Showing metabocard for 3-hydroxy-cis,cis-muconic acid (MMDBc0054226)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:00:09 UTC
Update Date2022-09-01 02:27:55 UTC
Metabolite IDMMDBc0054226
Metabolite Identification
Common Name3-hydroxy-cis,cis-muconic acid
Description3-hydroxy-cis,cis-muconic acid 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. 3-hydroxy-cis,cis-muconic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000556b6adf7e58>

 
  Mrv1533006041517302D          
 
 11 10  0  0  0  0            999 V2000
   10.8220   -8.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8220   -9.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5345   -7.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094   -7.7813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094   -9.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2508   -8.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3931   -9.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2470   -9.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9634   -7.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6805   -9.5163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3969   -8.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000556b6adf7e58>

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3D SDF for #<Metabolite:0x0000556b6adf7e58>
 
  Mrv1533006041517302D          
 
 11 10  0  0  0  0            999 V2000
   10.8220   -8.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8220   -9.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5345   -7.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094   -7.7813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094   -9.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2508   -8.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3931   -9.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2470   -9.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9634   -7.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6805   -9.5163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3969   -8.3182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054226

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)\C=C/C(/O)=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-3,7H,(H,8,9)(H,10,11)/b2-1-,4-3+

> <INCHI_KEY>
DLKZGMNZEDNHKO-BXTBVDPRSA-N

> <FORMULA>
C6H6O5

> <MOLECULAR_WEIGHT>
158.109

> <EXACT_MASS>
158.021523293

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.066904424565717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4E)-4-hydroxyhexa-2,4-dienedioic acid

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
-0.18454555700000005

> <ALOGPS_LOGS>
-1.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.387391383655183

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.621741867680603

> <JCHEM_PKA_STRONGEST_BASIC>
-6.5285863834849005

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
36.817899999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-cis,cis-muconate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x0000556b6adf7e58>
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PDB for #<Metabolite:0x0000556b6adf7e58>
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  C   UNK     0      20.201 -15.450   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.201 -16.993   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.531 -14.679   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      18.871 -14.525   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      18.871 -17.757   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.868 -15.450   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.534 -16.993   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      22.861 -17.293   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      24.198 -14.679   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      16.204 -17.764   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      17.541 -15.527   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1                                                            
CONECT    5    2    7                                                       
CONECT    6    3    8    9                                                  
CONECT    7    5   10   11                                                  
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    7                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for #<Metabolite:0x0000556b6adf7e58>
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SMILES for #<Metabolite:0x0000556b6adf7e58>
OC(=O)\C=C/C(/O)=C\C(O)=O
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INCHI for #<Metabolite:0x0000556b6adf7e58>
InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-3,7H,(H,8,9)(H,10,11)/b2-1-,4-3+
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Synonyms
ValueSource
3-Hydroxy-cis,cis-muconateChEBI
Molecular FormulaC6H6O5
Average Mass158.109
Monoisotopic Mass158.021523293
IUPAC Name(2Z,4E)-4-hydroxyhexa-2,4-dienedioic acid
Traditional Name3-hydroxy-cis,cis-muconate
CAS Registry NumberNot Available
SMILES
OC(=O)\C=C/C(/O)=C\C(O)=O
InChI Identifier
InChI=1S/C6H6O5/c7-4(3-6(10)11)1-2-5(8)9/h1-3,7H,(H,8,9)(H,10,11)/b2-1-,4-3+
InChI KeyDLKZGMNZEDNHKO-BXTBVDPRSA-N