1.0 2016-09-30 22:29:53 UTC 2020-05-11 20:20:43 UTC BMDB0000392 BMDB00392 2-Octenoic acid trans-2-Octenoic acid, also known as trans-2-octenoic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. trans-2-Octenoic acid exists as a liquid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. trans-2-Octenoic acid exists in all eukaryotes, ranging from yeast to humans. trans-2-Octenoic acid participates in a number of enzymatic reactions, within cattle. In particular, trans-2-Octenoic acid can be biosynthesized from (R)-3-hydroxyoctanoic acid; which is mediated by the enzyme fatty acid synthase. dyhydrase domain. In addition, trans-2-Octenoic acid can be converted into caprylic acid through its interaction with the enzyme fatty acid synthase. enoyl reductase domain. In cattle, trans-2-octenoic acid is involved in the metabolic pathway called fatty acid biosynthesis pathway. 2-Octenoate cis-2-Octenoic acid (Z)-2-Octenoic acid 2-Octenic acid 2Z-Octenoate 2Z-Octenoic acid Oct-2-enoate Oct-2-enoic acid trans-2-Octenoate 2-Octenoic acid C8H14O2 142.1956 142.099379692 (2Z)-oct-2-enoic acid cis-2-octenoic acid 1577-96-4 CCCCC\C=C/C(O)=O InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6- CWMPPVPFLSZGCY-SREVYHEPSA-N belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Medium-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 Medium-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Straight chain fatty acid Unsaturated fatty acid Aliphatic acyclic compounds Unsaturated fatty acids Liquid melting_point 5 - 6 °C logp 3.01 ALOGPS logs -2.28 ALOGPS logp 2.7 ChemAxon pka_strongest_acidic 5.25 ChemAxon iupac (2Z)-oct-2-enoic acid ChemAxon average_mass 142.1956 ChemAxon mono_mass 142.099379692 ChemAxon smiles CCCCC\C=C/C(O)=O ChemAxon formula C8H14O2 ChemAxon inchi InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6- ChemAxon inchikey CWMPPVPFLSZGCY-SREVYHEPSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 41.37 ChemAxon polarizability 16.19 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 1352 Specdb::CMs 14526 Specdb::CMs 37492 Specdb::CMs 102627 Specdb::CMs 102628 Specdb::CMs 156095 Specdb::CMs 1060336 Specdb::MsIr 463 Specdb::MsIr 464 Specdb::MsIr 465 Specdb::NmrTwoD 1294 Specdb::MsMs 597 Specdb::MsMs 598 Specdb::MsMs 599 Specdb::MsMs 298072 Specdb::MsMs 298073 Specdb::MsMs 298074 Specdb::MsMs 339766 Specdb::MsMs 339767 Specdb::MsMs 339768 Specdb::MsMs 2403332 Specdb::MsMs 2403333 Specdb::MsMs 2403334 Specdb::MsMs 2535278 Specdb::MsMs 2535279 Specdb::MsMs 2535280 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB022010 5282713 4445840 C00031683 4146 Dupont, Georges; Dulou, Raymond; Pigerol, Charles. Kharasch reactions with 1-heptene. Synthesis of octanoic and 2-octenoic acid. Compt. rend. (1955), 240 628-9.