Showing metabocard for 2-Ethylmalate (MMDBc0031694)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:44:41 UTC
Update Date2024-04-30 19:51:29 UTC
Metabolite IDMMDBc0031694
Metabolite Identification
Common Name2-Ethylmalate
Description2-ethylmalate is a member of the chemical class known as Dicarboxylic Acids and Derivatives. These are organic compounds containing exactly two carboxylic acid groups. 2-ethylmalate appears to be inovled in pyruvate metabolism.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007feca69d0f68>


  Mrv0541 08091208222D          

 11 10  0  0  0  0            999 V2000
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    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
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007feca69d0f68>

HMDB0059758
     RDKit          3D
2-Hydroxy-2-ethylsuccinic acid
 21 20  0  0  0  0  0  0  0  0999 V2000
   -2.6281   -0.1875    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -0.9007    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -0.0290   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.7382   -1.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.9806   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.2205   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -0.3642   -1.8074 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8135    0.6388    0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0944    0.8663    0.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2453    0.2909    2.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837    2.2291    0.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505    0.6355   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424   -0.9629    0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996    0.1055    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4753   -1.6590   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0590   -1.4653    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831    1.0540   -1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0649   -1.5385    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713   -1.6783   -1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7209    0.6686    0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4326    2.7594    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  8 20  1  0
 11 21  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007feca69d0f68>


  Mrv0541 08091208222D          

 11 10  0  0  0  0            999 V2000
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    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
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031694

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O5/c1-2-6(11,5(9)10)3-4(7)8/h11H,2-3H2,1H3,(H,7,8)(H,9,10)

> <INCHI_KEY>
YVYGHRNLPUMVBU-UHFFFAOYSA-N

> <FORMULA>
C6H10O5

> <MOLECULAR_WEIGHT>
162.1406

> <EXACT_MASS>
162.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
14.48902581315303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-ethyl-2-hydroxybutanedioic acid

> <ALOGPS_LOGP>
-0.86

> <JCHEM_LOGP>
-0.15835314700000014

> <ALOGPS_LOGS>
0.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.446230596635221

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.502184434523107

> <JCHEM_PKA_STRONGEST_BASIC>
-4.061901094018148

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
34.112500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-ethyl-2-hydroxybutanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007feca69d0f68>

HMDB0059758
     RDKit          3D
2-Hydroxy-2-ethylsuccinic acid
 21 20  0  0  0  0  0  0  0  0999 V2000
   -2.6281   -0.1875    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -0.9007    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -0.0290   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107    0.7382   -1.3691 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0341   -0.9806   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.2205   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -0.3642   -1.8074 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8135    0.6388    0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0944    0.8663    0.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2453    0.2909    2.0521 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1837    2.2291    0.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8505    0.6355   -0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424   -0.9629    0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996    0.1055    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4753   -1.6590   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0590   -1.4653    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5831    1.0540   -1.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0649   -1.5385    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713   -1.6783   -1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7209    0.6686    0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4326    2.7594    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  8 20  1  0
 11 21  1  0
M  END
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PDB for #<Metabolite:0x00007feca69d0f68>

HEADER    PROTEIN                                 09-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+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
CONECT    1    2                                                            
CONECT    2    1    6                                                       
CONECT    3    4    6                                                       
CONECT    4    3    7    8                                                  
CONECT    5    6    9   10                                                  
CONECT    6    2    3    5   11                                             
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for #<Metabolite:0x00007feca69d0f68>

COMPND    HMDB0059758
HETATM    1  C1  UNL     1      -2.628  -0.187   0.325  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.343  -0.901   0.087  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.171  -0.029  -0.239  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.311   0.738  -1.369  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.034  -0.981  -0.359  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.251  -0.220  -0.676  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.784  -0.364  -1.807  1.00  0.00           O  
HETATM    8  O3  UNL     1       2.814   0.639   0.231  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.094   0.866   0.925  1.00  0.00           C  
HETATM   10  O4  UNL     1       0.245   0.291   2.052  1.00  0.00           O  
HETATM   11  O5  UNL     1       0.184   2.229   0.868  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.851   0.636  -0.347  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.442  -0.963   0.183  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.700   0.105   1.406  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.475  -1.659  -0.719  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.059  -1.465   1.014  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.583   1.054  -1.644  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.065  -1.538   0.595  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.771  -1.678  -1.179  1.00  0.00           H  
HETATM   20  H9  UNL     1       3.721   0.669   0.609  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.433   2.759   0.045  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4    5    9
CONECT    4   17
CONECT    5    6   18   19
CONECT    6    7    7    8
CONECT    8   20
CONECT    9   10   10   11
CONECT   11   21
END
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SMILES for #<Metabolite:0x00007feca69d0f68>

CCC(O)(CC(O)=O)C(O)=O
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INCHI for #<Metabolite:0x00007feca69d0f68>

InChI=1S/C6H10O5/c1-2-6(11,5(9)10)3-4(7)8/h11H,2-3H2,1H3,(H,7,8)(H,9,10)
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Synonyms
ValueSource
2-Hydroxy-2-ethylsuccinateGenerator
(R)-2-Ethylmalic acidGenerator
2-Ethylmalic acidGenerator
Molecular FormulaC6H10O5
Average Mass162.1406
Monoisotopic Mass162.05282343
IUPAC Name2-ethyl-2-hydroxybutanedioic acid
Traditional Name2-ethyl-2-hydroxybutanedioic acid
CAS Registry NumberNot Available
SMILES
CCC(O)(CC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C6H10O5/c1-2-6(11,5(9)10)3-4(7)8/h11H,2-3H2,1H3,(H,7,8)(H,9,10)
InChI KeyYVYGHRNLPUMVBU-UHFFFAOYSA-N