Showing metabocard for Caprylic acid (MMDBc0000106)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:36:06 UTC
Update Date2024-09-27 22:22:32 UTC
Metabolite IDMMDBc0000106
Metabolite Identification
Common NameCaprylic acid
DescriptionCaprylic acid is the common name for the eight-carbon straight-chain fatty acid known by the systematic name octanoic acid. It is found naturally in coconuts and breast milk. It is an oily liquid with a slightly unpleasant rancid taste that is minimally soluble in water. Caprylic acid is used commercially in the production of esters used in perfumery and also in the manufacture of dyes (Wikipedia ). Caprylic acid can be found in numerous foods such as Prunus (Cherry, Plum), pineapple sages, black raspberries, and shallots. Caprylic acid is found to be associated with medium-chain acyl-CoA dehydrogenase deficiency, which is an inborn error of metabolism.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9250be4058>


  Mrv1652309272007422D          

 10  9  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
    1.5605   -0.5199    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
    2.2743   -0.9336    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
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9250be4058>

HMDB0000482
     RDKit          3D
Caprylic acid
 26 25  0  0  0  0  0  0  0  0999 V2000
   -4.2791   -0.3245    0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555    0.4935   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643   -0.1270    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    0.5826   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5677   -0.1542    0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8486    0.4794   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9933   -0.3033    0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956    0.2634   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543   -0.2600    0.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789    1.3454   -0.9198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1311   -1.3797    0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0569   -0.3404    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2648    0.0601    0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991    0.4750   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649    1.5261    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432   -1.1626   -0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -0.1414    1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    1.6222    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    0.5769   -1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -1.1969   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4750   -0.1183    1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    0.3215   -1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    1.5501   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9273   -0.1824    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8821   -1.3584    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454    1.1969   -1.8579 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9250be4058>


  Mrv1652309272007422D          

 10  9  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
    1.5605   -0.5199    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
    2.2743   -0.9336    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
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000106

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)

> <INCHI_KEY>
WWZKQHOCKIZLMA-UHFFFAOYSA-N

> <FORMULA>
C8H16O2

> <MOLECULAR_WEIGHT>
144.2114

> <EXACT_MASS>
144.115029756

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.404174014251353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octanoic acid

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.700033457666666

> <ALOGPS_LOGS>
-2.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.192975275996319

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
40.275600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caprylic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9250be4058>

HMDB0000482
     RDKit          3D
Caprylic acid
 26 25  0  0  0  0  0  0  0  0999 V2000
   -4.2791   -0.3245    0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555    0.4935   -0.2245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8643   -0.1270    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    0.5826   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5677   -0.1542    0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8486    0.4794   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9933   -0.3033    0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2956    0.2634   -0.0738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543   -0.2600    0.3313 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789    1.3454   -0.9198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1311   -1.3797    0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0569   -0.3404    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2648    0.0601    0.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991    0.4750   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2649    1.5261    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432   -1.1626   -0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7866   -0.1414    1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5660    1.6222    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    0.5769   -1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -1.1969   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4750   -0.1183    1.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    0.3215   -1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    1.5501   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9273   -0.1824    1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8821   -1.3584    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454    1.1969   -1.8579 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
M  END
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PDB for #<Metabolite:0x00007f9250be4058>

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       2.913  -0.970   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.095  -0.970   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.245  -1.743   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.095   0.567   0.000  0.00  0.00           O+0
HETATM   10  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    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9   10                                                  
CONECT    8    6                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x00007f9250be4058>

