{"ymdb_id":"YMDB00053","created_at":"2011-05-29T15:52:16.000Z","updated_at":"2016-09-08T18:34:57.000Z","name":"(S)-3-Hydroxyisobutyryl-CoA","cas":"319440-43-2","state":"Solid","melting_point":"","description":"(S)-3-Hydroxyisobutyryl-CoA  is a metabolite of 3-hydroxyisobutyryl-CoA hydrolase [EC 3.1.2.4 ] during beta-alanine metabolism, propanoate metabolism, and valine, leucine and isoleucine degradation. [KEGG]","experimental_water_solubility":"","experimental_logp_hydrophobicity":"","location":"Mitochondrion","synthesis_reference":"Hawes, John W.; Harper, Edwin T.  Synthesis of methacrylyl-CoA and (R)- and (S)-3-hydroxyisobutyryl-CoA.    Methods in Enzymology  (2000),  324(Branched-Chain Amino Acids),  73-79.  ","chebi_id":"28259","hmdb_id":"HMDB01052","kegg_id":"C06000","pubchem_id":"88","cs_id":"86","foodb_id":null,"wikipedia_link":null,"biocyc_id":"3-HYDROXY-ISOBUTYRYL-COA","iupac":"{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid","traditional_iupac":"[5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid","logp":"-5.918868144481294","pka":"1.900120734776185","alogps_solubility":"4.14e+00 g/l","alogps_logp":"-0.56","alogps_logs":"-2.31","acceptor_count":"18","donor_count":"10","rotatable_bond_count":"22","polar_surface_area":"383.8599999999999","refractivity":"183.18410000000006","polarizability":"75.70314825666493","formal_charge":"0","physiological_charge":"-4","pka_strongest_basic":"4.006053268556904","pka_strongest_acidic":"0.8209787813398193","bioavailability":"0","number_of_rings":"3","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"1","synonyms":["(S)-3-Hydroxyisobutyryl-CoA","(S)-3-Hydroxyisobutyryl-Coenzyme A","3-Hydroxy-2-methylpropanoyl-CoA","3-Hydroxy-2-methylpropanoyl-Coenzyme A","3-Hydroxy-2-methylpropionyl-CoA","3-Hydroxy-2-methylpropionyl-Coenzyme A","3-hydroxy-isobutyryl-CoA","3-hydroxy-isobutyryl-coenzyme A","3-hydroxyisobutyryl-CoA","3-hydroxyisobutyryl-Coenzyme A"],"pathways":[{"name":"Valine, leucine and isoleucine degradation","kegg_map_id":"00280"}],"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."}],"proteins":[{"created_at":"2011-05-24T21:26:49.000Z","updated_at":"2011-05-29T05:06:16.000Z","name":"3-hydroxyisobutyryl-CoA hydrolase, mitochondrial","uniprot_id":"P28817","uniprot_name":"HIBCH_YEAST","enzyme":true,"transporter":false,"gene_name":"EHD3","num_residues":500,"molecular_weight":"56287.89844","theoretical_pi":"8.5","general_function":"Involved in catalytic activity","specific_function":"Hydrolyzes 3-hydroxyisobutyryl-CoA (HIBYL-CoA), a saline catabolite. Has high activity toward isobutyryl-CoA. Could be an isobutyryl-CoA dehydrogenase that functions in valine catabolism. Also hydrolyzes 3-hydroxypropanoyl-CoA. Has an indirect role in endocytic membrane trafficking. May have a function in protein biosynthesis in mitochondrial small ribosomal subunit","reactions":[{"id":2387,"direction":"\u003e","locations":"Mitochondrion","altext":"3-hydroxy-2-methylpropanoyl-CoA + H(2)O = CoA + 