Bile acid and bile salt metabolism (Homo sapiens)

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1-410220, 2114-1634247214-1611, 136, 7240-42211-131111, 1314-16917-1914-16101023, 2491023, 244311-1314-161017-196, 722730, 312914-1614-1625, 2616299211, 1311, 1311, 13811, 13520, 2127, 48, 4911-1345-4714-1617-19244278211, 13211, 1328, 2932, 33911-13217-19221083523632, 336, 72232, 332222223537-39cytosolmitochondrial matrixendoplasmic reticulum lumenendoplasmic reticulum lumencytosolcytosolcytosolendoplasmic reticulum lumenendoplasmic reticulum lumenperoxisomal matrixmitochondrial matrixendoplasmic reticulum lumenendoplasmic reticulum lumen3alpha,7alpha,24(S)-trihydroxy-5beta-cholestan-27-alNADH5beta-cholestan-3alpha,7alpha,12alpha,24(S)-tetrolOxygenNADP+H+Cytochrome P450 7A1NADPH(24R, 25R) 3alpha,7alpha,24-trihydroxy-5beta-cholestanoyl-CoACholesterolNADP+albumin:bile salt and acid (OATP-A) complexASBTCoA-SHNADPHNADP+propionyl CoApyrophosphateH+H2O25(R) TetraHCA-CoA24-hydroxycholesterolNADP+H2ONADHCholest-5-ene-3beta,7alpha,25-triolH+ADP5beta-cholestan-3alpha,7alpha-diolSCP2NAD+3alpha,7alpha-dihydroxy-5beta-cholestan-26-alAMPH2O27-hydroxycholesterolH2O5beta-cholestan-3alpha,7alpha,24(S)-triolalbumin:bile salt complexCytochrome P450 39A1H+3-oxo-5-beta-steroid 4-dehydrogenaseSerum albuminCytochrome P450 7B1bile saltsbile salts and acids complexed with albuminOrthophosphateH2OH+HSD17B4 dimerH+sodium ionCholesterolCholesterolACOT8HSD3B7SLCO1B1NADPHNADP+OxygenNADP+24-hydroxycholesterolH2OH2OOxygen27-hydroxycholesterolH2OH+NADPHNADPHTHCACH25H (Fe2+ cofactor)sodium ionH+H+CoA-SHH2O2H2OAldo-keto reductase family 1 member C4Oxygen25(R) DHCA-CoA3alpha,7alpha,12alpha,24(S)-tetrahydroxy-5beta-cholestan-27-alCytochrome P450 274-cholesten-7alpha-ol-3-oneOxygen5beta-cholestan-3alpha,7alpha,12alpha,27-tetrolOxygenNADP+3,7,24THCANAD+Cytochrome P450 27H+Cytochrome P450 27NADP+3,7,24THCAAMPNADPHOATP-ApyrophosphateNAD+CoA-SHNADPHTetraHCA25(S) 3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-enoyl-CoASLC27A5albumin:cholate bile salt complexpyrophosphateNADPHcholate; chenodeoxycholateNADH5beta-cholestan-3alpha,7alpha,24(S),27-tetrolCholest-5-ene-3beta,7alpha,27-triol25(S) DHCA-CoADHCAH2ONADP+OxygenCytochrome P450 27NADPHOxygenH2O5beta-cholestan-3alpha,7alpha,12alpha,24(S)-tetrol25(R) THCA-CoANADPHATPNADPHNADP+Cytochrome P450 275beta-cholestan-7alpha-ol-3-oneNADH5beta-cholestan-3alpha,7alpha,12alpha,27-tetrolcholateH+3,7,24THCA-CoA5beta-cholestan-3alpha, 7alpha, 12alpha-triolH+CoA-SHAMPNADPHNADPHOxygenH2OH+NAD+ATP25(S) 3alpha,7alpha-dihydroxy-5beta-cholest-24-enoyl-CoAOxygenbile saltsBile acid-CoA:amino acid N-acetyltransferasesodium ion(24R, 25R) 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl-CoA5beta-cholestan-3alpha, 7alpha-diolOxygen5beta-cholestan-3alpha,7alpha,26-triolATPNADPHcholesterolbile saltsNADP+H+choloyl-CoA; chenodeoxycholoyl-CoAFABP625(R) THCA-CoAADPOxygenH+H2O5beta-cholestan-7alpha,12alpha,24(S)-triol-3-oneCytochrome p450 46A1CoA-SHH+OATP-85beta-cholestan-3alpha,7alpha,12alpha,24(S),27-pentolchenodeoxycholoyl-CoA27-hydroxycholesterol3-oxo-5-beta-steroid 4-dehydrogenaseH+NADP+SLC27A5ATPNTCPOxygen3,7,24THCA-CoANADP+H2ODHCAH2ONADP+NADP+Cytochrome P450 8B1H+SLC27A5Cholest-5-ene-3beta,7alpha,24(S)-triolCoA-SHH2OACOX2:FADcholate bile salts3-oxo-5-beta-steroid 4-dehydrogenaseOxygenH+THCA3alpha,7alpha-dihydroxy-5beta-cholest-24-one-CoANADPHbile saltssodium ionbile salts and acidsNADP+Oxygen5beta-cholestan-7alpha,24(S)-diol-3-oneOxygenNADPHNADP+3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoACytochrome P450 8B1Cytochrome P450 8B1AMACRNADPH5beta-cholestan-3alpha,7alpha,12alpha-triolCytochrome P450 7B1H+Very long-chain acyl-CoA synthetasebile salts and acids (OATP-A)choloyl-CoANADP+TetraHCACytochrome P450 27NADPH5beta-cholestan-7alpha,27-diol-3-one5beta-cholestan-7alpha,12alpha,27-triol-3-oneHSD3B7H+HSD3B7NADP+4-cholesten-7alpha,12alpha,24(S)-triol-3-oneH+H2OH+4-cholesten-7alpha,24(S)-diol-3-oneNADPH5beta-cholestan-3alpha,7alpha,26-triol24-hydroxycholesterolBile salt export pumpNADP+25(S) THCA-CoAcholate bile saltschenodeoxycholate bile saltsOrthophosphateAldo-keto reductase family 1 member C425-hydroxycholesterolglycine; taurineH2O25(R) DHCA-CoANADP+4-cholesten-7alpha,27-diol-3-one4-cholesten-7alpha,12alpha,27-triol-3-oneOxygenH+25(R) TetraHCA-CoACoA-SH3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-27-al5beta-cholestan-3alpha,7alpha,24(S)-triolH+glycine; taurine4-cholesten-7alpha, 12alpha-diol-3-oneNADPHcholate5beta-cholesten-7alpha, 12alpha-diol-3-oneBile acid-CoA:amino acid N-acetyltransferaseH+ATPAldo-keto reductase family 1 member C4NADP+NAD+Cytochrome P450 27H2OABCC37 alpha-hydroxycholesterolNADPHNADPHVery long-chain acyl-CoA synthetaseH2Obile salts and acids complexed with FABP6


Description

In a healthy adult human, about 500 mg of cholesterol is converted to bile salts daily. Newly synthesized bile salts are secreted into the bile and released into the small intestine where they emulsify dietary fats (Russell 2003). About 95% of the bile salts in the intestine are recovered and returned to the liver (Kullak-Ublick et al. 2004; Trauner and Boyer 2002). The major pathway for bile salt synthesis in the liver begins with the conversion of cholesterol to 7alpha-hydroxycholesterol. Bile salt synthesis can also begin with the synthesis of an oxysterol - 24-hydroxycholesterol or 27-hydroxycholesterol. In the body, the initial steps of these two pathways occur in extrahepatic tissues, generating intermediates that are transported to the liver and converted to bile salts via the 7alpha-hydroxycholesterol pathway. These extrahepatic pathways contribute little to the total synthesis of bile salts, but are thought to play important roles in extrahepatic cholesterol homeostasis (Javitt 2002).

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Bibliography

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  1. Lütjohann D, Breuer O, Ahlborg G, Nennesmo I, Sidén A, Diczfalusy U, Björkhem I, Björkhem I.; ''Cholesterol homeostasis in human brain: evidence for an age-dependent flux of 24S-hydroxycholesterol from the brain into the circulation.''; PubMed Europe PMC Scholia
  2. Ferdinandusse S, Denis S, van Berkel E, Dacremont G, Wanders RJ.; ''Peroxisomal fatty acid oxidation disorders and 58 kDa sterol carrier protein X (SCPx). Activity measurements in liver and fibroblasts using a newly developed method.''; PubMed Europe PMC Scholia
  3. Olkkonen VM.; ''OSBP-Related Protein Family in Lipid Transport Over Membrane Contact Sites.''; PubMed Europe PMC Scholia
  4. Steinberg SJ, Mihalik SJ, Kim DG, Cuebas DA, Watkins PA.; ''The human liver-specific homolog of very long-chain acyl-CoA synthetase is cholate:CoA ligase.''; PubMed Europe PMC Scholia
  5. Hunt MC, Solaas K, Kase BF, Alexson SE.; ''Characterization of an acyl-coA thioesterase that functions as a major regulator of peroxisomal lipid metabolism.''; PubMed Europe PMC Scholia
  6. Trauner M, Boyer JL.; ''Bile salt transporters: molecular characterization, function, and regulation.''; PubMed Europe PMC Scholia
  7. Amery L, Fransen M, De Nys K, Mannaerts GP, Van Veldhoven PP.; ''Mitochondrial and peroxisomal targeting of 2-methylacyl-CoA racemase in humans.''; PubMed Europe PMC Scholia
  8. Yamamoto R, Kallen CB, Babalola GO, Rennert H, Billheimer JT, Strauss JF.; ''Cloning and expression of a cDNA encoding human sterol carrier protein 2.''; PubMed Europe PMC Scholia
  9. Cali JJ, Hsieh CL, Francke U, Russell DW.; ''Mutations in the bile acid biosynthetic enzyme sterol 27-hydroxylase underlie cerebrotendinous xanthomatosis.''; PubMed Europe PMC Scholia
  10. Ananthanarayanan M, Balasubramanian N, Makishima M, Mangelsdorf DJ, Suchy FJ.; ''Human bile salt export pump promoter is transactivated by the farnesoid X receptor/bile acid receptor.''; PubMed Europe PMC Scholia
  11. Javitt NB.; ''Cholesterol, hydroxycholesterols, and bile acids.''; PubMed Europe PMC Scholia
  12. Noé J, Stieger B, Meier PJ.; ''Functional expression of the canalicular bile salt export pump of human liver.''; PubMed Europe PMC Scholia
  13. Kurz M, Brachvogel V, Matter H, Stengelin S, Thüring H, Kramer W.; ''Insights into the bile acid transportation system: the human ileal lipid-binding protein-cholyltaurine complex and its comparison with homologous structures.''; PubMed Europe PMC Scholia
