Showing metabocard for Dimethylmalonic acid (MMDBc0000400)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:55 UTC
Update Date2024-04-30 19:32:10 UTC
Metabolite IDMMDBc0000400
Metabolite Identification
Common NameDimethylmalonic acid
DescriptionDimethylmalonic acid is a dicarboxylic acid that is malonic acid in which both methylene hydrogens have been replaced by methyl groups. It has a role as a fatty acid synthesis inhibitor. Dimethylmalonic acid, also known as 2,2-dimethylmalonate or propanedioate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Dimethylmalonic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fd0f801e6b0>


  Mrv1652305271900102D          

  9  8  0  0  0  0            999 V2000
   14.8255  -10.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5400  -10.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2545  -10.8812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5400   -9.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1110  -10.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3966  -10.8812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8255  -11.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8255  -10.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1110   -9.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  0  0  0  0
  5  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fd0f801e6b0>

HMDB0002001
     RDKit          3D
Dimethylmalonic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    0.1648    1.0906   -0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -0.1090    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528   -1.4122   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470   -0.0483    1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161    0.0257    2.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3778   -0.0747    0.6582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702   -0.0852    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937   -1.0167    0.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8234    0.9687    1.3987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1996    0.9110   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1953    1.4839   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763    1.9090   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065   -2.2232    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1622   -1.4850   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6560   -1.4848   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7349    0.3618   -0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031    1.1885    1.4890 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  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  6 16  1  0
  9 17  1  0
M  END
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3D SDF for #<Metabolite:0x00007fd0f801e6b0>


  Mrv1652305271900102D          

  9  8  0  0  0  0            999 V2000
   14.8255  -10.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5400  -10.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2545  -10.8812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5400   -9.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1110  -10.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3966  -10.8812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8255  -11.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8255  -10.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1110   -9.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  0  0  0  0
  5  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000400

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)

> <INCHI_KEY>
OREAFAJWWJHCOT-UHFFFAOYSA-N

> <FORMULA>
C5H8O4

> <MOLECULAR_WEIGHT>
132.1146

> <EXACT_MASS>
132.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
11.864207570757447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
dimethylpropanedioic acid

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
0.7678833120000002

> <ALOGPS_LOGS>
0.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.502721330205223

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4934249814742135

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
28.063299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimethylmalonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fd0f801e6b0>

HMDB0002001
     RDKit          3D
Dimethylmalonic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    0.1648    1.0906   -0.9005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220   -0.1090    0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528   -1.4122   -0.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470   -0.0483    1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161    0.0257    2.2290 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3778   -0.0747    0.6582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702   -0.0852    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937   -1.0167    0.4027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8234    0.9687    1.3987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1996    0.9110   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1953    1.4839   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763    1.9090   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065   -2.2232    0.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1622   -1.4850   -1.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6560   -1.4848   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7349    0.3618   -0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031    1.1885    1.4890 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  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  6 16  1  0
  9 17  1  0
M  END
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PDB for #<Metabolite:0x00007fd0f801e6b0>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      27.674 -20.312   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.008 -19.542   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      30.342 -20.312   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      29.008 -18.002   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      26.341 -19.542   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      25.007 -20.312   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      27.674 -21.852   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.674 -18.772   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      26.341 -18.002   0.000  0.00  0.00           O+0
CONECT    1    2    5    7    8                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1    6    9                                                  
CONECT    6    5                                                            
CONECT    7    1                                                            
CONECT    8    1                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for #<Metabolite:0x00007fd0f801e6b0>

COMPND    HMDB0002001
HETATM    1  C1  UNL     1       0.165   1.091  -0.900  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.022  -0.109   0.002  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.153  -1.412  -0.740  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.047  -0.048   1.035  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.716   0.026   2.229  1.00  0.00           O  
HETATM    6  O2  UNL     1       2.378  -0.075   0.658  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.370  -0.085   0.592  1.00  0.00           C  
HETATM    8  O3  UNL     1      -2.194  -1.017   0.403  1.00  0.00           O  
HETATM    9  O4  UNL     1      -1.823   0.969   1.399  1.00  0.00           O  
HETATM   10  H1  UNL     1      -0.200   0.911  -1.932  1.00  0.00           H  
HETATM   11  H2  UNL     1       1.195   1.484  -0.893  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.476   1.909  -0.485  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.006  -2.223   0.005  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.162  -1.485  -1.214  1.00  0.00           H  
HETATM   15  H6  UNL     1      -0.656  -1.485  -1.483  1.00  0.00           H  
HETATM   16  H7  UNL     1       2.735   0.362  -0.165  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.803   1.189   1.489  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4    7
CONECT    3   13   14   15
CONECT    4    5    5    6
CONECT    6   16
CONECT    7    8    8    9
CONECT    9   17
END
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SMILES for #<Metabolite:0x00007fd0f801e6b0>

CC(C)(C(O)=O)C(O)=O
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INCHI for #<Metabolite:0x00007fd0f801e6b0>

InChI=1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)
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Synonyms
ValueSource
2,2-Dimethylmalonic acidChEBI
2,2-DimethylmalonateGenerator
DimethylmalonateGenerator
2,2-PropanedicarboxylateHMDB
2,2-Propanedicarboxylic acidHMDB
PropanedioateHMDB
Propanedioic acidHMDB
Propanedioic acid dimethylHMDB
Hydrogen 2,2-dimethylmalonateMeSH, HMDB
Dimethyl-malonateGenerator, HMDB
Molecular FormulaC5H8O4
Average Mass132.1146
Monoisotopic Mass132.042258744
IUPAC Namedimethylpropanedioic acid
Traditional Namedimethylmalonic acid
CAS Registry NumberNot Available
SMILES
CC(C)(C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)
InChI KeyOREAFAJWWJHCOT-UHFFFAOYSA-N