3-hydroxy-2-methylpropanoate.","export":false,"pw_reaction_id":null,"source":null},{"id":14164,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006606","source":"Smpdb"},{"id":14165,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006610","source":"Smpdb"},{"id":14166,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006615","source":"Smpdb"},{"id":14167,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006618","source":"Smpdb"},{"id":14168,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006622","source":"Smpdb"},{"id":14169,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006626","source":"Smpdb"},{"id":14170,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006633","source":"Smpdb"},{"id":14171,"direction":"\u003c\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006670","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Mitochondrion","genbank_gene_id":"AY723769","genbank_protein_id":"51830224","gene_card_id":"EHD3","chromosome_location":"chromosome 4","locus":"YDR036C","synonyms":["3-hydroxyisobutyryl-coenzyme A hydrolase","HIB-CoA hydrolase","HIBYL-CoA-H"],"enzyme_classes":["3.1.2.4"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" catalytic activity"},{"category":"Process","description":" metabolic process"}],"pfams":[{"name":"ECH","identifier":"PF00378"}],"pathways":[{"name":"Valine, leucine and isoleucine degradation","kegg_map_id":"00280"},{"name":"beta-Alanine metabolism","kegg_map_id":"00410"},{"name":"Propanoate metabolism","kegg_map_id":"00640"},{"name":"Fatty acid metabolism","kegg_map_id":"00071"}],"gene_sequence":"ATGCTCAGAAATACGCTAAAATGTGCCCAATTGTCGTCTAAATACGGATTTAAAACTACCACACGTACATTCATGACTACTCAACCCCAGCTAAATGTCACCGACGCACCACCTGTGCTATTTACCGTTCAAGATACAGCTAGAGTTATCACGCTAAATAGGCCCAAAAAGCTCAATGCTTTGAACGCCGAAATGTCAGAATCCATGTTCAAGACTTTGAACGAGTATGCAAAGAGCGATACTACAAACTTAGTCATTTTAAAGTCATCCAACCGACCACGTTCGTTCTGTGCTGGTGGTGATGTAGCTACTGTGGCAATATTCAATTTTAACAAAGAATTTGCCAAGTCCATCAAATTTTTTACTGATGAATATTCTTTGAATTTTCAAATAGCAACTTACTTGAAACCAATTGCTACCTTCATGGACGGTATCACCATGGGTGGCGGCGTTGGTCTATCCATTCACACGCCCTTTAGAATTGCTACAGAAAACACCAAATGGGCCATGCCCGAGATGGACATTGGTTTTTTTCCAGATGTAGGCTCAACTTTTGCTCTCCCTAGAATCGTGACATTGGCTAACTCAAACTCACAAATGGCCCTGTATCTATGTCTTACAGGAGAAGTAGTCACAGGAGCAGACGCTTATATGCTCGGCTTAGCGTCTCATTACGTCAGTAGTGAAAATTTAGATGCTTTGCAGAAAAGATTAGGTGAAATTAGCCCCCCTTTTAATAACGATCCACAATCTGCATACTTCTTCGGGATGGTTAACGAATCCATCGACGAATTCGTATCACCATTACCAAAAGATTATGTTTTCAAGTATTCTAACGAGAAATTAAACGTTATTGAAGCCTGTTTTAACTTGTCTAAAAATGGTACTATTGAAGACATAATGAATAACTTACGTCAATATGAAGGTTCTGCGGAAGGTAAGGCTTTCGCACAAGAAATCAAAACGAAATTGTTAACCAAGTCACCATCCTCTCTTCAAATCGCCTTGAGATTGGTGCAAGAGAATTCCAGAGATCACATAGAATCTGCTATCAAAAGAGACTTATACACAGCGGCTAACATGTGCATGAACCAGGACTCTTTGGTGGAATTCTCTGAAGCCACAAAGCATAAACTTATTGATAAACAAAGGGTCCCGTATCCATGGACAAAGAAGGAACAGTTATTTGTATCTCAGTTGACATCTATCACATCTCCTAAACCATCGCTACCAATGTCATTACTAAGAAATACCTCGAATGTTACTTGGACTCAATATCCCTACCATTCTAAATACCAATTGCCTACAGAACAGGAAATCGCTGCGTATATTGAAAAGAGAACGAATGATGACACTGGCGCCAAAGTTACCGAAAGAGAAGTACTAAATCACTTTGCCAATGTGATTCCTTCTAGAAGAGGGAAACTGGGTATCCAATCGCTATGTAAAATTGTTTGTGAAAGAAAATGTGAAGAAGTTAACGATGGCTTAAGATGGAAATAA","protein_sequence":"MLRNTLKCAQLSSKYGFKTTTRTFMTTQPQLNVTDAPPVLFTVQDTARVITLNRPKKLNALNAEMSESMFKTLNEYAKSDTTNLVILKSSNRPRSFCAGGDVATVAIFNFNKEFAKSIKFFTDEYSLNFQIATYLKPIVTFMDGITMGGGVGLSIHTPFRIATENTKWAMPEMDIGFFPDVGSTFALPRIVTLANSNSQMALYLCLTGEVVTGADAYMLGLASHYVSSENLDALQKRLGEISPPFNNDPQSAYFFGMVNESIDEFVSPLPKDYVFKYSNEKLNVIEACFNLSKNGTIEDIMNNLRQYEGSAEGKAFAQEIKTKLLTKSPSSLQIALRLVQENSRDHIESAIKRDLYTAANMCMNQDSLVEFSEATKHKLIDKQRVPYPWTKKEQLFVSQLTSITSPKPSLPMSLLRNTSNVTWTQYPYHSKYQLPTEQEIAAYIEKRTNDDTGAKVTEREVLNHFANVIPSRRGKLGIQSLCKIVCERKCEEVNDGLRWK"}]}