  14. Mihalik SJ, Steinberg SJ, Pei Z, Park J, Kim DG, Heinzer AK, Dacremont G, Wanders RJ, Cuebas DA, Smith KD, Watkins PA.; ''Participation of two members of the very long-chain acyl-CoA synthetase family in bile acid synthesis and recycling.''; PubMed Europe PMC Scholia
  15. Björkhem I, Lütjohann D, Diczfalusy U, Ståhle L, Ahlborg G, Wahren J.; ''Cholesterol homeostasis in human brain: turnover of 24S-hydroxycholesterol and evidence for a cerebral origin of most of this oxysterol in the circulation.''; PubMed Europe PMC Scholia
  16. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B.; ''Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver.''; PubMed Europe PMC Scholia
  17. Zelcer N, Saeki T, Bot I, Kuil A, Borst P.; ''Transport of bile acids in multidrug-resistance-protein 3-overexpressing cells co-transfected with the ileal Na+-dependent bile-acid transporter.''; PubMed Europe PMC Scholia
  18. Russell DW.; ''The enzymes, regulation, and genetics of bile acid synthesis.''; PubMed Europe PMC Scholia
  19. Ishida H, Noshiro M, Okuda K, Coon MJ.; ''Purification and characterization of 7 alpha-hydroxy-4-cholesten-3-one 12 alpha-hydroxylase.''; PubMed Europe PMC Scholia
  20. Vanhove GF, Van Veldhoven PP, Fransen M, Denis S, Eyssen HJ, Wanders RJ, Mannaerts GP.; ''The CoA esters of 2-methyl-branched chain fatty acids and of the bile acid intermediates di- and trihydroxycoprostanic acids are oxidized by one single peroxisomal branched chain acyl-CoA oxidase in human liver and kidney.''; PubMed Europe PMC Scholia
  21. Schwarz M, Wright AC, Davis DL, Nazer H, Björkhem I, Russell DW.; ''The bile acid synthetic gene 3beta-hydroxy-Delta(5)-C(27)-steroid oxidoreductase is mutated in progressive intrahepatic cholestasis.''; PubMed Europe PMC Scholia
  22. Johnson MR, Barnes S, Kwakye JB, Diasio RB.; ''Purification and characterization of bile acid-CoA:amino acid N-acyltransferase from human liver.''; PubMed Europe PMC Scholia
  23. Parks DJ, Blanchard SG, Bledsoe RK, Chandra G, Consler TG, Kliewer SA, Stimmel JB, Willson TM, Zavacki AM, Moore DD, Lehmann JM.; ''Bile acids: natural ligands for an orphan nuclear receptor.''; PubMed Europe PMC Scholia
  24. Kondo KH, Kai MH, Setoguchi Y, Eggertsen G, Sjöblom P, Setoguchi T, Okuda KI, Björkhem I.; ''Cloning and expression of cDNA of human delta 4-3-oxosteroid 5 beta-reductase and substrate specificity of the expressed enzyme.''; PubMed Europe PMC Scholia
  25. Ferdinandusse S, Denis S, Clayton PT, Graham A, Rees JE, Allen JT, McLean BN, Brown AY, Vreken P, Waterham HR, Wanders RJ.; ''Mutations in the gene encoding peroxisomal alpha-methylacyl-CoA racemase cause adult-onset sensory motor neuropathy.''; PubMed Europe PMC Scholia
  26. Cali JJ, Russell DW.; ''Characterization of human sterol 27-hydroxylase. A mitochondrial cytochrome P-450 that catalyzes multiple oxidation reaction in bile acid biosynthesis.''; PubMed Europe PMC Scholia
  27. Li-Hawkins J, Lund EG, Bronson AD, Russell DW.; ''Expression cloning of an oxysterol 7alpha-hydroxylase selective for 24-hydroxycholesterol.''; PubMed Europe PMC Scholia
  28. Schmitz W, Albers C, Fingerhut R, Conzelmann E.; ''Purification and characterization of an alpha-methylacyl-CoA racemase from human liver.''; PubMed Europe PMC Scholia
  29. Bodo A, Bakos E, Szeri F, Varadi A, Sarkadi B.; ''Differential modulation of the human liver conjugate transporters MRP2 and MRP3 by bile acids and organic anions.''; PubMed Europe PMC Scholia
  30. Weber-Boyvat M, Zhong W, Yan D, Olkkonen VM.; ''Oxysterol-binding proteins: functions in cell regulation beyond lipid metabolism.''; PubMed Europe PMC Scholia
