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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:44:17 UTC

Update Date

2021-09-26 22:57:31 UTC

HMDB ID

HMDB0247681

Secondary Accession Numbers

None

Metabolite Identification

Common Name

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

Description

3-{[2-(C-hydroxycarbonimidoyloxy)ethyl]sulfanyl}-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 3-{[2-(C-hydroxycarbonimidoyloxy)ethyl]sulfanyl}-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,6s)-3-(2-carbamoyloxyethylsulfanyl)-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,6S)-3-(2-Carbamoyloxyethylsulfanyl)-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

HMDB0257543
     RDKit          3D
2-Carbamoyloxyethylthio-6-(1-hydroxyethyl)penem-3-carboxylic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.9173    0.5403    1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718   -0.4214    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1500   -1.3154    0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    0.3480   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    1.4668   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    2.6442    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838    0.7401   -0.5825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2253    0.3043   -0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7920    1.3466   -1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    1.1453   -1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562    2.7228   -1.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.9678   -0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041   -2.0382   -0.9197 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9654   -1.5273   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410   -1.0085    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.6147    0.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543   -0.0971    1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.2814    1.4674 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7611    0.0417    2.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.6897   -0.5544 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -0.1853   -1.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3021    0.6509    2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172    1.4993    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8896    0.1000    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769   -0.9594    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7511   -2.0504   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5112    0.7014   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    3.1199   -1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -0.8892   -1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024   -2.5090   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -0.1963    0.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -1.8823    1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2643    0.6402    2.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2022    0.1929    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -0.1342   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 12 20  1  0
 20 21  1  0
 21  4  1  0
 21  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 18 34  1  0
 21 35  1  0
M  END


  Mrv1652309112102442D          

 21 22  0  0  0  0            999 V2000
   -3.0753    3.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4920    2.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    2.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9806    2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5681    3.2691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2826    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4961    4.4785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389    3.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4286    1.9415    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4685    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830    2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119    2.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    1.0396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519    3.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6366    3.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804    4.4565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055    1.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247681

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C1C2SC(SCCOC(N)=O)=C(N2C1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N2O6S2/c1-4(14)5-7(15)13-6(9(16)17)10(21-8(5)13)20-3-2-19-11(12)18/h4-5,8,14H,2-3H2,1H3,(H2,12,18)(H,16,17)

> <INCHI_KEY>
LVCPLOQIOKEULU-UHFFFAOYSA-N

> <FORMULA>
C11H14N2O6S2

> <MOLECULAR_WEIGHT>
334.36

> <EXACT_MASS>
334.029328527

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.166615812406974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[2-(carbamoyloxy)ethyl]sulfanyl}-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.13

> <JCHEM_LOGP>
-0.5504137920000007

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.515982895837922

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.954588613536766

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8100504292401984

> <JCHEM_POLAR_SURFACE_AREA>
130.16

> <JCHEM_REFRACTIVITY>
86.3106

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[2-(carbamoyloxy)ethyl]sulfanyl}-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257543
     RDKit          3D
2-Carbamoyloxyethylthio-6-(1-hydroxyethyl)penem-3-carboxylic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.9173    0.5403    1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718   -0.4214    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1500   -1.3154    0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    0.3480   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    1.4668   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    2.6442    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838    0.7401   -0.5825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2253    0.3043   -0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7920    1.3466   -1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    1.1453   -1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562    2.7228   -1.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.9678   -0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041   -2.0382   -0.9197 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9654   -1.5273   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410   -1.0085    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.6147    0.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543   -0.0971    1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.2814    1.4674 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7611    0.0417    2.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.6897   -0.5544 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -0.1853   -1.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3021    0.6509    2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172    1.4993    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8896    0.1000    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769   -0.9594    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7511   -2.0504   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5112    0.7014   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    3.1199   -1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -0.8892   -1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024   -2.5090   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -0.1963    0.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -1.8823    1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2643    0.6402    2.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2022    0.1929    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -0.1342   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 12 20  1  0
 20 21  1  0
 21  4  1  0
 21  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 18 34  1  0
 21 35  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      -5.741   6.229   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.652   5.140   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.164   5.539   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.830   4.769   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.060   6.102   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.394   6.872   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.793   8.360   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.446   5.782   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.607   4.251   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0      -0.800   3.624   0.000  0.00  0.00           S+0
HETATM   11  S   UNK     0       1.941   3.481   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0       3.274   4.251   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.608   3.481   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.942   4.251   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.275   3.481   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.609   4.251   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       7.275   1.941   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       1.590   6.813   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.055   6.337   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.270   8.319   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -5.050   3.652   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    3    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    8   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    2                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0257543
HETATM    1  C1  UNL     1      -4.917   0.540   1.621  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.172  -0.421   0.708  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.150  -1.315   0.223  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.668   0.348  -0.465  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.734   1.467  -0.166  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.846   2.644   0.288  1.00  0.00           O  
HETATM    7  N1  UNL     1      -1.584   0.740  -0.583  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.225   0.304  -0.792  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.792   1.347  -1.068  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.984   1.145  -1.327  1.00  0.00           O  
HETATM   11  O4  UNL     1       0.456   2.723  -1.053  1.00  0.00           O  
HETATM   12  C7  UNL     1      -0.023  -0.968  -0.757  1.00  0.00           C  
HETATM   13  S1  UNL     1       1.304  -2.038  -0.920  1.00  0.00           S  
HETATM   14  C8  UNL     1       2.965  -1.527  -0.825  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.341  -1.009   0.558  1.00  0.00           C  
HETATM   16  O5  UNL     1       4.675  -0.615   0.530  1.00  0.00           O  
HETATM   17  C10 UNL     1       5.354  -0.097   1.603  1.00  0.00           C  
HETATM   18  N2  UNL     1       6.735   0.281   1.467  1.00  0.00           N  
HETATM   19  O6  UNL     1       4.761   0.042   2.696  1.00  0.00           O  
HETATM   20  S2  UNL     1      -1.726  -1.690  -0.554  1.00  0.00           S  
HETATM   21  C11 UNL     1      -2.533  -0.185  -1.244  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.302   0.651   2.545  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.117   1.499   1.128  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.890   0.100   1.969  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.377  -0.959   1.253  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.751  -2.050  -0.295  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.511   0.701  -1.107  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.331   3.120  -1.988  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.354  -0.889  -1.615  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.602  -2.509  -0.946  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.697  -0.196   0.908  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.244  -1.882   1.271  1.00  0.00           H  
HETATM   33  H12 UNL     1       7.264   0.640   2.284  1.00  0.00           H  
HETATM   34  H13 UNL     1       7.202   0.193   0.541  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.536  -0.134  -2.330  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26
CONECT    4    5   21   27
CONECT    5    6    6    7
CONECT    7    8   21
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   28
CONECT   12   13   20
CONECT   13   14
CONECT   14   15   29   30
CONECT   15   16   31   32
CONECT   16   17
CONECT   17   18   19   19
CONECT   18   33   34
CONECT   20   21
CONECT   21   35
END

HMDB0257543
     RDKit          3D
2-Carbamoyloxyethylthio-6-(1-hydroxyethyl)penem-3-carboxylic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
   -4.9173    0.5403    1.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718   -0.4214    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1500   -1.3154    0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6683    0.3480   -0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    1.4668   -0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    2.6442    0.2877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838    0.7401   -0.5825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2253    0.3043   -0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7920    1.3466   -1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    1.1453   -1.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4562    2.7228   -1.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0227   -0.9678   -0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041   -2.0382   -0.9197 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9654   -1.5273   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410   -1.0085    0.5578 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746   -0.6147    0.5301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543   -0.0971    1.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.2814    1.4674 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7611    0.0417    2.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.6897   -0.5544 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5332   -0.1853   -1.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3021    0.6509    2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1172    1.4993    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8896    0.1000    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3769   -0.9594    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7511   -2.0504   -0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5112    0.7014   -1.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3312    3.1199   -1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -0.8892   -1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6024   -2.5090   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966   -0.1963    0.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -1.8823    1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2643    0.6402    2.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2022    0.1929    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362   -0.1342   -2.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  8 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 12 20  1  0
 20 21  1  0
 21  4  1  0
 21  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  4 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 18 33  1  0
 18 34  1  0
 21 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-{[2-(C-hydroxycarbonimidoyloxy)ethyl]sulfanyl}-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
3-{[2-(C-hydroxycarbonimidoyloxy)ethyl]sulphanyl}-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
3-{[2-(C-hydroxycarbonimidoyloxy)ethyl]sulphanyl}-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid	Generator
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
(5R,6S)-3-(2-Carbamoyloxyethylsulphanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
(5R,6S)-3-(2-Carbamoyloxyethylsulphanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid	Generator

Chemical Formula

C₁₁H₁₄N₂O₆S₂

Average Molecular Weight

334.36

Monoisotopic Molecular Weight

334.029328527

IUPAC Name

3-{[2-(carbamoyloxy)ethyl]sulfanyl}-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Traditional Name

3-{[2-(carbamoyloxy)ethyl]sulfanyl}-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)C1C2SC(SCCOC(N)=O)=C(N2C1=O)C(O)=O

InChI Identifier

InChI=1S/C11H14N2O6S2/c1-4(14)5-7(15)13-6(9(16)17)10(21-8(5)13)20-3-2-19-11(12)18/h4-5,8,14H,2-3H2,1H3,(H2,12,18)(H,16,17)

InChI Key

LVCPLOQIOKEULU-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
Carbamic acid ester
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)

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	-0.13	ALOGPS
logP	-0.55	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.95	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.16 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.31 m³·mol⁻¹	ChemAxon
Polarizability	32.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.412	30932474
DeepCCS	[M-H]-	167.054	30932474
DeepCCS	[M-2H]-	199.94	30932474
DeepCCS	[M+Na]+	175.505	30932474
AllCCS	[M+H]+	166.5	32859911
AllCCS	[M+H-H2O]+	163.8	32859911
AllCCS	[M+NH4]+	169.0	32859911
AllCCS	[M+Na]+	169.7	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	167.9	32859911
AllCCS	[M+HCOO]-	168.1	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(N)=O)SC12	2921.5	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(N)=O)SC12	2741.4	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(N)=O)SC12	5056.7	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #2	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(N)=O)SC12	2900.1	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #2	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(N)=O)SC12	2752.3	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #2	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(N)=O)SC12	5160.7	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C)SC12	2914.9	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C)SC12	2783.9	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,1TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C)SC12	5204.1	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C)SC12	2918.6	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C)SC12	2880.2	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C)SC12	4389.2	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #4	CC(O)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2939.8	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #4	CC(O)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2967.8	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TMS,isomer #4	CC(O)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	4637.4	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N[Si](C)(C)C)SC12	2962.5	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N[Si](C)(C)C)SC12	2950.7	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N[Si](C)(C)C)SC12	3985.8	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2923.5	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3052.6	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3943.6	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2927.7	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3063.6	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	4149.0	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,4TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2963.4	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,4TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3125.1	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,4TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3660.6	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C(C)(C)C)SC12	3336.3	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C(C)(C)C)SC12	3398.4	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,2TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N[Si](C)(C)C(C)(C)C)SC12	4239.2	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N[Si](C)(C)C(C)(C)C)SC12	3486.6	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N[Si](C)(C)C(C)(C)C)SC12	3691.5	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N[Si](C)(C)C(C)(C)C)SC12	4012.4	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3541.2	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3740.0	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3955.4	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3510.7	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3745.7	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3TBDMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	4087.2	Standard polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,4TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3694.9	Semi standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,4TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	4012.9	Standard non polar	33892256
(5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,4TBDMS,isomer #1	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(SCCOC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3834.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9011000000-12028b02e06af8aedd3a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-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,6S)-3-(2-Carbamoyloxyethylsulfanyl)-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,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	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 - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 10V, Positive-QTOF	splash10-000i-0019000000-296b2bf51245408cb14d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 20V, Positive-QTOF	splash10-007c-3095000000-3e7306857106dc6aaffb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 40V, Positive-QTOF	splash10-01vp-9830000000-f60670272116b2cc4ca7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 10V, Negative-QTOF	splash10-001i-1559000000-46f514c2cbf79ebcad9c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 20V, Negative-QTOF	splash10-03yl-0792000000-93d1d2942c5fd0ab7a96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 40V, Negative-QTOF	splash10-0006-6930000000-c9fa50a1904d7a45f8a8	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 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	¹³C NMR Spectrum (1D, 200 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	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	¹H NMR Spectrum (1D, 700 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, 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

8149713

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9974121

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,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (HMDB0247681)

MOL for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D MOL for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D SDF for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D-SDF for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

PDB for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D PDB for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

SMILES for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

INCHI for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

Structure for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid)

3D Structure for HMDB0247681 ((5R,6S)-3-(2-Carbamoyloxyethylsulfanyl)-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

MS/MS Spectra

NMR Spectra