Showing metabocard for Methylisocitric acid (MMDBc0029833)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:43:33 UTC
Update Date2022-08-31 17:19:11 UTC
Metabolite IDMMDBc0029833
Metabolite Identification
Common NameMethylisocitric acid
DescriptionMethylisocitric acid is a product of bacterial metabolism in the gut. It can be produced by 2-methylisocitrate lyase and by 2-methylisocitrate dehydratase.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92388c6078>


  Mrv0541 02231220402D          

 14 13  0  0  0  0            999 V2000
   14.2316  -12.9572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7875  -13.2592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2152  -13.6715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -14.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9296  -14.9092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -11.1967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7875  -12.4342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3585  -13.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6440  -13.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3585  -12.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0566  -14.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -13.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9296  -14.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -12.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 12  2  0  0  0  0
  5 13  2  0  0  0  0
  6 14  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92388c6078>

HMDB0006471
     RDKit          3D
Methylisocitric acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.1972   -0.6839   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0152   -0.6412    0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253   -1.9944    0.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    0.1862    1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310    1.4089    1.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3717   -0.3652    2.5491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2412   -0.2478   -0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4111   -0.2014    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6680    0.1828   -0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6267    0.4138   -1.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177    0.2654    0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302    0.9403   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212    0.9108   -2.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    2.1895   -0.9540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.4848   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.3042   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -0.9942   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -1.9700    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    0.0459    3.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4731   -1.1153   -1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687    0.5268    1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5934   -1.1825    0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653    0.4499    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376    3.0562   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  7 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
 14 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92388c6078>


  Mrv0541 02231220402D          

 14 13  0  0  0  0            999 V2000
   14.2316  -12.9572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7875  -13.2592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2152  -13.6715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -14.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9296  -14.9092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -11.1967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7875  -12.4342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3585  -13.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6440  -13.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3585  -12.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0566  -14.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -13.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9296  -14.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0730  -12.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  1  0  0  0  0
  4 12  2  0  0  0  0
  5 13  2  0  0  0  0
  6 14  1  0  0  0  0
  7 14  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029833

> <DATABASE_NAME>
MIME

> <SMILES>
CC(O)(C(CC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)

> <INCHI_KEY>
HHKPKXCSHMJWCF-UHFFFAOYSA-N

> <FORMULA>
C7H10O7

> <MOLECULAR_WEIGHT>
206.1501

> <EXACT_MASS>
206.042652674

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
17.369726498071245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-hydroxy-1-methylpropane-1,2,3-tricarboxylic acid

> <ALOGPS_LOGP>
-0.87

> <JCHEM_LOGP>
-1.0135623636666664

> <ALOGPS_LOGS>
-0.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.805179537739238

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1668703375685876

> <JCHEM_PKA_STRONGEST_BASIC>
-4.066922204255973

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
40.42940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-methylisocitric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f92388c6078>

HMDB0006471
     RDKit          3D
Methylisocitric acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.1972   -0.6839   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0152   -0.6412    0.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253   -1.9944    0.4830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3179    0.1862    1.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310    1.4089    1.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3717   -0.3652    2.5491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2412   -0.2478   -0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4111   -0.2014    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6680    0.1828   -0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6267    0.4138   -1.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177    0.2654    0.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1302    0.9403   -1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212    0.9108   -2.7333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    2.1895   -0.9540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -1.4848   -1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    0.3042   -1.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705   -0.9942   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -1.9700    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7926    0.0459    3.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4731   -1.1153   -1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687    0.5268    1.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5934   -1.1825    0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653    0.4499    1.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0376    3.0562   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  7 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
 14 24  1  0
M  END
Download

