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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:01:09 UTC

Update Date

2021-09-26 22:56:26 UTC

HMDB ID

HMDB0247000

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Desacetylcephalothin

Description

Desacetylcephalothin belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof. Based on a literature review very few articles have been published on Desacetylcephalothin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Desacetylcephalothin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Desacetylcephalothin 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

HMDB0247000
     RDKit          3D
Desacetylcephalothin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.3791    1.6235    0.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964    0.8871    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -0.6078    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619   -0.7681    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -0.8571    1.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3799   -1.0012    0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6585   -1.0477   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1290   -0.8919   -1.0783 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295    1.2447   -0.3821 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    1.6152   -0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0017    1.9941    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8736    2.8311    1.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    1.1186   -0.3219 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    0.5461   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521    1.4966   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5786    1.1790    0.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070    2.8915   -0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221   -0.7477   -0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7398   -1.4108   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -2.2687    0.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -1.7338   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6956   -1.0784   -0.8050 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.6266   -1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -1.1977   -0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3399   -0.8812    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095   -0.8196    2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2343   -1.0888    1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6491   -1.1612   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674    2.5968   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    2.4804   -1.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959    3.3537   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8463   -2.0842   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5713   -0.7726   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738   -1.9562    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2240   -2.3512    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -2.4401   -1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4033    0.6809   -2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
  8  4  1  0
 23 10  1  0
 23 13  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 17 31  1  0
 19 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 21 36  1  0
 23 37  1  0
M  END


  Mrv1652309112102012D          

 23 25  0  0  0  0            999 V2000
    3.1194    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    0.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    2.2135    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8655    0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2821    0.3926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2821    2.3843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5148    2.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7283    1.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0982    2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8950    2.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907    1.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0146    1.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2281    2.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5362    3.0598    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -0.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5483    0.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247000

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1=C(N2C(SC1)C(NC(=O)CC1=CC=CS1)C2=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H14N2O5S2/c17-5-7-6-23-13-10(12(19)16(13)11(7)14(20)21)15-9(18)4-8-2-1-3-22-8/h1-3,10,13,17H,4-6H2,(H,15,18)(H,20,21)

> <INCHI_KEY>
HTBAVMIGXROYPQ-UHFFFAOYSA-N

> <FORMULA>
C14H14N2O5S2

> <MOLECULAR_WEIGHT>
354.4

> <EXACT_MASS>
354.034413907

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
34.313711291861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(hydroxymethyl)-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-0.28

> <JCHEM_LOGP>
-0.4248525036666665

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.772342975455285

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6431142024483774

> <JCHEM_PKA_STRONGEST_BASIC>
-2.792838253198372

> <JCHEM_POLAR_SURFACE_AREA>
106.94000000000001

> <JCHEM_REFRACTIVITY>
84.64249999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(hydroxymethyl)-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247000
     RDKit          3D
Desacetylcephalothin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.3791    1.6235    0.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964    0.8871    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -0.6078    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619   -0.7681    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -0.8571    1.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3799   -1.0012    0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6585   -1.0477   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1290   -0.8919   -1.0783 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295    1.2447   -0.3821 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    1.6152   -0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0017    1.9941    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8736    2.8311    1.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    1.1186   -0.3219 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    0.5461   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521    1.4966   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5786    1.1790    0.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070    2.8915   -0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221   -0.7477   -0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7398   -1.4108   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -2.2687    0.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -1.7338   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6956   -1.0784   -0.8050 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.6266   -1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -1.1977   -0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3399   -0.8812    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095   -0.8196    2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2343   -1.0888    1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6491   -1.1612   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674    2.5968   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    2.4804   -1.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959    3.3537   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8463   -2.0842   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5713   -0.7726   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738   -1.9562    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2240   -2.3512    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -2.4401   -1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4033    0.6809   -2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
  8  4  1  0
 23 10  1  0
 23 13  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 17 31  1  0
 19 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 21 36  1  0
 23 37  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       5.823   3.362   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.823   1.822   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.489   1.052   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.156   1.822   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.156   3.362   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       4.489   4.132   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       1.616   3.362   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.616   1.822   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.527   0.733   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       0.527   4.451   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.961   4.052   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.360   2.565   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.050   5.141   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.537   4.743   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.089   3.305   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.627   3.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.026   4.873   0.000  0.00  0.00           C+0
HETATM   18  S   UNK     0      -4.734   5.712   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0       4.489  -0.488   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.156  -1.258   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.823  -1.258   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.157   1.052   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.490   1.822   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   22                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   10                                                  
CONECT    8    7    4    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19    3   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    2   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0247000
HETATM    1  O1  UNL     1      -3.379   1.623   0.531  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.396   0.887   0.167  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.659  -0.608   0.406  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.162  -0.768   0.353  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.087  -0.857   1.341  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.380  -1.001   0.983  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.659  -1.048  -0.357  1.00  0.00           C  
HETATM    8  S1  UNL     1      -5.129  -0.892  -1.078  1.00  0.00           S  
HETATM    9  N1  UNL     1      -1.229   1.245  -0.382  1.00  0.00           N  
HETATM   10  C7  UNL     1      -0.021   1.615  -0.951  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.002   1.994   0.129  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.874   2.831   1.047  1.00  0.00           O  
HETATM   13  N2  UNL     1       1.957   1.119  -0.322  1.00  0.00           N  
HETATM   14  C9  UNL     1       3.278   0.546  -0.236  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.352   1.497  -0.053  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.579   1.179   0.082  1.00  0.00           O  
HETATM   17  O4  UNL     1       4.107   2.891  -0.011  1.00  0.00           O  
HETATM   18  C11 UNL     1       3.422  -0.748  -0.289  1.00  0.00           C  
HETATM   19  C12 UNL     1       4.740  -1.411  -0.214  1.00  0.00           C  
HETATM   20  O5  UNL     1       4.766  -2.269   0.913  1.00  0.00           O  
HETATM   21  C13 UNL     1       2.287  -1.734  -0.392  1.00  0.00           C  
HETATM   22  S2  UNL     1       0.696  -1.078  -0.805  1.00  0.00           S  
HETATM   23  C14 UNL     1       0.993   0.627  -1.330  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.240  -1.198  -0.405  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.340  -0.881   1.422  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.809  -0.820   2.428  1.00  0.00           H  
HETATM   27  H4  UNL     1      -7.234  -1.089   1.699  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.649  -1.161  -0.838  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.567   2.597  -0.268  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.015   2.480  -1.709  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.196   3.354  -0.933  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.846  -2.084  -1.144  1.00  0.00           H  
HETATM   33  H10 UNL     1       5.571  -0.773  -0.185  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.074  -1.956   1.579  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.224  -2.351   0.536  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.589  -2.440  -1.208  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.403   0.681  -2.358  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4   24   25
CONECT    4    5    5    8
CONECT    5    6   26
CONECT    6    7    7   27
CONECT    7    8   28
CONECT    9   10   29
CONECT   10   11   23   30
CONECT   11   12   12   13
CONECT   13   14   23
CONECT   14   15   18   18
CONECT   15   16   16   17
CONECT   17   31
CONECT   18   19   21
CONECT   19   20   32   33
CONECT   20   34
CONECT   21   22   35   36
CONECT   22   23
CONECT   23   37
END

HMDB0247000
     RDKit          3D
Desacetylcephalothin
 37 39  0  0  0  0  0  0  0  0999 V2000
   -3.3791    1.6235    0.5311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3964    0.8871    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589   -0.6078    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1619   -0.7681    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873   -0.8571    1.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3799   -1.0012    0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6585   -1.0477   -0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1290   -0.8919   -1.0783 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2295    1.2447   -0.3821 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    1.6152   -0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0017    1.9941    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8736    2.8311    1.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    1.1186   -0.3219 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    0.5461   -0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521    1.4966   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5786    1.1790    0.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070    2.8915   -0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221   -0.7477   -0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7398   -1.4108   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664   -2.2687    0.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -1.7338   -0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6956   -1.0784   -0.8050 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    0.6266   -1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397   -1.1977   -0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3399   -0.8812    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8095   -0.8196    2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2343   -1.0888    1.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6491   -1.1612   -0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5674    2.5968   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150    2.4804   -1.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959    3.3537   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8463   -2.0842   -1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5713   -0.7726   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738   -1.9562    1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2240   -2.3512    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893   -2.4401   -1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4033    0.6809   -2.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
  8  4  1  0
 23 10  1  0
 23 13  1  0
  3 24  1  0
  3 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 17 31  1  0
 19 32  1  0
 19 33  1  0
 20 34  1  0
 21 35  1  0
 21 36  1  0
 23 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₄N₂O₅S₂

Average Molecular Weight

354.4

Monoisotopic Molecular Weight

354.034413907

IUPAC Name

3-(hydroxymethyl)-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

3-(hydroxymethyl)-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1=C(N2C(SC1)C(NC(=O)CC1=CC=CS1)C2=O)C(O)=O

InChI Identifier

InChI=1S/C14H14N2O5S2/c17-5-7-6-23-13-10(12(19)16(13)11(7)14(20)21)15-9(18)4-8-2-1-3-22-8/h1-3,10,13,17H,4-6H2,(H,15,18)(H,20,21)

InChI Key

HTBAVMIGXROYPQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]Oct-2-ene-2-carboxylic acid moiety or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporins

Alternative Parents

Substituents

Cephalosporin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Meta-thiazine
Heteroaromatic compound
Thiophene
Tertiary carboxylic acid amide
Azetidine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Dialkylthioether
Hemithioaminal
Thioether
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Organopnictogen compound
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	-0.28	ALOGPS
logP	-0.42	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.94 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	84.64 m³·mol⁻¹	ChemAxon
Polarizability	34.31 Å³	ChemAxon
Number of Rings	3	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]+	173.707	30932474
DeepCCS	[M-H]-	171.349	30932474
DeepCCS	[M-2H]-	204.235	30932474
DeepCCS	[M+Na]+	179.8	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.8	32859911
AllCCS	[M+NH4]+	178.0	32859911
AllCCS	[M+Na]+	178.7	32859911
AllCCS	[M-H]-	172.1	32859911
AllCCS	[M+Na-2H]-	171.9	32859911
AllCCS	[M+HCOO]-	171.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desacetylcephalothin	OCC1=C(N2C(SC1)C(NC(=O)CC1=CC=CS1)C2=O)C(O)=O	4813.0	Standard polar	33892256
Desacetylcephalothin	OCC1=C(N2C(SC1)C(NC(=O)CC1=CC=CS1)C2=O)C(O)=O	2493.5	Standard non polar	33892256
Desacetylcephalothin	OCC1=C(N2C(SC1)C(NC(=O)CC1=CC=CS1)C2=O)C(O)=O	3173.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desacetylcephalothin,3TMS,isomer #1	C[Si](C)(C)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)CC3=CC=CS3)[Si](C)(C)C)C2SC1	2955.5	Semi standard non polar	33892256
Desacetylcephalothin,3TMS,isomer #1	C[Si](C)(C)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)CC3=CC=CS3)[Si](C)(C)C)C2SC1	2909.2	Standard non polar	33892256
Desacetylcephalothin,3TMS,isomer #1	C[Si](C)(C)OCC1=C(C(=O)O[Si](C)(C)C)N2C(=O)C(N(C(=O)CC3=CC=CS3)[Si](C)(C)C)C2SC1	3935.0	Standard polar	33892256
Desacetylcephalothin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)CC3=CC=CS3)[Si](C)(C)C(C)(C)C)C2SC1	3529.8	Semi standard non polar	33892256
Desacetylcephalothin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)CC3=CC=CS3)[Si](C)(C)C(C)(C)C)C2SC1	3500.8	Standard non polar	33892256
Desacetylcephalothin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)C(N(C(=O)CC3=CC=CS3)[Si](C)(C)C(C)(C)C)C2SC1	4032.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9313000000-2c835859e1d7ede5e052	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetylcephalothin GC-MS (TBDMS_2_3) - 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 - Desacetylcephalothin 10V, Positive-QTOF	splash10-0a4i-0019000000-9c5c8bffdc2ef97c689b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylcephalothin 20V, Positive-QTOF	splash10-0bu0-1598000000-c45bea69572c7665048b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylcephalothin 40V, Positive-QTOF	splash10-0k92-3921000000-c50a0625934cf3ad56ac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylcephalothin 10V, Negative-QTOF	splash10-0ge9-0219000000-8d1d5cfccc3797d34eb7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylcephalothin 20V, Negative-QTOF	splash10-0ktu-2259000000-85518620a516db995239	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetylcephalothin 40V, Negative-QTOF	splash10-000w-9412000000-7bc9f18fd23c990a9d7c	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

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

10442744

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12767986

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 Desacetylcephalothin (HMDB0247000)

MOL for HMDB0247000 (Desacetylcephalothin)

3D MOL for HMDB0247000 (Desacetylcephalothin)

3D SDF for HMDB0247000 (Desacetylcephalothin)

3D-SDF for HMDB0247000 (Desacetylcephalothin)

PDB for HMDB0247000 (Desacetylcephalothin)

3D PDB for HMDB0247000 (Desacetylcephalothin)

SMILES for HMDB0247000 (Desacetylcephalothin)

INCHI for HMDB0247000 (Desacetylcephalothin)

Structure for HMDB0247000 (Desacetylcephalothin)

3D Structure for HMDB0247000 (Desacetylcephalothin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra