Showing metabocard for 9E,11E-Octadecadienoic acid (BMDB0005047)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:15:01 UTC
Update Date2020-06-04 21:15:52 UTC
BMDB IDBMDB0005047
Secondary Accession Numbers
  • BMDB05047
Metabolite Identification
Common Name9E,11E-Octadecadienoic acid
DescriptionBovinic acid, also known as rumenic acid or rumenate, 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. Bovinic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(9E,11E)-9,11-Octadecadienoic acidChEBI
(e,e)-9,11-Octadecadienoic acidChEBI
(e,e)-Isolinoleic acidChEBI
9-trans, 11-trans-CLAChEBI
9-trans,11-trans-Conjugated linoleic acidChEBI
9-trans,11-trans-Octadecadienoic acidChEBI
9E,11E-CLAChEBI
9t,11t-CLAChEBI
Conjugated (9E,11E)-linoleic acidChEBI
Isolinoleic acidChEBI
Mangold's acidChEBI
trans,trans-9,11-Octadecadienoic acidChEBI
trans-9, trans-11-Octadecadienoic acidChEBI
(9E,11E)-9,11-OctadecadienoateGenerator
(e,e)-9,11-OctadecadienoateGenerator
(e,e)-IsolinoleateGenerator
9-trans,11-trans-Conjugated linoleateGenerator
9-trans,11-trans-OctadecadienoateGenerator
Conjugated (9E,11E)-linoleateGenerator
IsolinoleateGenerator
trans,trans-9,11-OctadecadienoateGenerator
trans-9, trans-11-OctadecadienoateGenerator
(9E,11E)-OctadecadienoateGenerator
9,11-Linoleic acidHMDB, MeSH
CLA 80HMDB
Conjugated linoleic acidHMDB
delta9,11-OctadecadienoateHMDB
Nouracid de 554HMDB
Ricineic acidHMDB
Ricinenic acidHMDB
Selin claHMDB
9,11-Linoleic acid, (E,E)-isomerMeSH, HMDB
9,11-Isolinoleic acidMeSH, HMDB
Octadeca-9,11-dienoic acidMeSH, HMDB
9,11-OctadecadienoateMeSH, HMDB
(9E,11E)-Octadecadienoic acidHMDB
9,11-Conjugated linoleic acidHMDB
9-trans,11-trans-Linoleic acidHMDB
9E,11E-Octadecadienoic acidHMDB
FA(18:2(9E,11E))HMDB
delta9,11-Octadecadienoic acidHMDB
trans-11-trans-9-Octadecadienoic acidHMDB
trans-9,trans-11 Conjugated linoleic acidHMDB
trans-9,trans-11-Octadecadienoic acidHMDB
Δ9,11-Octadecadienoic acidHMDB
9E,11E-OctadecadienoateGenerator
10E,12Z-OctadecadienoateGenerator
Chemical FormulaC18H32O2
Average Molecular Weight280.4455
Monoisotopic Molecular Weight280.240230268
IUPAC Name(9E,11E)-octadeca-9,11-dienoic acid
Traditional Name9E,11E-octadecadienoic acid
CAS Registry Number1839-11-8
SMILES
CCCCCC\C=C\C=C\CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9+
InChI KeyJBYXPOFIGCOSSB-XBLVEGMJSA-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
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.11ALOGPS
logP6.42ChemAxon
logS-6.3ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity88.52 m³·mol⁻¹ChemAxon
Polarizability37.12 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9550000000-f91f775c11691e572339View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0079-9531000000-ff0f0a6283e777000b03View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-004i-0090000000-d3517fc9c425686f3f47View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-004i-0090000000-dfad2b4819a8e09aeb74View in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-004i-0093020000-3713e3e16e9fc8ff9d4eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-004i-0090000000-1ab95baf25a47f7edbbeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-004i-0091000000-88b67552039f5c14c7eaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-d3517fc9c425686f3f47View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-dfad2b4819a8e09aeb74View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-1ab95baf25a47f7edbbeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-d3517fc9c425686f3f47View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-dfad2b4819a8e09aeb74View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0090000000-1ab95baf25a47f7edbbeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0090000000-f2c6c9de24118516f0dbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-022j-5690000000-f4c090f44fe34f660b19View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9830000000-42ee75da80e6ee682b90View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-f1e9e4b543f7d4f48bf8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ti-0090000000-665523c6142ff4e39c96View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9230000000-b43315d97b9995f922a3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01qa-5590000000-6740409ad0ee9d0c387cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mk-9510000000-78bd3b0ecfca1dab2bacView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0apm-9000000000-98f6af2debd76c0c3c6eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-03fd7d53d39127d02766View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-1090000000-c03baa3d5c1c48e8c45cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9310000000-07f427d77d98dab09f40View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Adipose Tissue
  • Blood
  • Milk
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Adipose TissueDetected and Quantified528.71 nmol/g of tissueNot SpecifiedNot Specified
Normal
    • C. Mapiye, T.D.Tu...
 details
Adipose TissueDetected and Quantified117.24 nmol/g of tissueNot SpecifiedNot Specified
Normal
    • C. Mapiye, T.D.Tu...
 details
Adipose TissueDetected and Quantified2025.42 nmol/g of tissueNot SpecifiedNot Specified
Normal
    • C. Mapiye, T.D.Tu...
 details
Adipose TissueDetected and Quantified520.94 nmol/g of tissueNot SpecifiedNot Specified
Normal
    • C. Mapiye, T.D.Tu...
 details
Adipose TissueDetected and Quantified1894.91 nmol/g of tissueNot SpecifiedNot Specified
Normal
    • C. Mapiye, T.D.Tu...
 details
Adipose TissueDetected and Quantified584.14 nmol/g of tissueNot SpecifiedNot Specified
Normal
    • C. Mapiye, T.D.Tu...
 details
Adipose TissueDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Adipose TissueDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Adipose TissueDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Adipose TissueDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Adipose TissueDetected and Quantified1283.67 nmol/g of tissueNot SpecifiedNot Specified
Normal		 details
Adipose TissueDetected and Quantified1604.59 nmol/g of tissueNot SpecifiedNot Specified
Normal		 details
Adipose TissueDetected and Quantified1312.2 nmol/g of tissueNot SpecifiedNot Specified
Normal		 details
Adipose TissueDetected and Quantified1658.08 nmol/g of tissueNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
    • Park, Y. W; Juáre...
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0005047
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023610
KNApSAcK IDC00053367
Chemspider ID4445923
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282796
PDB IDNot Available
ChEBI ID88464
References
Synthesis ReferencePriester, Remmet. 9,11-Octadecadienoic acid. (1939), US 2156737 19390502 CAN 33:44507 AN 1939:44507
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Park, Y. W; Juárez, Manuela ; Ramos, M.; Haenlein, G. F. W. (2007). Park, Y. W; Juárez, Manuela ; Ramos, M.; Haenlein, G. F. W.. Physico-chemical characteristics of goat and sheep milk. Small Ruminant Res.(2007) 68:88-113 doi: 10.1016/j.smallrumres.2006.09.013. Small Ruminant Research.