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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:16:41 UTC

Update Date

2021-09-26 23:06:06 UTC

HMDB ID

HMDB0253092

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine

Description

1-(2-HYDROXYETHYLOXYMETHYL)-6-PHENYL THIOTHYMINE, also known as 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine or 6-hept, belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups. 1-(2-HYDROXYETHYLOXYMETHYL)-6-PHENYL THIOTHYMINE is an extremely weak basic (essentially neutral) compound (based on its pKa). A pyrimidone that is thymine which is substituted at positions 1 and 6 by a (2-hydroxyethoxy)methyl group and a phenylsulfanyl group, respectively. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-(2-hydroxyethyloxymethyl)-6-phenyl thiothymine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 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

HMDB0253092
     RDKit          3D
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.6075    3.2951   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968    2.6565    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0147    1.3954    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7300    0.4510   -1.2581 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0933   -0.5547   -0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5392   -0.5853    0.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6012   -1.3980    0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2530   -2.1889   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8105   -2.1605   -1.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7311   -1.3369   -1.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    0.8663    0.7549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368   -0.4578    0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5851   -0.3840   -0.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -1.6925   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1789   -1.6773   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076   -2.9985   -1.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5717    1.5743    1.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1193    2.4463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1076    2.8062    2.0460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0871    3.3678    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    4.5217    1.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591    2.5586   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    3.9753   -1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584    3.9414    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.0398    1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9532   -1.4269    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862   -2.8264    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059   -2.7734   -2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -1.3287   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -1.1213    0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -0.8849    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4396   -2.0234    0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529   -2.3632   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.0420   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7902   -1.2525   -2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -3.4720   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5288    3.3806    2.8244 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 11 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20  2  1  0
 10  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 19 37  1  0
M  END

HEF
  Mrv0541 02241213432D          

 21 22  0  0  0  0            999 V2000
    0.2806   -0.6902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9951   -1.9277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -1.9277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8628   -1.9277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8628   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9951   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7095   -0.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4240   -0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1385   -0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530   -0.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4339    0.5473    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483    0.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8628    0.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5773    0.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5773    1.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8628    2.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483    1.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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  2  0  0  0  0
  7  9  1  0  0  0  0
  8 15  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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253092

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(SC2=CC=CC=C2)N(COCCO)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O4S/c1-10-12(18)15-14(19)16(9-20-8-7-17)13(10)21-11-5-3-2-4-6-11/h2-6,17H,7-9H2,1H3,(H,15,18,19)

> <INCHI_KEY>
HDMHBHNRWDNNCD-UHFFFAOYSA-N

> <FORMULA>
C14H16N2O4S

> <MOLECULAR_WEIGHT>
308.353

> <EXACT_MASS>
308.0830777

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.585175703312736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(2-hydroxyethoxy)methyl]-5-methyl-6-(phenylsulfanyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
1.5513475600000004

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.119127241708409

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.886669998156094

> <JCHEM_PKA_STRONGEST_BASIC>
-2.747247021949682

> <JCHEM_POLAR_SURFACE_AREA>
78.87

> <JCHEM_REFRACTIVITY>
89.35010000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
HEPT

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253092
     RDKit          3D
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.6075    3.2951   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968    2.6565    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0147    1.3954    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7300    0.4510   -1.2581 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0933   -0.5547   -0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5392   -0.5853    0.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6012   -1.3980    0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2530   -2.1889   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8105   -2.1605   -1.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7311   -1.3369   -1.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    0.8663    0.7549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368   -0.4578    0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5851   -0.3840   -0.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -1.6925   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1789   -1.6773   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076   -2.9985   -1.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5717    1.5743    1.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1193    2.4463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1076    2.8062    2.0460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0871    3.3678    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    4.5217    1.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591    2.5586   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    3.9753   -1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584    3.9414    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.0398    1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9532   -1.4269    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862   -2.8264    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059   -2.7734   -2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -1.3287   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -1.1213    0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -0.8849    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4396   -2.0234    0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529   -2.3632   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.0420   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7902   -1.2525   -2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -3.4720   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5288    3.3806    2.8244 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 11 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20  2  1  0
 10  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HEF                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0       0.524  -1.288   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.524  -2.828   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.858  -3.598   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -0.810  -3.598   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.143  -2.828   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.477  -3.598   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.143  -1.288   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.810  -0.518   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.477  -0.518   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.858  -0.518   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.191  -1.288   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.525  -0.518   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.859  -1.288   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.192  -0.518   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0      -0.810   1.022   0.000  0.00  0.00           S+0
HETATM   16  C   UNK     0      -2.143   1.792   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.477   1.022   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.811   1.792   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.811   3.332   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.477   4.102   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.143   3.332   0.000  0.00  0.00           C+0
CONECT    1    2    8   10                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    1    7   15                                                  
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    8   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0253092
HETATM    1  C1  UNL     1       1.608   3.295  -0.423  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.497   2.656   0.320  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.015   1.395   0.045  1.00  0.00           C  
HETATM    4  S1  UNL     1       0.730   0.451  -1.258  1.00  0.00           S  
HETATM    5  C4  UNL     1       2.093  -0.555  -0.719  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.539  -0.585   0.593  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.601  -1.398   0.903  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.253  -2.189  -0.020  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.811  -2.160  -1.329  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.731  -1.337  -1.652  1.00  0.00           C  
HETATM   11  N1  UNL     1      -0.998   0.866   0.755  1.00  0.00           N  
HETATM   12  C10 UNL     1      -1.537  -0.458   0.499  1.00  0.00           C  
HETATM   13  O1  UNL     1      -2.585  -0.384  -0.438  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.043  -1.693  -0.625  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.179  -1.677  -1.629  1.00  0.00           C  
HETATM   16  O2  UNL     1      -4.608  -2.998  -1.788  1.00  0.00           O  
HETATM   17  C13 UNL     1      -1.572   1.574   1.770  1.00  0.00           C  
HETATM   18  O3  UNL     1      -2.507   1.119   2.446  1.00  0.00           O  
HETATM   19  N2  UNL     1      -1.108   2.806   2.046  1.00  0.00           N  
HETATM   20  C14 UNL     1      -0.087   3.368   1.348  1.00  0.00           C  
HETATM   21  O4  UNL     1       0.333   4.522   1.621  1.00  0.00           O  
HETATM   22  H1  UNL     1       2.259   2.559  -0.932  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.177   3.975  -1.195  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.158   3.941   0.284  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.015   0.040   1.295  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.953  -1.427   1.920  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.086  -2.826   0.223  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.306  -2.773  -2.074  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.396  -1.329  -2.694  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.766  -1.121   0.026  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.908  -0.885   1.439  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.440  -2.023   0.369  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.253  -2.363  -0.998  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.978  -1.042  -1.230  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.790  -1.253  -2.555  1.00  0.00           H  
HETATM   36  H15 UNL     1      -4.676  -3.472  -0.942  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.529   3.381   2.824  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3   20
CONECT    3    4   11
CONECT    4    5
CONECT    5    6    6   10
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   27
CONECT    9   10   10   28
CONECT   10   29
CONECT   11   12   17
CONECT   12   13   30   31
CONECT   13   14
CONECT   14   15   32   33
CONECT   15   16   34   35
CONECT   16   36
CONECT   17   18   18   19
CONECT   19   20   37
CONECT   20   21   21
END

HMDB0253092
     RDKit          3D
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine
 37 38  0  0  0  0  0  0  0  0999 V2000
    1.6075    3.2951   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968    2.6565    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0147    1.3954    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7300    0.4510   -1.2581 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0933   -0.5547   -0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5392   -0.5853    0.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6012   -1.3980    0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2530   -2.1889   -0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8105   -2.1605   -1.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7311   -1.3369   -1.6519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    0.8663    0.7549 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368   -0.4578    0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5851   -0.3840   -0.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -1.6925   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1789   -1.6773   -1.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6076   -2.9985   -1.7884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5717    1.5743    1.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1193    2.4463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1076    2.8062    2.0460 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0871    3.3678    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    4.5217    1.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591    2.5586   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766    3.9753   -1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584    3.9414    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.0398    1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9532   -1.4269    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862   -2.8264    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059   -2.7734   -2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -1.3287   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -1.1213    0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9084   -0.8849    1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4396   -2.0234    0.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529   -2.3632   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776   -1.0420   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7902   -1.2525   -2.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757   -3.4720   -0.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5288    3.3806    2.8244 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 11 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20  2  1  0
 10  5  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  9 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 19 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[(2-Hydroxyethoxy)methyl]-6-(phenylthio)thymine	ChEBI
1-[(2-Hydroxyethoxy)methyl]-6-phenylthiothymine	ChEBI
6-Hept	ChEBI
HEPT	ChEBI
HMPTT	ChEBI
1-((2-Hydroxyethoxy)methyl)-6-(phenylthio)thymine	MeSH
1-((2-Hydroxyethoxy)methyl)-6-phenylthiothymine	MeSH
1-(2-HYDROXYETHYLOXYMETHYL)-6-phenyl thiothymine	ChEBI

Chemical Formula

C₁₄H₁₆N₂O₄S

Average Molecular Weight

308.353

Monoisotopic Molecular Weight

308.0830777

IUPAC Name

1-[(2-hydroxyethoxy)methyl]-5-methyl-6-(phenylsulfanyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

HEPT

CAS Registry Number

Not Available

SMILES

CC1=C(SC2=CC=CC=C2)N(COCCO)C(=O)NC1=O

InChI Identifier

InChI=1S/C14H16N2O4S/c1-10-12(18)15-14(19)16(9-20-8-7-17)13(10)21-11-5-3-2-4-6-11/h2-6,17H,7-9H2,1H3,(H,15,18,19)

InChI Key

HDMHBHNRWDNNCD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Diarylthioethers

Alternative Parents

Substituents

Diarylthioether
Thiophenol ether
Pyrimidone
Hydroxypyrimidine
Monocyclic benzene moiety
Hydropyrimidine
Pyrimidine
Benzenoid
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aryl sulfide (CHEBI:43060 )
pyrimidone (CHEBI:43060 )
primary alcohol (CHEBI:43060 )

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	1.09	ALOGPS
logP	1.55	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.87 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.35 m³·mol⁻¹	ChemAxon
Polarizability	30.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	166.817	30932474
DeepCCS	[M-H]-	164.459	30932474
DeepCCS	[M-2H]-	197.346	30932474
DeepCCS	[M+Na]+	172.91	30932474
AllCCS	[M+H]+	167.0	32859911
AllCCS	[M+H-H2O]+	163.8	32859911
AllCCS	[M+NH4]+	170.0	32859911
AllCCS	[M+Na]+	170.9	32859911
AllCCS	[M-H]-	169.1	32859911
AllCCS	[M+Na-2H]-	168.9	32859911
AllCCS	[M+HCOO]-	168.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.8035 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1260.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	240.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	127.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	97.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	353.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	397.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	65.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	781.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	362.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1134.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	256.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	297.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	287.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	134.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	116.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine	CC1=C(SC2=CC=CC=C2)N(COCCO)C(=O)NC1=O	3922.9	Standard polar	33892256
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine	CC1=C(SC2=CC=CC=C2)N(COCCO)C(=O)NC1=O	2588.4	Standard non polar	33892256
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine	CC1=C(SC2=CC=CC=C2)N(COCCO)C(=O)NC1=O	2665.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine,2TMS,isomer #1	CC1=C(SC2=CC=CC=C2)N(COCCO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	2611.1	Semi standard non polar	33892256
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine,2TMS,isomer #1	CC1=C(SC2=CC=CC=C2)N(COCCO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	2597.1	Standard non polar	33892256
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine,2TMS,isomer #1	CC1=C(SC2=CC=CC=C2)N(COCCO[Si](C)(C)C)C(=O)N([Si](C)(C)C)C1=O	3223.3	Standard polar	33892256
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine,2TBDMS,isomer #1	CC1=C(SC2=CC=CC=C2)N(COCCO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3056.8	Semi standard non polar	33892256
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine,2TBDMS,isomer #1	CC1=C(SC2=CC=CC=C2)N(COCCO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	2962.0	Standard non polar	33892256
1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine,2TBDMS,isomer #1	CC1=C(SC2=CC=CC=C2)N(COCCO[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C1=O	3380.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-4690000000-287d02b0e85153b04396	2017-09-07	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 10V, Positive-QTOF	splash10-0a4r-0981000000-d398c140c26ce9bde804	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 20V, Positive-QTOF	splash10-000i-1790000000-bf7354254188c327ce6f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 40V, Positive-QTOF	splash10-0a4i-1910000000-1cc417c9e27860a69a8b	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 10V, Negative-QTOF	splash10-01ox-7390000000-7c109491645b2de3175c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 20V, Negative-QTOF	splash10-0zi9-5291000000-efba9c85f2c6e880045d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 40V, Negative-QTOF	splash10-0006-7900000000-755fec48a975846f3483	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 10V, Positive-QTOF	splash10-014i-0093000000-d6ea9158d4a5c5e854d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 20V, Positive-QTOF	splash10-000b-0390000000-a7fc227ec45a690cb591	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 40V, Positive-QTOF	splash10-01ot-2930000000-9e843ebd25be352ee92a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 10V, Negative-QTOF	splash10-0a4i-0119000000-28b87543a88a76e131f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 20V, Negative-QTOF	splash10-0pb9-0910000000-5c1a215c0537c5a6eff7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine 40V, Negative-QTOF	splash10-0a4i-0900000000-cbdc1018337d2698b27e	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

DB07892

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

64993

PDB ID

Not Available

ChEBI ID

43060

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-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine (HMDB0253092)

MOL for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

3D MOL for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

3D SDF for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

3D-SDF for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

PDB for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

3D PDB for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

SMILES for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

INCHI for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

Structure for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

3D Structure for HMDB0253092 (1-(2-Hydroxyethyloxymethyl)-6-phenyl thiothymine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra