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Showing Compound alpha-Eleostearic acid (FDB012466)

Record Information
Version1.0
Creation date2010-04-08 22:10:11 UTC
Update date2019-11-26 03:06:51 UTC
Primary IDFDB012466
Secondary Accession Numbers
  • FDB002945
Chemical Information
FooDB Namealpha-Eleostearic acid
DescriptionPunicic acid, also known as 9t,11C,13t-CLN or punicate, 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 significant number of articles have been published on Punicic acid.
CAS Number544-72-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(9E,11Z,13E)-9,11,13-Octadecatrienoic acidChEBI
(e,Z,e)-9,11,13-Octadecatrienoic acidChEBI
9-trans,11-cis,13-trans-Octadecatrienoic acidChEBI
9t,11C,13t-CLNChEBI
9t,11C,13t-CLnAChEBI
9t,11C,13t-Conjugated linolenic acidChEBI
9t,11C,13t-Linolenic acidChEBI
9trans,11-cis,13trans-Octadecatrienoic acidChEBI
C18:3 N-5 trans, 7 cis, 9 transChEBI
Octadeca-9t,11C,13t-trienoic acidChEBI
Octadeca-9t,11C,13t-triensaeureChEBI
t9,C11,t13-CLNChEBI
t9,C11,t13-CLnAChEBI
t9,C11,t13-Conjugated linolenic acidChEBI
t9,C11,t13-Linolenic acidChEBI
(9E,11Z,13E)-9,11,13-OctadecatrienoateGenerator
(e,Z,e)-9,11,13-OctadecatrienoateGenerator
9-trans,11-cis,13-trans-OctadecatrienoateGenerator
9t,11C,13t-Conjugated linolenateGenerator
9t,11C,13t-LinolenateGenerator
9trans,11-cis,13trans-OctadecatrienoateGenerator
Octadeca-9t,11C,13t-trienoateGenerator
t9,C11,t13-Conjugated linolenateGenerator
t9,C11,t13-LinolenateGenerator
PunicateGenerator
(9Z,11E,13Z)-Octadeca-9,11,13-trienoic acidHMDB
cis-9,trans-11,cis-13-Octadecatrienoic acidHMDB
Eleostearic acidHMDB
Punicinic acidHMDB
Trichosanic acidHMDB
9E,11Z,13E-OctadecatrienoateGenerator
9,11,13-CLNMeSH
9C,11t,13t-CLNMeSH
Eleostearic acid, (e,Z,e)-isomerMeSH
9,11,13-Octadecatrienoic acidMeSH
9cis,11trans,13trans-Conjugated linolenic acidMeSH
Eleostearic acid, (e,e,e)-isomerMeSH
9,11,13-Conjugated linolenic acidMeSH
Eleostearic acid, (Z,e,e)-isomerMeSH
Eleostearic acid, (Z,Z,e)-isomerMeSH
a-EleostearateGenerator
a-Eleostearic acidGenerator
alpha-EleostearateGenerator
Α-eleostearateGenerator
Α-eleostearic acidGenerator
(9e,11Z,13e)-9,11,13-OctadecatrienoateGenerator
(9E,11Z,13E)-9,11,13-octadecatrienoic acidbiospider
(9E,11Z,13E)-octadeca-9,11,13-trienoic acidbiospider
(9Z,11E,13E)-9,11,13-Octadecatrienoic acidbiospider
(9Z,11E,13E)-Octadecatrienoic acidbiospider
(E,Z,E)-9,11,13-octadecatrienoic acidbiospider
(E,Z,E)-octadeca-9,11,13-trienoic acidbiospider
9,11,13-Octadecatrienoic acid, (E,Z,E)-biospider
9t,11c,13t-CLNChEBI
9t,11c,13t-CLnAChEBI
9t,11c,13t-Conjugated linolenateGenerator
9t,11c,13t-Conjugated linolenic acidChEBI
9t,11c,13t-LinolenateGenerator
9t,11c,13t-Linolenic acidChEBI
alpha-Eleostearic acidbiospider
Elaeomargarinic aciddb_source
Elaeostearinic aciddb_source
Margarolic aciddb_source
Octadeca-9t,11c,13t-trienoateGenerator
Octadeca-9t,11c,13t-trienoic acidChEBI
Octadeca-9t,11c,13t-triensaeureChEBI
t9,c11,t13-CLNChEBI
t9,c11,t13-CLnAChEBI
t9,c11,t13-Conjugated linolenateGenerator
t9,c11,t13-Conjugated linolenic acidChEBI
t9,c11,t13-LinolenateGenerator
t9,c11,t13-Linolenic acidChEBI
Predicted Properties
PropertyValueSource
Water Solubility0.00024 g/LALOGPS
logP6.65ALOGPS
logP6.06ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity89.64 m³·mol⁻¹ChemAxon
Polarizability35.91 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H30O2
IUPAC name(9E,11Z,13E)-octadeca-9,11,13-trienoic acid
InChI IdentifierInChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7-,10-9+
InChI KeyCUXYLFPMQMFGPL-MRZTUZPCSA-N
Isomeric SMILESCCCC\C=C\C=C/C=C/CCCCCCCC(O)=O
Average Molecular Weight278.4296
Monoisotopic Molecular Weight278.224580204
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
  • Fatty acid
  • Unsaturated 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
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 77.65%; H 10.86%; O 11.49%DFC
Melting PointMp 49-49.2°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data293 () (cyclohexane) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPunicic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-8960000000-59c083671232b201abc8Spectrum
Predicted GC-MSPunicic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-009j-8922000000-a833082a5dc1b9b8fef6Spectrum
Predicted GC-MSPunicic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-0090000000-88ce0b28b56f5ae5db9d2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02u0-6590000000-30f95b4c2d9566284c4e2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-8930000000-fe0898dc5088e651e2202016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-9017290211373e0fd9682016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-1090000000-f71ec81e19ca9b6622af2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9230000000-97b44baaf23d3bde3d462016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-12da14b99ffff52801582021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-1090000000-e58964825ceee9b9ae452021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9510000000-6e24c220dbce17f77c3e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-4690000000-76ea346646e2d3f7b75c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0536-9810000000-b47f33760bad1f74f7dc2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05ox-9100000000-f5a89343e9ef6aafee092021-09-24View Spectrum
NMRNot Available
ChemSpider ID20118304
ChEMBL IDNot Available
KEGG Compound IDC08364
Pubchem Compound ID12309425
Pubchem Substance IDNot Available
ChEBI ID38383
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30963
CRC / DFC (Dictionary of Food Compounds) IDHHC08-L:HHC52-U
EAFUS IDNot Available
Dr. Duke IDALPHA-ELEOSTEARIC-ACID|ALPHA-ELAEOSTEARIC-ACID
BIGG IDNot Available
KNApSAcK IDC00001216
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 / Bioactivities
DescriptorIDDefinitionReference
anti feedantDUKE
insecticide24852 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).