Cholesterol metabolism with Bloch and Kandutsch-Russell pathways (WP4346)
Mus musculus
This pathway is inspired by the Lipidmaps>Sterol lipids expended pathway display [https://lipidmaps.org/pathway/pathways_maps] and extended with Scheme 1 from Acimovic et al (2013 [https://www.ncbi.nlm.nih.gov/pubmed/23558541]). Literature suggests that cholesterol synthesis preferentially starts with the Bloch pathway, however there is a shift to the Kandutsch-Russell part via lathosterol (Bae et al, 1997[https://www.ncbi.nlm.nih.gov/pubmed/9291139]). Dashed lines indicate that multiple steps are involved to create the final product. Several regulatory effects concerning the metabolites of cholesterol have been indicated as well. The content from the Bloch and Kandutsch-Russel pathways have been checked against literature, and differences compared to the original LipidMaps pathway have been coloured turquoise.
Authors
Eoin Fahy , Ryan Miller , Denise Slenter , Egon Willighagen , Conroy lipids , and Eric WeitzCited In
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Organism
Mus musculusCommunities
Lipids and LIPID MAPSAnnotations
Pathway Ontology: lipid signaling pathway cholesterol biosynthetic pathway cholesterol metabolic pathway
Participants
Label | Type | Compact Identifier | Comment |
---|---|---|---|
9Z-palmitoleic acid | Metabolite | lipidmaps:LMFA01030056 | Assuming this is omega 7-type |
7alpha-hydroxycholesterol | Metabolite | lipidmaps:LMST01010013 | |
3beta-hydroxylanost-8-en-32-al | Metabolite | lipidmaps:LMST01010223 | |
Zymosterone | Metabolite | lipidmaps:LMST01010168 | |
Acetyl-CoA | Metabolite | lipidmaps:LMFA07050281 | |
4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol | Metabolite | lipidmaps:LMST01010229 | |
Zymostenone | Metabolite | lipidmaps:LMST01010239 | |
32-Oxolanosterol | Metabolite | lipidmaps:LMST01010222 | |
4α-formyl-5α-cholesta-8-en-3β-ol | Metabolite | lipidmaps:LMST01010231 | |
lanost-8-en-3beta,30-diol | Metabolite | lipidmaps:LMST01010224 | |
4α-formyl-5α-cholesta-8,24-dien-3β-ol | Metabolite | lipidmaps:LMST01010226 | |
4α-hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol | Metabolite | lipidmaps:LMST01010233 | |
4α-carboxy-5α-cholesta-8-en-3β-ol | Metabolite | lipidmaps:LMST01010228 | |
CE(16:1) | Metabolite | wikidata:Q412366 | Assuming this is omega-7 type |
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol | Metabolite | lipidmaps:LMST01010232 | |
3-keto-4alpha-methyl-zymosterol | Metabolite | lipidmaps:LMST01010237 | |
4α-hydroxymethyl-5α-cholesta-8-en-3β-ol | Metabolite | lipidmaps:LMST01010235 | |
4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol | Metabolite | lipidmaps:LMST01010234 | |
IPP | Metabolite | lipidmaps:LMPR01010008 | |
4α-carboxyzymosterol | Metabolite | lipidmaps:LMST01010522 | |
4α-formyl-4β-methyl-5α-cholesta-8-en-3β-ol | Metabolite | lipidmaps:LMST01010230 | |
Acetoacetyl-CoA | Metabolite | lipidmaps:LMFA07050030 | |
HMG-CoA | Metabolite | lipidmaps:LMFA07050116 | |
Mevalonic acid | Metabolite | lipidmaps:LMFA01050352 | |
Mevalonate-5-P | Metabolite | lipidmaps:LMFA01050415 | |
Mevalonate-5-PP | Metabolite | lipidmaps:LMFA01050416 | |
Isopentenyl-PP | Metabolite | lipidmaps:LMPR01010008 | |
Dimethylallyl-PP | Metabolite | lipidmaps:LMPR01010001 | |
Geranyl-PP | Metabolite | lipidmaps:LMPR0102010001 | |
Farnesyl-PP | Metabolite | lipidmaps:LMPR0103010002 | |
Squalene | Metabolite | lipidmaps:LMPR0106010002 | |
Squalene-2,3-epoxide | Metabolite | lipidmaps:LMPR0106010010 | |
Diepoxy-squalene | Metabolite | lipidmaps:LMPR0106010038 | |
Lanosterol | Metabolite | lipidmaps:LMST01010017 | |
24,25-epoxycholesterol | Metabolite | lipidmaps:LMST01010012 | |
24,25-dihydrolanosterol | Metabolite | lipidmaps:LMST01010087 | |
32-hydroxylanosterol | Metabolite | lipidmaps:LMST01010124 | |
4,4-dimethylcholesta-8,11,24-trienol | Metabolite | lipidmaps:LMST01010149 | |
4,4-dimethylcholest-8-enol | Metabolite | lipidmaps:LMST01010225 | |
14-demethyl-lanosterol | Metabolite | lipidmaps:LMST01010176 | |
Zymosterol | Metabolite | lipidmaps:LMST01010066 | |
4-alpha-methyl-cholest-8-enone | Metabolite | lipidmaps:LMST01010236 | |
Zymostenol | Metabolite | lipidmaps:LMST01010096 | |
Lathosterol | Metabolite | lipidmaps:LMST01010089 | |
7-dehdrocholesterol | Metabolite | lipidmaps:LMST01010069 | |
Cholestadienol | Metabolite | lipidmaps:LMST01010206 | aka 24-dehydrolathosterol |
7-dehydodesmosterol | Metabolite | lipidmaps:LMST01010121 | |
Desmosterol | Metabolite | lipidmaps:LMST01010016 | |
Cholesterol | Metabolite | lipidmaps:LMST01010001 | |
7-oxocholesterol | Metabolite | lipidmaps:LMST01010049 | |
Cholestenone | Metabolite | lipidmaps:LMST01010015 | |
4beta-hydroxycholesterol | Metabolite | lipidmaps:LMST01010014 | |
24S-hydroxycholesterol | Metabolite | lipidmaps:LMST01010019 | |
25-hydroxycholesterol | Metabolite | lipidmaps:LMST01010018 | |
27-hydroxycholesterol | Metabolite | lipidmaps:LMST01010057 | |
Cholesteryl esters (CE) | Metabolite | lipidmaps:LMST01020000 | |
Acyl-CoA | Metabolite | lipidmaps:LMFA07050000 | |
PreSqualene-PP | Metabolite | lipidmaps:LMPR0106010003 | Annotated while assuming this compound is actually presqualene-diphosphate |
CE(18:1) | Metabolite | wikidata:Q27116670 | Assuming this is omega-7 type |
Oleic acid | Metabolite | lipidmaps:LMFA01030002 | Aka C18:1 (omega 9) |
4alpha-methylcholest-8-en-3beta-ol | Metabolite | lipidmaps:LMST01010197 | |
4-methyl-4-carboxyzymostenone | Metabolite | lipidmaps:LMST01010227 | C12CC[[email protected]@]3([H])C(C)(COOH)[[email protected]@H](O)CC[[email protected]]3(C)C=1CC[[email protected]]1(C)[[email protected]@]([H])([[email protected]@](C)([H])CC/CC(\C)/C)CC[C]21H |
4,4-dimethylcholesta-8,14-dienol | Metabolite | lipidmaps:LMST01010277 | C12CC[[email protected]@]3([H])C(C)(C)[[email protected]@H](O)CC[[email protected]]3(C)C=1CC[[email protected]]1(C)[[email protected]@]([H])([[email protected]@](C)([H])CC/CC(\C)/C)CC=[[email protected]@]21C |
IPP | Metabolite | lipidmaps:LMPR01010008 | |
Acetyl-CoA | Metabolite | lipidmaps:LMFA07050281 | |
4-methyl-4-carboxyzymosterone | Metabolite | lipidmaps:LMST01010388 | C12CC[[email protected]@]3([H])C(C)(COOH)[[email protected]@H](O)CC[[email protected]]3(C)C=1CC[[email protected]]1(C)[[email protected]@]([H])([[email protected]@](C)([H])CC/C=C(\C)/C)CC[C]21H |
4alpha-methyl zymosterol | Metabolite | lipidmaps:LMST01010202 | C12CC[[email protected]@]3([H])C(C)[[email protected]@H](O)CC[[email protected]]3(C)C=1CC[[email protected]]1(C)[[email protected]@]([H])([[email protected]@](C)([H])CC/C=C(\C)/C)CC[C]21H |
Srebf1 | GeneProduct | ensembl:ENSMUSG00000020538 | |
Acat1 | GeneProduct | uniprot:Q8QZT1 | |
Abca1 | GeneProduct | ensembl:ENSMUSG00000015243 | |
Ch25h | GeneProduct | ncbigene:12642 | |
Hmgcr | GeneProduct | ncbigene:15357 | |
Cyp7a1 | GeneProduct | uniprot:Q64505 | |
Nr1h3 | GeneProduct | ensembl:ENSMUSG00000002108 | |
Soat1 | GeneProduct | ncbigene:20652 | |
Fasn | GeneProduct | ensembl:ENSMUSG00000025153 | |
Dhcr7 | GeneProduct | ncbigene:13360 | |
Sc5d | GeneProduct | ncbigene:235293 | |
Ebp | GeneProduct | ncbigene:13595 | |
Tm7fs2 | GeneProduct | ncbigene:73166 | |
Cyp46a1 | GeneProduct | ncbigene:13116 | |
Cyp27a1 | GeneProduct | ncbigene:104086 | |
Soat2 | GeneProduct | ncbigene:223920 | |
Acat2 | GeneProduct | uniprot:Q8CAY6 | |
Hmgcs1 | GeneProduct | ncbigene:208715 | |
Hmgcs2 | GeneProduct | ncbigene:15360 | |
Mvk | GeneProduct | ncbigene:17855 | |
Pmvk | GeneProduct | ncbigene:68603 | |
Mvd | GeneProduct | ncbigene:192156 | |
Sqle | GeneProduct | ncbigene:20775 | |
Idi1 | GeneProduct | ncbigene:319554 | |
Idi2 | GeneProduct | ncbigene:320581 | |
Fdft1 | GeneProduct | ncbigene:14137 | |
Ggps1 | GeneProduct | ncbigene:14593 | |
Fdps | GeneProduct | ncbigene:110196 | |
Lss | GeneProduct | ncbigene:16987 | |
Dhcr7 | GeneProduct | ncbigene:13360 | |
Dhcr24 | GeneProduct | ncbigene:74754 | |
Nr1h2 | GeneProduct | ensembl:ENSMUSG00000060601 | |
Abcg1 | GeneProduct | ensembl:ENSMUSG00000024030 | |
Mylip (IDOL) | GeneProduct | ensembl:ENSMUSG00000038175 | |
Srebf2 | GeneProduct | ensembl:ENSMUSG00000022463 | |
Acsl1 | GeneProduct | ensembl:ENSMUSG00000018796 | |
Acsl3 | GeneProduct | ensembl:ENSMUSG00000032883 | |
Acsl4 | GeneProduct | ensembl:ENSMUSG00000031278 | |
Acot1 | GeneProduct | ensembl:ENSMUSG00000072949 | |
Acot2 | GeneProduct | ensembl:ENSMUSG00000021226 | |
Nsdhl | GeneProduct | uniprot:Q9R1J0 | |
Dhcr24 | Protein | uniprot:Q8VCH6 | |
Elovl2 | Protein | ensembl:ENSMUSG00000021364 | |
Elovl3 | Protein | ensembl:ENSMUSG00000038754 | |
Elovl4 | Protein | ensembl:ENSMUSG00000032262 | |
Elovl5 | Protein | ensembl:ENSMUSG00000032349 | |
Fads1 | Protein | ensembl:ENSMUSG00000010663 | |
Fads2 | Protein | ensembl:ENSMUSG00000024665 | |
Scd1 | Protein | ensembl:ENSMUSG00000037071 | |
Scd2 | Protein | uniprot:P13011 | |
Cyp51A1 | Protein | uniprot:Q8K0C4 | |
Tm7sf2 | Protein | uniprot:Q71KT5 | |
Msmo1 | Protein | uniprot:Q9CRA4 | |
Lbr | Protein | uniprot:Q3U9G9 | |
Cyp51A1 | Protein | uniprot:Q8K0C4 | |
Hsd17b7 | Protein | ncbigene:15490 | |
Nsdhl | Protein | uniprot:Q9R1J0 | |
Msmo1 | Protein | uniprot:Q9CRA4 | |
Hsd17b7 | Protein | ncbigene:15490 | |
Cyp51A1 | Protein | uniprot:Q8K0C4 |
References
- Bae SH, Paik YK. Cholesterol biosynthesis from lanosterol: development of a novel assay method and characterization of rat liver microsomal lanosterol delta 24-reductase. Biochem J. 1997 Sep 1;326 ( Pt 2)(Pt 2):609–16. PubMed Europe PMC Scholia
- Dennis EA, Deems RA, Harkewicz R, Quehenberger O, Brown HA, Milne SB, et al. A mouse macrophage lipidome. J Biol Chem. 2010 Dec 17;285(51):39976–85. PubMed Europe PMC Scholia
- Bogan RL, Debarber AE, Hennebold JD. Liver x receptor modulation of gene expression leading to proluteolytic effects in primate luteal cells. Biol Reprod. 2012 Mar 30;86(3):89. PubMed Europe PMC Scholia
- Ačimovič J, Rozman D. Steroidal triterpenes of cholesterol synthesis. Molecules. 2013 Apr 4;18(4):4002–17. PubMed Europe PMC Scholia
- Mazein A, Watterson S, Hsieh W-Y, Griffiths WJ, Ghazal P. A comprehensive machine-readable view of the mammalian cholesterol biosynthesis pathway. Biochem Pharmacol. 2013 Jul 1;86(1):56–66. PubMed Europe PMC Scholia