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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:14 UTC

HMDB ID

HMDB0000847

Secondary Accession Numbers

HMDB00847

Metabolite Identification

Common Name

Pelargonic acid

Description

Pelargonic 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

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

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

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

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Nonanoic acid	ChEBI
1-Octanecarboxylic acid	ChEBI
CH3-[CH2]7-COOH	ChEBI
N-Nonanoic acid	ChEBI
Nonanoate	ChEBI
Nonansaeure	ChEBI
Nonoic acid	ChEBI
Nonylic acid	ChEBI
Pelargic acid	ChEBI
Pelargon	ChEBI
Pelargonsaeure	ChEBI
Pergonic acid	ChEBI
1-Nonanoate	Generator
1-Octanecarboxylate	Generator
N-Nonanoate	Generator
Nonanoic acid	Generator
Nonoate	Generator
Nonylate	Generator
Pelargate	Generator
Pergonate	Generator
Pelargonate	Generator
Cirrasol 185a	HMDB
Emery 1202	HMDB
Emery'S L-114	HMDB
Emfac 1202	HMDB
Hexacid C-9	HMDB
N-Nonoate	HMDB
N-Nonoic acid	HMDB
N-Nonylate	HMDB
N-Nonylic acid	HMDB
N-Pelargonate	HMDB
N-Pelargonic acid	HMDB
Pelargonic acid, calcium salt	HMDB
Potassium nonanoate	HMDB
Pelargonic acid, cadmium salt	HMDB
Pelargonic acid, sodium salt	HMDB
Pelargonic acid, zinc salt	HMDB
Pelargonic acid, aluminum salt	HMDB
Pelargonic acid, potassium salt	HMDB
FA(9:0)	HMDB
Pelargonic acid	ChEBI

Chemical Formula

C₉H₁₈O₂

Average Molecular Weight

158.238

Monoisotopic Molecular Weight

158.13067982

IUPAC Name

nonanoic acid

Traditional Name

nonanoic acid

CAS Registry Number

112-05-0

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 Key

FBUKVWPVBMHYJY-UHFFFAOYSA-N

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-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 Framework

Aliphatic acyclic compounds

External Descriptors

medium-chain fatty acid (CHEBI:29019 )
straight-chain saturated fatty acid (CHEBI:29019 )
Straight chain fatty acids (C01601 )
Straight chain fatty acids (LMFA01010009 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Schizophrenia (HMDB: HMDB0000847)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 24713860)
Saliva (PMID: 24421258)

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0000847)

Tissue

Epithelium

Epidermis (HMDB: HMDB0000847)

Excreta

Biofluid or Excreta

Feces (PMID: 19573517)
Sweat (PMID: 26755145)
Urine (PMID: 28157703)

Stratum Corneum (HMDB: HMDB0000847)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000847)

Source

Endogenous

Endogenous (HMDB: HMDB0000847)

Plant

Animal

Animal (HMDB: HMDB0000847)

Exogenous

Food

Food (HMDB: HMDB0000847)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)

Distilled beverage

Spirit (FooDB: FOOD00276)
Liquor (FooDB: FOOD00616)
Whisky (FooDB: FOOD00623)

Other beverage

Fortified wines

Sherry (FooDB: FOOD00632)
Vermouth (FooDB: FOOD00631)

Water

Water (FooDB: FOOD00664)

Alcoholic beverage

Other alcoholic beverage (FooDB: FOOD00278)

