Showing metabocard for Pelargonic acid (BMDB0000847)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:37:27 UTC
Update Date2020-06-04 19:32:21 UTC
BMDB IDBMDB0000847
Secondary Accession Numbers
  • BMDB00847
Metabolite Identification
Common NamePelargonic acid
DescriptionNonanoic acid, also known as pelargon or nonanoate, 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. Nonanoic acid exists as a liquid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Nonanoic acid exists in all living species, ranging from bacteria to humans. Nonanoic acid is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
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 Molecular Weight158.238
Monoisotopic Molecular Weight158.13067982
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
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
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point12.3 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.284 mg/mLNot Available
LogP3.42SANGSTER (1993)
Predicted Properties
PropertyValueSource
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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-014i-0910000000-29827f2f9240f991b625View in MoNA
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-014i-2920000000-8730f6690cd20a58fcfcView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-9200000000-0842bd1d3fcea3f9f005View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-08ml-9000000000-f9b45b786372be8b75d6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-0930000000-30578d3edfa20cedf0e8View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-0910000000-29827f2f9240f991b625View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-014i-2920000000-8730f6690cd20a58fcfcView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-0910000000-2e292fa3a6e414ce582aView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-059f-9100000000-aaba2a9436e55f8d4c46View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-06du-9200000000-bffc58a95ef321200ab9View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0k9l-9400000000-fb4f24d4e9b0b4685763View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-9000000000-a3d26c56923a3cdddf9cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-9000000000-a6e0c758ef2e822a5d73View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-03di-9200000000-0842bd1d3fcea3f9f005View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-08ml-9000000000-141c2435131c4b235390View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0a4i-0900000000-2ea046a2e7b029c3cd81View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0a4i-0900000000-1efff6d47779ec04f434View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0a4i-6900000000-bcf3e35c2fbd86e670f0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-056r-9000000000-9c72ae1d7f8e978ec7f8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-004i-9000000000-c052a9b360e11f6a6eb9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-0900000000-2ea046a2e7b029c3cd81View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-0900000000-1efff6d47779ec04f434View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-6900000000-bcf3e35c2fbd86e670f0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-056r-9000000000-9c72ae1d7f8e978ec7f8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-9000000000-c052a9b360e11f6a6eb9View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-0a4i-0900000000-b56762cc671f243abe6fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014r-9000000000-ae54c10a9e1b7264831eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-052r-9500000000-65dcbde71c36004a3676View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-8ddcc5d65e84f9048b88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-2b95d53127d2c88c6b0cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06r6-6900000000-e3f666b3dcf9b3b1c2feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-8432ab96716adadb8d13View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-32f3915adea9c27b0b74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bti-1900000000-2ffdf4f1d36a54e86be1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9200000000-647e33e0c7198b77f78bView in MoNA
MSMass Spectrum (Electron Ionization)splash10-08ml-9000000000-e02b73fd7a397aa0b40bView in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, CDCl3, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CD3OD, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Epidermis
  • Liver
  • Mammary Gland
  • Milk
  • Semen
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
EpidermisExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Mammary GlandDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified0.251 +/- 0.001 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified0.468 +/- 0.012 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified0.568 +/- 0.014 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified0.64 +/- 0.02 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
SemenDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000847
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB 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
References
Synthesis ReferenceYu, 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)Not Available
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 ]