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

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:35:01 UTC
Update Date2022-08-12 20:09:05 UTC
Metabolite IDMMDBc0054798
Metabolite Identification
Common Name(2E,4Z)-2-chloromuconic acid
Description2-Chloro-cis,cis-muconate, also known as (2E,4Z)-2-chloromuconate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a small amount of articles have been published on 2-Chloro-cis,cis-muconate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fece28755d8>


  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:0x00007fece28755d8>

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3D SDF for #<Metabolite:0x00007fece28755d8>

  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:0x00007fece28755d8>
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PDB for #<Metabolite:0x00007fece28755d8>
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:0x00007fece28755d8>
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SMILES for #<Metabolite:0x00007fece28755d8>
[H]\C(=C(/[H])C([O-])=O)\C(\[H])=C(\Cl)C([O-])=O
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INCHI for #<Metabolite:0x00007fece28755d8>
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