{"ymdb_id":"YMDB00610","created_at":"2011-05-29T18:35:49.000Z","updated_at":"2016-09-08T18:35:41.000Z","name":"4beta-methylzymosterol-4alpha-carboxylic acid","cas":null,"state":null,"melting_point":null,"description":"4alpha-Methylzymosterol-4-carboxylic acid is involved in steroid biosynthesis. It is generated from 14-demethyl-lanosterol via the enzyme methylsterol monooxygenase [EC 1.14.13.72].","experimental_water_solubility":null,"experimental_logp_hydrophobicity":null,"location":"cytoplasm","synthesis_reference":null,"chebi_id":"50591","hmdb_id":null,"kegg_id":null,"pubchem_id":null,"cs_id":"24850067","foodb_id":null,"wikipedia_link":null,"biocyc_id":null,"iupac":"(2S,5S,6S,7R,11R,14R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylic acid","traditional_iupac":"(2S,5S,6S,7R,11R,14R,15R)-5-hydroxy-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylic acid","logp":"6.598317999999999","pka":"14.716008813949259","alogps_solubility":"2.17e-03 g/l","alogps_logp":"6.64","alogps_logs":"-5.31","acceptor_count":"3","donor_count":"2","rotatable_bond_count":"5","polar_surface_area":"57.53","refractivity":"131.7868","polarizability":"54.41790284504158","formal_charge":"0","physiological_charge":"-1","pka_strongest_basic":"-3.0380298101870595","pka_strongest_acidic":"4.590055980466473","bioavailability":"1","number_of_rings":"4","rule_of_five":"0","ghose_filter":"0","veber_rule":"0","mddr_like_rule":"0","synonyms":["(3b,4a,5a)-3-Hydroxy-4-methylcholesta-8,24-diene-4-carboxylate","(3b,4a,5a)-3-Hydroxy-4-methylcholesta-8,24-diene-4-carboxylic acid","(3beta,4alpha,5alpha)-3-Hydroxy-4-methylcholesta-8,24-diene-4-carboxylate","(3beta,4alpha,5alpha)-3-Hydroxy-4-methylcholesta-8,24-diene-4-carboxylic acid","(3β,4α,5α)-3-hydroxy-4-methylcholesta-8,24-diene-4-carboxylate","(3β,4α,5α)-3-hydroxy-4-methylcholesta-8,24-diene-4-carboxylic acid","4a-Carboxy-4b-methyl-5a-cholesta-8,24-dien-3b-ol","4a-Carboxy-4b-methyl-cholesta-8,24-dien-3b-ol","4a-Carboxy-4b-methyl-zymosterol","4alpha-Carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol","4alpha-Carboxy-4beta-methyl-cholesta-8,24-dien-3beta-ol","4alpha-Carboxy-4beta-methyl-zymosterol","4b-Methyl-zymosterol-4a-carboxylate","4b-Methyl-zymosterol-4a-carboxylic acid","4beta-Methyl-zymosterol-4alpha-carboxylate","4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol","4α-carboxy-4β-methyl-cholesta-8,24-dien-3β-ol","4α-carboxy-4β-methyl-zymosterol","4β-methyl-zymosterol-4α-carboxylate","4β-methyl-zymosterol-4α-carboxylic acid"],"pathways":[],"growth_conditions":[],"references":[{"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":"2011-05-27T02:38:20.000Z","updated_at":"2011-07-22T17:54:20.000Z","name":"Sterol-4-alpha-carboxylate 3-dehydrogenase, decarboxylating","uniprot_id":"P53199","uniprot_name":"ERG26_YEAST","enzyme":true,"transporter":false,"gene_name":"ERG26","num_residues":349,"molecular_weight":"38706.10156","theoretical_pi":"6.67","general_function":"Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity","specific_function":"3-beta-hydroxy-4-beta-methyl-5-alpha-cholest- 7-ene-4-alpha-carboxylate + NAD(P)(+) = 4-alpha-methyl-5-alpha- cholest-7-en-3-one + CO(2) + NAD(P)H","reactions":[{"id":1352,"direction":"\u003c\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1353,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2682,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Peripheral membrane protein","altext":"3-beta-hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carboxylate + NAD(P)(+) = 4-alpha-methyl-5-alpha-cholest-7-en-3-one + CO(2) + NAD(P)H.","export":false,"pw_reaction_id":null,"source":null},{"id":14405,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006917","source":"Smpdb"},{"id":14406,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006922","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"None","pdb_id":null,"cellular_location":"Endoplasmic reticulum membrane; Peripheral membrane protein","genbank_gene_id":"AY693026","genbank_protein_id":"51013503","gene_card_id":"ERG26","chromosome_location":"chromosome 7","locus":"YGL001C","synonyms":[],"enzyme_classes":["1.1.1.170"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" steroid dehydrogenase activity, acting on the CH-OH group of donors, NAD or NADP as acceptor"},{"category":"Function","description":" 3-beta-hydroxy-delta5-steroid dehydrogenase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" steroid dehydrogenase activity"},{"category":"Process","description":" steroid metabolic process"},{"category":"Process","description":" steroid biosynthetic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" primary metabolic process"},{"category":"Process","description":" lipid metabolic process"}],"pfams":[{"name":"3Beta_HSD","identifier":"PF01073"}],"pathways":[{"name":"Steroid biosynthesis","kegg_map_id":"00100"},{"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}],"gene_sequence":"ATGTCAAAGATAGATTCAGTTTTAATTATCGGTGGTTCTGGTTTTCTTGGATTGCACTTAATTCAGCAATTTTTTGATATTAATCCTAAGCCAGACATCCACATTTTTGATGTTAGAGATCTCCCTGAAAAACTTTCAAAACAGTTTACTTTTAATGTAGACGACATAAAATTTCATAAGGGTGATTTAACATCACCTGATGATATGGAAAACGCAATTAACGAAAGTAAAGCAAATGTTGTTGTTCATTGTGCTTCTCCAATGCATGGTCAAAATCCAGATATTTATGACATAGTGAATGTTAAGGGAACCCGTAACGTGATAGATATGTGCAAGAAATGTGGCGTTAATATACTTGTATATACTTCCTCTGCTGGTGTTATTTTTAATGGGCAAGATGTGCACAATGCAGACGAAACCTGGCCAATCCCAGAAGTTCCTATGGATGCGTACAATGAGACTAAAGCTATCGCCGAAGATATGGTCTTGAAGGCGAATGATCCAAGCAGTGATTTCTATACTGTTGCTCTTCGTCCAGCTGGTATTTTTGGCCCAGGTGATAGGCAATTAGTACCTGGTCTAAGACAGGTTGCGAAATTGGGGCAGTCGAAGTTCCAAATTGGTGATAATAACAATCTATTTGATTGGACTTATGCTGGAAATGTTGCTGACGCGCATGTGTTAGCTGCACAGAAACTTCTCGATCCAAAAACAAGAACTGCTGTCTCGGGTGAAACTTTTTTCATTACCAATGATACCCCCACCTATTTTTGGGCCTTGGCCCGTACTGTGTGGAAGGCAGATGGTCATATTGATAAACATGTTATTGTTTTGAAAAGGCCAGTTGCAATTTGTGCAGGTTATCTTTCAGAATGGGTATCCAAGATGCTGGGTAAAGAGCCAGGTTTGACTCCATTCAGAGTCAAGATTGTGTGTGCATACCGTTATCACAACATTGCTAAGGCCAAAAAGTTGCTAGGCTACACACCAAGAGTTGGTATTGAAGAAGGAATTAACAAAACGTTGGCCTGGATGGACGAAGGTTTGTAA","protein_sequence":"MSKIDSVLIIGGSGFLGLHLIQQFFDINPKPDIHIFDVRDLPEKLSKQFTFNVDDIKFHKGDLTSPDDMENAINESKANVVVHCASPMHGQNPDIYDIVNVKGTRNVIDMCKKCGVNILVYTSSAGVIFNGQDVHNADETWPIPEVPMDAYNETKAIAEDMVLKANDPSSDFYTVALRPAGIFGPGDRQLVPGLRQVAKLGQSKFQIGDNNNLFDWTYAGNVADAHVLAAQKLLDPKTRTAVSGETFFITNDTPTYFWALARTVWKADGHIDKHVIVLKRPVAICAGYLSEWVSKMLGKEPGLTPFRVKIVCAYRYHNIAKAKKLLGYTPRVGIEEGINKTLAWMDEGL"},{"created_at":"2011-05-27T03:19:10.000Z","updated_at":"2011-07-22T17:54:21.000Z","name":"C-4 methylsterol oxidase","uniprot_id":"P53045","uniprot_name":"ERG25_YEAST","enzyme":true,"transporter":false,"gene_name":"ERG25","num_residues":309,"molecular_weight":"36478.89844","theoretical_pi":"8.22","general_function":"Involved in iron ion binding","specific_function":"Catalyzes the first step in the removal of the two C-4 methyl groups of 4,4-dimethylzymosterol","reactions":[{"id":1356,"direction":"\u003c\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1357,"direction":"\u003c\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1358,"direction":"\u003c\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1359,"direction":"\u003e","locations":"cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2715,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Single-pass membrane protein (Probable)","altext":"4,4-dimethyl-5-alpha-cholest-7-en-3-beta-ol + NAD(P)H + O(2) = 4-beta-hydroxymethyl-4-alpha-methyl-5-alpha-cholest-7-en-3-beta-ol + NAD(P)(+) + H(2)O.","export":false,"pw_reaction_id":null,"source":null},{"id":2716,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Single-pass membrane protein (Probable)","altext":"4-beta-hydroxymethyl-4-alpha-methyl-5-alpha-cholest-7-en-3-beta-ol + NAD(P)H + O(2) = 3-beta-hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carbaldehyde + NAD(P)(+) + 2 H(2)O.","export":false,"pw_reaction_id":null,"source":null},{"id":2717,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Single-pass membrane protein (Probable)","altext":"3-beta-hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carbaldehyde + NAD(P)H + O(2) = 3-beta-hydroxy-4-beta-methyl-5-alpha-cholest-7-ene-4-alpha-carboxylate + NAD(P)(+) + H(2)O.","export":false,"pw_reaction_id":null,"source":null},{"id":14398,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006913","source":"Smpdb"},{"id":14399,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006914","source":"Smpdb"},{"id":14400,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006915","source":"Smpdb"},{"id":14401,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006916","source":"Smpdb"},{"id":14402,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006919","source":"Smpdb"},{"id":14403,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006920","source":"Smpdb"},{"id":14404,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006921","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"56-76","pdb_id":null,"cellular_location":"Endoplasmic reticulum membrane; Single-pass membrane protein (Probable)","genbank_gene_id":"DQ115391","genbank_protein_id":"71064046","gene_card_id":"ERG25","chromosome_location":"chromosome 7","locus":"YGR060W","synonyms":["Methylsterol monooxygenase"],"enzyme_classes":["1.14.13.72"],"go_classes":[{"category":"Component","description":" organelle"},{"category":"Component","description":" membrane-bounded organelle"},{"category":"Component","description":" intracellular membrane-bounded organelle"},{"category":"Component","description":" endoplasmic reticulum"},{"category":"Function","description":" iron ion binding"},{"category":"Function","description":" oxidoreductase activity"},{"category":"Function","description":" catalytic activity"},{"category":"Function","description":" binding"},{"category":"Function","description":" ion binding"},{"category":"Function","description":" cation binding"},{"category":"Function","description":" metal ion binding"},{"category":"Function","description":" transition metal ion binding"},{"category":"Process","description":" oxidation reduction"},{"category":"Process","description":" organic acid metabolic process"},{"category":"Process","description":" oxoacid metabolic process"},{"category":"Process","description":" carboxylic acid metabolic process"},{"category":"Process","description":" monocarboxylic acid metabolic process"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" fatty acid metabolic process"},{"category":"Process","description":" cellular metabolic process"},{"category":"Process","description":" fatty acid biosynthetic process"}],"pfams":[{"name":"FA_hydroxylase","identifier":"PF04116"}],"pathways":[{"name":"Steroid biosynthesis","kegg_map_id":"00100"},{"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}],"gene_sequence":"ATGTCTGCCGTTTTCAACAACGCTACCCTTTCAGGTCTAGTCCAAGCAAGCACCTACTCACAAACTTTGCAAAATGTCGCCCATTACCAACCTCAATTGAATTTCATGGAAAAATACTGGGCCGCATGGTACAGTTACATGAACAATGATGTTTTGGCCACCGGTCTAATGTTCTTTTTATTGCATGAATTTATGTATTTCTTTAGATGTTTGCCATGGTTCATCATCGACCAAATTCCATACTTTAGAAGATGGAAGTTACAACCAACTAAGATTCCAAGTGCTAAGGAACAACTATACTGTTTGAAATCCGTTCTTCTATCTCATTTCTTGGTCGAGGCCATCCCTATCTGGACCTTCCACCCAATGTGTGAAAAATTAGGTATTACTGTCGAAGTTCCATTCCCATCTTTGAAAACAATGGCTCTAGAAATTGGTCTATTCTTCGTCTTGGAAGATACATGGCATTACTGGGCTCACCGTCTATTCCACTACGGTGTCTTCTACAAGTACATTCACAAGCAACATCACAGATACGCTGCTCCATTCGGTCTTTCTGCTGAATATGCTCATCCTGCTGAGACTTTGTCTTTGGGTTTTGGTACCGTTGGTATGCCAATTCTTTACGTCATGTACACTGGTAAATTACATTTGTTCACTCTATGTGTATGGATCACCCTAAGATTATTCCAAGCTGTTGACTCTCATTCTGGTTATGACTTCCCATGGTCCTTGAACAAGATCATGCCATTCTGGGCTGGCGCTGAACACCACGATTTGCATCATCACTACTTCATTGGTAACTACGCTTCCTCTTTCAGATGGTGGGATTACTGTCTAGACACTGAATCTGGTCCAGAAGCTAAGGCCTCCAGAGAAGAAAGAATGAAGAAGAGAGCTGAAAACAATGCTCAAAAGAAGACTAACTAA","protein_sequence":"MSAVFNNATLSGLVQASTYSQTLQNVAHYQPQLNFMEKYWAAWYSYMNNDVLATGLMFFLLHEFMYFFRCLPWFIIDQIPYFRRWKLQPTKIPSAKEQLYCLKSVLLSHFLVEAIPIWTFHPMCEKLGITVEVPFPSLKTMALEIGLFFVLEDTWHYWAHRLFHYGVFYKYIHKQHHRYAAPFGLSAEYAHPAETLSLGFGTVGMPILYVMYTGKLHLFTLCVWITLRLFQAVDSHSGYDFPWSLNKIMPFWAGAEHHDLHHHYFIGNYASSFRWWDYCLDTESGPEAKASREERMKKRAENNAQKKTN"}]}