Herb and spice

Herb

Spice

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Anchovy (FooDB: FOOD00566)
Blue whiting (FooDB: FOOD00567)
Carp bream (FooDB: FOOD00568)
Clupeinae (Herring, Sardine, Sprat) (FooDB: FOOD00520)
Burbot (FooDB: FOOD00313)
Sturgeon (FooDB: FOOD00570)
Charr (FooDB: FOOD00571)
Gadus (Common cod) (FooDB: FOOD00515)
Common dab (FooDB: FOOD00574)
Spiny dogfish (FooDB: FOOD00575)
Anguilliformes (FooDB: FOOD00577)
Flatfish (FooDB: FOOD00535)
Garfish (FooDB: FOOD00579)
Haddock (FooDB: FOOD00374)
Gadiformes (FooDB: FOOD00580)
Atlantic halibut (FooDB: FOOD00516)
Greenland halibut/turbot (FooDB: FOOD00370)
Lake trout (FooDB: FOOD00582)
Lemon sole (FooDB: FOOD00583)
Common ling (FooDB: FOOD00397)
Lumpsucker (FooDB: FOOD00585)
Scombridae (Bonito, Mackerel, Tuna) (FooDB: FOOD00586)
Norway haddock (FooDB: FOOD00588)
Norway pout (FooDB: FOOD00590)
Perciformes (FooDB: FOOD00527)
Northern pike (FooDB: FOOD00431)
Pikeperch (FooDB: FOOD00595)
Pleuronectidae (Dab, Halibut, Plaice) (FooDB: FOOD00596)
Pollock (FooDB: FOOD00513)
Rainbow trout (FooDB: FOOD00444)
Pacific ocean perch (FooDB: FOOD00598)
Salmonidae (Salmon, Trout) (FooDB: FOOD00493)
Catfish (FooDB: FOOD00605)
Thunnus (FooDB: FOOD00607)
Turbot (FooDB: FOOD00364)
Whitefish (FooDB: FOOD00503)
Whiting (FooDB: FOOD00504)
Atlantic wolffish (FooDB: FOOD00296)

Crustacean

Fish product

Other fish product (FooDB: FOOD00665)

Amphibian

True frog (FooDB: FOOD00578)

Mollusk

Pinniped

True seal (FooDB: FOOD00600)

Seaweed

Kombu (FooDB: FOOD00602)
Agar (FooDB: FOOD00284)

Cetacean

Cetacea (Dolphin, Porpoise, Whale) (FooDB: FOOD00609)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)

Tropical fruit

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)

Fruit product

Other fruit product (FooDB: FOOD00765)
Fruit preserve (FooDB: FOOD00660)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Pepper (C. frutescens) (FooDB: FOOD00428)

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)

Other vegetable

Okra (FooDB: FOOD00420)

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Baby food

Baby food (FooDB: FOOD00668)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Leavened bread

Wheat bread (FooDB: FOOD00808)
Rye bread (FooDB: FOOD00809)

Cereal

Barley (FooDB: FOOD00088)
Common buckwheat (FooDB: FOOD00079)
Corn (FooDB: FOOD00205)
Millet (FooDB: FOOD00126)
Oat (FooDB: FOOD00022)
Rice (FooDB: FOOD00125)
Rye (FooDB: FOOD00169)
Wheat (FooDB: FOOD00561)
Hard wheat (FooDB: FOOD00242)
White bread (FooDB: FOOD00987)

Cereal product

Bread products

Other bread product (FooDB: FOOD00805)

Flat bread

Crisp bread (FooDB: FOOD00640)

Baking good

Sugar

Sugar (FooDB: FOOD00651)

Dressing

Salad dressing (FooDB: FOOD00645)

Condiment

Substitute

Sugar substitute (FooDB: FOOD00656)

Seasoning

Salt (FooDB: FOOD00647)

Sauce

Sauce (FooDB: FOOD00646)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Chickpea (FooDB: FOOD00047)
Common pea (FooDB: FOOD00141)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Miso (FooDB: FOOD00695)
Soy milk (FooDB: FOOD00736)
Soy sauce (FooDB: FOOD00694)
Tofu (FooDB: FOOD00696)

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Dish

Ground meat

Sausage (FooDB: FOOD00652)
Meatball (FooDB: FOOD00653)
Pate (FooDB: FOOD00655)
Cold cut (FooDB: FOOD00770)

Other dish

Dumpling (FooDB: FOOD00669)
Other dish (FooDB: FOOD00836)
Pizza (FooDB: FOOD00637)
Soup (FooDB: FOOD00670)

Fat and oil

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)
Margarine (FooDB: FOOD00843)

Animal fat

Fish oil (FooDB: FOOD00990)

Milk and milk product

Other milk product

Butter (FooDB: FOOD00648)
Casein (FooDB: FOOD00659)
Whey (FooDB: FOOD00658)
Cream (FooDB: FOOD00650)
Dried milk (FooDB: FOOD00689)