PDB for #<Metabolite:0x00007f92388c6078>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      26.566 -24.187   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      31.337 -24.750   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      24.668 -25.520   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      30.003 -27.061   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      26.002 -27.830   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      30.003 -20.901   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      31.337 -23.210   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      28.669 -24.750   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.335 -25.520   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.669 -23.210   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.106 -26.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.003 -25.520   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.002 -26.290   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.003 -22.440   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   12                                                            
CONECT    5   13                                                            
CONECT    6   14                                                            
CONECT    7   14                                                            
CONECT    8    9   10   12                                                  
CONECT    9    1    8   11   13                                             
CONECT   10    8   14                                                       
CONECT   11    9                                                            
CONECT   12    2    4    8                                                  
CONECT   13    3    5    9                                                  
CONECT   14    6    7   10                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END
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3D PDB for #<Metabolite:0x00007f92388c6078>

COMPND    HMDB0006471
HETATM    1  C1  UNL     1      -2.197  -0.684  -0.870  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.015  -0.641   0.099  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.825  -1.994   0.483  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.318   0.186   1.285  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.531   1.409   1.154  1.00  0.00           O  
HETATM    6  O3  UNL     1      -1.372  -0.365   2.549  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.241  -0.248  -0.624  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.411  -0.201   0.336  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.668   0.183  -0.340  1.00  0.00           C  
HETATM   10  O4  UNL     1       2.627   0.414  -1.568  1.00  0.00           O  
HETATM   11  O5  UNL     1       3.818   0.265   0.423  1.00  0.00           O  
HETATM   12  C7  UNL     1       0.130   0.940  -1.468  1.00  0.00           C  
HETATM   13  O6  UNL     1       0.321   0.911  -2.733  1.00  0.00           O  
HETATM   14  O7  UNL     1      -0.192   2.189  -0.954  1.00  0.00           O  
HETATM   15  H1  UNL     1      -1.975  -1.485  -1.611  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.340   0.304  -1.350  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.071  -0.994  -0.265  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.626  -1.970   1.466  1.00  0.00           H  
HETATM   19  H5  UNL     1      -1.793   0.046   3.348  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.473  -1.115  -1.313  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.169   0.527   1.146  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.593  -1.182   0.816  1.00  0.00           H  
HETATM   23  H9  UNL     1       3.765   0.450   1.410  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.038   3.056  -1.419  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4    7
CONECT    3   18
CONECT    4    5    5    6
CONECT    6   19
CONECT    7    8   12   20
CONECT    8    9   21   22
CONECT    9   10   10   11
CONECT   11   23
CONECT   12   13   13   14
CONECT   14   24
END
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SMILES for #<Metabolite:0x00007f92388c6078>

CC(O)(C(CC(O)=O)C(O)=O)C(O)=O
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INCHI for #<Metabolite:0x00007f92388c6078>

InChI=1S/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)
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Synonyms
ValueSource
3-Carboxy-2,3-dideoxy-4-C-methylpentaric acidChEBI
alpha-Methylisocitric acidChEBI
3-Carboxy-2,3-dideoxy-4-C-methylpentarateGenerator
a-MethylisocitrateGenerator
a-Methylisocitric acidGenerator
alpha-MethylisocitrateGenerator
Α-methylisocitrateGenerator
Α-methylisocitric acidGenerator
MethylisocitrateGenerator
3-Hydroxy-1,2,3-butanetricarboxylateMeSH
DL-Threo-alpha-methylisocitrateMeSH
Threo-alpha-methylisocitrate, (3)H-labeledMeSH
(2R,3S)2-MethylisocitrateHMDB
(2S,3R)-3-Hydroxybutane-1,2,3-tricarboxylateHMDB
3-Hydroxy-1,2,3-butanetricarboxylic acidHMDB
3-Hydroxybutane-1,2,3-tricarboxylic acidHMDB
D.L-methylisocitrateHMDB
DL-Methylisocitric acidHMDB
threo-alpha-MethylisocitrateHMDB, MeSH
Molecular FormulaC7H10O7
Average Mass206.1501
Monoisotopic Mass206.042652674
IUPAC Name1-hydroxy-1-methylpropane-1,2,3-tricarboxylic acid
Traditional Nameα-methylisocitric acid
CAS Registry NumberNot Available
SMILES
CC(O)(C(CC(O)=O)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)
InChI KeyHHKPKXCSHMJWCF-UHFFFAOYSA-N