Showing metabocard for Isocaproic acid (MMDBc0000362)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:09 UTC
Update Date2024-10-09 16:48:10 UTC
Metabolite IDMMDBc0000362
Metabolite Identification
Common NameIsocaproic acid
DescriptionIsocaproic acid, a metabolite of 20 alpha-hydroxycholesterol (PMID 14446007 ) and is an important metabolite in early placentas enabling the convertion from cholesterol to pregnenolone to Dehydroepiandrosterone (DHEA) (PMID 11972299 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46d8203980>


  Mrv1652305271900172D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f46d8203980>

HMDB0000689
     RDKit          3D
Isocaproic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.2393    1.0867   -0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.3588   -0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3137   -0.8999   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980   -0.4106    0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405    0.1691   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.1689    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640   -0.2749    1.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7305    0.6436    0.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2611    1.2109   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.3082   -1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0414    1.7664   -0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7452   -0.9149   -1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -1.4190   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1044   -1.6642    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9893   -0.1484    0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051    0.2354    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987   -1.4530    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    1.2020   -0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260   -0.4423   -1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    0.1949   -0.4393 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  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  8 20  1  0
M  END
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3D SDF for #<Metabolite:0x00007f46d8203980>


  Mrv1652305271900172D          

  8  7  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000362

> <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)

> <INCHI_KEY>
FGKJLKRYENPLQH-UHFFFAOYSA-N

> <FORMULA>
C6H12O2

> <MOLECULAR_WEIGHT>
116.1583

> <EXACT_MASS>
116.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.062697113252494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methylpentanoic acid

> <ALOGPS_LOGP>
1.72

> <JCHEM_LOGP>
1.6533465589999996

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.090081586138642

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
31.0212

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isocaproate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f46d8203980>

HMDB0000689
     RDKit          3D
Isocaproic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.2393    1.0867   -0.9743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.3588   -0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3137   -0.8999   -0.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980   -0.4106    0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405    0.1691   -0.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.1689    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640   -0.2749    1.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7305    0.6436    0.2882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2611    1.2109   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5062    1.3082   -1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0414    1.7664   -0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7452   -0.9149   -1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -1.4190   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1044   -1.6642    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9893   -0.1484    0.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051    0.2354    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987   -1.4530    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    1.2020   -0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260   -0.4423   -1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2949    0.1949   -0.4393 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  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  8 20  1  0
M  END
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PDB for #<Metabolite:0x00007f46d8203980>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.976   3.644   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    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:0x00007f46d8203980>

COMPND    HMDB0000689
HETATM    1  C1  UNL     1      -1.239   1.087  -0.974  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.026  -0.359  -0.574  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.314  -0.900  -0.024  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.098  -0.411   0.453  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.340   0.169  -0.228  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.500   0.169   0.679  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.364  -0.275   1.838  1.00  0.00           O  
HETATM    8  O2  UNL     1       3.731   0.644   0.288  1.00  0.00           O  
HETATM    9  H1  UNL     1      -2.261   1.211  -1.384  1.00  0.00           H  
HETATM   10  H2  UNL     1      -0.506   1.308  -1.776  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.041   1.766  -0.116  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.745  -0.915  -1.492  1.00  0.00           H  
HETATM   13  H5  UNL     1      -2.861  -1.419  -0.855  1.00  0.00           H  
HETATM   14  H6  UNL     1      -2.104  -1.664   0.749  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.989  -0.148   0.385  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.205   0.235   1.301  1.00  0.00           H  
HETATM   17  H9  UNL     1       0.299  -1.453   0.771  1.00  0.00           H  
HETATM   18  H10 UNL     1       1.141   1.202  -0.577  1.00  0.00           H  
HETATM   19  H11 UNL     1       1.526  -0.442  -1.148  1.00  0.00           H  
HETATM   20  H12 UNL     1       4.295   0.195  -0.439  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    4   12
CONECT    3   13   14   15
CONECT    4    5   16   17
CONECT    5    6   18   19
CONECT    6    7    7    8
CONECT    8   20
END
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SMILES for #<Metabolite:0x00007f46d8203980>

CC(C)CCC(O)=O
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INCHI for #<Metabolite:0x00007f46d8203980>

InChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)
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Synonyms
ValueSource
4,4-Dimethylbutanoic acidChEBI
4-Methyl-N-valeric acidChEBI
4-Methyl-pentanoic acidChEBI
4-Methyl-valeric acidChEBI
4-Methylvaleric acidChEBI
Isobutylacetic acidChEBI
Isohexanoic acidChEBI
Isohexoic acidChEBI
4,4-DimethylbutanoateGenerator
4-Methyl-N-valerateGenerator
4-Methyl-pentanoateGenerator
4-Methyl-valerateGenerator
4-MethylvalerateGenerator
IsobutylacetateGenerator
IsohexanoateGenerator
IsohexoateGenerator
IsocaproateGenerator
4-MethylpentanoateHMDB
4-Methylpentanoic acidHMDB
Isocaproic acid, sodium saltHMDB
4-Methyl valerateHMDB
Isocaproic acidMeSH
Molecular FormulaC6H12O2
Average Mass116.1583
Monoisotopic Mass116.083729628
IUPAC Name4-methylpentanoic acid
Traditional Nameisocaproate
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)
InChI KeyFGKJLKRYENPLQH-UHFFFAOYSA-N