{"ymdb_id":"YMDB00529","created_at":"2011-05-29T18:27:19.000Z","updated_at":"2016-09-08T18:35:35.000Z","name":"acetoacetyl-CoA","cas":"1420-36-6","state":"Solid","melting_point":"","description":"Acetoacetyl-CoA is an intermediate in the metabolism of butanoate. Also Acetoacetyl CoA is the precursor of HMG-CoA in the Mevalonate pathway, which is essential for cholesterol synthesis.","experimental_water_solubility":"","experimental_logp_hydrophobicity":"","location":"mitochondrion;lipid particle;endoplasmic reticulum;cytoplasm","synthesis_reference":null,"chebi_id":"15345","hmdb_id":"HMDB01484","kegg_id":"C00332","pubchem_id":"439214","cs_id":"24785115","foodb_id":null,"wikipedia_link":"Acetoacetyl-CoA","biocyc_id":"ACETOACETYL-COA","iupac":"{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxobutanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid","traditional_iupac":"acetoacetyl-coa","logp":"-5.659765144675456","pka":"1.9001207333749432","alogps_solubility":"5.84e+00 g/l","alogps_logp":"-0.24","alogps_logs":"-2.16","acceptor_count":"18","donor_count":"9","rotatable_bond_count":"22","polar_surface_area":"380.6999999999999","refractivity":"182.1032","polarizability":"76.32585830022896","formal_charge":"0","physiological_charge":"-4","pka_strongest_basic":"4.006053103602433","pka_strongest_acidic":"0.8209787812126561","bioavailability":"0","number_of_rings":"3","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"1","synonyms":["3-acetoacetyl-CoA","3-acetoacetyl-Coenzyme A","3-oxobutyryl-CoA","3-oxobutyryl-Coenzyme A","Acetoacetyl coa","Acetoacetyl coenzyme A","acetoacetyl-CoA","acetoacetyl-Coenzyme A","S-Acetoacetylcoenzyme A"],"pathways":[{"name":"Terpenoid backbone biosynthesis","kegg_map_id":"00900"},{"name":"Propanoate metabolism","kegg_map_id":"00640"},{"name":"Tryptophan metabolism","kegg_map_id":"00380"},{"name":"Fatty acid metabolism","kegg_map_id":"00071"},{"name":"Glyoxylate and dicarboxylate metabolism","kegg_map_id":"00630"},{"name":"Lysine degradation","kegg_map_id":"00310"},{"name":"Synthesis and degradation of ketone bodies","kegg_map_id":"00072"},{"name":"Pyruvate metabolism","kegg_map_id":"00620"},{"name":"Butanoate metabolism","kegg_map_id":"00650"},{"name":"Valine, leucine and isoleucine degradation","kegg_map_id":"00280"},{"name":"Cholesterol biosynthesis and metabolism CE(10:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(12:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(14:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(16:0)","kegg_map_id":null},{"name":"Cholesterol biosynthesis and metabolism CE(18:0)","kegg_map_id":null},{"name":"Ketone Body Metabolism","kegg_map_id":null},{"name":"Steroid biosynthesis","kegg_map_id":"00100"}],"growth_conditions":[],"references":[{"pubmed_id":21051339,"citation":"UniProt Consortium (2011). \"Ongoing and future developments at the Universal Protein Resource.\" Nucleic Acids Res 39:D214-D219."},{"pubmed_id":21062828,"citation":"Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). \"BRENDA, the enzyme information system in 2011.\" Nucleic Acids Res 39:D670-D676."},{"pubmed_id":18846089,"citation":"Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). \"A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology.\" Nat Biotechnol 26:1155-1160."}],"proteins":[{"created_at":"2011-05-24T21:25:19.000Z","updated_at":"2011-07-22T17:53:54.000Z","name":"Acetyl-CoA acetyltransferase","uniprot_id":"P41338","uniprot_name":"THIL_YEAST","enzyme":true,"transporter":false,"gene_name":"ERG10","num_residues":398,"molecular_weight":"41728.39844","theoretical_pi":"7.46","general_function":"Involved in transferase activity, transferring acyl groups other than amino-acyl groups","specific_function":"Catalyzes the formation of acetoacetyl-CoA in the biosynthesis of mevalonate, an intermediate required for the biosynthesis of sterols and nonsterol isoprenoids","reactions":[{"id":1235,"direction":"\u003e","locations":"mitochondrion;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2386,"direction":"\u003e","locations":"Cytoplasm","altext":"2 acetyl-CoA = CoA + 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9","locus":"YIL160C","synonyms":["Acetyl-CoA acyltransferase","Beta-ketothiolase","Peroxisomal 3-oxoacyl-CoA thiolase"],"enzyme_classes":["2.3.1.16"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" transferase activity"},{"category":"Function","description":" transferase activity, transferring acyl groups"},{"category":"Function","description":" transferase activity, transferring acyl groups other than amino-acyl groups"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"Thiolase_C","identifier":"PF02803"},{"name":"Thiolase_N","identifier":"PF00108"}],"pathways":[{"name":"Fatty acid elongation in mitochondria","kegg_map_id":"00062"},{"name":"Fatty acid metabolism","kegg_map_id":"00071"},{"name":"Valine, leucine and isoleucine degradation","kegg_map_id":"00280"},{"name":"alpha-Linolenic acid 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