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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:49:13 UTC

Update Date

2021-09-26 23:04:31 UTC

HMDB ID

HMDB0252120

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Etozolin

Description

ethyl 2-[3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Based on a literature review very few articles have been published on ethyl 2-[3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Etozolin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Etozolin 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

HMDB0252120
     RDKit          3D
Etozolin
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.4597    0.8637   -0.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6465   -0.3787   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -0.1567   -0.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842    0.2462   -1.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864    0.4349   -2.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    0.4637   -1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    0.3748   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258    0.7714   -1.6133 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848   -0.3103   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331    0.0030   -0.1995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209   -0.7981    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3001    0.0387    1.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2639    0.4490    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9597   -0.1720   -0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5027   -0.0132   -1.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    0.0173    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    0.2582    1.9295 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    0.0296    0.3990 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.2978    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5467    0.5877   -0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3796    1.5422    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2497    1.3863   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0120   -1.1938   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8368   -0.6862    0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452    0.7973   -2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.3797   -0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889   -1.2126    1.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6732   -1.6801    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7872   -0.5356    2.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174    0.9363    1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2755    0.0508    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625    1.5410    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2872   -1.2161   -0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    0.3745   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -0.9104   -1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3720    0.8672   -2.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304   -0.4322    2.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476    0.5899    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -1.2500    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18  7  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END


  Mrv1533004241523232D          

 19 20  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    0.0000    0.8250    0.0000 O   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    1.3819   -1.7224    0.0000 N   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
    1.6119   -3.1745    0.0000 O   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 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   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
  6  4  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  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
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
  8 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252120

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C=C1SC(N2CCCCC2)C(=O)N1C

> <INCHI_IDENTIFIER>
InChI=1S/C13H20N2O3S/c1-3-18-11(16)9-10-14(2)12(17)13(19-10)15-7-5-4-6-8-15/h9,13H,3-8H2,1-2H3

> <INCHI_KEY>
ZCKKHYXUQFTBIK-UHFFFAOYSA-N

> <FORMULA>
C13H20N2O3S

> <MOLECULAR_WEIGHT>
284.37

> <EXACT_MASS>
284.119463686

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.570650946212755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 2-[3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
1.9228851623333327

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.3464064464534165

> <JCHEM_POLAR_SURFACE_AREA>
49.85

> <JCHEM_REFRACTIVITY>
85.49700000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 2-[3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252120
     RDKit          3D
Etozolin
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.4597    0.8637   -0.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6465   -0.3787   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -0.1567   -0.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842    0.2462   -1.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864    0.4349   -2.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    0.4637   -1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    0.3748   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258    0.7714   -1.6133 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848   -0.3103   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331    0.0030   -0.1995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209   -0.7981    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3001    0.0387    1.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2639    0.4490    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9597   -0.1720   -0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5027   -0.0132   -1.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    0.0173    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    0.2582    1.9295 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    0.0296    0.3990 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.2978    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5467    0.5877   -0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3796    1.5422    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2497    1.3863   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0120   -1.1938   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8368   -0.6862    0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452    0.7973   -2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.3797   -0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889   -1.2126    1.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6732   -1.6801    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7872   -0.5356    2.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174    0.9363    1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2755    0.0508    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625    1.5410    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2872   -1.2161   -0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    0.3745   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -0.9104   -1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3720    0.8672   -2.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304   -0.4322    2.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476    0.5899    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -1.2500    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18  7  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  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      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.580  -3.215   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.009  -5.926   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0       0.088  -3.215   0.000  0.00  0.00           S+0
HETATM   13  N   UNK     0      -0.342  -5.926   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.285  -7.333   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.620  -8.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.152  -8.417   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.778  -7.011   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.873  -5.765   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.044  -2.739   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    8                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0252120
HETATM    1  C1  UNL     1       6.460   0.864  -0.386  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.647  -0.379  -0.149  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.288  -0.157  -0.360  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.684   0.246  -1.508  1.00  0.00           C  
HETATM    5  O2  UNL     1       4.486   0.435  -2.501  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.303   0.464  -1.686  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.254   0.375  -0.929  1.00  0.00           C  
HETATM    8  S1  UNL     1      -0.426   0.771  -1.613  1.00  0.00           S  
HETATM    9  C6  UNL     1      -1.285  -0.310  -0.387  1.00  0.00           C  
HETATM   10  N1  UNL     1      -2.633   0.003  -0.199  1.00  0.00           N  
HETATM   11  C7  UNL     1      -3.221  -0.798   0.839  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.300   0.039   1.490  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.264   0.449   0.400  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.960  -0.172  -0.939  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.503  -0.013  -1.325  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.407   0.017   0.762  1.00  0.00           C  
HETATM   17  O3  UNL     1      -0.859   0.258   1.929  1.00  0.00           O  
HETATM   18  N2  UNL     1       0.974   0.030   0.399  1.00  0.00           N  
HETATM   19  C13 UNL     1       2.007  -0.298   1.397  1.00  0.00           C  
HETATM   20  H1  UNL     1       7.547   0.588  -0.434  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.380   1.542   0.488  1.00  0.00           H  
HETATM   22  H3  UNL     1       6.250   1.386  -1.323  1.00  0.00           H  
HETATM   23  H4  UNL     1       6.012  -1.194  -0.830  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.837  -0.686   0.906  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.045   0.797  -2.746  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.122  -1.380  -0.672  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.489  -1.213   1.521  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.673  -1.680   0.304  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.787  -0.536   2.287  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.817   0.936   1.909  1.00  0.00           H  
HETATM   31  H12 UNL     1      -6.275   0.051   0.699  1.00  0.00           H  
HETATM   32  H13 UNL     1      -5.362   1.541   0.307  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.287  -1.216  -0.919  1.00  0.00           H  
HETATM   34  H15 UNL     1      -5.563   0.375  -1.695  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.246  -0.910  -1.953  1.00  0.00           H  
HETATM   36  H17 UNL     1      -3.372   0.867  -2.013  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.530  -0.432   2.410  1.00  0.00           H  
HETATM   38  H19 UNL     1       2.648   0.590   1.519  1.00  0.00           H  
HETATM   39  H20 UNL     1       2.502  -1.250   1.204  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   25
CONECT    7    8   18
CONECT    8    9
CONECT    9   10   16   26
CONECT   10   11   15
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   14   31   32
CONECT   14   15   33   34
CONECT   15   35   36
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   37   38   39
END

HMDB0252120
     RDKit          3D
Etozolin
 39 40  0  0  0  0  0  0  0  0999 V2000
    6.4597    0.8637   -0.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6465   -0.3787   -0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -0.1567   -0.3596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842    0.2462   -1.5076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864    0.4349   -2.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3032    0.4637   -1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    0.3748   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258    0.7714   -1.6133 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848   -0.3103   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331    0.0030   -0.1995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2209   -0.7981    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3001    0.0387    1.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2639    0.4490    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9597   -0.1720   -0.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5027   -0.0132   -1.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    0.0173    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8592    0.2582    1.9295 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    0.0296    0.3990 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0065   -0.2978    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5467    0.5877   -0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3796    1.5422    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2497    1.3863   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0120   -1.1938   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8368   -0.6862    0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0452    0.7973   -2.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.3797   -0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4889   -1.2126    1.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6732   -1.6801    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7872   -0.5356    2.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174    0.9363    1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2755    0.0508    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625    1.5410    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2872   -1.2161   -0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5627    0.3745   -1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2457   -0.9104   -1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3720    0.8672   -2.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304   -0.4322    2.4097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6476    0.5899    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5017   -1.2500    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18  7  1  0
 15 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ethyl 2-[3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetic acid	Generator
Ethyl 2-(3-methyl-4-oxo-5-piperidin-1-yl-1,3-thiazolidin-2-ylidene)acetic acid	Generator

Chemical Formula

C₁₃H₂₀N₂O₃S

Average Molecular Weight

284.37

Monoisotopic Molecular Weight

284.119463686

IUPAC Name

ethyl 2-[3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate

Traditional Name

ethyl 2-[3-methyl-4-oxo-5-(piperidin-1-yl)-1,3-thiazolidin-2-ylidene]acetate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C=C1SC(N2CCCCC2)C(=O)N1C

InChI Identifier

InChI=1S/C13H20N2O3S/c1-3-18-11(16)9-10-14(2)12(17)13(19-10)15-7-5-4-6-8-15/h9,13H,3-8H2,1-2H3

InChI Key

ZCKKHYXUQFTBIK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Piperidine
Vinylogous thioester
Acrylic acid or derivatives
Tertiary carboxylic acid amide
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Thiazolidine
Carboxamide group
Carboxylic acid ester
Ketene acetal or derivatives
Lactam
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Hemithioaminal
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
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)

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	2.27	ALOGPS
logP	1.92	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Basic)	5.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	49.85 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.5 m³·mol⁻¹	ChemAxon
Polarizability	30.57 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]+	168.143	30932474
DeepCCS	[M-H]-	165.785	30932474
DeepCCS	[M-2H]-	199.409	30932474
DeepCCS	[M+Na]+	175.072	30932474
AllCCS	[M+H]+	164.1	32859911
AllCCS	[M+H-H2O]+	160.8	32859911
AllCCS	[M+NH4]+	167.1	32859911
AllCCS	[M+Na]+	167.9	32859911
AllCCS	[M-H]-	167.0	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etozolin	CCOC(=O)C=C1SC(N2CCCCC2)C(=O)N1C	3136.7	Standard polar	33892256
Etozolin	CCOC(=O)C=C1SC(N2CCCCC2)C(=O)N1C	2191.5	Standard non polar	33892256
Etozolin	CCOC(=O)C=C1SC(N2CCCCC2)C(=O)N1C	2314.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Etozolin GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9560000000-f48b3f29c493712036af	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etozolin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 10V, Positive-QTOF	splash10-000i-2090000000-0472fb8d691291997e17	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 20V, Positive-QTOF	splash10-004i-2930000000-cae513150d3d2af7aa20	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 40V, Positive-QTOF	splash10-0ar0-9300000000-09def6c0ceb2ce36ee16	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 10V, Negative-QTOF	splash10-0a5i-5970000000-5d1ae7a4d51f1555ff8e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 20V, Negative-QTOF	splash10-003r-8900000000-6f2ef9775097b70db4cc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 40V, Negative-QTOF	splash10-01si-8900000000-84f5851b97de03fea912	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 10V, Positive-QTOF	splash10-000i-0090000000-9edc13eb6d225f78ef90	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 20V, Positive-QTOF	splash10-000i-5290000000-ecdbef81aeedcc35a96c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 40V, Positive-QTOF	splash10-001j-9400000000-dba8a999bac812d8181f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 10V, Negative-QTOF	splash10-001i-0090000000-07442ff143458f73cda2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 20V, Negative-QTOF	splash10-000i-1590000000-b7acebe84b8d1b9ff837	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etozolin 40V, Negative-QTOF	splash10-006x-9500000000-544e4980512424df9baf	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

6065

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Etozolin (HMDB0252120)

MOL for HMDB0252120 (Etozolin)

3D MOL for HMDB0252120 (Etozolin)

3D SDF for HMDB0252120 (Etozolin)

3D-SDF for HMDB0252120 (Etozolin)

PDB for HMDB0252120 (Etozolin)

3D PDB for HMDB0252120 (Etozolin)

SMILES for HMDB0252120 (Etozolin)

INCHI for HMDB0252120 (Etozolin)

Structure for HMDB0252120 (Etozolin)

3D Structure for HMDB0252120 (Etozolin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra