Showing metabocard for Ethylmethylacetic acid (MMDBc0000213)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:40:00 UTC
Update Date2022-08-31 00:14:56 UTC
Metabolite IDMMDBc0000213
Metabolite Identification
Common NameEthylmethylacetic acid
DescriptionEthylmethylacetic acid is a carboxylic acid found in low amounts in normal humans (PMID 3372640 ). It has been described in the urine of individuals with 2-ethylhydracrylic aciduria associated with short/branched-chain acyl-CoA dehydrogenase deficiency (due to ACADSB gene mutations, OMIM 600301 ) (PMID 15615815 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055c79c256bb0>


  Mrv1652304272018562D          

  7  6  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x000055c79c256bb0>

HMDB0002176
     RDKit          3D
Ethylmethylacetic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    1.7818   -0.6211    0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987    0.5489    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.1752   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588    1.4535   -0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1892   -0.7934    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3666   -0.5540    0.6308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541   -2.0300    0.5968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8698   -0.3950    0.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7034   -0.8270    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5397   -1.5308   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456    1.2751   -0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978    1.1009    1.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1408   -0.2781   -1.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296    1.6441   -1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1445    1.3819   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6506    2.3330   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8381   -2.8832    0.1038 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  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  4 16  1  0
  7 17  1  0
M  END
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3D SDF for #<Metabolite:0x000055c79c256bb0>


  Mrv1652304272018562D          

  7  6  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000213

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)

> <INCHI_KEY>
WLAMNBDJUVNPJU-UHFFFAOYSA-N

> <FORMULA>
C5H10O2

> <MOLECULAR_WEIGHT>
102.1317

> <EXACT_MASS>
102.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
10.98492198543893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylbutanoic acid

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
1.464745076

> <ALOGPS_LOGS>
-0.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.969194504225091

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
26.446099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-2-methylbutyrate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x000055c79c256bb0>

HMDB0002176
     RDKit          3D
Ethylmethylacetic acid
 17 16  0  0  0  0  0  0  0  0999 V2000
    1.7818   -0.6211    0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8987    0.5489    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646    0.1752   -0.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588    1.4535   -0.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1892   -0.7934    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3666   -0.5540    0.6308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541   -2.0300    0.5968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8698   -0.3950    0.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7034   -0.8270    1.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5397   -1.5308   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456    1.2751   -0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978    1.1009    1.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1408   -0.2781   -1.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3296    1.6441   -1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1445    1.3819   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6506    2.3330   -0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8381   -2.8832    0.1038 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  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  4 16  1  0
  7 17  1  0
M  END
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PDB for #<Metabolite:0x000055c79c256bb0>

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    4                                                       
CONECT    4    2    3    5                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x000055c79c256bb0>

COMPND    HMDB0002176
HETATM    1  C1  UNL     1       1.782  -0.621   0.515  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.899   0.549   0.232  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.365   0.175  -0.506  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.159   1.453  -0.724  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.189  -0.793   0.261  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.367  -0.554   0.631  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.654  -2.030   0.597  1.00  0.00           O  
HETATM    8  H1  UNL     1       2.870  -0.395   0.338  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.703  -0.827   1.623  1.00  0.00           H  
HETATM   10  H3  UNL     1       1.540  -1.531  -0.037  1.00  0.00           H  
HETATM   11  H4  UNL     1       1.446   1.275  -0.395  1.00  0.00           H  
HETATM   12  H5  UNL     1       0.598   1.101   1.157  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.141  -0.278  -1.482  1.00  0.00           H  
HETATM   14  H7  UNL     1      -1.330   1.644  -1.800  1.00  0.00           H  
HETATM   15  H8  UNL     1      -2.144   1.382  -0.213  1.00  0.00           H  
HETATM   16  H9  UNL     1      -0.651   2.333  -0.301  1.00  0.00           H  
HETATM   17  H10 UNL     1      -0.838  -2.883   0.104  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3   11   12
CONECT    3    4    5   13
CONECT    4   14   15   16
CONECT    5    6    6    7
CONECT    7   17
END
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SMILES for #<Metabolite:0x000055c79c256bb0>

CCC(C)C(O)=O
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INCHI for #<Metabolite:0x000055c79c256bb0>

InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)
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Synonyms
ValueSource
2-Methybutyric acidChEBI
alpha-Methyl butyric acidChEBI
alpha-Methylbutyric acidChEBI
Butane-2-carboxylic acidChEBI
Methylethylacetic acidChEBI
2-Methylbutyric acidKegg
2-MethybutyrateGenerator
a-Methyl butyrateGenerator
a-Methyl butyric acidGenerator
alpha-Methyl butyrateGenerator
Α-methyl butyrateGenerator
Α-methyl butyric acidGenerator
a-MethylbutyrateGenerator
a-Methylbutyric acidGenerator
alpha-MethylbutyrateGenerator
Α-methylbutyrateGenerator
Α-methylbutyric acidGenerator
Butane-2-carboxylateGenerator
MethylethylacetateGenerator
2-MethylbutyrateGenerator
EthylmethylacetateGenerator
(+/-)-2-methylbutyrateHMDB
(+/-)-2-methylbutyric acidHMDB
2-EthylpropionateHMDB
2-Ethylpropionic acidHMDB
2-Methyl butyrateHMDB
2-Methyl butyric acidHMDB
2-MethylbutanoateHMDB, Generator
2-Methylbutanoic acidHMDB
D-2-Methyl butyrateHMDB
D-2-Methyl butyric acidHMDB
DL-2-Methy butyrateHMDB
DL-2-Methy butyric acidHMDB
DL-2-MethylbutyrateHMDB
DL-2-Methylbutyric acidHMDB
2-Methylbutyrate, (+-)-isomerMeSH, HMDB
2-Methylbutyrate, sodium saltMeSH, HMDB
RS-2-MethylbutyrateMeSH, HMDB
Ethylmethylacetic acidChEBI
Molecular FormulaC5H10O2
Average Mass102.1317
Monoisotopic Mass102.068079564
IUPAC Name2-methylbutanoic acid
Traditional Name(+-)-2-methylbutyrate
CAS Registry Number116-53-0
SMILES
CCC(C)C(O)=O
InChI Identifier
InChI=1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)
InChI KeyWLAMNBDJUVNPJU-UHFFFAOYSA-N