Showing metabocard for (2E,4Z)-2-chloromuconic acid (MMDBc0054798)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-17 19:35:01 UTC
Update Date2025-10-07 16:08:41 UTC
Metabolite IDMMDBc0054798
Metabolite Identification
Common Name(2E,4Z)-2-chloromuconic acid
Description(2E,4Z)-2-chloromuconic acid is a chlorinated organic acid belonging to the class of muconic acids. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9aac9c8080>


  Mrv1652306172221352D          

 14 13  0  0  0  0            999 V2000
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
 12  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  3  1  0  0  0  0
M  CHG  2   9  -1  11  -1
M  END
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3D MOL for #<Metabolite:0x00007f9aac9c8080>

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3D SDF for #<Metabolite:0x00007f9aac9c8080>

  Mrv1652306172221352D          

 14 13  0  0  0  0            999 V2000
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
 12  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  3  1  0  0  0  0
M  CHG  2   9  -1  11  -1
M  END
> <DATABASE_ID>
MMDBc0054798

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(/[H])C([O-])=O)\C(\[H])=C(\Cl)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H5ClO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,(H,8,9)(H,10,11)/p-2/b3-1-,4-2+

> <INCHI_KEY>
OZNNVVBQWHRHHH-HSFFGMMNSA-L

> <FORMULA>
C6H3ClO4

> <MOLECULAR_WEIGHT>
174.54

> <EXACT_MASS>
173.9730834

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
13.92368064129484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4E)-5-chlorohexa-2,4-dienedioate

> <JCHEM_LOGP>
0.8752536586666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.10492880103825

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1811018105684146

> <JCHEM_POLAR_SURFACE_AREA>
80.25999999999999

> <JCHEM_REFRACTIVITY>
61.39110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-chloro-cis,cis-muconate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9aac9c8080>
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PDB for #<Metabolite:0x00007f9aac9c8080>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.620  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0      -0.770   1.334   0.000  0.00  0.00          Cl+0
HETATM    8  O   UNK     0       6.160  -0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O-1
HETATM   12  H   UNK     0       1.540  -2.667   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       2.310   1.334   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       4.620  -2.667   0.000  0.00  0.00           H+0
CONECT    1    2    3   12                                                  
CONECT    2    1    4   13                                                  
CONECT    3    1    5   14                                                  
CONECT    4    2    6    7                                                  
CONECT    5    3    8    9                                                  
CONECT    6    4   10   11                                                  
CONECT    7    4                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    1                                                            
CONECT   13    2                                                            
CONECT   14    3                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

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3D PDB for #<Metabolite:0x00007f9aac9c8080>
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SMILES for #<Metabolite:0x00007f9aac9c8080>
[H]\C(=C(/[H])C([O-])=O)\C(\[H])=C(\Cl)C([O-])=O
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INCHI for #<Metabolite:0x00007f9aac9c8080>
InChI=1S/C6H5ClO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,(H,8,9)(H,10,11)/p-2/b3-1-,4-2+
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Synonyms
ValueSource
(2E,4Z)-2-ChloromuconateChEBI
(2E,4Z)-2-Chloromuconic acidGenerator
2-Chloro-cis,cis-muconic acidGenerator
2-ChloromuconateMeSH
2-Chloromuconic acid, (e,Z)-isomerMeSH
2-Chloromuconic acid, (Z,Z)-isomerMeSH
2-Chloromuconic acidMeSH
Molecular FormulaC6H3ClO4
Average Mass174.54
Monoisotopic Mass173.9730834
IUPAC Name(2Z,4E)-5-chlorohexa-2,4-dienedioate
Traditional Name2-chloro-cis,cis-muconate
CAS Registry NumberNot Available
SMILES
[H]\C(=C(/[H])C([O-])=O)\C(\[H])=C(\Cl)C([O-])=O
InChI Identifier
InChI=1S/C6H5ClO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,(H,8,9)(H,10,11)/p-2/b3-1-,4-2+
InChI KeyOZNNVVBQWHRHHH-HSFFGMMNSA-L