Fermented milk product

Cheese (FooDB: FOOD00617)
Yogurt (FooDB: FOOD00620)
Ymer (FooDB: FOOD00638)

Pastry (FooDB: FOOD00641)
Gelatin dessert (FooDB: FOOD00725)

Frozen dessert

Ice cream (FooDB: FOOD00624)
Other frozen dessert (FooDB: FOOD00729)

Other confectionery

Spread

Chocolate spread (FooDB: FOOD00676)

Cocoa and cocoa product

Cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Coffee and coffee product

Coffee

Snack

Cracker (FooDB: FOOD00787)
Other snack food (FooDB: FOOD00639)

Egg

Eggs (FooDB: FOOD00619)

Tea

Exogenous (HMDB: HMDB0000847)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000847)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000847)

Lipid metabolism pathway (HMDB: HMDB0000847)

Cellular process

Cell signaling (HMDB: HMDB0000847)

Biochemical process

Lipid transport (HMDB: HMDB0000847)

Role

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	12.3 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.28 mg/mL	Not Available
LogP	3.42	SANGSTER (1993)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	143.326	30932474
[M-H]-	Not Available	143.326	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000222

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.28 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.14	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	5.23	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	44.88 m³·mol⁻¹	ChemAxon
Polarizability	19.49 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	138.984	31661259
DarkChem	[M-H]-	135.774	31661259
AllCCS	[M+H]+	139.668	32859911
AllCCS	[M-H]-	140.658	32859911
DeepCCS	[M+H]+	144.15	30932474
DeepCCS	[M-H]-	141.103	30932474
DeepCCS	[M-2H]-	177.815	30932474
DeepCCS	[M+Na]+	152.952	30932474
AllCCS	[M+H]+	139.7	32859911
AllCCS	[M+H-H2O]+	135.7	32859911
AllCCS	[M+NH4]+	143.4	32859911
AllCCS	[M+Na]+	144.4	32859911
AllCCS	[M-H]-	140.7	32859911
AllCCS	[M+Na-2H]-	142.6	32859911
AllCCS	[M+HCOO]-	144.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.57 minutes	32390414
Predicted by Siyang on May 30, 2022	15.0173 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.13 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2124.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	463.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	281.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	622.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	637.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1333.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	419.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1367.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	378.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	554.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	423.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	65.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pelargonic acid	CCCCCCCCC(O)=O	2125.3	Standard polar	33892256
Pelargonic acid	CCCCCCCCC(O)=O	1250.0	Standard non polar	33892256
Pelargonic acid	CCCCCCCCC(O)=O	1288.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pelargonic acid,1TMS,isomer #1	CCCCCCCCC(=O)O[Si](C)(C)C	1354.7	Semi standard non polar	33892256
Pelargonic acid,1TBDMS,isomer #1	CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	1578.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-014i-0910000000-29827f2f9240f991b625	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid GC-MS (1 TMS)	splash10-014i-2920000000-8730f6690cd20a58fcfc	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid EI-B (Non-derivatized)	splash10-03di-9200000000-0842bd1d3fcea3f9f005	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid EI-B (Non-derivatized)	splash10-08ml-9000000000-f9b45b786372be8b75d6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid EI-B (Non-derivatized)	splash10-014i-0930000000-30578d3edfa20cedf0e8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid GC-EI-TOF (Non-derivatized)	splash10-014i-0910000000-29827f2f9240f991b625	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid GC-MS (Non-derivatized)	splash10-014i-2920000000-8730f6690cd20a58fcfc	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Pelargonic acid GC-EI-TOF (Non-derivatized)	splash10-014i-0910000000-2e292fa3a6e414ce582a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pelargonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-059f-9100000000-aaba2a9436e55f8d4c46	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pelargonic acid GC-MS (1 TMS) - 70eV, Positive	splash10-06du-9200000000-bffc58a95ef321200ab9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pelargonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pelargonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pelargonic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-08ml-9000000000-e02b73fd7a397aa0b40b	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0k9l-9400000000-fb4f24d4e9b0b4685763	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0006-9000000000-a3d26c56923a3cdddf9c	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0006-9000000000-a6e0c758ef2e822a5d73	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid EI-B (HITACHI M-80) , Positive-QTOF	splash10-03di-9200000000-0842bd1d3fcea3f9f005	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid EI-B (HITACHI M-80B) , Positive-QTOF	splash10-08ml-9000000000-141c2435131c4b235390	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-0a4i-0900000000-2ea046a2e7b029c3cd81	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-0a4i-0900000000-1efff6d47779ec04f434	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-0a4i-6900000000-bcf3e35c2fbd86e670f0	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-056r-9000000000-9c72ae1d7f8e978ec7f8	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-004i-9000000000-c052a9b360e11f6a6eb9	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ , negative-QTOF	splash10-0a4i-0900000000-2ea046a2e7b029c3cd81	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ , negative-QTOF	splash10-0a4i-0900000000-1efff6d47779ec04f434	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ , negative-QTOF	splash10-0a4i-6900000000-bcf3e35c2fbd86e670f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ , negative-QTOF	splash10-056r-9000000000-9c72ae1d7f8e978ec7f8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-QQ , negative-QTOF	splash10-004i-9000000000-c052a9b360e11f6a6eb9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid LC-ESI-IT , negative-QTOF	splash10-0a4i-0900000000-b56762cc671f243abe6f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid 20V, Positive-QTOF	splash10-014r-9000000000-ae54c10a9e1b7264831e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid 10V, Positive-QTOF	splash10-052r-9500000000-65dcbde71c36004a3676	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pelargonic acid 40V, Positive-QTOF	splash10-0a4i-9000000000-8ddcc5d65e84f9048b88	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonic acid 10V, Positive-QTOF	splash10-0006-0900000000-2b95d53127d2c88c6b0c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonic acid 20V, Positive-QTOF	splash10-06r6-6900000000-e3f666b3dcf9b3b1c2fe	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonic acid 40V, Positive-QTOF	splash10-052f-9000000000-8432ab96716adadb8d13	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonic acid 10V, Negative-QTOF	splash10-0a4i-0900000000-32f3915adea9c27b0b74	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonic acid 20V, Negative-QTOF	splash10-0bti-1900000000-2ffdf4f1d36a54e86be1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pelargonic acid 40V, Negative-QTOF	splash10-0a4l-9200000000-647e33e0c7198b77f78b	2015-04-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Saliva
Sweat
Urine

Tissue Locations

Epidermis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24713860	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	19573517	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Available	Normal	24628373	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Specified	Normal	24628373	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Specified	Normal	24628373	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24811995	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details
Sweat	Detected but not Quantified	Not Quantified	Adult	Both	Normal	26755145	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	24713860	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative colitis	24811995	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Crohn's disease	24811995	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Koike S, Bundo M, Iwamoto K, Suga M, Kuwabara H, Ohashi Y, Shinoda K, Takano Y, Iwashiro N, Satomura Y, Nagai T, Natsubori T, Tada M, Yamasue H, Kasai K: A snapshot of plasma metabolites in first-episode schizophrenia: a capillary electrophoresis time-of-flight mass spectrometry study. Transl Psychiatry. 2014 Apr 8;4:e379. doi: 10.1038/tp.2014.19. [PubMed:24713860 ]
Ulcerative colitis
De Preter V, Machiels K, Joossens M, Arijs I, Matthys C, Vermeire S, Rutgeerts P, Verbeke K: Faecal metabolite profiling identifies medium-chain fatty acids as discriminating compounds in IBD. Gut. 2015 Mar;64(3):447-58. doi: 10.1136/gutjnl-2013-306423. Epub 2014 May 8. [PubMed:24811995 ]
Crohn's disease
De Preter V, Machiels K, Joossens M, Arijs I, Matthys C, Vermeire S, Rutgeerts P, Verbeke K: Faecal metabolite profiling identifies medium-chain fatty acids as discriminating compounds in IBD. Gut. 2015 Mar;64(3):447-58. doi: 10.1136/gutjnl-2013-306423. Epub 2014 May 8. [PubMed:24811995 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

181500 (Schizophrenia)
266600 (Crohn's disease)
114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Nonanoic_acid

