{"ymdb_id":"YMDB00313","created_at":"2011-05-29T18:05:17.000Z","updated_at":"2016-09-08T18:35:20.000Z","name":"Cholesterol","cas":"57-88-5","state":"Solid","melting_point":"148 oC","description":"Cholesterol is the principal sterol synthesized by animals; however, small quantities can be synthesized in other eukaryotes such as plants and fungi. It is almost completely absent among prokaryotes including bacteria.","experimental_water_solubility":"9.5e-05 mg/mL at 30 oC [YALKOWSKY,SH \u0026 DANNENFELSER,RM (1992)]","experimental_logp_hydrophobicity":"","location":null,"synthesis_reference":"Zhu, Yongming; Qin, Liena; Liu, Rui.  Simple method for synthesis cholesterol from Diosgenin.    Faming Zhuanli Shenqing Gongkai Shuomingshu  (2006),  9 pp. ","chebi_id":"16113","hmdb_id":"HMDB00067","kegg_id":"C00187","pubchem_id":"5997","cs_id":"26000198","foodb_id":null,"wikipedia_link":"Cholesterol","biocyc_id":"CHOLESTEROL","iupac":"(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol","traditional_iupac":"cholest-5-en-3-ol","logp":"7.112889030666665","pka":null,"alogps_solubility":"2.79e-05 g/l","alogps_logp":"7.02","alogps_logs":"-7.14","acceptor_count":"1","donor_count":"1","rotatable_bond_count":"5","polar_surface_area":"20.23","refractivity":"120.61649999999997","polarizability":"50.70446346685353","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"-1.3972437702926293","pka_strongest_acidic":"18.20428950550382","bioavailability":"1","number_of_rings":"4","rule_of_five":"0","ghose_filter":"0","veber_rule":"1","mddr_like_rule":"0","synonyms":["(-)-Cholesterol","(+)-ent-Cholesterol","(20bFH)-cholest-5-en-3b-ol","(3b)-cholest-5-en-3-ol","(3beta)-Cholest-5-en-3-ol","20-epi-cholesterol","20-iso-cholesterol","20bFH-cholest-5-en-3b-ol","3beta-Hydroxycholest-5-ene","5-Cholesten-3B-ol","5-Cholesten-3beta-ol","5:6-Cholesten-3-ol","5:6-Cholesten-3beta-ol","Cholest-5-en-3-ol","cholest-5-en-3b-ol","Cholest-5-en-3beta-ol","Cholesterin","Cholesterine","Cholesterol","Cholesterol base H","Cholesteryl alcohol","Cholestrin","Cholestrol","Cordulan","Dastar","Dusoline","Dusoran","Dythol","epicholesterin","Epicholesterol","Hydrocerin","Kathro","Lanol","Nimco cholesterol base H","Super hartolan","Tegolan"],"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}],"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":"2011-05-26T16:17:46.000Z","updated_at":"2011-07-22T17:53:58.000Z","name":"Sterol O-acyltransferase 2","uniprot_id":"P53629","uniprot_name":"ARE2_YEAST","enzyme":true,"transporter":false,"gene_name":"ARE2","num_residues":642,"molecular_weight":"74022.20313","theoretical_pi":"7.8","general_function":"Involved in O-acyltransferase activity","specific_function":"Ensures probably most of the acyltransferase activity. Suppression of ARE2 reduces sterol ester levels to 25% of the normal value","reactions":[{"id":1256,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1261,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2413,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Multi-pass membrane protein","altext":"Acyl-CoA + cholesterol = CoA + cholesterol ester.