Record Information
Version1.0
Creation date2011-09-21 00:10:50 UTC
Update date2019-11-26 03:21:01 UTC
Primary IDFDB022247
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSebacic acid
DescriptionSebacic acid is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms. Sebacic acid is a normal urinary acid. In patients with multiple acyl-CoA-dehydrogenase deficiency (MADD) or glutaric aciduria type II (GAII) are a group of metabolic disorders due to deficiency of either electron transfer flavoprotein or electron transfer flavoprotein ubiquinone oxidoreductase, biochemical data shows an increase in urine sebacic acid excretion. Sebacic acid is a white flake or powdered crystal slightly soluble in water that has been proposed as an alternative energy substrate in total parenteral nutrition. Sebacic Acid was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles. Sebacic Acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. It is used in the synthesis of polyamide and alkyd resins. It is also used as an intermediate for aromatics, antiseptics and painting materials. (PMID: 10556649, 1738216, 8442769, 12706375) [HMDB]
CAS Number111-20-6
Structure
Thumb
Synonyms
SynonymSource
1,10-Decanedioic acidChEBI
1,8-DicarboxyoctaneChEBI
Decanedioic acidChEBI
SebacinsaeureChEBI
1,10-DecanedioateGenerator
DecanedioateGenerator
SebacateGenerator
1,8-OctanedicarboxylateHMDB
1,8-Octanedicarboxylic acidHMDB
4,7-Dioxosebacic acidHMDB
4-OxodecanedioateHMDB
4-Oxodecanedioic acidHMDB
Acide sebaciqueHMDB
Decanedicarboxylic acidHMDB
Dicarboxylic acid C10HMDB
Ipomic acidHMDB
N-DecanedioateHMDB
N-Decanedioic acidHMDB
Sebacic acidsHMDB
SebacinsaureHMDB
Seracic acidHMDB
Sebacic acid, aluminum saltHMDB
Sebacic acid, monocadmium saltHMDB
Sebacic acid, sodium saltHMDB
4-oxodecanedioatehmdb
4-oxodecanedioic acidhmdb
4,7-dioxosebacic acidhmdb
acide sebaciquehmdb
n-Decanedioatehmdb
n-Decanedioic acidhmdb
sebacic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.91 g/LALOGPS
logP1.93ALOGPS
logP2.27ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.72ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity51.14 m³·mol⁻¹ChemAxon
Polarizability22.61 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H18O4
IUPAC namedecanedioic acid
InChI IdentifierInChI=1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)
InChI KeyCXMXRPHRNRROMY-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CCCCCCCCC(O)=O
Average Molecular Weight202.2475
Monoisotopic Molecular Weight202.120509064
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
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
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
EI-MSMass Spectrum (Electron Ionization)splash10-0532-9200000000-34e843efdffcce316afdSpectrum
GC-MSSebacic acid, 2 TMS, GC-MS Spectrumsplash10-00mk-2910000000-944d83241331f8be19a6Spectrum
GC-MSSebacic acid, non-derivatized, GC-MS Spectrumsplash10-00mk-1910000000-2e3fc1189a96874a25c9Spectrum
GC-MSSebacic acid, 2 TMS, GC-MS Spectrumsplash10-00fr-9400000000-d288a779699c505fde08Spectrum
GC-MSSebacic acid, 2 TMS, GC-MS Spectrumsplash10-00pj-3910000000-87feed2c593dbff7fae8Spectrum
GC-MSSebacic acid, non-derivatized, GC-MS Spectrumsplash10-00mk-2910000000-944d83241331f8be19a6Spectrum
GC-MSSebacic acid, non-derivatized, GC-MS Spectrumsplash10-00mk-1910000000-2e3fc1189a96874a25c9Spectrum
GC-MSSebacic acid, non-derivatized, GC-MS Spectrumsplash10-00fr-9400000000-d288a779699c505fde08Spectrum
GC-MSSebacic acid, non-derivatized, GC-MS Spectrumsplash10-00pj-3910000000-87feed2c593dbff7fae8Spectrum
Predicted GC-MSSebacic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9600000000-0d93a938bd873800d5e0Spectrum
Predicted GC-MSSebacic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00g0-9750000000-c51f62deffa53727f438Spectrum
Predicted GC-MSSebacic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSebacic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSebacic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSSebacic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0udi-0290000000-cd204cf662cb75a52f8cSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0540-5910000000-d9df3022a95972158b37Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0ue9-9660000000-49a78126c0d15f6e3eb7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0udi-0090000000-841b953970b4cd52f8beSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0uei-0950000000-001fe11fe26a2d644897Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-000i-0900000000-83a69e4c3ab60df51781Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-08i9-7900000000-951787b9bed084d77a6bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-057i-9000000000-83b9d67dcdf5f385ab57Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-0f80-0950000000-7fec916790f882e8630aSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0090000000-841b953970b4cd52f8beSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0uei-0950000000-001fe11fe26a2d644897Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000i-0900000000-83a69e4c3ab60df51781Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-08i9-7900000000-951787b9bed084d77a6bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-057i-9000000000-83b9d67dcdf5f385ab57Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-0019-0900000000-e9711749ce4f183c8c63Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0f80-0950000000-e264d8b786405e562fd4Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-007d-8900000000-fb7880caeb9e996f8bbaSpectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0uei-0960000000-b0edb62684a8bf743208Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0f80-0930000000-e6d1038fa517b1259227Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udr-0970000000-b21ac000bbddcd19753bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0k9l-2910000000-aad49769e8652ff2ea40Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06rw-9200000000-bab98f63e58992b52316Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0290000000-f600fa6f22d1c40d97d5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-2790000000-3f24f2c725d420658a66Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9300000000-1aa6408615ab7e415691Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID5004
ChEMBL IDCHEMBL1232164
KEGG Compound IDC08277
Pubchem Compound ID5192
Pubchem Substance IDNot Available
ChEBI ID9071
Phenol-Explorer IDNot Available
DrugBank IDDB07645
HMDB IDHMDB00792
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDDEC
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDSebacic 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