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Record Information
Version1.0
Creation Date2016-09-30 22:34:35 UTC
Update Date2020-06-04 21:02:28 UTC
MCDB ID BMDB0000666
Secondary Accession Numbers
  • BMDB00666
Metabolite Identification
Common NameHeptanoic acid
DescriptionHeptanoic acid, also known as enanthic acid or heptylic acid, 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. Heptanoic acid exists as a liquid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Heptanoic acid exists in all eukaryotes, ranging from yeast to humans. Heptanoic acid is a potentially toxic compound.
Structure
Thumb
Synonyms
Chemical FormulaC7H14O2
Average Molecular Weight130.1849
Monoisotopic Molecular Weight130.099379692
IUPAC Nameheptanoic acid
Traditional Nameheptanoic acid
CAS Registry Number111-14-8
SMILES
CCCCCCC(O)=O
InChI Identifier
InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9)
InChI KeyMNWFXJYAOYHMED-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.
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 Point-7.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.82 mg/mLNot Available
LogP2.42SANGSTER (1994)
Predicted Properties
PropertyValueSource
logP2.41ALOGPS
logP2.26ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)5.15ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.67 m³·mol⁻¹ChemAxon
Polarizability15.33 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Concentrations
StatusValueReferenceDetails
Detected but not QuantifiedNot Applicable details
Detected and Quantified0.441 +/- 0.014 uMFree fatty acid details
Detected and Quantified0.568 +/- 0.024 uMFree fatty acid details
Detected and Quantified0.448 +/- 0.012 uMFree fatty acid details
Detected and Quantified0.45 +/- 0.02 uMFree fatty acid details
HMDB IDHMDB0000666
DrugBank IDDB02938
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008051
KNApSAcK IDC00053307
Chemspider ID7803
KEGG Compound IDC17714
BioCyc IDCPD-7619
BiGG IDNot Available
Wikipedia LinkHeptanoic_acid
METLIN ID5636
PubChem Compound8094
PDB IDNot Available
ChEBI ID45571
References
Synthesis ReferenceJain, R. K.; Venkatesan, T. K. Heptanoic acid from heptaldehyde. Journal of the Oil Technologists' Association of India (Mumbai, India) (1984), 16(4), 111-12.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. [PubMed:11913692 ]
  2. Trimigno A, Munger L, Picone G, Freiburghaus C, Pimentel G, Vionnet N, Pralong F, Capozzi F, Badertscher R, Vergeres G: GC-MS Based Metabolomics and NMR Spectroscopy Investigation of Food Intake Biomarkers for Milk and Cheese in Serum of Healthy Humans. Metabolites. 2018 Mar 23;8(2). pii: metabo8020026. doi: 10.3390/metabo8020026. [PubMed:29570652 ]