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"215-235;292-312;404-424;442-462;485-505;567-587;622-642","pdb_id":null,"cellular_location":"Endoplasmic reticulum membrane; Multi-pass membrane protein","genbank_gene_id":"U51790","genbank_protein_id":"1373171","gene_card_id":"ARE2","chromosome_location":"chromosome 14","locus":"YNR019W","synonyms":["Sterol-ester synthase 2"],"enzyme_classes":["2.3.1.26"],"go_classes":[],"pfams":[{"name":"MBOAT","identifier":"PF03062"}],"pathways":[{"name":"Steroid biosynthesis","kegg_map_id":"00100"}],"gene_sequence":"ATGGACAAGAAGAAGGATCTACTGGAGAACGAACAATTTCTCCGCATCCAAAAGCTCAACGCTGCCGATGCGGGCAAAAGACAATCTATAACAGTGGACGACGAGGGCGAACTATATGGGTTAGACACCTCCGGCAACTCACCAGCCAATGAACACACAGCTACCACAATTACACAGAATCACAGCGTGGTGGCCTCAAACGGAGACGTCGCATTCATCCCAGGAACTGCTACCGAAGGCAATACAGAGATTGTAACTGAAGAAGTGATTGAGACCGATGATAACATGTTCAAGACCCATGTGAAGACTTTAAGCTCCAAAGAGAAGGCACGGTATAGGCAAGGGTCCTCTAACTTTATATCGTATTTCGATGATATGTCATTTGAACACAGGCCCAGTATATTAGATGGGTCAGTTAACGAGCCCTTCAAGACCAAATTCGTGGGACCTACTTTAGAAAAGGAGATCAGAAGAAGGGAGAAAGAGCTAATGGCCATGCGCAAAAATTTACACCACCGCAAGTCCTCCCCAGATGCTGTCGACTCAGTAGGGAAAAATGATGGCGCCGCCCCAACTACTGTTCCAACTGCCGCCACCTCAGAAACGGTGGTCACCGTTGAAACCACCATAATTTCATCCAATTTCTCCGGGTTGTACGTGGCGTTTTGGATGGCTATTGCATTTGGTGCTGTCAAGGCTTTAATAGACTATTATTACCAGCATAATGGTAGCTTCAAGGATTCGGAGATCTTGAAATTTATGACTACGAATTTGTTCACTGTGGCATCCGTAGATCTTTTGATGTATTTGAGCACTTATTTTGTCGTTGGAATACAATACTTATGCAAGTGGGGGGTCTTGAAATGGGGCACTACCGGCTGGATCTTCACCTCAATTTACGAGTTTTTGTTTGTTATCTTCTACATGTATTTAACAGAAAACATCCTAAAACTACACTGGCTGTCCAAGATCTTCCTTTTTTTGCATTCTTTAGTTTTATTGATGAAAATGCATTCTTTCGCCTTCTACAATGGCTATCTATGGGGTATAAAGGAAGAACTACAATTTTCCAAAAGCGCTCTTGCCAAATACAAGGATTCTATAAATGATCCAAAAGTTATTGGTGCTCTTGAGAAAAGCTGTGAGTTTTGTAGTTTTGAATTGAGCTCTCAGTCTTTAAGCGACCAAACTCAAAAATTCCCCAACAATATCAGTGCAAAAAGCTTTTTTTGGTTCACCATGTTTCCAACCCTAATTTACCAAATTGAATATCCAAGAACTAAGGAAATCAGATGGAGCTACGTATTAGAAAAGATCTGCGCCATCTTCGGTACCATTTTCTTAATGATGATAGATGCTCAAATCTTGATGTATCCTGTAGCAATGAGAGCATTGGCTGTGCGCAATTCTGAATGGACTGGTATATTGGATAGATTATTGAAATGGGTTGGATTGCTCGTTGATATCGTCCCAGGGTTTATCGTGATGTACATCTTGGACTTCTATTTGATTTGGGATGCCATTTTGAACTGTGTGGCTGAATTGACAAGATTTGGCGACAGATATTTCTACGGTGACTGGTGGAATTGTGTTAGTTGGGCAGACTTCAGTAGAATTTGGAACATCCCAGTGCATAAGTTTTTGTTAAGACATGTTTACCATAGTTCAATGAGTTCATTCAAATTGAACAAGAGTCAAGCAACTTTGATGACCTTTTTCTTAAGTTCCGTCGTTCATGAATTAGCAATGTACGTTATCTTCAAGAAATTGAGGTTTTACTTGTTCTTCTTCCAAATGCTGCAAATGCCATTAGTAGCTTTAACAAATACTAAATTCATGAGGAACAGAACCATAATCGGAAATGTTATTTTCTGGCTCGGTATCTGCATGGGACCAAGTGTCATGTGTACGTTGTACTTGACATTCTAA","protein_sequence":"MDKKKDLLENEQFLRIQKLNAADAGKRQSITVDDEGELYGLDTSGNSPANEHTATTITQNHSVVASNGDVAFIPGTATEGNTEIVTEEVIETDDNMFKTHVKTLSSKEKARYRQGSSNFISYFDDMSFEHRPSILDGSVNEPFKTKFVGPTLEKEIRRREKELMAMRKNLHHRKSSPDAVDSVGKNDGAAPTTVPTAATSETVVTVETTIISSNFSGLYVAFWMAIAFGAVKALIDYYYQHNGSFKDSEILKFMTTNLFTVASVDLLMYLSTYFVVGIQYLCKWGVLKWGTTGWIFTSIYEFLFVIFYMYLTENILKLHWLSKIFLFLHSLVLLMKMHSFAFYNGYLWGIKEELQFSKSALAKYKDSINDPKVIGALEKSCEFCSFELSSQSLSDQTQKFPNNISAKSFFWFTMFPTLIYQIEYPRTKEIRWSYVLEKICAIFGTIFLMMIDAQILMYPVAMRALAVRNSEWTGILDRLLKWVGLLVDIVPGFIVMYILDFYLIWDAILNCVAELTRFGDRYFYGDWWNCVSWADFSRIWNIPVHKFLLRHVYHSSMSSFKLNKSQATLMTFFLSSVVHELAMYVIFKKLRFYLFFFQMLQMPLVALTNTKFMRNRTIIGNVIFWLGICMGPSVMCTLYLTF"},{"created_at":"2011-05-26T16:23:25.000Z","updated_at":"2011-07-22T17:53:58.000Z","name":"Sterol