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Human Metabolome Database Version 3.5

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Showing metabocard for Heptanoic acid (HMDB00666)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:09:04 -0700
HMDB ID HMDB00666
Secondary Accession Numbers None
Metabolite Identification
Common Name Heptanoic acid
Description Heptanoic acid, also called enanthic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid. It is an oily liquid with an unpleasant, rancid odor. It contributes to the odor of some rancid oils. It is slightly soluble in water, but well soluble in ethanol and ether.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 1-Hexanecarboxylate
  2. 1-Hexanecarboxylic acid
  3. Enanthate
  4. Enanthic acid
  5. Enanthylate
  6. Enanthylic acid
  7. Heptanoate
  8. Heptanoic acid
  9. Heptoate
  10. Heptoic acid
  11. Heptylate
  12. Heptylic acid
  13. N-Heptanoate
  14. N-Heptanoic acid
  15. N-Heptoate
  16. N-Heptoic acid
  17. N-Heptylate
  18. N-Heptylic acid
  19. Oenanthate
  20. Oenanthic acid
  21. Oenanthylate
  22. Oenanthylic acid
Chemical Formula C7H14O2
Average Molecular Weight 130.1849
Monoisotopic Molecular Weight 130.099379692
IUPAC Name heptanoic acid
Traditional IUPAC Name heptanoic acid
CAS Registry Number 111-14-8
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 Key MNWFXJYAOYHMED-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Fatty Acids and Conjugates
Sub Class Straight Chain Fatty Acids
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Organic Compounds
  • Straight chain fatty acids(KEGG)
  • Straight chain fatty acids(Lipidmaps)
  • medium-chain fatty acid(ChEBI)
  • straight-chain saturated fatty acid(ChEBI)
Substituents
  • Carboxylic Acid
Direct Parent Straight Chain Fatty Acids
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane (predicted from logP)
Physical Properties
State Liquid
Experimental Properties
Property Value Reference
Melting Point -7.5 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 2.82 mg/mL Not Available
LogP 2.42 SANGSTER (1994)
Predicted Properties
Property Value Source
Water Solubility 2.98 g/L ALOGPS
LogP 2.41 ALOGPS
LogP 2.26 ChemAxon
LogS -1.64 ALOGPS
pKa (strongest acidic) 5.15 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 37.3 A2 ChemAxon
Rotatable Bond Count 5 ChemAxon
Refractivity 35.67 ChemAxon
Polarizability 15.33 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum EI-B (HITACHI M-80B)
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 10
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 20
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 30
MS/MS Spectrum LC-ESI-QQ (API3000, Applied Biosystems) 40
MS/MS Spectrum GC-MS
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
Biofluid Locations Not Available
Tissue Location
  • Kidney
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID DB02938 Link_out
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB008051
KNApSAcK ID Not Available
Chemspider ID 7803 Link_out
KEGG Compound ID C17714 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Heptanoic acid Link_out
NuGOwiki Link HMDB00666 Link_out
Metagene Link HMDB00666 Link_out
METLIN ID 5636 Link_out
PubChem Compound 8094 Link_out
PDB ID SHV Link_out
ChEBI ID 45571 Link_out
References
Synthesis Reference Jain, 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. Jones PM, Butt YM, Bennett MJ: Effects of odd-numbered medium-chain fatty acids on the accumulation of long-chain 3-hydroxy-fatty acids in long-chain L-3-hydroxyacyl CoA dehydrogenase and mitochondrial trifunctional protein deficient skin fibroblasts. Mol Genet Metab. 2004 Feb;81(2):96-9. Pubmed: 14741189 Link_out
  2. Grislain L, Gele P, Bromet N, Luijten W, Volland JP, Mocaer E, Kamoun A: Metabolism of amineptine in rat, dog and man. Eur J Drug Metab Pharmacokinet. 1990 Oct-Dec;15(4):339-45. Pubmed: 2088771 Link_out
  3. Buccellati C, Sala A, Rossoni G, Capra V, Rovati GE, Di Gennaro A, Folco G, Colli S, Casagrande C: Pharmacological characterization of 2NTX-99 [4-methoxy-N1-(4-trans-nitrooxycyclohexyl)-N3-(3-pyridinylmethyl)-1,3-benz enedicarboxamide], a potential antiatherothrombotic agent with antithromboxane and nitric oxide donor activity in platelet and vascular preparations. J Pharmacol Exp Ther. 2006 May;317(2):830-7. Epub 2006 Jan 6. Pubmed: 16399881 Link_out
Enzymes
Name: Phospholipase A2
Reactions:
  • phosphatidylcholine + H2O = 1-acylglycerophosphocholine + a carboxylate [RN:R01313]
Gene Name: PLA2G1B
Uniprot ID: P04054 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A synthetase ACSM1, mitochondrial
Reactions:
  • ATP + an acid + CoA = AMP + diphosphate + an acyl-CoA [RN:R00389]
Gene Name: ACSM1
Uniprot ID: Q08AH1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A synthetase ACSM6, mitochondrial
Reactions:
  • ATP + an acid + CoA = AMP + diphosphate + an acyl-CoA [RN:R00389]
Gene Name: ACSM6
Uniprot ID: Q6P461 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A synthetase ACSM2A, mitochondrial
Reactions:
  • ATP + an acid + CoA = AMP + diphosphate + an acyl-CoA [RN:R00389]
Gene Name: ACSM2A
Uniprot ID: Q08AH3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A synthetase ACSM2B, mitochondrial
Reactions:
  • ATP + an acid + CoA = AMP + diphosphate + an acyl-CoA [RN:R00389]
Gene Name: ACSM2B
Uniprot ID: Q68CK6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A synthetase ACSM3, mitochondrial
Reactions:
  • ATP + an acid + CoA = AMP + diphosphate + an acyl-CoA [RN:R00389]
Gene Name: ACSM3
Uniprot ID: Q53FZ2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A synthetase ACSM5, mitochondrial
Reactions:
  • ATP + an acid + CoA = AMP + diphosphate + an acyl-CoA [RN:R00389]
Gene Name: ACSM5
Uniprot ID: Q6NUN0 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Acyl-coenzyme A synthetase ACSM4, mitochondrial
Reactions:
  • ATP + an acid + CoA = AMP + diphosphate + an acyl-CoA [RN:R00389]
Gene Name: ACSM4
Uniprot ID: P0C7M7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA