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Showing NP-Card for Caproic acid (NP0000312)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2022-01-17 17:37:51 UTC
NP-MRD IDNP0000312
Secondary Accession NumbersNone
Natural Product Identification
Common NameCaproic acid
DescriptionCaproic acid, also known as hexanoic acid or C6:0, Is a medium-chain fatty acid. Medium-chain fatty acids (MCFA) are fatty acids with aliphatic tails of 6 to 12 carbons, which can form medium-chain triglycerides. Caproic acid is a colourless oily liquid that smells like cheese with an overlying waxy or barnyard odor like that of goats or other barnyard animals. Its name comes from the Latin word capra, meaning "goat". Two other fatty acids are named after goats: Caprylic acid (C8) and capric acid (C10). Along with caproic acid, they account for 15% of the fat in goat's milk. Caproic acid is a fatty acid found naturally in various animal fats and oils. While generally more abundant in animals, caproic acid is found in all organisms ranging from bacteria to plants to animals. Caproic acid is one of the chemicals that gives the decomposing fleshy seed coat of the ginkgo fruit its characteristic unpleasant odor. It is also one of the components of vanilla and cheese. Industrially, the primary use of caproic acid is in the manufacture of its esters for use as artificial flavors and in the manufacture of hexyl derivatives, such as hexylphenols. Caproic acid has been associated with medium chain acyl-CoA dehydrogenase deficiency, which is an inborn error of metabolism. As a relatively volatile organic compound, caproic acid has been identified as a fecal biomarker of Clostridium difficile infection (PMID: 30986230 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000312 (Caproic acid)


  Mrv1652309272007422D          

  8  7  0  0  0  0            999 V2000
   -0.5845   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8428   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297    0.3038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4434   -0.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
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3D MOL for NP0000312 (Caproic acid)

HMDB0000535
     RDKit          3D
Caproic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.5829   -0.2209    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6668    0.8300   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203    0.2271   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.3586    0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6566   -0.9909    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6878   -0.1074   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -0.5330   -0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4245    1.2172   -0.4825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308    0.0538    0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -0.2429    1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4107   -1.2225   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4821    1.6254    0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1553    1.2915   -1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5784   -0.5686   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2266    0.9922   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3857   -1.0585    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656    0.4722    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325   -1.4331    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -1.8922   -0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950    1.9193    0.2201 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
  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
  2 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
Download

3D SDF for NP0000312 (Caproic acid)


  Mrv1652309272007422D          

  8  7  0  0  0  0            999 V2000
   -0.5845   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8428   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0159   -0.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297   -0.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297    0.3038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4434   -0.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000312

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)

> <INCHI_KEY>
FUZZWVXGSFPDMH-UHFFFAOYSA-N

> <FORMULA>
C6H12O2

> <MOLECULAR_WEIGHT>
116.1583

> <EXACT_MASS>
116.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.269938207309668

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexanoic acid

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.8108961276666666

> <ALOGPS_LOGS>
-1.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.090214000852688

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
31.0736

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000312 (Caproic acid)

HMDB0000535
     RDKit          3D
Caproic acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -2.5829   -0.2209    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6668    0.8300   -0.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3203    0.2271   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.3586    0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6566   -0.9909    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6878   -0.1074   -0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8324   -0.5330   -0.4669 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4245    1.2172   -0.4825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6308    0.0538    0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5109   -0.2429    1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4107   -1.2225   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4821    1.6254    0.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1553    1.2915   -1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5784   -0.5686   -1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2266    0.9922   -1.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3857   -1.0585    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4656    0.4722    1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0325   -1.4331    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -1.8922   -0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950    1.9193    0.2201 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
  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
  2 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 NP0000312 (Caproic acid)

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      -1.091  -1.743   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.241  -0.970   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.431  -0.970   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.573  -1.743   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.763  -1.743   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.095  -0.970   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.095   0.567   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -6.428  -1.750   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2                                                            
CONECT    5    3    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 NP0000312 (Caproic acid)

COMPND    HMDB0000535
HETATM    1  C1  UNL     1      -2.583  -0.221   0.280  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.667   0.830  -0.296  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.320   0.227  -0.689  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.325  -0.359   0.502  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.657  -0.991   0.277  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.688  -0.107  -0.238  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.832  -0.533  -0.467  1.00  0.00           O  
HETATM    8  O2  UNL     1       2.425   1.217  -0.483  1.00  0.00           O  
HETATM    9  H1  UNL     1      -3.631   0.054   0.011  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.511  -0.243   1.383  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.411  -1.223  -0.185  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.482   1.625   0.453  1.00  0.00           H  
HETATM   13  H5  UNL     1      -2.155   1.292  -1.182  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.578  -0.569  -1.449  1.00  0.00           H  
HETATM   15  H7  UNL     1       0.227   0.992  -1.229  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.386  -1.058   0.986  1.00  0.00           H  
HETATM   17  H9  UNL     1       0.466   0.472   1.253  1.00  0.00           H  
HETATM   18  H10 UNL     1       2.033  -1.433   1.234  1.00  0.00           H  
HETATM   19  H11 UNL     1       1.478  -1.892  -0.382  1.00  0.00           H  
HETATM   20  H12 UNL     1       2.595   1.919   0.220  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3   12   13
CONECT    3    4   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 NP0000312 (Caproic acid)

CCCCCC(O)=O
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INCHI for NP0000312 (Caproic acid)

InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)
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View in JSmol
Synonyms
ValueSource
1-Hexanoic acidChEBI
1-Pentanecarboxylic acidChEBI
6:0ChEBI
Butylacetic acidChEBI
C6:0ChEBI
Capronic acidChEBI
CH3-[CH2]4-COOHChEBI
HexanoateChEBI
Hexoic acidChEBI
Hexylic acidChEBI
N-Caproic acidChEBI
N-Hexanoic acidChEBI
N-Hexoic acidChEBI
N-Hexylic acidChEBI
Pentanecarboxylic acidChEBI
Pentiformic acidChEBI
Pentylformic acidChEBI
1-HexanoateGenerator
1-PentanecarboxylateGenerator
ButylacetateGenerator
CapronateGenerator
Hexanoic acidGenerator
HexoateGenerator
HexylateGenerator
N-CaproateGenerator
N-HexanoateGenerator
N-HexoateGenerator
N-HexylateGenerator
PentanecarboxylateGenerator
PentiformateGenerator
PentylformateGenerator
CaproateGenerator
Hexanoic acid, calcium saltHMDB
Hexanoic acid, sodium salt, 1-(11)C-labeledHMDB
Hexanoic acid, nickel (2+) saltHMDB
Hexanoic acid, sodium saltHMDB
Bismuth(III)hexanoateHMDB
Hexanoic acid, copper (2+) saltHMDB
Hexanoic acid, manganese (2+) saltHMDB
Bi(ohex)3HMDB
Hexanoic acid, barium saltHMDB
Hexanoic acid, potassium saltHMDB
Hexanoic acid, rhodium (2+) saltHMDB
FA(6:0)HMDB
Calcium N-hexanoateHMDB
Hexanoic acid, sodium salt (1:1)HMDB
Sodium capronateHMDB
Calcium hexanoateHMDB
Caproic acid sodium saltHMDB
Sodium caproateHMDB
Sodium hexanoateHMDB
Chemical FormulaC6H12O2
Average Mass116.1583 Da
Monoisotopic Mass116.08373 Da
IUPAC Namehexanoic acid
Traditional Namehexanoic acid
CAS Registry Number142-62-1
SMILES
CCCCCC(O)=O
InChI Identifier
InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8)
InChI KeyFUZZWVXGSFPDMH-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-17View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, experimental)Ahselim2022-01-17View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Abramis bramaFooDB
AcipenseridaeFooDB
Actaea simplexLOTUS Database
Actinidia chinensisFooDB
Agaricus bisporusFooDB
Allium cepa L.FooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anarhichas lupusFooDB
AnatidaeFooDB
Anethum graveolensFooDB
AnguilliformesFooDB
Annona cherimolaFooDB
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaLOTUS Database
Arachis hypogaeaFooDB
Armoracia rusticanaFooDB
Artemisia xerophyticaLOTUS Database
Asparagus officinalisFooDB
AstacideaFooDB
Avena sativa L.FooDB
Averrhoa carambolaKNApSAcK Database
Belone beloneFooDB
Bertholletia excelsaFooDB
Beta vulgaris ssp. ciclaFooDB
Bos taurusFooDB
BrachyuraFooDB
Brassica hirtaKNApSAcK Database
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. rapaFooDB
Canarium albumLOTUS Database
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum var. annuumFooDB
Carica papayaKNApSAcK Database
Carica papaya L.FooDB
CarideaFooDB
Carthamus tinctoriusFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Ceratonia siliquaFooDB
CervidaeFooDB
Cicer arietinumFooDB
CichlidaeFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus limonFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
ClupeinaeFooDB
Cocos nuciferaKNApSAcK Database
Coffea arabicaKNApSAcK Database
Coffea arabica L.FooDB
Coffea canephoraFooDB
ColumbidaeFooDB
CoregonusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Crassostrea gigasFooDB
Crassostrea virginicaFooDB
Cucumis meloFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
CyclopteridaeFooDB
Cydonia oblongaFooDB
Cynara scolymusFooDB
Daphne papyraceaLOTUS Database
Datura metelLOTUS Database
Daucus carota ssp. sativusFooDB
Deschampsia antarcticaLOTUS Database
DioscoreaFooDB
DiospyrosFooDB
Drymaria cordataKNApSAcK Database
Durio zibethinusKNApSAcK Database
ElaeisFooDB
Elettaria cardamomumFooDB
EngraulidaeFooDB
Erigeron philadelphicusLOTUS Database
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Esox luciusFooDB
EucheumaFooDB
Euphorbia tithymaloidesLOTUS Database
Evernia prunastriLOTUS Database
Fagopyrum esculentumFooDB
Festuca rubraLOTUS Database
Ficus caricaFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
GadiformesFooDB
GadusFooDB
Gallus gallusFooDB
GastropodaFooDB
Geum heterocarpumLOTUS Database
Ginkgo bilobaFooDB
Glycine maxFooDB
Glycyrrhiza glabraLOTUS Database
GossypiumFooDB
Haploclathra paniculataLOTUS Database
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Hippoglossus hippoglossusFooDB
Homo sapiensLOTUS Database
Hoplostethus atlanticusFooDB
Hordeum vulgareFooDB
Hypericum gentianoidesLOTUS Database
Ictalurus punctatusFooDB
Ipomoea batatasFooDB
JuglansFooDB
Juglans nigra L.FooDB
Lactuca saligna L.LOTUS Database
Lactuca sativaFooDB
Lagopus mutaFooDB
Laurus nobilis L.FooDB
Lens culinarisFooDB
Lepidium sativumFooDB
LeporidaeFooDB
Lepus timidusFooDB
Limanda limandaFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Lota lotaFooDB
MalusFooDB
Malus pumilaFooDB
Mandragora autumnalisKNApSAcK Database
Mangifera indicaFooDB
Manihot esculentaFooDB
Medicago sativaFooDB
Melanogrammus aeglefinusFooDB
Meleagris gallopavoFooDB
Melissa officinalisLOTUS Database
Melissa officinalis L.FooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Merlangius merlangusFooDB
Micromesistius poutassouFooDB
Microstomus kittFooDB
Molva molvaFooDB
Morinda citrifoliaLOTUS Database
Musa x paradisiacaFooDB
Myristica fragransFooDB
MytilidaeFooDB
NephropidaeFooDB
Nephrops norvegicusFooDB
Nuphar luteaFooDB
Ocimum basilicumFooDB
Octopus vulgarisFooDB
Oecophylla smaragdinaLOTUS Database
Oenothera biennisLOTUS Database
Olea europaeaFooDB
Oncorhynchus gorbuschaFooDB
Oncorhynchus kisutchFooDB
Oncorhynchus mykissFooDB
Oncorhynchus nerkaFooDB
OpuntiaFooDB
Oryza sativaFooDB
Ovis ariesFooDB
Panax ginsengKNApSAcK Database
Panicum miliaceumFooDB
PapaverFooDB
Passiflora edulisFooDB
Pastinaca sativaFooDB
PectinidaeFooDB
Pelargonium graveolensLOTUS Database
PerciformesFooDB
Persea americanaFooDB
Petasites japonicusFooDB
Petroselinum crispumFooDB
Phaseolus coccineusLOTUS Database
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
PhasianidaeFooDB
Phoenix dactyliferaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
PinusFooDB
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
Plantago lanceolataPlant
PleuronectidaeFooDB
PleuronectiformesFooDB
Pleurotus ostreatusFooDB
Plumeria rubraLOTUS Database
PollachiusFooDB
Polygala senegaLOTUS Database
Prunus armeniacaFooDB
Prunus avium L.FooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Psidium guajavaFooDB
Punica granatumKNApSAcK Database
Pyrus communisFooDB
Quercus agrifoliaLOTUS Database
RanidaeFooDB
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Reinhardtius hippoglossoidesFooDB
Rheum rhabarbarumFooDB
Rhododendron mucronulatumLOTUS Database
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
RosaFooDB
Rubus idaeusFooDB
Rumex acetosaFooDB
Saccharina japonicaFooDB
Salmonella entericaLOTUS Database
SalmonidaeFooDB
SalvelinusFooDB
Salvelinus namaycushFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Sander luciopercaFooDB
Santalum albumKNApSAcK Database
Saussurea involucrataLOTUS Database
ScombridaeFooDB
Scophthalmus maximusFooDB
Scorzonera hispanicaFooDB
Sebastes alutusFooDB
Sebastes viviparusFooDB
Secale cerealeFooDB
Sechium eduleFooDB
Serenoa repensLOTUS Database
Sesamum indicumFooDB
SiluriformesFooDB
Sinapis albaFooDB
Solanum lycopersicumFooDB
Solanum melongenaFooDB
Solanum tuberosumFooDB
Sorghum bicolorFooDB
Spinacia oleraceaFooDB
Spondias mombinLOTUS Database
Spongiporus leucomallellus (Murril)-
Squalus acanthiasFooDB
StrombidaeFooDB
Sus scrofa domesticaFooDB
Syagrus romanzoffianaLOTUS Database
Tamarindus indicaFooDB
Taraxacum officinaleFooDB
Taxus wallichianaPlant
ThunnusFooDB
Thunnus albacaresFooDB
Trisopterus esmarkiiFooDB
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Truncocolumella citrinaLOTUS Database
Trypanosoma bruceiLOTUS Database
Tussilago farfaraLOTUS Database
VacciniumFooDB
Vaccinium corymbosumFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtillusFooDB
Vaccinium vitis-idaeaFooDB
VanillaFooDB
Viburnum prunifoliumLOTUS Database
Vicia fabaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna unguiculata ssp. unguiculataFooDB
VitisFooDB
Vitis viniferaLOTUS Database
Zea mays L.FooDB
Zingiber officinaleFooDB
ZizaniaFooDB
Species Where Detected
Species NameSourceReference
Ganoderma lucidumKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-4.00 to -3.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point202.00 to 203.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility10.3 mg/mLNot Available
LogP1.92Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility9.72 g/LALOGPS
logP1.88ALOGPS
logP1.81ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)5.09ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.07 m³·mol⁻¹ChemAxon
Polarizability13.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000535
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004034
KNApSAcK IDC00001218
Chemspider ID8552
KEGG Compound IDC01585
BioCyc IDHEXANOATE
BiGG IDNot Available
Wikipedia LinkHexanoic_acid
METLIN ID5520
PubChem Compound8892
PDB IDNot Available
ChEBI ID30776
Good Scents IDrw1008541
References
General References
  1. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
  2. Jakobs C, Sweetman L, Nyhan WL: Hydroxy acid metabolites of branched-chain amino acids in amniotic fluid. Clin Chim Acta. 1984 Jul 16;140(2):157-66. [PubMed:6467607 ]
  3. Schoots AC, Mikkers FE, Cramers CA, Ringoir S: Profiling of uremic serum by high-resolution gas chromatography-electron-impact, chemical ionization mass spectrometry. J Chromatogr. 1979 Sep 11;164(1):1-8. [PubMed:541389 ]
  4. Epps JM, Phillips JO, Mestecky J: IgA-mediated clearance and tissue deposition of dinitrophenylated human serum albumin at various DNP:HSA ratios. Mol Immunol. 1988 Aug;25(8):731-8. [PubMed:3185569 ]
  5. Varani J, Orr W, Ward PA: Cell-associated proteases affect tumour cell migration in vitro. J Cell Sci. 1979 Apr;36:241-52. [PubMed:457809 ]
  6. Nilsen SL, Castellino FJ: Expression of human plasminogen in Drosophila Schneider S2 cells. Protein Expr Purif. 1999 Jun;16(1):136-43. [PubMed:10336871 ]
  7. Varani J, Orr W, Ward PA: Comparison of cell attachment and caseinolytic activities of five tumour cell types. J Cell Sci. 1978 Dec;34:133-44. [PubMed:748334 ]
  8. Hoverstad T, Fausa O, Bjorneklett A, Bohmer T: Short-chain fatty acids in the normal human feces. Scand J Gastroenterol. 1984 May;19(3):375-81. [PubMed:6740214 ]
  9. Harkness RA: Lesch-Nyhan syndrome: reduced amino acid concentrations in CSF and brain. Adv Exp Med Biol. 1989;253A:159-63. [PubMed:2624185 ]
  10. Traul KA, Driedger A, Ingle DL, Nakhasi D: Review of the toxicologic properties of medium-chain triglycerides. Food Chem Toxicol. 2000 Jan;38(1):79-98. [PubMed:10685018 ]
  11. Patel M, Fowler D, Sizer J, Walton C: Faecal volatile biomarkers of Clostridium difficile infection. PLoS One. 2019 Apr 15;14(4):e0215256. doi: 10.1371/journal.pone.0215256. eCollection 2019. [PubMed:30986230 ]
  12. Yang S, Jan YH, Mishin V, Heck DE, Laskin DL, Laskin JD: Diacetyl/l-Xylulose Reductase Mediates Chemical Redox Cycling in Lung Epithelial Cells. Chem Res Toxicol. 2017 Jul 17;30(7):1406-1418. doi: 10.1021/acs.chemrestox.7b00052. Epub 2017 Jun 26. [PubMed:28595002 ]