2.0 2015-06-08 15:46:49 -0600 2015-08-05 16:22:05 -0600 ECMDB23876 M2MDB005575 Ketone A compound in which a carbonyl group is bonded to two carbon atoms: R2C=O (neither R may be H) Anisol Anisole, 8ci Anizol HSDB 44 Methoxy-benzene Methoxy-benzene (anisol) Methoxybenzene Methyl phenyl ether Methyl phenyl-ether Phenol methyl ether Phenoxymethane Phenyl methyl ether C7H8O 108.1378 108.057514878 anisole anisole COC1=CC=CC=C1 InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 RDOXTESZEPMUJZ-UHFFFAOYSA-N logp 2.10 ALOGPS logs -1.54 ALOGPS solubility 3.14e+00 g/l ALOGPS logp 1.82 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac anisole ChemAxon average_mass 108.1378 ChemAxon mono_mass 108.057514878 ChemAxon smiles COC1=CC=CC=C1 ChemAxon formula C7H8O ChemAxon inchi InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 ChemAxon inchikey RDOXTESZEPMUJZ-UHFFFAOYSA-N ChemAxon polar_surface_area 9.23 ChemAxon refractivity 32.52 ChemAxon polarizability 11.8 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Butanoate metabolism ec00650 Tyrosine metabolism ec00350 Glycine, serine and threonine metabolism ec00260 Glycolysis / Gluconeogenesis ec00010 Pyruvate metabolism ec00620 alpha-Linolenic acid metabolism ec00592 Metabolism of xenobiotics by cytochrome P450 ec00980 Drug metabolism - cytochrome P450 ec00982 Fatty acid metabolism This pathway depicts the degradation of palmitic acid (C16:0). Fatty acid degradation and synthesis are relatively simple processes that are essentially the reverse of each other. The process of fatty acid degradation, also known as Beta-Oxidation, converts an aliphatic compound into a set of activated acetyl units (acetyl CoA) that can be processed by the citric acid cycle. An activated fatty acid is first oxidized to introduce a double bond; the double bond is then hydrated to introduce an oxygen; the alcohol is then oxidized to a ketone; and, finally, the four carbon fragment is cleaved by coenzyme A to yield acetyl CoA and a fatty acid chain two carbons shorter. If the fatty acid has an even number of carbon atoms and is saturated, the process is simply repeated until the fatty acid is completely converted into acetyl CoA units. Fatty acid synthesis is essentially the reverse of this process. Because the result is a polymer, the process starts with monomers—in this case with activated acyl group and malonyl units. The malonyl unit is condensed with the acetyl unit to form a four-carbon fragment. To produce the required hydrocarbon chain, the carbonyl must be reduced. The fragment is reduced, dehydrated, and reduced again, exactly the opposite of degradation, to bring the carbonyl group to the level of a methylene group with the formation of butyryl CoA. Another activated malonyl group condenses with the butyryl unit and the process is repeated until a C16 fatty acid is synthesized. The first step converts the hydroxydecanoyl into a trans 2decenoyl acp through a protein complex conformed of a hydroxomyristoyl dehydratase and a hydroxydecanoyl dehydratase. The second step leads to the production of a cis 3 decenoyl acp through a 3-hydroxydecanoyl acp dehydratase. For the third step the cis 3 decenoyl acp enters a cycle involving a synthase, reductase, dehydratase and an enoyl reductase which in turn produce a cis x enoyl-acp, hydroxy cis x enoyl, trans x-2 cis x enoyl acp and cis x enoyl respectively.This is done until a palmitoleoyl is produce. In said case the pathway procedes in two different directions. It can either produce a palmitoleic acid through a acyl-coa thioesterase, or produce a Vaccenic acid through a different set of reactions. This process is achieved through a 3-oxoacyl acp synthase, a 3-oxoacyl acp reductase, a 3r hydroxymyristoyl dehydratase and an enoyl acp reductase that produces a transition through 3-oxo cis vaccenoyl acp, 3 hydroxy cis vaccenoyl acp, cis vaccen 2 enoyl acp and a cis vaccenoyl acp respectively. At this point it goes through one final reaction to produce a Vaccenic acid, through an acyl-CoA thioesterase PW000796 ec00071 Metabolic 1- and 2-Methylnaphthalene degradation ec00624 3-Chloroacrylic acid degradation ec00641 Retinol metabolism ec00830 Microbial metabolism in diverse environments ec01120 Chloroalkane and chloroalkene degradation ec00625 Naphthalene degradation ec00626 Metabolic pathways eco01100 Specdb::CMs 3308 Specdb::CMs 27151 Specdb::CMs 27774 Specdb::CMs 29447 Specdb::CMs 101435 Specdb::CMs 101436 Specdb::CMs 101437 Specdb::CMs 131038 Specdb::CMs 138772 Specdb::NmrOneD 4420 Specdb::NmrOneD 4538 Specdb::NmrOneD 123498 Specdb::NmrOneD 123499 Specdb::NmrOneD 123500 Specdb::NmrOneD 123501 Specdb::NmrOneD 123502 Specdb::NmrOneD 123503 Specdb::NmrOneD 123504 Specdb::NmrOneD 123505 Specdb::NmrOneD 123506 Specdb::NmrOneD 123507 Specdb::NmrOneD 123508 Specdb::NmrOneD 123509 Specdb::NmrOneD 123510 Specdb::NmrOneD 123511 Specdb::NmrOneD 123512 Specdb::NmrOneD 123513 Specdb::NmrOneD 123514 Specdb::NmrOneD 123515 Specdb::NmrOneD 123516 Specdb::NmrOneD 123517 Specdb::MsMs 28115 Specdb::MsMs 28116 Specdb::MsMs 28117 Specdb::MsMs 34673 Specdb::MsMs 34674 Specdb::MsMs 34675 Specdb::MsMs 2271819 Specdb::MsMs 2271820 Specdb::MsMs 2271821 Specdb::MsMs 3067676 Specdb::MsMs 3067677 Specdb::MsMs 3067678 C01450 Primary alcohol + NAD + Secondary alcohol <> Aldehyde + NADH + Hydrogen ion + Ketone R00623