COMPND    HMDB0000482
HETATM    1  C1  UNL     1      -4.279  -0.324   0.419  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.155   0.494  -0.224  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.864  -0.127   0.255  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.652   0.583  -0.304  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.568  -0.154   0.267  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.849   0.479  -0.233  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.993  -0.303   0.374  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.296   0.263  -0.074  1.00  0.00           C  
HETATM    9  O1  UNL     1       5.354  -0.260   0.331  1.00  0.00           O  
HETATM   10  O2  UNL     1       4.379   1.345  -0.920  1.00  0.00           O  
HETATM   11  H1  UNL     1      -4.131  -1.380   0.048  1.00  0.00           H  
HETATM   12  H2  UNL     1      -4.057  -0.340   1.505  1.00  0.00           H  
HETATM   13  H3  UNL     1      -5.265   0.060   0.165  1.00  0.00           H  
HETATM   14  H4  UNL     1      -3.199   0.475  -1.315  1.00  0.00           H  
HETATM   15  H5  UNL     1      -3.265   1.526   0.201  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.843  -1.163  -0.127  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.787  -0.141   1.345  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.566   1.622   0.028  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.615   0.577  -1.406  1.00  0.00           H  
HETATM   20  H10 UNL     1       0.460  -1.197  -0.053  1.00  0.00           H  
HETATM   21  H11 UNL     1       0.475  -0.118   1.370  1.00  0.00           H  
HETATM   22  H12 UNL     1       1.856   0.322  -1.342  1.00  0.00           H  
HETATM   23  H13 UNL     1       1.893   1.550  -0.029  1.00  0.00           H  
HETATM   24  H14 UNL     1       2.927  -0.182   1.466  1.00  0.00           H  
HETATM   25  H15 UNL     1       2.882  -1.358   0.112  1.00  0.00           H  
HETATM   26  H16 UNL     1       4.745   1.197  -1.858  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9    9   10
CONECT   10   26
END
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SMILES for #<Metabolite:0x00007f9250be4058>

CCCCCCCC(O)=O
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INCHI for #<Metabolite:0x00007f9250be4058>

InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)
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Synonyms
ValueSource
1-Heptanecarboxylic acidChEBI
8:0ChEBI
Acide octanoiqueChEBI
Acido octanoicoChEBI
Acidum octanociumChEBI
Acidum octanoicumChEBI
C8:0ChEBI
CH3-[CH2]6-COOHChEBI
KaprylsaeureChEBI
N-Caprylic acidChEBI
N-Octanoic acidChEBI
N-Octoic acidChEBI
N-Octylic acidChEBI
OCTANOIC ACID (caprylIC ACID)ChEBI
OctansaeureChEBI
Octoic acidChEBI
Octylic acidChEBI
OctanoateKegg
1-HeptanecarboxylateGenerator
N-CaprylateGenerator
N-OctanoateGenerator
N-OctoateGenerator
N-OctylateGenerator
OCTANOate (caprylate)Generator
OctoateGenerator
OctylateGenerator
Octanoic acidGenerator
CaprylateGenerator
Emery 657HMDB
Kortacid 0899HMDB
Lunac 8-95HMDB
Lunac 8-98HMDB
Neo-fat 8HMDB
Neo-fat 8SHMDB
Prifac 2901HMDB
Caprylic acid, cadmium saltHMDB
Caprylic acid, cesium saltHMDB
Caprylic acid, manganese saltHMDB
Caprylic acid, nickel(+2) saltHMDB
Caprylic acid, zinc saltHMDB
Caprylic acid, aluminum saltHMDB
Caprylic acid, barium saltHMDB
Caprylic acid, chromium(+2) saltHMDB
Caprylic acid, lead(+2) saltHMDB
Caprylic acid, potassium saltHMDB
Caprylic acid, tin(+2) saltHMDB
Sodium octanoateHMDB
Caprylic acid, 14C-labeledHMDB
Caprylic acid, lithium saltHMDB
Caprylic acid, ruthenium(+3) saltHMDB
Caprylic acid, sodium saltHMDB
Caprylic acid, sodium salt, 11C-labeledHMDB
Caprylic acid, tin saltHMDB
Caprylic acid, zirconium saltHMDB
Sodium caprylateHMDB
Caprylic acid, ammonia saltHMDB
Caprylic acid, calcium saltHMDB
Caprylic acid, cobalt saltHMDB
Caprylic acid, copper saltHMDB
Caprylic acid, copper(+2) saltHMDB
Caprylic acid, iridum(+3) saltHMDB
Caprylic acid, iron(+3) saltHMDB
Caprylic acid, lanthanum(+3) saltHMDB
Caprylic acid, zirconium(+4) saltHMDB
FA(8:0)HMDB
Lithium octanoateHMDB
Molecular FormulaC8H16O2
Average Mass144.2114
Monoisotopic Mass144.115029756
IUPAC Nameoctanoic acid
Traditional Namecaprylic acid
CAS Registry Number124-07-2
SMILES
CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)
InChI KeyWWZKQHOCKIZLMA-UHFFFAOYSA-N