Showing metabocard for 2,5-Dichloro-4-oxohex-2-enedioate (MMDBc0029990)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:49:41 UTC
Update Date2022-08-31 17:38:27 UTC
Metabolite IDMMDBc0029990
Metabolite Identification
Common Name2,5-Dichloro-4-oxohex-2-enedioate
Description2,5-dichloro-4-oxohex-2-enedioate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be2716e90>


  Mrv0541 08131209242D          

 14 13  0  0  0  0            999 V2000
    0.8250    0.0000    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
    1.2375   -0.7145    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    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
    2.4750   -0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -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  0  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
    3.3000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   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  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  3  2  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
 14  1  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x0000560be2716e90>

HMDB0060363
     RDKit          3D
2,5-Dichloro-4-oxohex-2-enedioate
 17 16  0  0  0  0  0  0  0  0999 V2000
   -3.8681   -0.7582    1.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6168   -0.6100    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -1.7376    0.9818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2101    0.6561    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    1.9780    0.1262 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9893    0.9543   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    0.0485    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918   -1.1206    0.3639 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4419    0.6553   -0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983    1.1781   -2.1514 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5173   -0.3608   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -1.5338    0.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    0.0165   -0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -2.6301    0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8149    2.0054   -0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730    1.5396    0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6405   -0.2807   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
  6 15  1  0
  9 16  1  0
 13 17  1  0
M  END
Download

3D SDF for #<Metabolite:0x0000560be2716e90>


  Mrv0541 08131209242D          

 14 13  0  0  0  0            999 V2000
    0.8250    0.0000    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
    1.2375   -0.7145    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    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
    2.4750   -0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -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  0  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
    3.3000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   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  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  3  2  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
 14  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029990

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H4Cl2O5/c7-2(5(10)11)1-3(9)4(8)6(12)13/h1,4H,(H,10,11)(H,12,13)/b2-1+

> <INCHI_KEY>
PLPVRWUZGSFJJB-OWOJBTEDSA-N

> <FORMULA>
C6H4Cl2O5

> <MOLECULAR_WEIGHT>
226.999

> <EXACT_MASS>
225.943578652

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
17.375240023920966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-2,5-dichloro-4-oxohex-2-enedioic acid

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
1.2093253493333334

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.134683176610058

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.90882156309056

> <JCHEM_PKA_STRONGEST_BASIC>
-8.436018644382504

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
43.682700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C6H4cl2O5

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x0000560be2716e90>

HMDB0060363
     RDKit          3D
2,5-Dichloro-4-oxohex-2-enedioate
 17 16  0  0  0  0  0  0  0  0999 V2000
   -3.8681   -0.7582    1.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6168   -0.6100    0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8848   -1.7376    0.9818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2101    0.6561    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440    1.9780    0.1262 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9893    0.9543   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    0.0485    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918   -1.1206    0.3639 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4419    0.6553   -0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983    1.1781   -2.1514 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5173   -0.3608   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872   -1.5338    0.0675 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    0.0165   -0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -2.6301    0.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8149    2.0054   -0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730    1.5396    0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6405   -0.2807   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
  3 14  1  0
  6 15  1  0
  9 16  1  0
 13 17  1  0
M  END
Download

PDB for #<Metabolite:0x0000560be2716e90>

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM    8 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   14  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    3   14                                                  
CONECT    2    1    5    7                                                  
CONECT    3    1    4    9                                                  
CONECT    4    3    6    8                                                  
CONECT    5    2   10   11                                                  
CONECT    6    4   12   13                                                  
CONECT    7    2                                                            
CONECT    8    4                                                            
CONECT    9    3                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    6                                                            
CONECT   14    1                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END
Download

3D PDB for #<Metabolite:0x0000560be2716e90>

COMPND    HMDB0060363
HETATM    1  O1  UNL     1      -3.868  -0.758   1.076  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.617  -0.610   0.775  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.885  -1.738   0.982  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.210   0.656   0.292  1.00  0.00           C  
HETATM    5 CL1  UNL     1      -3.444   1.978   0.126  1.00  0.00          CL  
HETATM    6  C3  UNL     1      -0.989   0.954  -0.051  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.122   0.048   0.009  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.192  -1.121   0.364  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.442   0.655  -0.451  1.00  0.00           C  
HETATM   10 CL2  UNL     1       1.298   1.178  -2.151  1.00  0.00          CL  
HETATM   11  C6  UNL     1       2.517  -0.361  -0.350  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.287  -1.534   0.067  1.00  0.00           O  
HETATM   13  O5  UNL     1       3.786   0.016  -0.727  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.130  -2.630   0.557  1.00  0.00           H  
HETATM   15  H2  UNL     1      -0.815   2.005  -0.418  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.673   1.540   0.181  1.00  0.00           H  
HETATM   17  H4  UNL     1       4.640  -0.281  -0.281  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    6    6
CONECT    6    7   15
CONECT    7    8    8    9
CONECT    9   10   11   16
CONECT   11   12   12   13
CONECT   13   17
END
Download

SMILES for #<Metabolite:0x0000560be2716e90>

[H]\C(=C(/Cl)C(O)=O)C(=O)C(Cl)C(O)=O
Download

INCHI for #<Metabolite:0x0000560be2716e90>

InChI=1S/C6H4Cl2O5/c7-2(5(10)11)1-3(9)4(8)6(12)13/h1,4H,(H,10,11)(H,12,13)/b2-1+
Download
Synonyms
ValueSource
2,5-Dichloro-4-oxohex-2-enedioic acidGenerator
Molecular FormulaC6H4Cl2O5
Average Mass226.999
Monoisotopic Mass225.943578652
IUPAC Name(2E)-2,5-dichloro-4-oxohex-2-enedioic acid
Traditional NameC6H4cl2O5
CAS Registry NumberNot Available
SMILES
[H]\C(=C(/Cl)C(O)=O)C(=O)C(Cl)C(O)=O
InChI Identifier
InChI=1S/C6H4Cl2O5/c7-2(5(10)11)1-3(9)4(8)6(12)13/h1,4H,(H,10,11)(H,12,13)/b2-1+
InChI KeyPLPVRWUZGSFJJB-OWOJBTEDSA-N