2.0 2015-09-08 17:48:43 -0600 2015-09-08 17:48:43 -0600 ECMDB24048 M2MDB006165 Capric acid Caprate C10H20O2 172.2646 172.146329884 decanoic acid capric acid CCCCCCCCCC(O)=O InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) GHVNFZFCNZKVNT-UHFFFAOYSA-N logp 3.93 ALOGPS logs -3.26 ALOGPS solubility 9.46e-02 g/l ALOGPS logp 3.59 ChemAxon pka_strongest_acidic 4.95 ChemAxon iupac decanoic acid ChemAxon average_mass 172.2646 ChemAxon mono_mass 172.146329884 ChemAxon smiles CCCCCCCCCC(O)=O ChemAxon formula C10H20O2 ChemAxon inchi InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12) ChemAxon inchikey GHVNFZFCNZKVNT-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 49.48 ChemAxon polarizability 21.61 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon fatty acid oxidation (Decanoate) Although enzymes of the pathway handle both short and long chain fatty acids, it is the long chain compounds that induce the enzymes of the pathway . Each turn of the cycle removes two carbon atoms until only two or three remain. When even-numbered fatty acids are broken down, a two-carbon compound remains, acetyl-CoA. When odd number fatty acids are broken down, a three-carbon residue results, propionylCoA. Unsaturated fatty acids, with cis double bonds located at odd-numbered carbon atoms, enter the main pathway of saturated fatty acid degradation by converting related metabolites of cis configuration and D stereoisomers, derived from breakdown of unsaturated fatty acids, to the trans- or L isomers of saturated fatty acid breakdown by an isomerase and an epimerase, respectively. When cis double bonds are located at even-numbered carbon atoms, such as linoleic acid (cis,cis(9,12)-octadecadienoic acid), after the fatty acid is degraded to the ten carbon stage an extra step is required to deal with the resulting compound, trans,δ(2)-cis,δ(4)decadienoyl-CoA. The enzyme 2,4-dienoyl-CoA reductase, converts this to trans,δ(2)decenoyl-CoA which enters the normal cycle at the point of the isomerase. The order of the reaction is as follows: a 2,3,4 saturated fatty acid is transformed into a 2,3,4 saturated fatty acyl CoA through a Long and short chain fatty acid CoA ligase. The 2,3,4 saturated fatty acyl CoA is then transformed into a trans 2 enoyl CoA. This enoyl can also be produced from a cis 3 enoyl CoA through a fatty acid oxidation protein complex. The trans 2 enoyl is transformed into a 3s 3 hydroxyacyl CoA through a 2,3 dehydroadipyl CoA hydratase. This same enzyme turns the product into a 3-oxoacyl-CoA. This is followed by the last step in the reaction when the oxoacyl-coa is turn into an acetyl coa+ a 2,3,4 saturated fatty acyl CoA through a 3-ketoacyl-CoA thiolase PW001018 Metabolic Specdb::CMs 1154 Specdb::CMs 3395 Specdb::CMs 29472 Specdb::CMs 31157 Specdb::CMs 31992 Specdb::CMs 37583 Specdb::CMs 171526 Specdb::CMs 1064571 Specdb::EiMs 760 Specdb::NmrOneD 1402 Specdb::NmrOneD 3039 Specdb::NmrOneD 4934 Specdb::NmrOneD 4935 Specdb::NmrOneD 272578 Specdb::NmrOneD 272579 Specdb::NmrOneD 272580 Specdb::NmrOneD 272581 Specdb::NmrOneD 272582 Specdb::NmrOneD 272583 Specdb::NmrOneD 272584 Specdb::NmrOneD 272585 Specdb::NmrOneD 272586 Specdb::NmrOneD 272587 Specdb::NmrOneD 272588 Specdb::NmrOneD 272589 Specdb::NmrOneD 272590 Specdb::NmrOneD 272591 Specdb::NmrOneD 272592 Specdb::NmrOneD 272593 Specdb::NmrOneD 272594 Specdb::NmrOneD 272595 Specdb::NmrOneD 272596 Specdb::NmrOneD 272597 Specdb::MsMs 734 Specdb::MsMs 735 Specdb::MsMs 736 Specdb::MsMs 4137 Specdb::MsMs 4138 Specdb::MsMs 4139 Specdb::MsMs 4140 Specdb::MsMs 4141 Specdb::MsMs 4142 Specdb::MsMs 8105 Specdb::MsMs 8106 Specdb::MsMs 8107 Specdb::MsMs 14777 Specdb::MsMs 14778 Specdb::MsMs 14779 Specdb::MsMs 20363 Specdb::MsMs 20364 Specdb::MsMs 20365 Specdb::MsMs 21914 Specdb::MsMs 21915 Specdb::MsMs 21916 Specdb::MsMs 285576 Specdb::MsMs 285577 Specdb::MsMs 285578 Specdb::MsMs 373902 Specdb::NmrTwoD 1346 Short-chain-fatty-acid--CoA ligase P38135 FADK_ECOLI fadK http://ecmdb.ca/proteins/P38135.xml Adenosine triphosphate + Coenzyme A + Capric acid > Adenosine monophosphate + Decanoyl-CoA (n-C10:0CoA) + Decanoyl-CoA (N-C10:0CoA) PW_R003759