O-acyltransferase 1","uniprot_id":"P25628","uniprot_name":"ARE1_YEAST","enzyme":true,"transporter":false,"gene_name":"ARE1","num_residues":610,"molecular_weight":"71612.5","theoretical_pi":"8.38","general_function":"Involved in O-acyltransferase activity","specific_function":"Acyl-CoA + cholesterol = CoA + cholesterol ester","reactions":[{"id":1255,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1256,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1257,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1258,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1259,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1260,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1261,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1262,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1263,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1264,"direction":"\u003c\u003e","locations":"endoplasmic reticulum","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2413,"direction":"\u003e","locations":"Endoplasmic reticulum membrane; Multi-pass membrane protein","altext":"Acyl-CoA + cholesterol = CoA + cholesterol ester.","export":false,"pw_reaction_id":null,"source":null}],"signal_regions":"None","transmembrane_regions":"182-202;229-249;264-284;371-391;409-429;535-555;590-610","pdb_id":null,"cellular_location":"Endoplasmic reticulum membrane; Multi-pass membrane protein","genbank_gene_id":"AY692921","genbank_protein_id":"51013293","gene_card_id":"ARE1","chromosome_location":"chromosome 3","locus":"YCR048W","synonyms":["Sterol-ester synthase 1"],"enzyme_classes":["2.3.1.26"],"go_classes":[],"pfams":[{"name":"MBOAT","identifier":"PF03062"}],"pathways":[{"name":"Steroid 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esterase 2","uniprot_id":"Q07950","uniprot_name":"YEH2_YEAST","enzyme":true,"transporter":false,"gene_name":"YEH2","num_residues":538,"molecular_weight":"62446.0","theoretical_pi":"8.74","general_function":"Involved in lipid metabolic process","specific_function":"Mediates the hydrolysis of steryl esters. Required for mobilization of steryl ester, thereby playing a central role in lipid metabolism","reactions":[{"id":1982,"direction":"\u003c\u003e","locations":"lipid particle;cell envelope;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1983,"direction":"\u003c\u003e","locations":"lipid particle;cell envelope;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":1984,"direction":"\u003c\u003e","locations":"lipid particle;cell envelope;cytoplasm","altext":null,"export":true,"pw_reaction_id":null,"source":null},{"id":2821,"direction":"\u003e","locations":"Membrane; Single-pass type III membrane protein. Lipid droplet;Lipid droplet. Membrane; Single-pass type II membrane protein;Cell membrane; Peripheral membrane protein","altext":"A steryl ester + H(2)O = a sterol + a fatty acid.","export":false,"pw_reaction_id":null,"source":null},{"id":14397,"direction":"\u003e","locations":null,"altext":null,"export":true,"pw_reaction_id":"PW_R006912","source":"Smpdb"}],"signal_regions":"None","transmembrane_regions":"12-32","pdb_id":null,"cellular_location":"Cell membrane; Single-pass type II membrane protein","genbank_gene_id":"Z73192","genbank_protein_id":"1360324","gene_card_id":"YEH2","chromosome_location":"chromosome 12","locus":"YLR020C","synonyms":["Steryl ester hydrolase 2"],"enzyme_classes":["3.1.1.13"],"go_classes":[{"category":"Component","description":" Not Available"},{"category":"Function","description":" Not Available"},{"category":"Process","description":" metabolic process"},{"category":"Process","description":" primary metabolic process"},{"category":"Process","description":" lipid metabolic process"}],"pfams":[{"name":"Abhydro_lipase","identifier":"PF04083"}],"pathways":[{"name":"Steroid biosynthesis","kegg_map_id":"00100"}],"gene_sequence":"ATGGTAAATAAGGTGGTTGATGAGGTTCAGCGGTTGGTGAGCGCAATAATTCTCACTTCGTTTATGACGGGGTTATTCATTTTGTCACTATGGAAGAATTACGTGACAGTTCATTTCCAACATAAAAATGATCCAAGAGATACAAGAAGTTCGAGAACCAAGATCCAGCCAAATGACAAGAAGAAGAAACGACCAGCACGTCACTCTAGACCTTTGTCAATATCTTCCACAACGCCCTTAGATTTACAGCGGGATCAGGAAAATAATATTGAATATGACCGTACTGTGACTAGCAAGCTGTCCATGACTAGTAATGCCTCTTTATCAGAGAACGGTGATGGAAATGCTAATATTAAAATGGAAACGAATGTGAACCAAGCCCCATATGCTGCAGAGAATCCCTTCCAAAACATTGCGCTTGCGGAGGATACCAAGCTGGTACCTGACTTAAAGTACTATTATAAAGAGTATGGTATTGATATTGAAGAATTTGAGGTGGAGACAGACGACGGTTTTATCATTGATTTGTGGCACTTCAAGTCCAGGTTAAACGATGGCGTAGAGGAAGTGAAACGTGAACCCATTTTGCTATTACACGGTCTTTTGCAAAGTTGCGGGGCCTTCGCATCTTCAGGTAGAAAATCTCTGGCATACTTCCTTTATGAATCTGGATTTGATGTTTGGTTGGGGAATAACAGATGTGGCTTAAATGCCAAGTGGAACATGAAAAAATTAGGTAATGATCATTCCAAAAAATGGGATTGGGATATGCACCAGATGGTTCAATACGATTTAAAAGCACTTATAAATTATGTACTTGATAGTACCGGATATGCTAAACTATCGCTCGTGGCGCATTCACAAGGTACAACACAAGGGTTTATGGGGCTTGTCAACGGTGAGAAACTATACGCAAGTGATTTTAAATTAGTCGATAAGCTGGAAAACTTTGTTGCTTTGGCACCTGCAGTGTACCCTGGACCTTTATTGGATGAAAAAGCATTTGTGAGGCTAATGGCAAAAGGTATTGATTCTCCGTGGTACTTTGGTAGAAGATCGTTTATACCTCTTATGATGACAATGAGAAAACTAATGGTTGGGACCAAGATTTTTTCGTTCCTCTCATACATCATGTTTAACTACCTATTTGATTGGAACGATGTCTTATGGGATAGAGTTTTAAGGGACCGAAATTTCTTATTTTCACCAGTCCATATTTCCGTCAAACTAATGCAATGGTGGTTGTCACCTCTTCCTAATAAGCTAAGTTTTAAGAAGGGTGCAGAGAAAATTTTTCCAGATAAAAAGACATGGTTTCCTATTGCCAAGAATGATGATGACAGTGGCAATAATTTGGATAACAACAAACTACACTTAAATCCGAAAAGACAAAATAGTGAAGAATTTCCACACATTATAATGTTTATTCCAAAGCAAGATAGATTAGTAGATGGTGAACGATTAATTAATCACTTCATTAATCATGAAGCAAATGCAGTGTACAAAATCTGGTATATTGATGAGTATTCCCATCTGGACGTTTTATGGGCGCATGATGTTATAGATAGAATTGGTAAGCCAATGATAGAAAATTTGAGGTTTCCTAATGCAAGGTGA","protein_sequence":"MVNKVVDEVQRLVSAIILTSFMTGLFILSLWKNYVTVHFQHKNDPRDTRSSRTKIQPNDKKKKRPARHSRPLSISSTTPLDLQRDQENNIEYDRTVTSKLSMTSNASLSENGDGNANIKMETNVNQAPYAAENPFQNIALAEDTKLVPDLKYYYKEYGIDIEEFEVETDDGFIIDLWHFKSRLNDGVEEVKREPILLLHGLLQSCGAFASSGRKSLAYFLYESGFDVWLGNNRCGLNAKWNMKKLGNDHSKKWDWDMHQMVQYDLKALINYVLDSTGYAKLSLVAHSQGTTQGFMGLVNGEKLYASDFKLVDKLENFVALAPAVYPGPLLDEKAFVRLMAKGIDSPWYFGRRSFIPLMMTMRKLMVGTKIFSFLSYIMFNYLFDWNDVLWDRVLRDRNFLFSPVHISVKLMQWWLSPLPNKLSFKKGAEKIFPDKKTWFPIAKNDDDSGNNLDNNKLHLNPKRQNSEEFPHIIMFIPKQDRLVDGERLINHFINHEANAVYKIWYIDEYSHLDVLWAHDVIDRIGKPMIENLRFPNAR"}]}