Showing metabocard for Isovaleric acid (MMDBc0000143)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:37:26 UTC
Update Date2024-04-30 19:31:12 UTC
Metabolite IDMMDBc0000143
Metabolite Identification
Common NameIsovaleric acid
DescriptionIsovaleric acid, is a natural fatty acid found in a wide variety of plants and essential oils. Isovaleric acid is clear colorless liquid that is sparingly soluble in water, but well soluble in most common organic solvents. It has been suggested that isovaleric acid from pilot whales, a species frequently consumed in the Faroe Islands, may be the unusual dietary factor in prolonged gestation in the population of the Faroe Islands. Previous studies suggested that was due to the high intake of n-3 polyunsaturated fatty acids has been, but fatty acid data for eicosapentaenoic acid (EPA) and docosahexanoic acid (DHA) in blood lipids of Faroese and Norwegians was reviewed in terms of the type of fish eaten (mostly lean white fish with DHA much greater than EPA); the popular lean fish, thus, probably provides too little EPA to produce a marked effect on human biochemistry (PMID 2646392 ). Isovaleric acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fe286865c48>


  Mrv1652309272007312D          

  7  6  0  0  0  0            999 V2000
   -1.5400   -0.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5400    0.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8256   -0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -0.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110    0.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034   -0.4241    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
  5  6  1  0  0  0  0
  5  7  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:0x00007fe286865c48>

HMDB0000718
     RDKit          3D
Isovaleric acid
 17 16  0  0  0  0  0  0  0  0999 V2000
   -1.1041   -1.0778    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2871    0.1879    0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598    1.3389    0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204    0.3330   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8243   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697   -1.8835   -1.1694 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8261   -0.7437    0.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4639   -1.9728    0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521   -1.0593   -0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195   -1.0444    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059    0.1713    1.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747    1.0227   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858    1.5468    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843    2.2247   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3232    1.2553   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875    0.4245   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782    0.1007    0.5245 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  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
  3 12  1  0
  3 13  1  0
  3 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:0x00007fe286865c48>


  Mrv1652309272007312D          

  7  6  0  0  0  0            999 V2000
   -1.5400   -0.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2546   -0.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5400    0.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8256   -0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -0.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110    0.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6034   -0.4241    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
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  1  3  2  0  0  0  0
  2  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000143

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
GWYFCOCPABKNJV-UHFFFAOYSA-N

> <FORMULA>
C5H10O2

> <MOLECULAR_WEIGHT>
102.1317

> <EXACT_MASS>
102.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
10.986666365215886

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbutanoic acid

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
1.208777894

> <ALOGPS_LOGS>
-0.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.01023295557517

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
26.4202

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isovaleric acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fe286865c48>

HMDB0000718
     RDKit          3D
Isovaleric acid
 17 16  0  0  0  0  0  0  0  0999 V2000
   -1.1041   -1.0778    0.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2871    0.1879    0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2598    1.3389    0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204    0.3330   -0.6970 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6203   -0.8243   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697   -1.8835   -1.1694 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8261   -0.7437    0.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4639   -1.9728    0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521   -1.0593   -0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8195   -1.0444    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059    0.1713    1.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747    1.0227   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858    1.5468    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7843    2.2247   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3232    1.2553   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1875    0.4245   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782    0.1007    0.5245 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  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
  3 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  7 17  1  0
M  END
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PDB for #<Metabolite:0x00007fe286865c48>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -2.875  -0.022   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.209  -0.792   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -2.875   1.518   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.541  -0.792   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.207  -0.022   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.207   1.518   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.126  -0.792   0.000  0.00  0.00           C+0
CONECT    1    4    3    2                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    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:0x00007fe286865c48>

COMPND    HMDB0000718
HETATM    1  C1  UNL     1      -1.104  -1.078   0.305  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.287   0.188   0.423  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.260   1.339   0.281  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.720   0.333  -0.697  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.620  -0.824  -0.629  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.270  -1.883  -1.169  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.826  -0.744   0.017  1.00  0.00           O  
HETATM    8  H1  UNL     1      -0.464  -1.973   0.388  1.00  0.00           H  
HETATM    9  H2  UNL     1      -1.752  -1.059  -0.598  1.00  0.00           H  
HETATM   10  H3  UNL     1      -1.819  -1.044   1.176  1.00  0.00           H  
HETATM   11  H4  UNL     1       0.206   0.171   1.421  1.00  0.00           H  
HETATM   12  H5  UNL     1      -2.075   1.023  -0.419  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.686   1.547   1.276  1.00  0.00           H  
HETATM   14  H7  UNL     1      -0.784   2.225  -0.156  1.00  0.00           H  
HETATM   15  H8  UNL     1       1.323   1.255  -0.483  1.00  0.00           H  
HETATM   16  H9  UNL     1       0.187   0.424  -1.660  1.00  0.00           H  
HETATM   17  H10 UNL     1       3.078   0.101   0.525  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    4   11
CONECT    3   12   13   14
CONECT    4    5   15   16
CONECT    5    6    6    7
CONECT    7   17
END
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SMILES for #<Metabolite:0x00007fe286865c48>

CC(C)CC(O)=O
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INCHI for #<Metabolite:0x00007fe286865c48>

InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)
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Synonyms
ValueSource
3-Methyl-N-butyric acidChEBI
3-Methylbutanoic acidChEBI
3-MethylbuttersaeureChEBI
3-Methylbutyric acidChEBI
beta-Methylbutyric acidChEBI
Delphinic acidChEBI
Isobutylformic acidChEBI
Isopentanoic acidChEBI
Isopropylacetic acidChEBI
IsovalerateChEBI
Isovalerianic acidChEBI
IsovaleriansaeureChEBI
3-Methyl-N-butyrateGenerator
3-MethylbutanoateGenerator
3-MethylbutyrateGenerator
b-MethylbutyrateGenerator
b-Methylbutyric acidGenerator
beta-MethylbutyrateGenerator
Β-methylbutyrateGenerator
Β-methylbutyric acidGenerator
DelphinateGenerator
IsobutylformateGenerator
IsopentanoateGenerator
IsopropylacetateGenerator
IsovalerianateGenerator
3-Methyl butyric acidHMDB
3-Methylbutyric acid: isopropyl-acetateHMDB
3-Methylbutyric acid: isopropyl-acetic acidHMDB
3-Methyl-1-butanoic acidHMDB
Isovaleric acidKEGG
Molecular FormulaC5H10O2
Average Mass102.1317
Monoisotopic Mass102.068079564
IUPAC Name3-methylbutanoic acid
Traditional Nameisovaleric acid
CAS Registry Number503-74-2
SMILES
CC(C)CC(O)=O
InChI Identifier
InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)
InChI KeyGWYFCOCPABKNJV-UHFFFAOYSA-N