Showing metabocard for 4-methylpentanoic acid (MMDBc0055522)

Microbial
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-17 19:57:51 UTC
Update Date2025-10-07 16:09:09 UTC
Metabolite IDMMDBc0055522
Metabolite Identification
Common Name4-methylpentanoic acid
Description4-methylpentanoic acid is a short-chain fatty acid (SCFA) that plays a role as a metabolite in various biochemical pathways. Its chemical structure features a five-carbon chain with a methyl group at the fourth position, contributing to its unique properties and biological activities. SCFAs like 4-methylpentanoic acid are produced through the fermentation of dietary fibers by gut microbiota, and alterations in its levels have been associated with changes in the microbiome composition. Specifically, studies have shown that reduced levels of 4-methylpentanoic acid correlate with microbiome alterations, highlighting its potential role in gut health (PMID:40410722 ). Additionally, research has identified a novel metabolite, 2-hydroxy-4-methylpentanoic acid (HMP), which is derived from the metabolism of certain bacterial species, indicating the compound's involvement in microbial metabolic pathways (PMID:40236773 ). Overall, 4-methylpentanoic acid exemplifies the intricate relationship between diet, microbiota, and metabolic processes, underscoring its significance in the context of human health and disease.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000561537d00910>


  Mrv1652306172221572D          

  8  7  0  0  0  0            999 V2000
    2.9684    0.4125    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
    1.5395    0.4125    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
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
M  CHG  1   8  -1
M  END
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3D MOL for #<Metabolite:0x0000561537d00910>

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3D SDF for #<Metabolite:0x0000561537d00910>

  Mrv1652306172221572D          

  8  7  0  0  0  0            999 V2000
    2.9684    0.4125    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
    1.5395    0.4125    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
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
M  CHG  1   8  -1
M  END
> <DATABASE_ID>
MMDBc0055522

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)/p-1

> <INCHI_KEY>
FGKJLKRYENPLQH-UHFFFAOYSA-M

> <FORMULA>
C6H11O2

> <MOLECULAR_WEIGHT>
115.153

> <EXACT_MASS>
115.076453174

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
12.626945263966025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methylpentanoate

> <JCHEM_LOGP>
1.6533465589999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.090081586138642

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
41.8583

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-methylpentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x0000561537d00910>
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PDB for #<Metabolite:0x0000561537d00910>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O-1
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    1    2    3                                                  
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for #<Metabolite:0x0000561537d00910>
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SMILES for #<Metabolite:0x0000561537d00910>
CC(C)CCC([O-])=O
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INCHI for #<Metabolite:0x0000561537d00910>
InChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)/p-1
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Synonyms
ValueSource
4,4-DimethylbutanoateChEBI
4-Methyl-N-valerateChEBI
4-Methyl-pentanoateChEBI
4-Methyl-valerateChEBI
4-MethylpentanoateChEBI
4-MethylvalerateChEBI
IsohexanoateChEBI
IsohexoateChEBI
4,4-Dimethylbutanoic acidGenerator
4-Methyl-N-valeric acidGenerator
4-Methyl-pentanoic acidGenerator
4-Methyl-valeric acidGenerator
4-Methylpentanoic acidGenerator
4-Methylvaleric acidGenerator
Isohexanoic acidGenerator
Isohexoic acidGenerator
ISOBUTYLACETic acidGenerator
Isobutyl acetateMeSH
Molecular FormulaC6H11O2
Average Mass115.153
Monoisotopic Mass115.076453174
IUPAC Name4-methylpentanoate
Traditional Name4-methylpentanoate
CAS Registry NumberNot Available
SMILES
CC(C)CCC([O-])=O
InChI Identifier
InChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)/p-1
InChI KeyFGKJLKRYENPLQH-UHFFFAOYSA-M