MiMeDB: Showing metabocard for Deacetylcephalosporin C (MMDBc0052988)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:11:05 UTC

Update Date

2022-09-01 02:19:38 UTC

Metabolite ID

MMDBc0052988

Metabolite Identification

Common Name

Deacetylcephalosporin C

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041520192D          
 
 26 27  0  0  1  0            999 V2000
   16.8640  -10.7806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8640   -9.9556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5755  -11.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0390  -10.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0390   -9.9556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5755   -9.5468    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2985  -10.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5680  -11.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4562  -11.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0090   -9.8259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2985   -9.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0100  -11.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8527  -12.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2795  -12.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444   -9.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7253  -10.7882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3330   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444   -8.4617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6176   -9.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9061   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1946   -9.2024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4794   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1946   -8.5039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7678   -9.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4831  -10.4363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8640   -9.1764    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  1  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  6  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
  4  5  1  0  0  0  0
  7 11  1  0  0  0  0
  2 26  1  6  0  0  0
M  END

 
  Mrv1533006041520192D          
 
 26 27  0  0  1  0            999 V2000
   16.8640  -10.7806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8640   -9.9556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5755  -11.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0390  -10.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0390   -9.9556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5755   -9.5468    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2985  -10.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5680  -11.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4562  -11.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0090   -9.8259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2985   -9.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0100  -11.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8527  -12.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2795  -12.3231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444   -9.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7253  -10.7882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3330   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444   -8.4617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6176   -9.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9061   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1946   -9.2024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.4794   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1946   -8.5039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7678   -9.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4831  -10.4363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8640   -9.1764    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  1  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  6  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
  4  5  1  0  0  0  0
  7 11  1  0  0  0  0
  2 26  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052988

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12SCC(CO)=C(N1C(=O)[C@H]2NC(=O)CCC[C@@H](N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H19N3O7S/c15-7(13(21)22)2-1-3-8(19)16-9-11(20)17-10(14(23)24)6(4-18)5-25-12(9)17/h7,9,12,18H,1-5,15H2,(H,16,19)(H,21,22)(H,23,24)/t7-,9-,12-/m1/s1

> <INCHI_KEY>
XWCFYHBHOFBVIV-JWKOBGCHSA-N

> <FORMULA>
C14H19N3O7S

> <MOLECULAR_WEIGHT>
373.38

> <EXACT_MASS>
373.094371138

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.84761321295444

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7R)-7-[(5R)-5-amino-5-carboxypentanamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

> <ALOGPS_LOGP>
-2.74

> <JCHEM_LOGP>
-4.794395895902001

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.713488373083261

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8378710714191882

> <JCHEM_PKA_STRONGEST_BASIC>
9.224842367684785

> <JCHEM_POLAR_SURFACE_AREA>
170.26000000000002

> <JCHEM_REFRACTIVITY>
86.27569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
deacetylcephalosporin C

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  N   UNK     0      31.480 -20.124   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      31.480 -18.584   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.808 -20.922   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.940 -20.124   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.940 -18.584   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      32.808 -17.821   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0      34.157 -20.138   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.794 -22.226   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      28.852 -21.212   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      28.017 -18.342   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      34.157 -18.584   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.485 -20.908   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      31.458 -22.982   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      34.122 -23.003   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      26.216 -17.178   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      36.821 -20.138   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      24.888 -17.948   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      26.216 -15.795   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      23.553 -17.178   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.225 -17.948   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.897 -17.178   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.562 -17.948   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      20.897 -15.874   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      18.233 -17.171   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      19.568 -19.481   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0      31.480 -17.129   0.000  0.00  0.00           H+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6   26                                             
CONECT    3    1    7    8                                                  
CONECT    4    1    9    5                                                  
CONECT    5    2   10    4                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12   11                                                  
CONECT    8    3   13   14                                                  
CONECT    9    4                                                            
CONECT   10    5   15                                                       
CONECT   11    6    7                                                       
CONECT   12    7   16                                                       
CONECT   13    8                                                            
CONECT   14    8                                                            
CONECT   15   10   17   18                                                  
CONECT   16   12                                                            
CONECT   17   15   19                                                       
CONECT   18   15                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   24   25                                                  
CONECT   23   21                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

Synonyms

Value	Source
Deacetylcephalosporin C, sodium salt	MeSH
Deacetylcephalosporin C, (6R-(6alpha,7beta))-isomer	MeSH
Deacetylcephalosporin C, potassium salt	MeSH
Deacetylcephalosporin C, monopotassium salt	MeSH
Deacetylcephalosporin C, monosodium salt	MeSH

Molecular Formula

C₁₄H₁₉N₃O₇S

Average Mass

373.38

Monoisotopic Mass

373.094371138

IUPAC Name

(6R,7R)-7-[(5R)-5-amino-5-carboxypentanamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

deacetylcephalosporin C

CAS Registry Number

Not Available

SMILES

[H][C@]12SCC(CO)=C(N1C(=O)[C@H]2NC(=O)CCC[C@@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H19N3O7S/c15-7(13(21)22)2-1-3-8(19)16-9-11(20)17-10(14(23)24)6(4-18)5-25-12(9)17/h7,9,12,18H,1-5,15H2,(H,16,19)(H,21,22)(H,23,24)/t7-,9-,12-/m1/s1

InChI Key

XWCFYHBHOFBVIV-JWKOBGCHSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for Deacetylcephalosporin C (MMDBc0052988)

MOL for #<Metabolite:0x00007fdf246e5978>

3D MOL for #<Metabolite:0x00007fdf246e5978>

3D SDF for #<Metabolite:0x00007fdf246e5978>

3D-SDF for #<Metabolite:0x00007fdf246e5978>

PDB for #<Metabolite:0x00007fdf246e5978>

3D PDB for #<Metabolite:0x00007fdf246e5978>

SMILES for #<Metabolite:0x00007fdf246e5978>

INCHI for #<Metabolite:0x00007fdf246e5978>

Structure for #<Metabolite:0x00007fdf246e5978>

3D Structure for #<Metabolite:0x00007fdf246e5978>