Alternative (acidic) bile acid biosynthesis pathway (Homo sapiens)

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Description

This pathway depicts the alternative, or acidic, route of primary bile acid synthesis, in which cholesterol is first hydroxylated on the side chain (C24, C25 or C26) by enzymes such as CYP46A1, CH25H or CYP27A1 to form regulatory oxysterols that are then 7α hydroxylated and further oxidized to 7α,24/25/26 dihydroxy 4 cholesten 3 one. From this common intermediate, 12α hydroxylation by CYP8B1 can drive formation of cholic acid (CA), whereas bypassing CYP8B1 favours chenodeoxycholic acid (CDCA), with downstream ring reduction and side chain shortening steps (involving HSD3B7, AKR1D1, AKR1C4, CYP27A1 and peroxisomal β oxidation enzymes) converging with the classical pathway from one side at 3α,7α-dihydroxy-5β-cholestan-26-al and related intermediates to yield CDCA, and from the other side at 3α,7α,12α-trihydroxy-5β-cholestan-26-al and related intermediates to yield CA.

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Ontology Terms

 

Bibliography

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  1. Zhuang T, Wang X, Wang Z, Gu L, Yue D, Li X, Yang L, Huang W, Ding L; ''Biological functions and pharmacological behaviors of bile acids in metabolic diseases.''; J Adv Res, 2025 PubMed Europe PMC Scholia
  2. Griffiths WJ, Wang Y; ''Oxysterols as lipid mediators: Their biosynthetic genes, enzymes and metabolites.''; Prostaglandins Other Lipid Mediat, 2020 PubMed Europe PMC Scholia
  3. Russell DW; ''The enzymes, regulation, and genetics of bile acid synthesis.''; Annu Rev Biochem, 2003 PubMed Europe PMC Scholia
  4. Collins SL, Stine JG, Bisanz JE, Okafor CD, Patterson AD; ''Bile acids and the gut microbiota: metabolic interactions and impacts on disease.''; Nat Rev Microbiol, 2023 PubMed Europe PMC Scholia
  5. Ferdinandusse S, Houten SM; ''Peroxisomes and bile acid biosynthesis.''; Biochim Biophys Acta, 2006 PubMed Europe PMC Scholia
  6. Paul A. Dawson.; ''6. Biochemistry of Lipids, Lipoproteins and Membranes (Sixth Edition), Chapter 12 - Bile Acid Metabolism''; https://doi.org/10.1016/B978-0-444-63438-2.00012-2, 2016
  7. Griffiths WJ, Crick PJ, Meljon A, Theofilopoulos S, Abdel-Khalik J, Yutuc E, Parker JE, Kelly DE, Kelly SL, Arenas E, Wang Y; ''Additional pathways of sterol metabolism: Evidence from analysis of Cyp27a1-/- mouse brain and plasma.''; Biochim Biophys Acta Mol Cell Biol Lipids, 2019 PubMed Europe PMC Scholia
  8. Chiang JY; ''Bile acid metabolism and signaling.''; Compr Physiol, 2013 PubMed Europe PMC Scholia

History

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CompareRevisionActionTimeUserComment
142280view17:20, 24 December 2025JmrodriguezcOntology Term : 'secondary bile acid biosynthetic pathway' added !
142279view17:20, 24 December 2025JmrodriguezcOntology Term : 'primary bile acid biosynthetic pathway' added !
142278view17:20, 24 December 2025JmrodriguezcOntology Term : 'bile acid biosynthetic pathway' added !
142251view12:00, 22 December 2025JmrodriguezcModified description
142250view11:57, 22 December 2025JmrodriguezcModified description
142236view17:46, 18 December 2025JmrodriguezcModified description
142235view17:35, 18 December 2025JmrodriguezcModified description
142234view17:01, 18 December 2025JmrodriguezcModified description
142233view13:50, 18 December 2025JmrodriguezcNew pathway

External references

DataNodes

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NameTypeDatabase referenceComment
AKR1C4GeneProductLMP000718 (LIPID MAPS)
AKR1D1GeneProductLMP001665 (LIPID MAPS)
CAMetaboliteLMST04010001 (LIPID MAPS)
CDCAMetaboliteLMST04010032 (LIPID MAPS)
CH25HGeneProductLMP001605 (LIPID MAPS)
CYP27A1GeneProductLMP002471 (LIPID MAPS)
CYP39A1GeneProductLMP001831 (LIPID MAPS)
CYP46A1GeneProductLMP002143 (LIPID MAPS)
CYP7A1GeneProductLMP000667 (LIPID MAPS)
CYP7B1GeneProductLMP000599 (LIPID MAPS)
CYP8B1GeneProductLMP000541 (LIPID MAPS)
CholesterolMetaboliteLMST01010001 (LIPID MAPS)
Classic/Neutral BA biosynthesis pathwayPathwayWP5176 (WikiPathways)
HSD3B7GeneProductLMP001669 (LIPID MAPS)
ST 27:0;(24)O3MetaboliteLMST04030022 (LIPID MAPS)
ST 27:0;(24)O4MetaboliteLMST04030034 (LIPID MAPS)
ST 27:0;(25)O3MetaboliteLMST04030021 (LIPID MAPS)
ST 27:0;(25)O4MetaboliteLMST04030037 (LIPID MAPS)
ST 27:0;(26)O3MetaboliteLMST04030020 (LIPID MAPS)
ST 27:0;(26)O4MetaboliteLMST04030014 (LIPID MAPS)
ST 27:1;(24)O3MetaboliteLMST04030169 (LIPID MAPS)
ST 27:1;(24)O3MetaboliteLMST04030174 (LIPID MAPS)
ST 27:1;(24)O4MetaboliteLMST04030172 (LIPID MAPS)
ST 27:1;(25)O2MetaboliteLMST01010018 (LIPID MAPS)
ST 27:1;(25)O3MetaboliteLMST04030106 (LIPID MAPS)
ST 27:1;(25)O3MetaboliteLMST04030166 (LIPID MAPS)
ST 27:1;(25)O4MetaboliteLMST04030104 (LIPID MAPS)
ST 27:1;(26)O3MetaboliteLMST04030156 (LIPID MAPS)
ST 27:1;(26)O4MetaboliteLMST04030100 (LIPID MAPS)
ST 27:1;(27)O2MetaboliteLMST01010057 (LIPID MAPS)
ST 27:1;(27)O3MetaboliteLMST04030081 (LIPID MAPS)
ST 27:1;O2MetaboliteLMST01010019 (LIPID MAPS)
ST 27:1;O3MetaboliteLMST04030162 (LIPID MAPS)
ST 27:1;O4MetaboliteLMST04030164 (LIPID MAPS)
ST 27:2;(24)O3MetaboliteLMST04030170 (LIPID MAPS)
ST 27:2;(24)O4MetaboliteLMST04030171 (LIPID MAPS)
ST 27:2;(25)O3MetaboliteLMST04030107 (LIPID MAPS)
ST 27:2;(25)O4MetaboliteLMST04030105 (LIPID MAPS)
ST 27:2;(26)O3MetaboliteLMST04030157 (LIPID MAPS)
ST 27:2;(26)O4MetaboliteLMST04030158 (LIPID MAPS)
ST 27:2;O3MetaboliteLMST04030072 (LIPID MAPS)
ST 27:2;O4MetaboliteLMST04030241 (LIPID MAPS)
ST 27:3;O4MetaboliteLMST04030149 (LIPID MAPS)

Annotated Interactions

No annotated interactions

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