  31. Hsiang B, Zhu Y, Wang Z, Wu Y, Sasseville V, Yang WP, Kirchgessner TG.; ''A novel human hepatic organic anion transporting polypeptide (OATP2). Identification of a liver-specific human organic anion transporting polypeptide and identification of rat and human hydroxymethylglutaryl-CoA reductase inhibitor transporters.''; PubMed Europe PMC Scholia
  32. Suchanek M, Hynynen R, Wohlfahrt G, Lehto M, Johansson M, Saarinen H, Radzikowska A, Thiele C, Olkkonen VM.; ''The mammalian oxysterol-binding protein-related proteins (ORPs) bind 25-hydroxycholesterol in an evolutionarily conserved pocket.''; PubMed Europe PMC Scholia
  33. Plass JR, Mol O, Heegsma J, Geuken M, Faber KN, Jansen PL, Müller M.; ''Farnesoid X receptor and bile salts are involved in transcriptional regulation of the gene encoding the human bile salt export pump.''; PubMed Europe PMC Scholia
  34. Lee FY, Lee H, Hubbert ML, Edwards PA, Zhang Y.; ''FXR, a multipurpose nuclear receptor.''; PubMed Europe PMC Scholia
  35. Gåfvels M, Olin M, Chowdhary BP, Raudsepp T, Andersson U, Persson B, Jansson M, Björkhem I, Björkhem I, Eggertsen G.; ''Structure and chromosomal assignment of the sterol 12alpha-hydroxylase gene (CYP8B1) in human and mouse: eukaryotic cytochrome P-450 gene devoid of introns.''; PubMed Europe PMC Scholia
  36. Dufort I, Labrie F, Luu-The V.; ''Human types 1 and 3 3 alpha-hydroxysteroid dehydrogenases: differential lability and tissue distribution.''; PubMed Europe PMC Scholia
  37. Lund EG, Guileyardo JM, Russell DW.; ''cDNA cloning of cholesterol 24-hydroxylase, a mediator of cholesterol homeostasis in the brain.''; PubMed Europe PMC Scholia
  38. Holt JA, Luo G, Billin AN, Bisi J, McNeill YY, Kozarsky KF, Donahee M, Wang DY, Mansfield TA, Kliewer SA, Goodwin B, Jones SA.; ''Definition of a novel growth factor-dependent signal cascade for the suppression of bile acid biosynthesis.''; PubMed Europe PMC Scholia
  39. Jiang LL, Kobayashi A, Matsuura H, Fukushima H, Hashimoto T.; ''Purification and properties of human D-3-hydroxyacyl-CoA dehydratase: medium-chain enoyl-CoA hydratase is D-3-hydroxyacyl-CoA dehydratase.''; PubMed Europe PMC Scholia
  40. Houten SM, Watanabe M, Auwerx J.; ''Endocrine functions of bile acids.''; PubMed Europe PMC Scholia
  41. Mesmin B, Bigay J, Moser von Filseck J, Lacas-Gervais S, Drin G, Antonny B.; ''A four-step cycle driven by PI(4)P hydrolysis directs sterol/PI(4)P exchange by the ER-Golgi tether OSBP.''; PubMed Europe PMC Scholia
  42. Hagenbuch B, Meier PJ.; ''Molecular cloning, chromosomal localization, and functional characterization of a human liver Na+/bile acid cotransporter.''; PubMed Europe PMC Scholia
  43. Charman M, Colbourne TR, Pietrangelo A, Kreplak L, Ridgway ND.; ''Oxysterol-binding protein (OSBP)-related protein 4 (ORP4) is essential for cell proliferation and survival.''; PubMed Europe PMC Scholia
  44. Zhang Y, Kast-Woelbern HR, Edwards PA.; ''Natural structural variants of the nuclear receptor farnesoid X receptor affect transcriptional activation.''; PubMed Europe PMC Scholia
  45. Lund EG, Kerr TA, Sakai J, Li WP, Russell DW.; ''cDNA cloning of mouse and human cholesterol 25-hydroxylases, polytopic membrane proteins that synthesize a potent oxysterol regulator of lipid metabolism.''; PubMed Europe PMC Scholia
  46. Noshiro M, Okuda K.; ''Molecular cloning and sequence analysis of cDNA encoding human cholesterol 7 alpha-hydroxylase.''; PubMed Europe PMC Scholia
  47. Pikuleva IA, Babiker A, Waterman MR, Björkhem I, Björkhem I.; ''Activities of recombinant human cytochrome P450c27 (CYP27) which produce intermediates of alternative bile acid biosynthetic pathways.''; PubMed Europe PMC Scholia
  48. Létourneau D, Lefebvre A, Lavigne P, LeHoux JG.; ''STARD5 specific ligand binding: comparison with STARD1 and STARD4 subfamilies.''; PubMed Europe PMC Scholia
  49. Steinberg SJ, Wang SJ, McGuinness MC, Watkins PA.; ''Human liver-specific very-long-chain acyl-coenzyme A synthetase: cDNA cloning and characterization of a second enzymatically active protein.''; PubMed Europe PMC Scholia
  50. Mast N, Norcross R, Andersson U, Shou M, Nakayama K, Bjorkhem I, Bjorkhem I, Pikuleva IA.; ''Broad substrate specificity of human cytochrome P450 46A1 which initiates cholesterol degradation in the brain.''; PubMed Europe PMC Scholia
  51. Jones JM, Nau K, Geraghty MT, Erdmann R, Gould SJ.; ''Identification of peroxisomal acyl-CoA thioesterases in yeast and humans.''; PubMed Europe PMC Scholia
  52. Kullak-Ublick GA, Stieger B, Meier PJ.; ''Enterohepatic bile salt transporters in normal physiology and liver disease.''; PubMed Europe PMC Scholia
  53. Falany CN, Johnson MR, Barnes S, Diasio RB.; ''Glycine and taurine conjugation of bile acids by a single enzyme. Molecular cloning and expression of human liver bile acid CoA:amino acid N-acyltransferase.''; PubMed Europe PMC Scholia
  54. Cheng JB, Jacquemin E, Gerhardt M, Nazer H, Cresteil D, Heubi JE, Setchell KD, Russell DW.; ''Molecular genetics of 3beta-hydroxy-Delta5-C27-steroid oxidoreductase deficiency in 16 patients with loss of bile acid synthesis and liver disease.''; PubMed Europe PMC Scholia
  55. Olkkonen VM, Li S.; ''Oxysterol-binding proteins: sterol and phosphoinositide sensors coordinating transport, signaling and metabolism.''; PubMed Europe PMC Scholia
  56. Makishima M, Okamoto AY, Repa JJ, Tu H, Learned RM, Luk A, Hull MV, Lustig KD, Mangelsdorf DJ, Shan B.; ''Identification of a nuclear receptor for bile acids.''; PubMed Europe PMC Scholia
  57. Wu Z, Martin KO, Javitt NB, Chiang JY.; ''Structure and functions of human oxysterol 7alpha-hydroxylase cDNAs and gene CYP7B1.''; PubMed Europe PMC Scholia
  58. Solaas K, Ulvestad A, Söreide O, Kase BF.; ''Subcellular organization of bile acid amidation in human liver: a key issue in regulating the biosynthesis of bile salts.''; PubMed Europe PMC Scholia
  59. Zeng H, Liu G, Rea PA, Kruh GD.; ''Transport of amphipathic anions by human multidrug resistance protein 3.''; PubMed Europe PMC Scholia
  60. Abe T, Kakyo M, Tokui T, Nakagomi R, Nishio T, Nakai D, Nomura H, Unno M, Suzuki M, Naitoh T, Matsuno S, Yawo H.; ''Identification of a novel gene family encoding human liver-specific organic anion transporter LST-1.''; PubMed Europe PMC Scholia
  61. Byrne JA, Strautnieks SS, Mieli-Vergani G, Higgins CF, Linton KJ, Thompson RJ.; ''The human bile salt export pump: characterization of substrate specificity and identification of inhibitors.''; PubMed Europe PMC Scholia
  62. Baumgart E, Vanhooren JC, Fransen M, Marynen P, Puype M, Vandekerckhove J, Leunissen JA, Fahimi HD, Mannaerts GP, van Veldhoven PP.; ''Molecular characterization of the human peroxisomal branched-chain acyl-CoA oxidase: cDNA cloning, chromosomal assignment, tissue distribution, and evidence for the absence of the protein in Zellweger syndrome.''; PubMed Europe PMC Scholia
  63. Wang C, JeBailey L, Ridgway ND.; ''Oxysterol-binding-protein (OSBP)-related protein 4 binds 25-hydroxycholesterol and interacts with vimentin intermediate filaments.''; PubMed Europe PMC Scholia
  64. Kullak-Ublick GA, Hagenbuch B, Stieger B, Schteingart CD, Hofmann AF, Wolkoff AW, Meier PJ.; ''Molecular and functional characterization of an organic anion transporting polypeptide cloned from human liver.''; PubMed Europe PMC Scholia
  65. Létourneau D, Lorin A, Lefebvre A, Frappier V, Gaudreault F, Najmanovich R, Lavigne P, LeHoux JG.; ''StAR-related lipid transfer domain protein 5 binds primary bile acids.''; PubMed Europe PMC Scholia

History

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CompareRevisionActionTimeUserComment
114948view16:47, 25 January 2021ReactomeTeamReactome version 75
113392view11:46, 2 November 2020ReactomeTeamReactome version 74
112597view15:57, 9 October 2020ReactomeTeamReactome version 73
104892view15:14, 23 June 2019EgonwReplaced a secondary ChEBI identifiers with a primary identifier.
101513view11:37, 1 November 2018ReactomeTeamreactome version 66
101049view21:19, 31 October 2018ReactomeTeamreactome version 65
100580view19:53, 31 October 2018ReactomeTeamreactome version 64
100129view16:38, 31 October 2018ReactomeTeamreactome version 63
99679view15:08, 31 October 2018ReactomeTeamreactome version 62 (2nd attempt)
99272view12:45, 31 October 2018ReactomeTeamreactome version 62
93944view13:46, 16 August 2017ReactomeTeamreactome version 61
93534view11:26, 9 August 2017ReactomeTeamreactome version 61
86633view09:22, 11 July 2016ReactomeTeamreactome version 56
83139view10:08, 18 November 2015ReactomeTeamVersion54
81480view13:01, 21 August 2015ReactomeTeamVersion53
76958view08:24, 17 July 2014ReactomeTeamFixed remaining interactions
76663view12:03, 16 July 2014ReactomeTeamFixed remaining interactions
75992view10:05, 11 June 2014ReactomeTeamRe-fixing comment source
75695view11:03, 10 June 2014ReactomeTeamReactome 48 Update
75051view13:56, 8 May 2014AnweshaFixing comment source for displaying WikiPathways description
74695view08:46, 30 April 2014ReactomeTeamReactome46
44976view14:24, 6 October 2011MartijnVanIerselOntology Term : 'bile acid biosynthetic pathway' added !
42156view23:17, 4 March 2011MaintBotModified categories
42011view21:50, 4 March 2011MaintBotAutomatic update
39814view05:51, 21 January 2011MaintBotNew pathway

External references

DataNodes

View all...
NameTypeDatabase referenceComment
(24R, 25R) 3alpha,

7alpha,12alpha,24- tetrahydroxy-5beta- cholestanoyl-CoA

MetaboliteREACT_10198 (Reactome)
(24R, 25R) 3alpha,

7alpha,24-trihydroxy- 5beta-cholestanoyl- CoA

Metabolite27403 (ChEBI)
24-

hydroxychole sterol

Metabolite34310 (ChEBI)
24-

hydroxycholes terol

Metabolite34310 (ChEBI)
25(R) DHCA-

CoA

Metabolite15494 (ChEBI)
25(R) THCA-

CoA

Metabolite37642 (ChEBI)
25(R) TetraHCA-

CoA

Metabolite27458 (ChEBI)
25(S) 3alpha,

7alpha,12alpha- trihydroxy-5beta- cholest-24-enoyl- CoA

MetaboliteREACT_10191 (Reactome)
25(S) 3alpha,

7alpha- dihydroxy- 5beta-cholest- 24-enoyl-CoA

Metabolite27393 (ChEBI)
25(S) DHCA-

CoA

MetaboliteREACT_10853 (Reactome)
25(S) THCA-

CoA

Metabolite37643 (ChEBI)
25-

hydroxycholes terol

Metabolite42977 (ChEBI)
27-

hydroxychole sterol

Metabolite17703 (ChEBI)
27-

hydroxycholes terol

Metabolite17703 (ChEBI)
3,7,24

THCA

MetaboliteREACT_10236 (Reactome)
3,7,24

THCA

MetaboliteREACT_11020 (Reactome)
3,7,24THCA-

CoA

Metabolite27403 (ChEBI)
3-oxo-5-beta-

steroid 4- dehydrogenase

ProteinP51857 (UniProt)
3alpha,7alpha,

12alpha,24(S)- tetrahydroxy- 5beta-cholestan- 27-al

MetaboliteREACT_10185 (Reactome)
3alpha,7alpha,

12alpha- trihydroxy- 5beta-cholestan- 27-al

Metabolite16466 (ChEBI)
3alpha,7alpha,

12alpha-trihydroxy- 5beta-cholest-24- one-CoA

Metabolite27379 (ChEBI)
3alpha,7alpha,

24(S)- trihydroxy- 5beta- cholestan-27-al

MetaboliteREACT_10571 (Reactome)
3alpha,7alpha-

dihydroxy- 5beta- cholestan-26-al

Metabolite27428 (ChEBI)
3alpha,7alpha-

dihydroxy-5beta- cholest-24-one- CoA

Metabolite28533 (ChEBI)
4-cholesten-

7alpha, 12alpha- diol-3-one

Metabolite28477 (ChEBI)
4-cholesten-

7alpha,12alpha, 24(S)-triol-3-one

MetaboliteREACT_10249 (Reactome)
4-cholesten-

7alpha,12alpha, 27-triol-3-one

MetaboliteREACT_10863 (Reactome)
4-cholesten-

7alpha,24(S)- diol-3-one

MetaboliteREACT_10645 (Reactome)
4-cholesten-

7alpha,27-diol- 3-one

MetaboliteREACT_10821 (Reactome)
4-cholesten-

7alpha-ol-3- one

Metabolite17899 (ChEBI)
5beta-

cholestan- 3alpha, 7alpha-diol

Metabolite28047 (ChEBI)
5beta-

cholestan- 3alpha, 7alpha-diol

Metabolite28047 (ChEBI)
5beta-

cholestan- 3alpha, 7alpha, 12alpha-triol

Metabolite16496 (ChEBI)
5beta-

cholestan- 3alpha,7alpha, 12alpha,24(S), 27-pentol

MetaboliteREACT_10916 (Reactome)
5beta-

cholestan- 3alpha,7alpha, 12alpha,24(S)- tetrol

Metabolite17278 (ChEBI)
5beta-

cholestan- 3alpha,7alpha, 12alpha,24(S)- tetrol

MetaboliteREACT_10319 (Reactome)
5beta-

cholestan- 3alpha,7alpha, 12alpha,27- tetrol

Metabolite17278 (ChEBI)
5beta-

cholestan- 3alpha,7alpha, 12alpha-triol

Metabolite16496 (ChEBI)
5beta-

cholestan- 3alpha,7alpha, 24(S)-triol

MetaboliteREACT_10165 (Reactome)
5beta-

cholestan- 3alpha,7alpha, 24(S)-triol

MetaboliteREACT_13314 (Reactome)
5beta-

cholestan- 3alpha,7alpha, 26-triol

Metabolite28540 (ChEBI)
5beta-cholestan-

3alpha,7alpha, 12alpha,27-tetrol

MetaboliteREACT_10938 (Reactome)
5beta-cholestan-

3alpha,7alpha, 24(S),27-tetrol

MetaboliteREACT_10904 (Reactome)
5beta-cholestan-

3alpha,7alpha,26- triol

MetaboliteREACT_10427 (Reactome)
5beta-cholestan-

7alpha,12alpha, 27-triol-3-one

MetaboliteREACT_10380 (Reactome)
5beta-cholestan-

7alpha,12alpha,24 (S)-triol-3-one

MetaboliteREACT_10574 (Reactome)
5beta-cholestan-

7alpha,24(S)- diol-3-one

MetaboliteREACT_10353 (Reactome)
5beta-cholestan-

7alpha,27-diol-3- one

MetaboliteREACT_10201 (Reactome)
5beta-cholestan-

7alpha-ol-3-one

Metabolite2290 (ChEBI)
5beta-cholesten-

7alpha, 12alpha- diol-3-one

Metabolite2288 (ChEBI)
7 alpha-

hydroxychole sterol

Metabolite17500 (ChEBI)
ABCC3 ProteinO15438 (UniProt)
ACOT8 ProteinO14734 (UniProt)
ACOX2:FAD ComplexREACT_10603 (Reactome)
ADP Metabolite16761 (ChEBI)
AMACR ProteinQ9UHK6 (UniProt)
AMP Metabolite16027 (ChEBI)
ASBT ProteinQ12908 (UniProt)
ATP Metabolite15422 (ChEBI)
Aldo-keto

reductase family 1 member C4

ProteinP17516 (UniProt)
Bile acid-CoA:

amino acid N- acetyltransferase

ProteinQ14032 (UniProt)
Bile salt

export pump

ProteinO95342 (UniProt)
CH25H (Fe2+

cofactor)

ComplexREACT_10164 (Reactome)
Cholest-5-ene-

3beta,7alpha, 25-triol

Metabolite37623 (ChEBI)
Cholest-5-ene-

3beta,7alpha, 27-triol

Metabolite18431 (ChEBI)
Cholest-5-ene-

3beta,7alpha,24 (S)-triol

Metabolite37640 (ChEBI)
Cholesterol Metabolite16113 (ChEBI)
CoA-SH Metabolite15346 (ChEBI)
Cytochrome

P450 27

ProteinQ02318 (UniProt)
Cytochrome

P450 39A1

ProteinQ9NYL5 (UniProt)
Cytochrome

P450 7A1

ProteinP22680 (UniProt)
Cytochrome

P450 7B1

ProteinO75881 (UniProt)
Cytochrome

P450 8B1

ProteinQ9UNU6 (UniProt)
Cytochrome

p450 46A1

ProteinQ9Y6A2 (UniProt)
DHCA Metabolite16577 (ChEBI)
FABP6 ProteinP51161 (UniProt)
H+ Metabolite15378 (ChEBI)
H2O Metabolite15377 (ChEBI)
H2O2 Metabolite16240 (ChEBI)
HSD17B4

dimer

ComplexREACT_17840 (Reactome)
HSD3B7 ProteinQ9H2F3 (UniProt)
NAD+ Metabolite15846 (ChEBI)
NADH Metabolite16908 (ChEBI)
NADP+ Metabolite18009 (ChEBI)
NADPH Metabolite16474 (ChEBI)
NTCP ProteinQ14973 (UniProt)
OATP-8 ProteinQ9NPD5 (UniProt)
OATP-A ProteinP46721 (UniProt)
Orthophosp

hate

Metabolite18367 (ChEBI)
Oxygen Metabolite15379 (ChEBI)
SCP2 ProteinP22307-1 (UniProt)
SLC27A5 ProteinQ9Y2P5 (UniProt)
SLCO1B1 ProteinQ9Y6L6 (UniProt)
Serum

albumin

ProteinP02768 (UniProt)
THCA Metabolite18402 (ChEBI)
TetraHCA MetaboliteREACT_10686 (Reactome)
TetraHCA MetaboliteREACT_10721 (Reactome)
Very long-

chain acyl-CoA synthetase

ProteinO14975 (UniProt)
albumin:bile salt

and acid (OATP-A) complex

ComplexREACT_10829 (Reactome)
albumin:bile salt

complex

ComplexREACT_10145 (Reactome)
albumin:cholate

bile salt complex

ComplexREACT_10265 (Reactome)
bile salts MetaboliteREACT_10276 (Reactome)
bile salts MetaboliteREACT_10834 (Reactome)
bile salts MetaboliteREACT_11011 (Reactome)
bile salts and

acids

MetaboliteREACT_9533 (Reactome)
bile salts and

acids (OATP-A)

MetaboliteREACT_10444 (Reactome)
bile salts and

acids complexed with FABP6

ComplexREACT_10401 (Reactome)
bile salts and

acids complexed with albumin

ComplexREACT_10309 (Reactome)
chenodeoxyc

holate bile salts

MetaboliteREACT_10485 (Reactome)
chenodeoxyc

holoyl-CoA

Metabolite28701 (ChEBI)
cholate Metabolite16359 (ChEBI)
cholate bile

salts

MetaboliteREACT_10914 (Reactome)
cholate bile salts MetaboliteREACT_10246 (Reactome)
cholate;

chenodeoxycholate

MetaboliteREACT_10869 (Reactome)
cholesterol Metabolite16113 (ChEBI)
choloyl-

CoA

Metabolite15519 (ChEBI)
choloyl-CoA;

chenodeoxycholoyl- CoA

MetaboliteREACT_10852 (Reactome)
glycine;

taurine

MetaboliteREACT_10219 (Reactome)
glycine;

taurine

MetaboliteREACT_10925 (Reactome)
propionyl CoA Metabolite15539 (ChEBI)
pyrophosp

hate

Metabolite29888 (ChEBI)
sodium

ion

Metabolite29101 (ChEBI)

Annotated Interactions

No annotated interactions

Retrieved from "https://classic.wikipathways.org/index.php/Pathway:WP1788"
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