Showing metabocard for Isobutyric acid (MMDBc0000205)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:39:42 UTC
Update Date2024-04-30 19:31:29 UTC
Metabolite IDMMDBc0000205
Metabolite Identification
Common NameIsobutyric acid
DescriptionIsobutyric acid is a carboxylic or short chain fatty acid with characteristic sweat-like smell. Small amount of isobutyrate is generated via microbial (gut) metabolism. Small amounts may also be found in certain foods or fermented beverages. There is anosmia (genetic inability to smell) for the odor of isobutyric acid with a frequency of about 2.5%. (OMIM 207000 ). Isobutyric acid is slightly soluble in water but much more soluble in ethanol, ether and organic solvents. Isobutyric acid can affect people if breathed in and may be absorbed through the skin. Contact can irritate and burn the skin and eyes. Breathing Isobutyric acid can irritate the nose, throat and lungs causing coughing, wheezing and/or shortness of breath.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fe2664bd458>


  Mrv1652303262019152D          

  6  5  0  0  0  0            999 V2000
   -4.4864    0.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008    0.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4864    1.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719   -0.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0574    0.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  1  3  2  0  0  0  0
  2  1  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fe2664bd458>

HMDB0001873
     RDKit          3D
Isobutyric acid
 14 13  0  0  0  0  0  0  0  0999 V2000
   -0.2790    1.2326    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    0.2385   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2217   -0.8103   -0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -0.3754   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922   -0.2231   -1.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7190   -1.1073    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2570    0.7974    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733    2.1877    0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3328    1.3541    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746    0.7661   -1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064   -1.0172    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881   -1.7558   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793   -0.3619   -0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825   -0.9254    0.8611 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
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  6 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007fe2664bd458>


  Mrv1652303262019152D          

  6  5  0  0  0  0            999 V2000
   -4.4864    0.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008    0.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4864    1.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719   -0.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0574    0.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  1  3  2  0  0  0  0
  2  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000205

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)

> <INCHI_KEY>
KQNPFQTWMSNSAP-UHFFFAOYSA-N

> <FORMULA>
C4H8O2

> <MOLECULAR_WEIGHT>
88.1051

> <EXACT_MASS>
88.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
9.116588155592677

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylpropanoic acid

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
1.020176411

> <ALOGPS_LOGS>
0.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.866878196732949

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
21.845100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isobutyric acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fe2664bd458>

HMDB0001873
     RDKit          3D
Isobutyric acid
 14 13  0  0  0  0  0  0  0  0999 V2000
   -0.2790    1.2326    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    0.2385   -0.4667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2217   -0.8103   -0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -0.3754   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922   -0.2231   -1.5549 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7190   -1.1073    0.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2570    0.7974    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733    2.1877    0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3328    1.3541    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3746    0.7661   -1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4064   -1.0172    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9881   -1.7558   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793   -0.3619   -0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825   -0.9254    0.8611 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
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  6 14  1  0
M  END
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PDB for #<Metabolite:0x00007fe2664bd458>

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0      -8.375   1.603   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.708   0.833   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -8.375   3.143   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -7.041   0.833   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.041  -0.707   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.707   1.603   0.000  0.00  0.00           C+0
CONECT    1    4    3    2                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x00007fe2664bd458>

COMPND    HMDB0001873
HETATM    1  C1  UNL     1      -0.279   1.233   0.663  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.144   0.239  -0.467  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.222  -0.810  -0.272  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.202  -0.375  -0.516  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.892  -0.223  -1.555  1.00  0.00           O  
HETATM    6  O2  UNL     1       1.719  -1.107   0.541  1.00  0.00           O  
HETATM    7  H1  UNL     1       0.257   0.797   1.536  1.00  0.00           H  
HETATM    8  H2  UNL     1       0.173   2.188   0.354  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.333   1.354   0.897  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.375   0.766  -1.399  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.406  -1.017   0.812  1.00  0.00           H  
HETATM   12  H6  UNL     1      -0.988  -1.756  -0.802  1.00  0.00           H  
HETATM   13  H7  UNL     1      -2.179  -0.362  -0.655  1.00  0.00           H  
HETATM   14  H8  UNL     1       2.683  -0.925   0.861  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4   10
CONECT    3   11   12   13
CONECT    4    5    5    6
CONECT    6   14
END
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SMILES for #<Metabolite:0x00007fe2664bd458>

CC(C)C(O)=O
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INCHI for #<Metabolite:0x00007fe2664bd458>

InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)
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Synonyms
ValueSource
2,2-Dimethylacetic acidChEBI
2-METHYL-propionIC ACIDChEBI
2-MethylpropanoateChEBI
2-Methylpropanoic acidChEBI
2-MethylpropionsaeureChEBI
alpha-Isobutyric acidChEBI
alpha-Methylpropanoic acidChEBI
alpha-Methylpropionic acidChEBI
Dimethylacetic acidChEBI
Iso-butyric acidChEBI
Iso-C3H7COOHChEBI
IsobutanoateChEBI
Isobutanoic acidChEBI
IsobuttersaeureChEBI
IsobutyrateChEBI
Isopropylformic acidChEBI
2,2-DimethylacetateGenerator
2-METHYL-propionateGenerator
a-IsobutyrateGenerator
a-Isobutyric acidGenerator
alpha-IsobutyrateGenerator
Α-isobutyrateGenerator
Α-isobutyric acidGenerator
a-MethylpropanoateGenerator
a-Methylpropanoic acidGenerator
alpha-MethylpropanoateGenerator
Α-methylpropanoateGenerator
Α-methylpropanoic acidGenerator
a-MethylpropionateGenerator
a-Methylpropionic acidGenerator
alpha-MethylpropionateGenerator
Α-methylpropionateGenerator
Α-methylpropionic acidGenerator
DimethylacetateGenerator
Iso-butyrateGenerator
IsopropylformateGenerator
2-MethylpropionateHMDB
2-Methylpropionic acidHMDB
I-butyrateHMDB
I-butyric acidHMDB
Ammonium isobutyrateHMDB
Isobutyric acid, ammonium saltHMDB
Isobutyric acid, sodium saltHMDB
2-Methpropanoic acidHMDB
Isobutyric acid, hemiammoniateHMDB
Sodium isobutyrateHMDB
Isobutyric acid, calcium saltHMDB
Isobutyric acid, nickel saltHMDB
Isobutyric acid, potassium saltHMDB
Isobutyric acid, sodium salt, 11C-labeledHMDB
Isobutyric acid, sodium salt, 14C-labeledHMDB
Isobutyric acidKEGG
Molecular FormulaC4H8O2
Average Mass88.1051
Monoisotopic Mass88.0524295
IUPAC Name2-methylpropanoic acid
Traditional Nameisobutyric acid
CAS Registry Number79-31-2
SMILES
CC(C)C(O)=O
InChI Identifier
InChI=1S/C4H8O2/c1-3(2)4(5)6/h3H,1-2H3,(H,5,6)
InChI KeyKQNPFQTWMSNSAP-UHFFFAOYSA-N