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Showing NP-Card for Pelargonic acid (NP0001342)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:41:58 UTC
NP-MRD IDNP0001342
Secondary Accession NumbersNone
Natural Product Identification
Common NamePelargonic acid
DescriptionPelargonic acid, or nonanoic acid, is a fatty acid which occurs naturally as esters is the oil of pelargonium. Synthetic esters, such as methyl nonanoate, are used as flavorings. Pelargonic acid is an organic compound composed of a nine-carbon chain terminating in a carboxylic acid. It is an oily liquid with an unpleasant, rancid odor. It is nearly insoluble in water, but well soluble in chloroform and ether. The derivative 4-nonanoylmorpholine is an ingredient in some pepper sprays.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001342 (Pelargonic acid)


  Mrv1652309272007272D          

 11 10  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
    2.9880   -0.5199    0.0000 C   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
  8 11  1  0  0  0  0
M  END
Download

3D MOL for NP0001342 (Pelargonic acid)

HMDB0000847
     RDKit          3D
Pelargonic acid
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.8716   -1.0438   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4394    0.3571   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672    0.8557    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0893    0.0881    0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1506    0.7518    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.0808    1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8488    0.0909   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -0.5669    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867   -0.6386   -1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968   -1.1251   -2.0977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2881   -0.1600   -1.0816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933   -1.3971    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619   -1.0554   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6509   -1.7030   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    1.0378   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1609    0.5332   -1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1300    1.9198    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208    0.8890    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1939   -0.9724    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    0.0729   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    1.8278    1.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684    0.6981    2.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523   -0.9387    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922    0.6602    2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2572   -0.5019   -0.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9903    1.1398   -0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0311   -1.5479    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529    0.0755    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6364    0.5723   -0.4675 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  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
M  END
Download

3D SDF for NP0001342 (Pelargonic acid)


  Mrv1652309272007272D          

 11 10  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
    2.9880   -0.5199    0.0000 C   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
  8 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001342

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)

> <INCHI_KEY>
FBUKVWPVBMHYJY-UHFFFAOYSA-N

> <FORMULA>
C9H18O2

> <MOLECULAR_WEIGHT>
158.238

> <EXACT_MASS>
158.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.491900019383042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
nonanoic acid

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.1446021226666656

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.229180104974018

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
44.876599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nonanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0001342 (Pelargonic acid)

HMDB0000847
     RDKit          3D
Pelargonic acid
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.8716   -1.0438   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4394    0.3571   -0.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3672    0.8557    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0893    0.0881    0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1506    0.7518    1.2616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1899    0.0808    1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8488    0.0909   -0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -0.5669    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867   -0.6386   -1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968   -1.1251   -2.0977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2881   -0.1600   -1.0816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933   -1.3971    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619   -1.0554   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6509   -1.7030   -1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    1.0378   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1609    0.5332   -1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1300    1.9198    0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208    0.8890    1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1939   -0.9724    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600    0.0729   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525    1.8278    1.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684    0.6981    2.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1523   -0.9387    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922    0.6602    2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2572   -0.5019   -0.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9903    1.1398   -0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0311   -1.5479    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529    0.0755    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6364    0.5723   -0.4675 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  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
M  END
Download

PDB for NP0001342 (Pelargonic 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       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
HETATM   11  C   UNK     0       5.578  -0.970   0.000  0.00  0.00           C+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   11                                                       
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for NP0001342 (Pelargonic acid)

COMPND    HMDB0000847
HETATM    1  C1  UNL     1      -3.872  -1.044  -0.346  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.439   0.357  -0.614  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.367   0.856   0.301  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.089   0.088   0.279  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.151   0.752   1.262  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.190   0.081   1.342  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.849   0.091  -0.017  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.215  -0.567   0.183  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.987  -0.639  -1.054  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.497  -1.125  -2.098  1.00  0.00           O  
HETATM   11  O2  UNL     1       5.288  -0.160  -1.082  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.393  -1.397   0.578  1.00  0.00           H  
HETATM   13  H2  UNL     1      -4.962  -1.055  -0.141  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.651  -1.703  -1.219  1.00  0.00           H  
HETATM   15  H4  UNL     1      -4.327   1.038  -0.427  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.161   0.533  -1.674  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.130   1.920   0.067  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.721   0.889   1.370  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.194  -0.972   0.592  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.660   0.073  -0.738  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.053   1.828   1.041  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.568   0.698   2.307  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.152  -0.939   1.735  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.892   0.660   2.010  1.00  0.00           H  
HETATM   25  H14 UNL     1       1.257  -0.502  -0.749  1.00  0.00           H  
HETATM   26  H15 UNL     1       1.990   1.140  -0.333  1.00  0.00           H  
HETATM   27  H16 UNL     1       3.031  -1.548   0.653  1.00  0.00           H  
HETATM   28  H17 UNL     1       3.753   0.075   0.933  1.00  0.00           H  
HETATM   29  H18 UNL     1       5.636   0.572  -0.467  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9   27   28
CONECT    9   10   10   11
CONECT   11   29
END
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SMILES for NP0001342 (Pelargonic acid)

CCCCCCCCC(O)=O
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INCHI for NP0001342 (Pelargonic acid)

InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)
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View in JSmol
Synonyms
ValueSource
1-Nonanoic acidChEBI
1-Octanecarboxylic acidChEBI
CH3-[CH2]7-COOHChEBI
N-Nonanoic acidChEBI
NonanoateChEBI
NonansaeureChEBI
Nonoic acidChEBI
Nonylic acidChEBI
Pelargic acidChEBI
PelargonChEBI
PelargonsaeureChEBI
Pergonic acidChEBI
1-NonanoateGenerator
1-OctanecarboxylateGenerator
N-NonanoateGenerator
Nonanoic acidGenerator
NonoateGenerator
NonylateGenerator
PelargateGenerator
PergonateGenerator
PelargonateGenerator
Cirrasol 185aHMDB
Emery 1202HMDB
Emery'S L-114HMDB
Emfac 1202HMDB
Hexacid C-9HMDB
N-NonoateHMDB
N-Nonoic acidHMDB
N-NonylateHMDB
N-Nonylic acidHMDB
N-PelargonateHMDB
N-Pelargonic acidHMDB
Pelargonic acid, calcium saltHMDB
Potassium nonanoateHMDB
Pelargonic acid, cadmium saltHMDB
Pelargonic acid, sodium saltHMDB
Pelargonic acid, zinc saltHMDB
Pelargonic acid, aluminum saltHMDB
Pelargonic acid, potassium saltHMDB
FA(9:0)HMDB
Pelargonic acidChEBI
Chemical FormulaC9H18O2
Average Mass158.2380 Da
Monoisotopic Mass158.13068 Da
IUPAC Namenonanoic acid
Traditional Namenonanoic acid
CAS Registry Number112-05-0
SMILES
CCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C9H18O2/c1-2-3-4-5-6-7-8-9(10)11/h2-8H2,1H3,(H,10,11)
InChI KeyFBUKVWPVBMHYJY-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
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, CD3OD, 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
Actinidia chinensisFooDB
Agaricus bisporusFooDB
Agave americanaLOTUS Database
Ajania fastigiataLOTUS Database
Allium cepa L.FooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Althaea officinalisLOTUS Database
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anarhichas lupusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum graveolensFooDB
AnguilliformesFooDB
Annona cherimolaFooDB
Anser anserFooDB
Anthemis aciphyllaLOTUS Database
Anthemis aciphylla BOISS.var.discoidea BOISSKNApSAcK Database
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arachis hypogaeaFooDB
Armoracia rusticanaFooDB
Arnica montanaLOTUS Database
Artemisia xerophyticaLOTUS Database
Asparagus officinalisFooDB
AstacideaFooDB
Avena sativa L.FooDB
Averrhoa carambolaKNApSAcK Database
Bellis perennisLOTUS Database
Belone beloneFooDB
Bertholletia excelsaFooDB
Beta vulgaris ssp. ciclaFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
BrachyuraFooDB
Brassica hirtaKNApSAcK Database
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
Bubalus bubalisFooDB
Callitropsis nootkatensisLOTUS Database
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum var. annuumFooDB
Carica papaya L.FooDB
CarideaFooDB
Carthamus tinctoriusFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanopsis cuspidataLOTUS Database
CervidaeFooDB
Cervus canadensisFooDB
Chamaemelum nobileKNApSAcK Database
Chlamydomonas reinhardtiiLOTUS Database
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
CirsiumFooDB
Cistus creticusKNApSAcK Database
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 nuciferaFooDB
Coffea arabicaKNApSAcK Database
Coffea arabica L.FooDB
Coffea canephoraFooDB
ColumbaFooDB
ColumbidaeFooDB
CoregonusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Cucumis meloFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
CyclopteridaeFooDB
Cydonia oblongaFooDB
Cynara scolymusFooDB
Daphne odoraLOTUS Database
Daphnia magnaLOTUS Database
Daucus carota ssp. sativusFooDB
Dictamnus albusLOTUS Database
DioscoreaFooDB
DiospyrosFooDB
Diplotaxis harraLOTUS Database
Dromaius novaehollandiaeFooDB
Elaeagnus angustifoliaLOTUS Database
ElaeisFooDB
EngraulidaeFooDB
Equus caballusFooDB
Erigeron philadelphicusLOTUS Database
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Esox luciusFooDB
EucheumaFooDB
Evernia prunastriLOTUS Database
Fagopyrum esculentumFooDB
Ficus caricaFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Fumaria vaillantiiLOTUS Database
GadiformesFooDB
GadusFooDB
Gallus gallusFooDB
GastropodaFooDB
Glycine maxFooDB
Glycyrrhiza glabraLOTUS Database
GossypiumFooDB
Gossypium hirsutumLOTUS Database
Hamamelis virginianaLOTUS Database
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Hibiscus sabbariffaFooDB
Hibiscus syriacusLOTUS Database
Hippoglossus hippoglossusFooDB
Hordeum vulgareFooDB
Hyssopus officinalis L.FooDB
Inula grandisLOTUS Database
Ipomoea batatasFooDB
Isatis tinctoriaLOTUS Database
JuglansFooDB
Juglans nigra L.FooDB
Lactuca sativaFooDB
Lagopus mutaFooDB
Laurus nobilis L.FooDB
Lens culinarisFooDB
Lepidium sativumFooDB
LeporidaeFooDB
Lepus timidusFooDB
Limanda limandaFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Lota lotaFooDB
Lumbricus terrestrisLOTUS Database
MalusFooDB
Malus pumilaFooDB
Malva sylvestrisLOTUS Database
Mangifera indicaFooDB
Manihot esculentaFooDB
Medicago sativaFooDB
Melanitta fuscaFooDB
Melanogrammus aeglefinusFooDB
Meleagris gallopavoFooDB
Mentha aquaticaFooDB
Merlangius merlangusFooDB
Micromeria cristataLOTUS Database
Micromesistius poutassouFooDB
Microstomus kittFooDB
Molva molvaFooDB
Musa x paradisiacaFooDB
Myristica fragransFooDB
MytilidaeFooDB
Nepeta racemosaLOTUS Database
NephropidaeFooDB
Nephrops norvegicusFooDB
Numida meleagrisFooDB
Octopus vulgarisFooDB
OdocoileusFooDB
Oecophylla smaragdinaLOTUS Database
Olea europaeaFooDB
Oncorhynchus mykissFooDB
OpuntiaFooDB
Origanum vulgareFooDB
OryctolagusFooDB
Oryza sativaFooDB
Ovis ariesFooDB
Panicum miliaceumFooDB
PapaverFooDB
Passiflora edulisFooDB
Pastinaca sativaFooDB
Pelargonium graveolensLOTUS Database
PerciformesFooDB
Persea americanaFooDB
Petroselinum crispumFooDB
Phaseolus vulgarisFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Phoenix dactyliferaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
PinusFooDB
Pinus sibiricaKNApSAcK Database
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
Plantago lanceolataPlant
PleuronectidaeFooDB
PleuronectiformesFooDB
Pleurotus ostreatusFooDB
Plumeria rubraLOTUS Database
PollachiusFooDB
Polygala senegaLOTUS Database
Populus tremulaLOTUS Database
Prunus armeniacaFooDB
Prunus avium L.FooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Psidium guajavaFooDB
Punica granatumFooDB
Pyrus communisFooDB
    • Christian Chervin, Jim Speirs, Brian Loveys, Brian D Patterson. Influence of low oxygen storage o...
RanidaeFooDB
Raphanus sativus var. longipinnatusFooDB
Reinhardtius hippoglossoidesFooDB
Rheum rhabarbarumFooDB
Rhododendron sichotenseLOTUS Database
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
RosaFooDB
Rumex acetosaFooDB
Saccharina japonicaFooDB
Salmonella entericaLOTUS Database
SalmonidaeFooDB
SalvelinusFooDB
Salvelinus namaycushFooDB
Salvia fruticosaLOTUS Database
Sambucus nigra L.FooDB
Sander luciopercaFooDB
Santalum albumKNApSAcK Database
Saussurea involucrataLOTUS Database
Scolochloa festucaceaLOTUS Database
ScombridaeFooDB
Scophthalmus maximusFooDB
Scorzonera hispanicaFooDB
Scutellaria baicalensisLOTUS Database
Sebastes alutusFooDB
Sebastes viviparusFooDB
Secale cerealeFooDB
Sechium eduleFooDB
Sesamum indicumFooDB
Sideritis athoaLOTUS Database
SiluriformesFooDB
Sinapis albaFooDB
Solanum lycopersicumFooDB
Solanum melongenaFooDB
Solanum tuberosumKNApSAcK Database
Spinacia oleraceaFooDB
Squalus acanthiasFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Tamarindus indicaFooDB
Taraxacum officinaleFooDB
Theobroma cacaoFooDB
ThunnusFooDB
Thymus longicaulisLOTUS Database
Tilia cordataLOTUS Database
Tilia tomentosaLOTUS Database
Tordylium apulumLOTUS Database
Trisopterus esmarkiiFooDB
TriticumFooDB
Triticum durumFooDB
VacciniumFooDB
Vaccinium myrtillusFooDB
Vaccinium vitis-idaeaFooDB
Vigna angularisFooDB
Vigna radiataFooDB
VitisFooDB
Zea mays L.FooDB
Zingiber officinaleFooDB
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
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point12.3 °CNot Available
Boiling Point254.00 to 256.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.28 mg/mLNot Available
LogP3.42Sangster, J. (1993). LOGKOW- a Databank of Evaluated Octanol-Water Partition Coefficients. Sangster Research Laboratories, Montreal.
Predicted Properties
PropertyValueSource
Water Solubility0.28 g/LALOGPS
logP3.47ALOGPS
logP3.14ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)5.23ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity44.88 m³·mol⁻¹ChemAxon
Polarizability19.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000847
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003306
KNApSAcK IDC00030829
Chemspider ID7866
KEGG Compound IDC01601
BioCyc IDCPD-8505
BiGG IDNot Available
Wikipedia LinkNonanoic_acid
METLIN ID5810
PubChem Compound8158
PDB IDNot Available
ChEBI ID29019
Good Scents IDrw1012131
References
General References
  1. Kuzmina N, Duval C, Johnsson S, Boman A, Lindberg M, Emtestam L: Assessment of irritant skin reactions using electrical impedance--a comparison between 2 laboratories. Contact Dermatitis. 2003 Jul;49(1):26-31. [PubMed:14641117 ]
  2. Willis CM, Stephens CJ, Wilkinson JD: Epidermal damage induced by irritants in man: a light and electron microscopic study. J Invest Dermatol. 1989 Nov;93(5):695-9. [PubMed:2794551 ]
  3. Anveden I, Lindberg M, Andersen KE, Bruze M, Isaksson M, Liden C, Sommerlund M, Wahlberg JE, Wilkinson JD, Willis CM: Oral prednisone suppresses allergic but not irritant patch test reactions in individuals hypersensitive to nickel. Contact Dermatitis. 2004 May;50(5):298-303. [PubMed:15209811 ]
  4. Wahlberg JE, Lindberg M: Nonanoic acid--an experimental irritant. Contact Dermatitis. 2003 Sep;49(3):117-23. [PubMed:14678207 ]
  5. Dowd PM, Kobza Black A, Woollard PM, Camp RD, Greaves MW: Cutaneous responses to 12-hydroxy-5,8,10,14-eicosatetraenoic acid (12-HETE). J Invest Dermatol. 1985 Jun;84(6):537-41. [PubMed:3998504 ]
  6. Fullerton A, Rode B, Serup J: Skin irritation typing and grading based on laser Doppler perfusion imaging. Skin Res Technol. 2002 Feb;8(1):23-31. [PubMed:12005117 ]
  7. Agner T, Serup J: Individual and instrumental variations in irritant patch-test reactions--clinical evaluation and quantification by bioengineering methods. Clin Exp Dermatol. 1990 Jan;15(1):29-33. [PubMed:2311276 ]
  8. Matsuura E, Kobayashi K, Koike T, Shoenfeld Y: Autoantibody-mediated atherosclerosis. Autoimmun Rev. 2002 Dec;1(6):348-53. [PubMed:12848990 ]