METLIN ID

5810

PubChem Compound

8158

PDB ID

Not Available

ChEBI ID

29019

Food Biomarker Ontology

Not Available

VMH ID

C01601

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Yu, Zhongjiang; Wang, Jinglin; Shi, Zhiming. Industrial process for producing azelaic acid and nonanoic acid. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 8pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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 ]
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 ]
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 ]
Wahlberg JE, Lindberg M: Nonanoic acid--an experimental irritant. Contact Dermatitis. 2003 Sep;49(3):117-23. [PubMed:14678207 ]
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 ]
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 ]
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 ]
Matsuura E, Kobayashi K, Koike T, Shoenfeld Y: Autoantibody-mediated atherosclerosis. Autoimmun Rev. 2002 Dec;1(6):348-53. [PubMed:12848990 ]

Enzymes

Enzyme Details

1. Acyl-coenzyme A synthetase ACSM1, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Has medium-chain fatty acid:CoA ligase activity with broad substrate specificity (in vitro). Acts on acids from C(4) to C(11) and on the corresponding 3-hydroxy- and 2,3- or 3,4-unsaturated acids (in vitro). Functions as GTP-dependent lipoate-activating enzyme that generates the substrate for lipoyltransferase (By similarity).
Gene Name:: ACSM1
Uniprot ID:: Q08AH1
Molecular weight:: 65272.74

Enzyme Details

2. Acyl-coenzyme A synthetase ACSM6, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: ACSM6
Uniprot ID:: Q6P461
Molecular weight:: 53584.545

Enzyme Details

3. Acyl-coenzyme A synthetase ACSM2A, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Has medium-chain fatty acid:CoA ligase activity with broad substrate specificity (in vitro). Acts on acids from C(4) to C(11) and on the corresponding 3-hydroxy- and 2,3- or 3,4-unsaturated acids (in vitro) (By similarity).
Gene Name:: ACSM2A
Uniprot ID:: Q08AH3
Molecular weight:: 64223.7

Enzyme Details

4. Acyl-coenzyme A synthetase ACSM2B, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Has medium-chain fatty acid:CoA ligase activity with broad substrate specificity (in vitro). Acts on acids from C(4) to C(11) and on the corresponding 3-hydroxy- and 2,3- or 3,4-unsaturated acids (in vitro).
Gene Name:: ACSM2B
Uniprot ID:: Q68CK6
Molecular weight:: 64270.78

Enzyme Details

5. Acyl-coenzyme A synthetase ACSM3, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Has medium-chain fatty acid:CoA ligase activity with broad substrate specificity (in vitro). Acts on acids from C(4) to C(11) and on the corresponding 3-hydroxy- and 2,3- or 3,4-unsaturated acids (in vitro) (By similarity).
Gene Name:: ACSM3
Uniprot ID:: Q53FZ2
Molecular weight:: 66152.235

Enzyme Details

6. Acyl-coenzyme A synthetase ACSM5, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Has medium-chain fatty acid:CoA ligase activity with broad substrate specificity (in vitro). Acts on acids from C(4) to C(11) and on the corresponding 3-hydroxy- and 2,3- or 3,4-unsaturated acids (in vitro) (By similarity).
Gene Name:: ACSM5
Uniprot ID:: Q6NUN0
Molecular weight:: 64759.55

Enzyme Details

7. Acyl-coenzyme A synthetase ACSM4, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Has medium-chain fatty acid:CoA ligase activity with broad substrate specificity (in vitro). Acts on acids from C(4) to C(11) and on the corresponding 3-hydroxy- and 2,3- or 3,4-unsaturated acids (in vitro) (By similarity).
Gene Name:: ACSM4
Uniprot ID:: P0C7M7
Molecular weight:: 65702.225

Showing metabocard for Pelargonic acid (HMDB0000847)

MOL for HMDB0000847 (Pelargonic acid)

3D MOL for HMDB0000847 (Pelargonic acid)

3D SDF for HMDB0000847 (Pelargonic acid)

3D-SDF for HMDB0000847 (Pelargonic acid)

PDB for HMDB0000847 (Pelargonic acid)

3D PDB for HMDB0000847 (Pelargonic acid)

SMILES for HMDB0000847 (Pelargonic acid)

INCHI for HMDB0000847 (Pelargonic acid)

Structure for HMDB0000847 (Pelargonic acid)

3D Structure for HMDB0000847 (Pelargonic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes