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

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:15:01 UTC
Update Date2020-06-04 21:15:52 UTC
MCDB ID BMDB0005047
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
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
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-9550000000-f91f775c11691e5723392017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0079-9531000000-ff0f0a6283e777000b032017-10-06View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-004i-0090000000-d3517fc9c425686f3f472017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-004i-0090000000-dfad2b4819a8e09aeb742017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-004i-0093020000-3713e3e16e9fc8ff9d4e2017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-004i-0090000000-1ab95baf25a47f7edbbe2017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-004i-0091000000-88b67552039f5c14c7ea2017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-d3517fc9c425686f3f472017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-dfad2b4819a8e09aeb742017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-1ab95baf25a47f7edbbe2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-d3517fc9c425686f3f472021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-dfad2b4819a8e09aeb742021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0090000000-1ab95baf25a47f7edbbe2021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0090000000-f2c6c9de24118516f0db2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-022j-5690000000-f4c090f44fe34f660b192017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9830000000-42ee75da80e6ee682b902017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-f1e9e4b543f7d4f48bf82017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01ti-0090000000-665523c6142ff4e39c962017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9230000000-b43315d97b9995f922a32017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01qa-5590000000-6740409ad0ee9d0c387c2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05mk-9510000000-78bd3b0ecfca1dab2bac2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0apm-9000000000-98f6af2debd76c0c3c6e2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-03fd7d53d39127d027662021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-1090000000-c03baa3d5c1c48e8c45c2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9310000000-07f427d77d98dab09f402021-09-24View Spectrum
Concentrations
StatusValueReferenceDetails
Detected but not QuantifiedNot Applicable
  • Park, Y. W; Juáre...
 details
HMDB IDHMDB0005047
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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)Download (PDF)
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.