.051   1.128  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.453   1.916   0.564  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.377   1.385  -0.114  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.195   0.053  -0.247  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.047  -0.388  -0.968  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.670  -1.817  -0.730  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.764  -1.823  -1.275  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.570  -2.665  -0.533  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.161  -0.373  -1.157  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.428  -0.228  -0.325  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.669   1.158  -0.239  1.00  0.00           O  
HETATM   13  P1  UNL     1       4.073   1.430   0.677  1.00  0.00           P  
HETATM   14  O4  UNL     1       5.287   0.836   0.010  1.00  0.00           O  
HETATM   15  O5  UNL     1       4.298   3.088   0.843  1.00  0.00           O  
HETATM   16  O6  UNL     1       3.808   0.714   2.196  1.00  0.00           O  
HETATM   17  O7  UNL     1       0.113   0.284  -0.525  1.00  0.00           O  
HETATM   18  C9  UNL     1      -3.115  -0.748   0.313  1.00  0.00           C  
HETATM   19  O8  UNL     1      -2.973  -1.984   0.206  1.00  0.00           O  
HETATM   20  N2  UNL     1      -4.180  -0.251   0.983  1.00  0.00           N  
HETATM   21  H1  UNL     1      -3.555   2.992   0.643  1.00  0.00           H  
HETATM   22  H2  UNL     1      -1.659   2.086  -0.549  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.105  -0.226  -2.058  1.00  0.00           H  
HETATM   24  H4  UNL     1      -0.642  -2.074   0.349  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.254  -2.540  -1.302  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.726  -2.113  -2.349  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.231  -2.695   0.414  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.278   0.102  -2.152  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.266  -0.760  -0.805  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.267  -0.635   0.693  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.384   3.511   0.813  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.526   0.060   2.381  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.883  -0.907   1.410  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6   18
CONECT    6    7   17   23
CONECT    7    8   24   25
CONECT    8    9   10   26
CONECT    9   27
CONECT   10   11   17   28
CONECT   11   12   29   30
CONECT   12   13
CONECT   13   14   14   15   16
CONECT   15   31
CONECT   16   32
CONECT   18   19   19   20
CONECT   20   33
END

HMDB0258147
     RDKit          3D
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen p...
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.3597    1.5607    1.7439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3816    1.0508    1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4535    1.9159    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765    1.3853   -0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    0.0528   -0.2468 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469   -0.3883   -0.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -1.8168   -0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642   -1.8225   -1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699   -2.6655   -0.5334 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1614   -0.3735   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4283   -0.2282   -0.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6693    1.1584   -0.2392 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0727    1.4302    0.6772 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2870    0.8362    0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2979    3.0876    0.8429 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8082    0.7140    2.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1128    0.2842   -0.5250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -0.7482    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9732   -1.9836    0.2060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.2510    0.9829 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5546    2.9916    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595    2.0862   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1055   -0.2265   -2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6419   -2.0739    0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544   -2.5396   -1.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -2.1130   -2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -2.6945    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780    0.1018   -2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -0.7597   -0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2675   -0.6352    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3836    3.5114    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    0.0603    2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8832   -0.9073    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
 17  6  1  0
  3 21  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{[3-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonate	Generator

Chemical Formula

C₉H₁₃N₂O₈P

Average Molecular Weight

308.183

Monoisotopic Molecular Weight

308.040952385

IUPAC Name

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

Traditional Name

deoxyuridine monophosphate

CAS Registry Number

Not Available

SMILES

OC1CC(OC1COP(O)(O)=O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)

InChI Key

JSRLJPSBLDHEIO-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine deoxyribonucleotides

Direct Parent

Pyrimidine 2'-deoxyribonucleoside monophosphates

Alternative Parents

Substituents

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

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	-1.4	ALOGPS
logP	-1.6	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.63 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	61.93 m³·mol⁻¹	ChemAxon
Polarizability	25.86 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]+	154.082	30932474
DeepCCS	[M-H]-	151.724	30932474
DeepCCS	[M-2H]-	184.609	30932474
DeepCCS	[M+Na]+	160.175	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.6	32859911
AllCCS	[M+NH4]+	168.9	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	161.8	32859911
AllCCS	[M+Na-2H]-	161.7	32859911
AllCCS	[M+HCOO]-	161.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate	OC1CC(OC1COP(O)(O)=O)N1C=CC(=O)NC1=O	3603.6	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate	OC1CC(OC1COP(O)(O)=O)N1C=CC(=O)NC1=O	2178.9	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate	OC1CC(OC1COP(O)(O)=O)N1C=CC(=O)NC1=O	2955.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O)O[Si](C)(C)C	2807.3	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O)O[Si](C)(C)C	2808.4	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O)O[Si](C)(C)C	3667.7	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #2	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O)O	2794.7	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #2	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O)O	2868.6	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #2	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O)O	4040.5	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)[NH]C2=O)CC1O)O[Si](C)(C)C	2811.4	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)[NH]C2=O)CC1O)O[Si](C)(C)C	2854.6	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)[NH]C2=O)CC1O)O[Si](C)(C)C	3514.6	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)OCC1OC(N2C=CC(=O)N([Si](C)(C)C)C2=O)CC1O	2839.5	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)OCC1OC(N2C=CC(=O)N([Si](C)(C)C)C2=O)CC1O	2878.0	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TMS,isomer #4	C[Si](C)(C)OP(=O)(O)OCC1OC(N2C=CC(=O)N([Si](C)(C)C)C2=O)CC1O	3804.8	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2770.3	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2850.5	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3207.5	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #2	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O)O[Si](C)(C)C	2804.0	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #2	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O)O[Si](C)(C)C	2880.5	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #2	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O)O[Si](C)(C)C	3411.5	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)N([Si](C)(C)C)C2=O)CC1O)O[Si](C)(C)C	2801.5	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)N([Si](C)(C)C)C2=O)CC1O)O[Si](C)(C)C	2947.9	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)N([Si](C)(C)C)C2=O)CC1O)O[Si](C)(C)C	3301.0	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,4TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2805.7	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,4TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2912.3	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,4TMS,isomer #1	C[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C)C2=O)OC1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3029.4	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3265.8	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3242.1	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3794.0	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O)O	3263.1	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O)O	3304.0	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O)O	4011.1	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)[NH]C2=O)CC1O)O[Si](C)(C)C(C)(C)C	3232.0	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)[NH]C2=O)CC1O)O[Si](C)(C)C(C)(C)C	3275.6	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)[NH]C2=O)CC1O)O[Si](C)(C)C(C)(C)C	3693.9	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)OCC1OC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)CC1O	3265.1	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)OCC1OC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)CC1O	3293.9	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OP(=O)(O)OCC1OC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)CC1O	3842.8	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3409.2	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3447.1	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)[NH]C2=O)OC1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3471.4	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3486.4	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3481.8	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O)O[Si](C)(C)C(C)(C)C	3547.8	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)CC1O)O[Si](C)(C)C(C)(C)C	3465.2	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)CC1O)O[Si](C)(C)C(C)(C)C	3507.5	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(OCC1OC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)CC1O)O[Si](C)(C)C(C)(C)C	3495.8	Standard polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3645.5	Semi standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3627.2	Standard non polar	33892256
[(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CC(N2C=CC(=O)N([Si](C)(C)C(C)(C)C)C2=O)OC1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3322.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9510000000-7641f80d1e83c125a369	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	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 - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate 10V, Positive-QTOF	splash10-03di-0900000000-e2f9a0ab50ea3453f6b0	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate 20V, Positive-QTOF	splash10-03di-5900000000-1f62d861dffc4c4431fc	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate 40V, Positive-QTOF	splash10-03di-6900000000-0bbe377ee9bad5b8aae6	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate 10V, Negative-QTOF	splash10-0bvi-9154000000-afbeeece10e5ce2d5b65	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate 20V, Negative-QTOF	splash10-004i-9100000000-0b5421ded66c3c2b2e9c	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate 40V, Negative-QTOF	splash10-004i-9000000000-e27adedf07c03fa47dff	2015-05-27	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

668

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

688

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 [(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate (HMDB0258147)

MOL for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

3D MOL for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

3D SDF for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

3D-SDF for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

PDB for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

3D PDB for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

SMILES for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

INCHI for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

Structure for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

3D Structure for HMDB0258147 ([(2S,5S)-5-(2,4-Dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra