Showing metabocard for Bovinic acid (BMDB0003797)

IdentificationTaxonomyPhysical propertiesSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:06:08 UTC
Update Date2020-06-04 22:48:07 UTC
MCDB ID BMDB0003797
Secondary Accession Numbers
  • BMDB03797
Metabolite Identification
Common NameBovinic 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
(9Z,11E)-Octadecadienoic acidChEBI
(Z,e)-Octadeca-9,11-dienoic acidChEBI
9(Z),11(e)-Octadecadienoic acidChEBI
9,11-cis,trans-Octadecanoic acidChEBI
9-cis-11-trans-Linoleic acidChEBI
C18:2, N-7,9 trans,cisChEBI
cis-9,trans-11 Conjugated linoleic acidChEBI
cis-9,trans-11-CLAChEBI
Rumenic acidChEBI
9-cis,11-trans-OctadecadienoateKegg
(9Z,11E)-OctadecadienoateGenerator
(Z,e)-Octadeca-9,11-dienoateGenerator
9(Z),11(e)-OctadecadienoateGenerator
9,11-cis,trans-OctadecanoateGenerator
9-cis-11-trans-LinoleateGenerator
cis-9,trans-11 Conjugated linoleateGenerator
RumenateGenerator
9-cis,11-trans-Octadecadienoic acidGenerator
BovinateGenerator
(9Z,11E)-Conjugated linoleic acidHMDB
(9Z,11E)-Octadeca-9,11-dienoateHMDB
(9Z,11E)-Octadeca-9,11-dienoic acidHMDB
9-cis,11-trans-Octadecadienoic acid solutionHMDB
9Z,11E-CLAHMDB
9Z,11E-OctadecadienoateHMDB
9Z,11E-Octadecadienoic acidHMDB
cis-9, trans-11-OctadecadienoateHMDB
cis-9, trans-11-Octadecadienoic acidHMDB
Conjugated (9Z,11E)-linoleic acid solutionHMDB
(9Z,11E)-9,11-Octadecadienoic acidHMDB
9,11-Linoleic acidHMDB
9,11-Linoleic acid, (Z,e)-isomerHMDB
cis-9-trans-11-Octadecadienoic acidHMDB
9,11-Isolinoleic acidHMDB
9,11-Octadecadienoic acidHMDB
9-cis-11-trans-Octadecadienoic acidHMDB
Octadeca-9,11-dienoic acidHMDB
9,11-OctadecadienoateHMDB
c9t11 CLAHMDB
9-cis,11-trans-Linoleic acidHMDB
FA(18:2(9Z,11E))HMDB
cis-9,trans-11-Octadecadienoic acidHMDB
trans-11-cis-9-Octadecadienoic acidHMDB
Bovinic acidHMDB
Chemical FormulaC18H32O2
Average Molecular Weight280.4455
Monoisotopic Molecular Weight280.240230268
IUPAC Name(9Z,11E)-octadeca-9,11-dienoic acid
Traditional Namecis-9,trans-11-CLA
CAS Registry Number2540-56-9
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-GOJKSUSPSA-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
StateSolid
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
Polarizability36.55 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
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-004i-0090000000-e92f42e010cf8de7d8422017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-004i-0090000000-b39dc5a43bb0b5730a2f2017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-004i-0090000000-5eb9e4ae49ad1fb539cd2017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-004i-0091010000-52cb4af6370469644ffa2017-09-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-e92f42e010cf8de7d8422017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-b39dc5a43bb0b5730a2f2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-004i-0090000000-5eb9e4ae49ad1fb539cd2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-e92f42e010cf8de7d8422021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-5eb9e4ae49ad1fb539cd2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0090000000-b39dc5a43bb0b5730a2f2021-09-20View 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, Negativesplash10-004i-0090000000-03fd7d53d39127d027662021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-1090000000-c03baa3d5c1c48e8c45c2021-09-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9310000000-07f427d77d98dab09f402021-09-23View 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, 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
Concentrations
StatusValueReferenceDetails
Detected and Quantified1426 +/- 713 uMTotal fatty acid details
Detected and Quantified713 +/- 357 uMTotal fatty acid
  • M. Ferrand et al....
 details
Detected and Quantified641 +/- 249 uMTotal fatty acid
  • M. Ferrand et al....
 details
HMDB IDHMDB0003797
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB093753
KNApSAcK IDC00052217
Chemspider ID4444245
KEGG Compound IDC04056
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkRumenic acid
METLIN IDNot Available
PubChem Compound5280644
PDB IDNot Available
ChEBI ID32798
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Soyeurt H, Dardenne P, Dehareng F, Lognay G, Veselko D, Marlier M, Bertozzi C, Mayeres P, Gengler N: Estimating fatty acid content in cow milk using mid-infrared spectrometry. J Dairy Sci. 2006 Sep;89(9):3690-5. doi: 10.3168/jds.S0022-0302(06)72409-2. [PubMed:16899705 ]
  2. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
  3. van Gastelen S, Antunes-Fernandes EC, Hettinga KA, Dijkstra J: Relationships between methane emission of Holstein Friesian dairy cows and fatty acids, volatile metabolites and non-volatile metabolites in milk. Animal. 2017 Sep;11(9):1539-1548. doi: 10.1017/S1751731117000295. Epub 2017 Feb 21. [PubMed:28219465 ]
  4. M. Ferrand, B. Huquet. S. Barbey, F. Barillet, F. Faucon, H. Larroque, O. Leray, J.M. Trommenschlager, M. Brochard (2011). M. Ferrand et al. Determination of fatty acid profile in cow's milk using mid-infrared spectrometry: Interest of applying a variable selection by genetic algorithms before a PLS regression. Chemometrics and Intelligent Laboratory Systems 106 (2011) 183?189. Chemometrics and Intelligent Laboratory Systems.