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(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid (FDB003104)

Record Information
Version1.0
Creation date2010-04-08 22:05:39 UTC
Update date2019-11-26 02:58:29 UTC
Primary IDFDB003104
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid
Description(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid, also known as (9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoate, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review a small amount of articles have been published on (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid.
CAS Number17699-21-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0037 g/LALOGPS
logP5.03ALOGPS
logP4.52ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)4.57ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity91.39 m³·mol⁻¹ChemAxon
Polarizability34.9 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H26O3
IUPAC name(9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoic acid
InChI IdentifierInChI=1S/C18H26O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)15-16-18(20)21/h3-10H,2,11-16H2,1H3,(H,20,21)/b4-3-,6-5+,8-7-,10-9+
InChI KeyZYOSGENSARGRME-WYVWLRFESA-N
Isomeric SMILESCC\C=C/C=C/C=C\C=C\CCCCC(=O)CCC(O)=O
Average Molecular Weight290.3972
Monoisotopic Molecular Weight290.188194698
Classification
Description Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Long-chain fatty acid
  • Gamma-keto acid
  • Keto fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Keto acid
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 74.45%; H 9.02%; O 16.53%DFC
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
Predicted GC-MS(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-4920000000-2c5d20e3e7550469c38dSpectrum
Predicted GC-MS(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dj-3921000000-5bec8d202c2cc45106f7Spectrum
Predicted GC-MS(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-1090000000-22025f67b07c0f4f840a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0211-5690000000-a31536b4e5818d961d4b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06tu-8910000000-1b89068394b04b832e3a2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-d85188baf229ebab99442016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-4290000000-ebc796ec791da4f68d382016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9220000000-76c72e8b6b74288bcf7f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0596-2790000000-ab8be76c1b8ac373a7bc2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-066u-5910000000-fe32110b49d52c593e112021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9600000000-24d2242853c75d1e11aa2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0079-0090000000-1a1b1dcc895352835cd62021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-5190000000-a6692f67f62f10c139aa2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9210000000-5c5d5126c6b644dff8222021-09-22View Spectrum
NMRNot Available
ChemSpider ID30776882
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31098
CRC / DFC (Dictionary of Food Compounds) IDCRC34-F:CRC36-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference