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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:08:35 UTC

Update Date

2021-09-26 23:13:29 UTC

HMDB ID

HMDB0257244

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ritipenem

Description

3-[(C-hydroxycarbonimidoyloxy)methyl]-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-[(C-hydroxycarbonimidoyloxy)methyl]-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 ). Ritipenem is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ritipenem 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

HMDB0257244
     RDKit          3D
Ritipenem
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.7980    1.3748    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9669    0.1133    1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -0.9016    1.7952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7007   -0.3437   -0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    0.6470   -1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    1.6543   -1.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.0095   -0.8467 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -0.2235   -0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5554    0.2972   -1.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329    0.0072   -1.9850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0374    1.1926   -2.7995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0869   -0.9934    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -1.5160    0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715   -1.2016    0.2193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453    0.0747    0.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4233    0.3652   -0.0731 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4446    0.8577    1.1380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -1.5117    1.0454 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977   -1.1770   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980    2.2900    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5113    1.4322    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4208    1.3293    2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    0.3042    1.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5233   -1.0237    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949   -0.7169   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5496    2.0689   -2.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3403   -1.3964    1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -2.6806    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2614    0.5983    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5532    0.3484   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187   -1.9817   -1.1835 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
 15 17  2  0
 12 18  1  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 19 31  1  0
M  END


  Mrv1652309112120082D          

 19 20  0  0  0  0            999 V2000
   -1.5279   -1.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310   -1.5156    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
    0.6773   -0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -0.1073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1477   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7310    0.4761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620    0.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4620   -1.1872    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1844    0.1947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0094    0.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219    0.9092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219   -0.5198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169    0.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    1.1038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1649    1.5454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5175   -2.3125    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  2  0  0  0  0
 13 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257244

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O6S/c1-3(13)5-7(14)12-6(9(15)16)4(19-8(5)12)2-18-10(11)17/h3,5,8,13H,2H2,1H3,(H2,11,17)(H,15,16)

> <INCHI_KEY>
IKQNRQOUOZJHTR-UHFFFAOYSA-N

> <FORMULA>
C10H12N2O6S

> <MOLECULAR_WEIGHT>
288.27

> <EXACT_MASS>
288.041607288

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
26.712741872196865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.41

> <JCHEM_LOGP>
-1.7538020760000004

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.587025813421342

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9574986024971563

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8100322969485676

> <JCHEM_POLAR_SURFACE_AREA>
130.16

> <JCHEM_REFRACTIVITY>
65.12140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257244
     RDKit          3D
Ritipenem
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.7980    1.3748    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9669    0.1133    1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -0.9016    1.7952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7007   -0.3437   -0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    0.6470   -1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    1.6543   -1.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.0095   -0.8467 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -0.2235   -0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5554    0.2972   -1.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329    0.0072   -1.9850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0374    1.1926   -2.7995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0869   -0.9934    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -1.5160    0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715   -1.2016    0.2193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453    0.0747    0.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4233    0.3652   -0.0731 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4446    0.8577    1.1380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -1.5117    1.0454 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977   -1.1770   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980    2.2900    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5113    1.4322    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4208    1.3293    2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    0.3042    1.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5233   -1.0237    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949   -0.7169   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5496    2.0689   -2.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3403   -1.3964    1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -2.6806    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2614    0.5983    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5532    0.3484   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187   -1.9817   -1.1835 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
 15 17  2  0
 12 18  1  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 19 31  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.852  -2.431   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.365  -2.829   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.276  -1.740   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.264  -1.740   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.264  -0.200   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.276  -0.200   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.365   0.889   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.729   0.276   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.634  -0.970   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       2.729  -2.216   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       5.174  -0.970   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.944   0.363   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.484   0.363   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.254   1.697   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       8.254  -0.970   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.205   1.740   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.711   2.060   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.174   2.885   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.966  -4.317   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
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   16                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    8   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    2                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0257244
HETATM    1  C1  UNL     1      -3.798   1.375   1.227  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.967   0.113   1.182  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.726  -0.902   1.795  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.701  -0.344  -0.227  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.964   0.647  -1.066  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.383   1.654  -1.702  1.00  0.00           O  
HETATM    7  N1  UNL     1      -0.710   0.009  -0.847  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.692  -0.224  -0.757  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.555   0.297  -1.842  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.733   0.007  -1.985  1.00  0.00           O  
HETATM   11  O4  UNL     1       1.037   1.193  -2.800  1.00  0.00           O  
HETATM   12  C7  UNL     1       1.087  -0.993   0.199  1.00  0.00           C  
HETATM   13  C8  UNL     1       2.327  -1.516   0.722  1.00  0.00           C  
HETATM   14  O5  UNL     1       3.572  -1.202   0.219  1.00  0.00           O  
HETATM   15  C9  UNL     1       4.145   0.075   0.457  1.00  0.00           C  
HETATM   16  N2  UNL     1       5.423   0.365  -0.073  1.00  0.00           N  
HETATM   17  O6  UNL     1       3.445   0.858   1.138  1.00  0.00           O  
HETATM   18  S1  UNL     1      -0.483  -1.512   1.045  1.00  0.00           S  
HETATM   19  C10 UNL     1      -1.498  -1.177  -0.456  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.198   2.290   1.309  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.511   1.432   0.380  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.421   1.329   2.160  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.027   0.304   1.708  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.523  -1.024   1.188  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.595  -0.717  -0.766  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.550   2.069  -2.934  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.340  -1.396   1.885  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.303  -2.681   0.647  1.00  0.00           H  
HETATM   29  H10 UNL     1       6.261   0.598   0.493  1.00  0.00           H  
HETATM   30  H11 UNL     1       5.553   0.348  -1.118  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.519  -1.982  -1.183  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24
CONECT    4    5   19   25
CONECT    5    6    6    7
CONECT    7    8   19
CONECT    8    9   12   12
CONECT    9   10   10   11
CONECT   11   26
CONECT   12   13   18
CONECT   13   14   27   28
CONECT   14   15
CONECT   15   16   17   17
CONECT   16   29   30
CONECT   18   19
CONECT   19   31
END

HMDB0257244
     RDKit          3D
Ritipenem
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.7980    1.3748    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9669    0.1133    1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -0.9016    1.7952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7007   -0.3437   -0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    0.6470   -1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833    1.6543   -1.7015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.0095   -0.8467 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -0.2235   -0.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5554    0.2972   -1.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329    0.0072   -1.9850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0374    1.1926   -2.7995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0869   -0.9934    0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273   -1.5160    0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5715   -1.2016    0.2193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1453    0.0747    0.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4233    0.3652   -0.0731 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4446    0.8577    1.1380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4832   -1.5117    1.0454 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977   -1.1770   -0.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980    2.2900    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5113    1.4322    0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4208    1.3293    2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0273    0.3042    1.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5233   -1.0237    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949   -0.7169   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5496    2.0689   -2.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3403   -1.3964    1.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -2.6806    0.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2614    0.5983    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5532    0.3484   -1.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5187   -1.9817   -1.1835 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
 15 17  2  0
 12 18  1  0
 18 19  1  0
 19  4  1  0
 19  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 16 29  1  0
 16 30  1  0
 19 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-[(C-Hydroxycarbonimidoyloxy)methyl]-6-(1-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate	Generator
Ritipenem sodium	MeSH

Chemical Formula

C₁₀H₁₂N₂O₆S

Average Molecular Weight

288.27

Monoisotopic Molecular Weight

288.041607288

IUPAC Name

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

Traditional Name

3-[(carbamoyloxy)methyl]-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(COC(N)=O)=C(N2C1=O)C(O)=O

InChI Identifier

InChI=1S/C10H12N2O6S/c1-3(13)5-7(14)12-6(9(15)16)4(19-8(5)12)2-18-10(11)17/h3,5,8,13H,2H2,1H3,(H2,11,17)(H,15,16)

InChI Key

IKQNRQOUOZJHTR-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
Meta-thiazoline
Thiazole
Tertiary carboxylic acid amide
Azetidine
Carboxamide group
Lactam
Secondary alcohol
Thioenolether
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hemithioaminal
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic oxide
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	-0.41	ALOGPS
logP	-1.8	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.96	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	5	ChemAxon
Refractivity	65.12 m³·mol⁻¹	ChemAxon
Polarizability	26.71 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]+	163.593	30932474
DeepCCS	[M-H]-	161.235	30932474
DeepCCS	[M-2H]-	194.121	30932474
DeepCCS	[M+Na]+	169.687	30932474
AllCCS	[M+H]+	159.0	32859911
AllCCS	[M+H-H2O]+	155.8	32859911
AllCCS	[M+NH4]+	161.9	32859911
AllCCS	[M+Na]+	162.7	32859911
AllCCS	[M-H]-	159.6	32859911
AllCCS	[M+Na-2H]-	159.5	32859911
AllCCS	[M+HCOO]-	159.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ritipenem	CC(O)C1C2SC(COC(N)=O)=C(N2C1=O)C(O)=O	3990.7	Standard polar	33892256
Ritipenem	CC(O)C1C2SC(COC(N)=O)=C(N2C1=O)C(O)=O	2412.5	Standard non polar	33892256
Ritipenem	CC(O)C1C2SC(COC(N)=O)=C(N2C1=O)C(O)=O	2604.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ritipenem,3TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)SC12	2576.9	Semi standard non polar	33892256
Ritipenem,3TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)SC12	2496.3	Standard non polar	33892256
Ritipenem,3TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N[Si](C)(C)C)SC12	3350.4	Standard polar	33892256
Ritipenem,3TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2543.1	Semi standard non polar	33892256
Ritipenem,3TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2600.2	Standard non polar	33892256
Ritipenem,3TMS,isomer #2	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3369.4	Standard polar	33892256
Ritipenem,3TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2559.4	Semi standard non polar	33892256
Ritipenem,3TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2624.1	Standard non polar	33892256
Ritipenem,3TMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3545.4	Standard polar	33892256
Ritipenem,4TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2592.4	Semi standard non polar	33892256
Ritipenem,4TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	2649.6	Standard non polar	33892256
Ritipenem,4TMS,isomer #1	CC(O[Si](C)(C)C)C1C(=O)N2C(C(=O)O[Si](C)(C)C)=C(COC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC12	3102.5	Standard polar	33892256
Ritipenem,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(COC(=O)N[Si](C)(C)C(C)(C)C)SC12	3165.2	Semi standard non polar	33892256
Ritipenem,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(COC(=O)N[Si](C)(C)C(C)(C)C)SC12	3105.2	Standard non polar	33892256
Ritipenem,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(COC(=O)N[Si](C)(C)C(C)(C)C)SC12	3494.2	Standard polar	33892256
Ritipenem,3TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3184.8	Semi standard non polar	33892256
Ritipenem,3TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3215.8	Standard non polar	33892256
Ritipenem,3TBDMS,isomer #2	CC(O[Si](C)(C)C(C)(C)C)C1C(=O)N2C(C(=O)O)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3485.5	Standard polar	33892256
Ritipenem,3TBDMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3174.2	Semi standard non polar	33892256
Ritipenem,3TBDMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3234.8	Standard non polar	33892256
Ritipenem,3TBDMS,isomer #3	CC(O)C1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3580.6	Standard polar	33892256
Ritipenem,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(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3395.6	Semi standard non polar	33892256
Ritipenem,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(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3429.1	Standard non polar	33892256
Ritipenem,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(COC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC12	3378.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9020000000-47259ee157c26b3af981	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritipenem GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	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

11208658

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13187820

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 Ritipenem (HMDB0257244)

MOL for HMDB0257244 (Ritipenem)

3D MOL for HMDB0257244 (Ritipenem)

3D SDF for HMDB0257244 (Ritipenem)

3D-SDF for HMDB0257244 (Ritipenem)

PDB for HMDB0257244 (Ritipenem)

3D PDB for HMDB0257244 (Ritipenem)

SMILES for HMDB0257244 (Ritipenem)

INCHI for HMDB0257244 (Ritipenem)

Structure for HMDB0257244 (Ritipenem)

3D Structure for HMDB0257244 (Ritipenem)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra