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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:06:36 UTC

Update Date

2021-09-26 23:14:35 UTC

HMDB ID

HMDB0257954

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione

Description

1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety. Based on a literature review very few articles have been published on 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-[(2s,5s)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione 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

HMDB0257954
     RDKit          3D
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.2124    0.4737   -0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747    0.4221   -0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444    1.1726    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2657    0.2038    1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3190   -0.2004    0.1601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669   -0.0805    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465    0.7710   -0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333    0.7140    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0476    1.4047   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175    0.8546   -2.0883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984   -0.7377    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384   -0.9339    1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8833   -1.3327    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -2.0544    1.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -0.6943   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -1.3896   -1.8039 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087   -0.3755   -1.3839 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    2.0212    0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    1.5000    1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8372   -0.6806    1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583    0.6623    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250    0.3349    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253    1.2405    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087    2.4587   -0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.4178   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8768    1.3231   -2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -1.2066   -0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -1.6184    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -1.9061   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9799   -3.0204    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -0.7439   -2.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 17  2  1  0
 13  6  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
M  END

  Mrv1652309112121062D          

 17 18  0  0  0  0            999 V2000
   -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
   -1.8841   -0.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    0.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298    2.0602    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  9  1  0  0  0  0
  9 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
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 10 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257954

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(C(O)C1O)N1CCC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4,6-8,12,14-15H,1-3H2,(H,10,13,16)

> <INCHI_KEY>
ZPTBLXKRQACLCR-UHFFFAOYSA-N

> <FORMULA>
C9H14N2O6

> <MOLECULAR_WEIGHT>
246.219

> <EXACT_MASS>
246.085186179

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.869892320836488

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione

> <ALOGPS_LOGP>
-2.10

> <JCHEM_LOGP>
-2.773158873

> <ALOGPS_LOGS>
-0.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.679741618594914

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.585075095621693

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9802898593286598

> <JCHEM_POLAR_SURFACE_AREA>
119.33000000000001

> <JCHEM_REFRACTIVITY>
52.341800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257954
     RDKit          3D
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.2124    0.4737   -0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747    0.4221   -0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444    1.1726    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2657    0.2038    1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3190   -0.2004    0.1601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669   -0.0805    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465    0.7710   -0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333    0.7140    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0476    1.4047   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175    0.8546   -2.0883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984   -0.7377    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384   -0.9339    1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8833   -1.3327    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -2.0544    1.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -0.6943   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -1.3896   -1.8039 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087   -0.3755   -1.3839 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    2.0212    0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    1.5000    1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8372   -0.6806    1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583    0.6623    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250    0.3349    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253    1.2405    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087    2.4587   -0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.4178   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8768    1.3231   -2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -1.2066   -0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -1.6184    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -1.9061   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9799   -3.0204    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -0.7439   -2.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 17  2  1  0
 13  6  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  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      -1.134   8.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134   6.585   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.468   5.815   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.802   6.585   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.136   5.815   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -3.802   8.125   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.468   8.895   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.468  10.435   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.468   4.275   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.222   3.370   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.698   1.905   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.238   1.905   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.714   3.370   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.143   0.659   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.517  -0.748   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.793   0.659   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.242   3.846   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7                                                            
CONECT    9    3   10   13                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    9                                                       
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16   11                                                            
CONECT   17   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0257954
HETATM    1  O1  UNL     1       5.212   0.474  -0.611  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.975   0.422  -0.494  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.244   1.173   0.557  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.266   0.204   1.183  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.319  -0.200   0.160  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.067  -0.081   0.437  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.747   0.771  -0.453  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.033   0.714   0.055  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.048   1.405  -0.815  1.00  0.00           C  
HETATM   10  O3  UNL     1      -3.117   0.855  -2.088  1.00  0.00           O  
HETATM   11  C7  UNL     1      -2.298  -0.738   0.254  1.00  0.00           C  
HETATM   12  O4  UNL     1      -2.938  -0.934   1.497  1.00  0.00           O  
HETATM   13  C8  UNL     1      -0.883  -1.333   0.322  1.00  0.00           C  
HETATM   14  O5  UNL     1      -0.762  -2.054   1.489  1.00  0.00           O  
HETATM   15  C9  UNL     1       1.862  -0.694  -1.058  1.00  0.00           C  
HETATM   16  O6  UNL     1       1.148  -1.390  -1.804  1.00  0.00           O  
HETATM   17  N2  UNL     1       3.209  -0.376  -1.384  1.00  0.00           N  
HETATM   18  H1  UNL     1       2.660   2.021   0.134  1.00  0.00           H  
HETATM   19  H2  UNL     1       3.927   1.500   1.377  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.837  -0.681   1.571  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.758   0.662   2.064  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.225   0.335   1.449  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.025   1.240   1.028  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.709   2.459  -0.946  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.001   1.418  -0.280  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.877   1.323  -2.548  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.901  -1.207  -0.537  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.658  -1.618   1.428  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.759  -1.906  -0.591  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.980  -3.020   1.375  1.00  0.00           H  
HETATM   31  H14 UNL     1       3.612  -0.744  -2.291  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   15
CONECT    6    7   13   22
CONECT    7    8
CONECT    8    9   11   23
CONECT    9   10   24   25
CONECT   10   26
CONECT   11   12   13   27
CONECT   12   28
CONECT   13   14   29
CONECT   14   30
CONECT   15   16   16   17
CONECT   17   31
END

HMDB0257954
     RDKit          3D
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione
 31 32  0  0  0  0  0  0  0  0999 V2000
    5.2124    0.4737   -0.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9747    0.4221   -0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444    1.1726    0.5566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2657    0.2038    1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3190   -0.2004    0.1601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669   -0.0805    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465    0.7710   -0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333    0.7140    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0476    1.4047   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175    0.8546   -2.0883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2984   -0.7377    0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9384   -0.9339    1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8833   -1.3327    0.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -2.0544    1.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -0.6943   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479   -1.3896   -1.8039 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087   -0.3755   -1.3839 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    2.0212    0.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268    1.5000    1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8372   -0.6806    1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7583    0.6623    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2250    0.3349    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0253    1.2405    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087    2.4587   -0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.4178   -0.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8768    1.3231   -2.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9008   -1.2066   -0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -1.6184    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -1.9061   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9799   -3.0204    1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -0.7439   -2.2910 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 17  2  1  0
 13  6  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 17 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₄N₂O₆

Average Molecular Weight

246.219

Monoisotopic Molecular Weight

246.085186179

IUPAC Name

1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione

Traditional Name

1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione

CAS Registry Number

Not Available

SMILES

OCC1OC(C(O)C1O)N1CCC(=O)NC1=O

InChI Identifier

InChI=1S/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4,6-8,12,14-15H,1-3H2,(H,10,13,16)

InChI Key

ZPTBLXKRQACLCR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Not Available

Direct Parent

Pyrimidine nucleosides

Alternative Parents

Substituents

Pyrimidine nucleoside
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
N-acyl urea
Ureide
Pyrimidone
1,3-diazinane
Monosaccharide
Pyrimidine
Dicarboximide
Tetrahydrofuran
Urea
Secondary alcohol
Carbonic acid derivative
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Azacycle
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	-2.1	ALOGPS
logP	-2.8	ChemAxon
logS	-0.03	ALOGPS
pKa (Strongest Acidic)	11.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	52.34 m³·mol⁻¹	ChemAxon
Polarizability	22.87 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]+	145.965	30932474
DeepCCS	[M-H]-	142.617	30932474
DeepCCS	[M-2H]-	179.423	30932474
DeepCCS	[M+Na]+	154.962	30932474
AllCCS	[M+H]+	155.3	32859911
AllCCS	[M+H-H2O]+	151.6	32859911
AllCCS	[M+NH4]+	158.8	32859911
AllCCS	[M+Na]+	159.7	32859911
AllCCS	[M-H]-	153.3	32859911
AllCCS	[M+Na-2H]-	153.2	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione	OCC1OC(C(O)C1O)N1CCC(=O)NC1=O	3874.6	Standard polar	33892256
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione	OCC1OC(C(O)C1O)N1CCC(=O)NC1=O	2165.3	Standard non polar	33892256
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione	OCC1OC(C(O)C1O)N1CCC(=O)NC1=O	2335.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione,4TMS,isomer #1	C[Si](C)(C)OCC1OC(N2CCC(=O)N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2309.9	Semi standard non polar	33892256
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione,4TMS,isomer #1	C[Si](C)(C)OCC1OC(N2CCC(=O)N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2469.0	Standard non polar	33892256
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione,4TMS,isomer #1	C[Si](C)(C)OCC1OC(N2CCC(=O)N([Si](C)(C)C)C2=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2751.0	Standard polar	33892256
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(N2CCC(=O)N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3185.3	Semi standard non polar	33892256
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(N2CCC(=O)N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3325.0	Standard non polar	33892256
1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(N2CCC(=O)N([Si](C)(C)C(C)(C)C)C2=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3070.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9630000000-15e433fd50f5283e7c70	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	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

284888

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

321817

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 1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione (HMDB0257954)

MOL for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

3D MOL for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

3D SDF for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

3D-SDF for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

PDB for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

3D PDB for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

SMILES for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

INCHI for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

Structure for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

3D Structure for HMDB0257954 (1-[(2S,5S)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-diazinane-2,4-dione)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra