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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:33:27 UTC

Update Date

2021-09-26 23:13:59 UTC

HMDB ID

HMDB0257542

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Description

(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 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 (5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (5r)-3-ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 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

HMDB0257542
     RDKit          3D
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-...
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.7323    0.5949    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1844   -0.8309   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212   -1.0535    0.8718 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.3258    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.3223   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303    0.6061   -1.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.2807   -2.0040 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    1.3237   -2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092    0.7658   -0.2628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068    1.2259   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5424    1.9037   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936    0.5708    0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8732   -0.8555    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -0.8767   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667   -1.3933    1.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.8413    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -0.4955    1.8078 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9880    1.2688    0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0348    0.9219   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6423    0.6370    0.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9936   -1.5086    0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302   -1.1663   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    0.7310   -3.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2983    1.1663    1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0011   -1.4486    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8352   -0.0520   -1.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9393   -0.7242   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0381   -1.8585   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4978   -2.3677    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9912    1.7968    1.6249 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17  4  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  8 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

  Mrv1652309112120332D          

 17 18  0  0  0  0            999 V2000
    4.0094    0.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1844    0.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    1.3448    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    0.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    0.9323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    2.0122    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    0.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    2.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5279    2.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175    3.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649   -0.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239   -0.2788    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257542

> <DATABASE_NAME>
hmdb

> <SMILES>
CCSC1=C(N2C(S1)C(C(C)O)C2=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H13NO4S2/c1-3-16-10-6(9(14)15)11-7(13)5(4(2)12)8(11)17-10/h4-5,8,12H,3H2,1-2H3,(H,14,15)

> <INCHI_KEY>
LDVDKTLZRGWFID-UHFFFAOYSA-N

> <FORMULA>
C10H13NO4S2

> <MOLECULAR_WEIGHT>
275.34

> <EXACT_MASS>
275.028600251

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.39667895024261

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(ethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
0.61

> <JCHEM_LOGP>
0.544823758

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.888118782070983

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.127316426200821

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8100504292227084

> <JCHEM_POLAR_SURFACE_AREA>
77.84

> <JCHEM_REFRACTIVITY>
76.78469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(ethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257542
     RDKit          3D
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-...
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.7323    0.5949    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1844   -0.8309   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212   -1.0535    0.8718 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.3258    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.3223   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303    0.6061   -1.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.2807   -2.0040 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    1.3237   -2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092    0.7658   -0.2628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068    1.2259   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5424    1.9037   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936    0.5708    0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8732   -0.8555    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -0.8767   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667   -1.3933    1.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.8413    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -0.4955    1.8078 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9880    1.2688    0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0348    0.9219   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6423    0.6370    0.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9936   -1.5086    0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302   -1.1663   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    0.7310   -3.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2983    1.1663    1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0011   -1.4486    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8352   -0.0520   -1.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9393   -0.7242   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0381   -1.8585   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4978   -2.3677    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9912    1.7968    1.6249 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17  4  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  8 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  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       7.484   1.177   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.944   1.177   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0       5.174   2.510   0.000  0.00  0.00           S+0
HETATM    4  C   UNK     0       3.634   2.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.729   1.264   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.264   1.740   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.264   3.280   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       2.729   3.756   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0      -0.276   3.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.276   1.740   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.365   0.651   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.365   4.369   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.852   3.971   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.966   5.857   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.205  -0.200   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.174  -1.345   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.711  -0.520   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   15                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    4                                                       
CONECT    9    7   10   12                                                  
CONECT   10    9    6   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0257542
HETATM    1  C1  UNL     1       4.732   0.595   0.070  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.184  -0.831  -0.007  1.00  0.00           C  
HETATM    3  S1  UNL     1       2.721  -1.053   0.872  1.00  0.00           S  
HETATM    4  C3  UNL     1       1.184  -0.326   0.530  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.610   0.322  -0.451  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.330   0.606  -1.726  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.471   0.281  -2.004  1.00  0.00           O  
HETATM    8  O2  UNL     1       0.683   1.324  -2.768  1.00  0.00           O  
HETATM    9  N1  UNL     1      -0.709   0.766  -0.263  1.00  0.00           N  
HETATM   10  C6  UNL     1      -2.007   1.226  -0.579  1.00  0.00           C  
HETATM   11  O3  UNL     1      -2.542   1.904  -1.510  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.494   0.571   0.660  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.873  -0.855   0.378  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.983  -0.877  -0.675  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.367  -1.393   1.583  1.00  0.00           O  
HETATM   16  C10 UNL     1      -1.104   0.841   1.103  1.00  0.00           C  
HETATM   17  S2  UNL     1      -0.178  -0.496   1.808  1.00  0.00           S  
HETATM   18  H1  UNL     1       3.988   1.269   0.540  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.035   0.922  -0.945  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.642   0.637   0.721  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.994  -1.509   0.489  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.230  -1.166  -1.055  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.053   0.731  -3.330  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.298   1.166   1.132  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.001  -1.449   0.074  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.835  -0.052  -1.417  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.939  -0.724  -0.102  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.038  -1.859  -1.187  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.498  -2.368   1.469  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.991   1.797   1.625  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4
CONECT    4    5    5   17
CONECT    5    6    9
CONECT    6    7    7    8
CONECT    8   23
CONECT    9   10   16
CONECT   10   11   11   12
CONECT   12   13   16   24
CONECT   13   14   15   25
CONECT   14   26   27   28
CONECT   15   29
CONECT   16   17   30
END

HMDB0257542
     RDKit          3D
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-...
 30 31  0  0  0  0  0  0  0  0999 V2000
    4.7323    0.5949    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1844   -0.8309   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212   -1.0535    0.8718 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -0.3258    0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.3223   -0.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303    0.6061   -1.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713    0.2807   -2.0040 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    1.3237   -2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7092    0.7658   -0.2628 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068    1.2259   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5424    1.9037   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936    0.5708    0.6596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8732   -0.8555    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -0.8767   -0.6747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667   -1.3933    1.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038    0.8413    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -0.4955    1.8078 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9880    1.2688    0.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0348    0.9219   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6423    0.6370    0.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9936   -1.5086    0.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2302   -1.1663   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    0.7310   -3.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2983    1.1663    1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0011   -1.4486    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8352   -0.0520   -1.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9393   -0.7242   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0381   -1.8585   -1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4978   -2.3677    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9912    1.7968    1.6249 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17  4  1  0
 16  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  8 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 14 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
(5R)-3-Ethylsulphanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
(5R)-3-Ethylsulphanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid	Generator
3-(Ethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	HMDB
3-(Ethylsulphanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	HMDB
3-(Ethylsulphanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid	HMDB

Chemical Formula

C₁₀H₁₃NO₄S₂

Average Molecular Weight

275.34

Monoisotopic Molecular Weight

275.028600251

IUPAC Name

3-(ethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Traditional Name

3-(ethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCSC1=C(N2C(S1)C(C(C)O)C2=O)C(O)=O

InChI Identifier

InChI=1S/C10H13NO4S2/c1-3-16-10-6(9(14)15)11-7(13)5(4(2)12)8(11)17-10/h4-5,8,12H,3H2,1-2H3,(H,14,15)

InChI Key

LDVDKTLZRGWFID-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
Penem
Thiazolecarboxylic acid or derivatives
Vinylogous thioester
Beta-lactam
Tertiary carboxylic acid amide
Meta-thiazoline
Thiazole
Azetidine
Carboxamide group
Lactam
Secondary alcohol
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Sulfenyl compound
Hemithioaminal
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic oxide
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	0.61	ALOGPS
logP	0.54	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	76.78 m³·mol⁻¹	ChemAxon
Polarizability	27.4 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]+	160.233	30932474
DeepCCS	[M-H]-	157.875	30932474
DeepCCS	[M-2H]-	190.761	30932474
DeepCCS	[M+Na]+	166.327	30932474
AllCCS	[M+H]+	155.7	32859911
AllCCS	[M+H-H2O]+	152.6	32859911
AllCCS	[M+NH4]+	158.6	32859911
AllCCS	[M+Na]+	159.5	32859911
AllCCS	[M-H]-	157.6	32859911
AllCCS	[M+Na-2H]-	157.8	32859911
AllCCS	[M+HCOO]-	158.2	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #1	CCSC1=C(C(=O)O)N2C(=O)C(C(C)O[Si](C)(C)C)C2S1	2351.6	Semi standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #1	CCSC1=C(C(=O)O)N2C(=O)C(C(C)O[Si](C)(C)C)C2S1	2286.3	Standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #1	CCSC1=C(C(=O)O)N2C(=O)C(C(C)O[Si](C)(C)C)C2S1	3515.5	Standard polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #2	CCSC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(C(C)O)C2S1	2357.9	Semi standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #2	CCSC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(C(C)O)C2S1	2306.3	Standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #2	CCSC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(C(C)O)C2S1	3706.5	Standard polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #1	CCSC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(C(C)O[Si](C)(C)C)C2S1	2421.6	Semi standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #1	CCSC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(C(C)O[Si](C)(C)C)C2S1	2430.3	Standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #1	CCSC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(C(C)O[Si](C)(C)C)C2S1	3132.5	Standard polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TBDMS,isomer #1	CCSC1=C(C(=O)O)N2C(=O)C(C(C)O[Si](C)(C)C(C)(C)C)C2S1	2568.8	Semi standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TBDMS,isomer #1	CCSC1=C(C(=O)O)N2C(=O)C(C(C)O[Si](C)(C)C(C)(C)C)C2S1	2567.1	Standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TBDMS,isomer #1	CCSC1=C(C(=O)O)N2C(=O)C(C(C)O[Si](C)(C)C(C)(C)C)C2S1	3534.9	Standard polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TBDMS,isomer #2	CCSC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(C(C)O)C2S1	2572.2	Semi standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TBDMS,isomer #2	CCSC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(C(C)O)C2S1	2589.2	Standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TBDMS,isomer #2	CCSC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(C(C)O)C2S1	3678.3	Standard polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TBDMS,isomer #1	CCSC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(C(C)O[Si](C)(C)C(C)(C)C)C2S1	2778.5	Semi standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TBDMS,isomer #1	CCSC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(C(C)O[Si](C)(C)C(C)(C)C)C2S1	2952.8	Standard non polar	33892256
(5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TBDMS,isomer #1	CCSC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(C(C)O[Si](C)(C)C(C)(C)C)C2S1	3225.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-9120000000-3ecebaba367eebd342ea	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14600866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13120879

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 (5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (HMDB0257542)

MOL for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D MOL for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D SDF for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D-SDF for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

PDB for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D PDB for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

SMILES for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

INCHI for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

Structure for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D Structure for HMDB0257542 ((5R)-3-Ethylsulfanyl-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra