Punicic acid (CHEM024975)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:03:14 UTC
Update Date2016-11-09 01:17:59 UTC
Accession NumberCHEM024975
Identification
Common NamePunicic acid
ClassSmall Molecule
DescriptionA 9,11,13-octadecatrienoic acid having its double bonds in trans, cis and trans configurations, respectively.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(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
Chemical FormulaC18H30O2
Average Molecular Mass278.430 g/mol
Monoisotopic Mass278.225 g/mol
CAS Registry Number544-72-9
IUPAC Name(9E,11Z,13E)-octadeca-9,11,13-trienoic acid
Traditional Name9t,11c,13t-linolenic acid
SMILESCCCC\C=C\C=C/C=C/CCCCCCCC(O)=O
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
Chemical Taxonomy
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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
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
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-8960000000-59c083671232b201abc8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-009j-8922000000-a833082a5dc1b9b8fef6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-0090000000-88ce0b28b56f5ae5db9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02u0-6590000000-30f95b4c2d9566284c4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-8930000000-fe0898dc5088e651e220Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-9017290211373e0fd968Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-1090000000-f71ec81e19ca9b6622afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9230000000-97b44baaf23d3bde3d46Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-12da14b99ffff5280158Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-1090000000-e58964825ceee9b9ae45Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9510000000-6e24c220dbce17f77c3eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-4690000000-76ea346646e2d3f7b75cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0536-9810000000-b47f33760bad1f74f7dcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05ox-9100000000-f5a89343e9ef6aafee09Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0030963
FooDB IDFDB012466
Phenol Explorer IDNot Available
KNApSAcK IDC00001216
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAlpha-Eleostearic acid
Chemspider ID20118304
ChEBI ID38383
PubChem Compound ID12309425
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Du Plessis LM: Isomerization of the double bonds of a conjugated fatty acid during beta-oxidation. Lipids. 1979 Nov;14(11):943-8.
2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.