1.0 2020-03-31 16:40:30 UTC 2020-06-04 21:02:41 UTC BMDB0109634 Dihomo-linoleic acid (11Z,14Z)-Eicosa-11,14-dienoic acid (11Z,14Z)-Eicosadienoic acid (11Z,14Z)-Icosa-11,14-dienoic acid 11,14-Eicosadienoic acid 11,14-Icosadienoic acid (11Z,14Z)-Eicosa-11,14-dienoate (11Z,14Z)-Eicosadienoate (11Z,14Z)-Icosa-11,14-dienoate 11,14-Eicosadienoate 11,14-Icosadienoate Eicosadienoate 11, 14-Icosadienoate 11, 14-Icosadienoic acid 11,14-trans-Eicosadienoic acid delta11,14-20:2 Eicosa-11,14-dienoic acid Eicosa-11,14-dienoic acid, (Z,Z)-isomer N-6 Eicosadienoic acid Dihomolinoleate (11Z,14Z)-Icosadienoate (11Z,14Z)-11,14-Eicosadienate (11Z,14Z)-11,14-Eicosadienic acid (11Z,14Z)-11,14-Eicosadienoate (11Z,14Z)-11,14-Eicosadienoic acid 11,14-all-cis-Eicosadienoate 11,14-all-cis-Eicosadienoic acid 11-cis,14-cis-Eicosadienoate 11-cis,14-cis-Eicosadienoic acid Bishomolinoleate Bishomolinoleic acid Dihomo-linoleate (20:2n6) Dihomo-linoleic acid (20:2n6) FA(20:2(11Z,14Z)) Homo-gamma-linoleate Homo-gamma-linoleic acid Homo-γ-linoleate Homo-γ-linoleic acid all-cis-11,14-Eicosadienoate all-cis-11,14-Eicosadienoic acid cis,cis-Eicosa-11,14-dienoate cis,cis-Eicosa-11,14-dienoic acid cis,cis-delta11,14-Eicosadienoate cis,cis-delta11,14-Eicosadienoic acid cis,cis-Δ11,14-eicosadienoate cis,cis-Δ11,14-eicosadienoic acid cis-11,cis-14-Eicosadienoate cis-11,cis-14-Eicosadienoic acid delta11,14-Eicosadienoate delta11,14-Eicosadienoic acid Δ11,14-eicosadienoate Δ11,14-eicosadienoic acid FA(20:2n6) Eicosadienoic acid C20H36O2 308.4986 308.271530396 (11Z,14Z)-icosa-11,14-dienoic acid eicosadienoic acid 5598-38-9 CCCCC\C=C/C\C=C/CCCCCCCCCC(O)=O InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9- XSXIVVZCUAHUJO-HZJYTTRNSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Long-chain fatty acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Straight chain fatty acids Unsaturated fatty acids Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Straight chain fatty acid Unsaturated fatty acid Aliphatic acyclic compounds Polyunsaturated fatty acids Unsaturated fatty acids icosadienoic acid logp 7.83 ALOGPS logs -6.75 ALOGPS logp 7.31 ChemAxon pka_strongest_acidic 4.95 ChemAxon iupac (11Z,14Z)-icosa-11,14-dienoic acid ChemAxon average_mass 308.4986 ChemAxon mono_mass 308.271530396 ChemAxon smiles CCCCC\C=C/C\C=C/CCCCCCCCCC(O)=O ChemAxon formula C20H36O2 ChemAxon inchi InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9- ChemAxon inchikey XSXIVVZCUAHUJO-HZJYTTRNSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 97.72 ChemAxon polarizability 39.94 ChemAxon rotatable_bond_count 16 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 22192 Specdb::CMs 38849 Specdb::CMs 132811 Specdb::CMs 140545 Specdb::MsMs 315265 Specdb::MsMs 315266 Specdb::MsMs 315267 Specdb::MsMs 361201 Specdb::MsMs 361202 Specdb::MsMs 361203 Specdb::MsMs 438682 Specdb::MsMs 1476277 Specdb::MsMs 1476278 Specdb::MsMs 1476279 Specdb::MsMs 1476280 Specdb::MsMs 1476281 Specdb::MsMs 1476282 Specdb::MsMs 1476283 Specdb::MsMs 1476308 Specdb::MsMs 1476309 Specdb::MsMs 1476310 Specdb::MsMs 1476311 Specdb::MsMs 1476312 Specdb::MsMs 1476313 Specdb::MsMs 1476314 Specdb::MsMs 1476315 Specdb::MsMs 1476316 Specdb::MsMs 1476317 Specdb::MsMs 1476318 Adipose Tissue 583.47 nmol/g of tissue Fatty acid of subcutaneous fat. Calf-finished Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41. 24188642 Adipose Tissue 583.47 nmol/g of tissue Fatty acid of subcutaneous fat. With growth promoting implants Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41. 24188642 Adipose Tissue 596.44 nmol/g of tissue Fatty acid of subcutaneous fat. Without growth promoting implants Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41. 24188642 Adipose Tissue 602.92 nmol/g of tissue Fatty acid of subcutaneous fat. Yearling-finished Mapiye C, Turner TD, Basarab JA, Baron VS, Aalhus JL, Dugan ME: Subcutaneous fatty acid composition of steers finished as weanlings or yearlings with and without growth promotants. J Anim Sci Biotechnol. 2013 Nov 4;4(1):41. doi: 10.1186/2049-1891-4-41. 24188642 Adipose Tissue Fatty acid of subcutaneous fat from beef steers. Steers were fed grasshay with flaxseed for 205 days. Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014. 25093808 Adipose Tissue 42.72 nmol/g of tissue Intramuscular (IMF) fat of beef steers fed red clover silage with flaxseed. C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20. Adipose Tissue 88.82 nmol/g of tissue Intramuscular (IMF) fat of beef steers fed red clover silage without flaxseed. C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20. Adipose Tissue 613.75 nmol/g of tissue Perirenal (PF) fat of beef steers fed red clover silage with flaxseed. C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20. Adipose Tissue 887.95 nmol/g of tissue Perirenal (PF) fat of beef steers fed red clover silage without flaxseed. C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20. Adipose Tissue 574.2 nmol/g of tissue Subcutaneous (SF) fat of beef steers fed red clover silage with flaxseed. C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20. Adipose Tissue 796.54 nmol/g of tissue Subcutaneous (SF) fat of beef steers fed red clover silage without flaxseed. C. Mapiye, T.D.Turner, D.C.Rolland, J.A.Basarab, V.S.Baron, T.A.McAllister, H.C. Block, B.Uttaro, J.L.Aalhus, M.E.R.Dugan. Adipose tissue and muscle fatty acid profiles of steers fed red clover silage with and without flaxseed. Livestock Science. 151(2013)11-20. Adipose Tissue Fatty acid of subcutaneous fat from beef steers. Steers were fed grasshay with sunflower seed for 205 days. Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014. 25093808 Adipose Tissue Fatty acid of subcutaneous fat from beef steers. Steers were fed red clove silage with flaxseed for 205 days. Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014. 25093808 Adipose Tissue Fatty acid of subcutaneous fat from beef steers. Steers were fed red clove silage with sunflower seed for 205 days. Petri RM, Mapiye C, Dugan ME, McAllister TA: Subcutaneous adipose fatty acid profiles and related rumen bacterial populations of steers fed red clover or grass hay diets containing flax or sunflower-seed. PLoS One. 2014 Aug 5;9(8):e104167. doi: 10.1371/journal.pone.0104167. eCollection 2014. 25093808 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 4944228 C16525 73731 6439848 FDB012619