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Record Information
Version1.0
Creation date2010-04-08 22:05:45 UTC
Update date2019-11-26 02:58:58 UTC
Primary IDFDB003340
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameOctanedioic acid
DescriptionIsolated from the roots of Phaseolus vulgaris (kidney bean) Suberic acid, also octanedioic acid, is a dicarboxylic acid, with formula C6H12(COOH)2. It is present in the urine of patients with Fatty Acid Oxidation Disorders (PMID 10404733); ; A metabolic breakdown product derived from oleic acid. Elevated levels of this unstaruated dicarboxylic acid are found in individuals with dicarboxylic acid and medium-chain acyl-CoA dehydrogenase deficiency (MCAD).
CAS Number505-48-6
Structure
Thumb
Synonyms
SynonymSource
1,6-DicarboxyhexaneChEBI
1,6-Hexanedicarboxylic acidChEBI
1,8-Octanedioic acidChEBI
Cork acidChEBI
Hexamethylenedicarboxylic acidChEBI
KorksaeureChEBI
Octane-1,8-dioic acidChEBI
Octanedioic acidChEBI
OktandisaeureChEBI
SuberinsaeureChEBI
1,6-HexanedicarboxylateGenerator
1,8-OctanedioateGenerator
HexamethylenedicarboxylateGenerator
Octane-1,8-dioateGenerator
OctanedioateGenerator
SuberateGenerator
Suberic acid, manganese (+2) (1:1) saltHMDB
Suberic acid, disodium saltHMDB
Suberic acid, cadmium (1:1) saltHMDB
Suberic acid, monosodium saltHMDB
Suberic acid, dipotassium saltHMDB
Suberic acidMeSH
1, 8-Octanedioic acidbiospider
Carboxylic acids, di-, C4-11biospider
Octanedioc acidbiospider
Octanedioic acid suberic acidbiospider
Suberic acid, 8CIdb_source
suberic acid, cadmium (1:1) saltbiospider
suberic acid, manganese (+2) (1:1) saltbiospider
Predicted Properties
PropertyValueSource
Water Solubility5.8 g/LALOGPS
logP1ALOGPS
logP1.38ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)4.15ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity41.94 m³·mol⁻¹ChemAxon
Polarizability18.41 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H14O4
IUPAC nameoctanedioic acid
InChI IdentifierInChI=1S/C8H14O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-6H2,(H,9,10)(H,11,12)
InChI KeyTYFQFVWCELRYAO-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CCCCCCC(O)=O
Average Molecular Weight174.1944
Monoisotopic Molecular Weight174.089208936
Classification
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
  • Dicarboxylic 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
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 55.16%; H 8.10%; O 36.74%DFC
Melting PointMp 144°DFC
Boiling PointBp100 279°DFC
Experimental Water Solubility11.9 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKapKa2 5.52 (25°, 0.1M KNO3)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSOctanedioic acid, non-derivatized, GC-MS Spectrumsplash10-00kk-1910000000-952e95dc54b5db1c622bSpectrum
GC-MSOctanedioic acid, 2 TMS, GC-MS Spectrumsplash10-00kr-4910000000-5746b8e489013c10f927Spectrum
GC-MSOctanedioic acid, non-derivatized, GC-MS Spectrumsplash10-066u-9000000000-a1f08eaef174c2d608c2Spectrum
GC-MSOctanedioic acid, non-derivatized, GC-MS Spectrumsplash10-00kk-1910000000-e6b559f2a680d7643effSpectrum
GC-MSOctanedioic acid, non-derivatized, GC-MS Spectrumsplash10-00kk-1910000000-952e95dc54b5db1c622bSpectrum
GC-MSOctanedioic acid, non-derivatized, GC-MS Spectrumsplash10-00kr-4910000000-5746b8e489013c10f927Spectrum
Predicted GC-MSOctanedioic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9500000000-ae7c5b26647d1fa9e9fcSpectrum
Predicted GC-MSOctanedioic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0079-9630000000-e4a77be109073df5c29dSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-00di-0900000000-06eceea912f97922f307Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-053r-9400000000-89400a660cc11e2dbf37Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-053r-9200000000-fd72cf0bb8c1688e773eSpectrum
MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-066u-9000000000-53eb5eaccee7a26c26c9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-00di-0900000000-844f655c35c880c5f7ddSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-03di-0900000000-a817a3858303459fad6eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-03e9-5900000000-5cd959b0437224a4617fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-053r-9200000000-36bb7dd756513f3371f9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-003r-9000000000-060ff759568c0e7409a3Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0pb9-0900000000-d3f20c39439fdb1997c6Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-052b-9800000000-3c750dfd59f5f942ad1dSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0pc0-9600000000-ac31ff4a1eb241fe7a55Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-0a5i-9100000000-f235866b0941a9c8e495Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-0a4i-9300000000-1abec6742a0a70596a3aSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-0900000000-844f655c35c880c5f7ddSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-0900000000-a817a3858303459fad6eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03e9-5900000000-13bb8c4a5147c1290eecSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-053r-9200000000-36bb7dd756513f3371f9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-003r-9000000000-c2d5f21cf3c5f42b1ee0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-0900000000-0ce1109135b91db83e1aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-4900000000-497b35b2ed425bc2c1e0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-067l-9100000000-bb0a668a71757557492dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-a2ea6904052f6faa706bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05fr-1900000000-0632d4666e090256224dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9300000000-da94304d9610cbd18197Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID10025
ChEMBL IDCHEMBL1162491
KEGG Compound IDC08278
Pubchem Compound ID10457
Pubchem Substance IDNot Available
ChEBI ID9300
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00893
CRC / DFC (Dictionary of Food Compounds) IDCWB58-T:CWB58-T
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00001204
HET IDOCE
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDSuberic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference