Page last updated: 2024-11-06

zymosterol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Zymosterol is a sterol precursor to cholesterol. It is a C30 compound with a double bond at the C24 position, unlike cholesterol, which has a double bond at the C5 position. Zymosterol is synthesized in the liver and other tissues from the precursor lanosterol. It is a substrate for the enzyme C24-reductase, which reduces the double bond at the C24 position to form cholesterol. Zymosterol is also a potent inhibitor of the enzyme squalene synthase, which catalyzes the first committed step in cholesterol biosynthesis. This inhibition is believed to be responsible for the anti-inflammatory and anti-cancer effects of zymosterol. Studies have shown that zymosterol can inhibit the growth of various cancer cells, including breast cancer, prostate cancer, and melanoma. Zymosterol is also being investigated as a potential treatment for Alzheimer's disease, as it has been shown to reduce the formation of amyloid plaques in the brain. Zymosterol is a valuable tool for studying the biosynthesis and regulation of cholesterol, and it may have potential therapeutic applications.'

Cross-References

ID SourceID
PubMed CID92746
CHEMBL ID4171014
CHEBI ID18252
SCHEMBL ID95293
MeSH IDM0064944

Synonyms (25)

Synonym
CHEBI:18252
zymostrol
delta8, 24-cholestadien-3beta-ol
128-33-6
delta8,24-cholestadien-3beta-ol
zymosterol ,
C05437
5alpha-cholesta-8,24-dien-3beta-ol
LMST01010066
bdbm50280400
chembl4171014 ,
(3s,5s,10s,13r,14r,17r)-10,13-dimethyl-17-[(2r)-6-methylhept-5-en-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-ol
8,24(5-alpha)-cholestadien-3-beta-ol
einecs 204-880-9
5-alpha-cholesta-8,24-dien-3-beta-ol
unii-pu2755pt4o
pu2755pt4o ,
(3.beta.,5.alpha.)-cholesta-8,24-dien-3-ol
SCHEMBL95293
CGSJXLIKVBJVRY-XTGBIJOFSA-N
cholest-8,24-dien-3b-ol
(3b,5a)- cholesta-8,24-dien-3-ol
(3s,10s,13r,14r,17r)-10,13-dimethyl-17-((r)-6-methylhept-5-en-2-yl)-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-3-ol
Q3576424
DTXSID201028211

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Gene dosage experiments using the sphingolipid long chain sphingoid base (LCB) hydroxylase gene, SUR2, suggest that erg26-1 cells may accumulate LCB, thus placing one point of sterol regulation of sphingolipid synthesis possibly at the level of ceramide metabolism."( Sterol-dependent regulation of sphingolipid metabolism in Saccharomyces cerevisiae.
Baudry, K; Germann, M; McDonough, V; Nickels, JT; Stukey, J; Swain, E, 2002
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Saccharomyces cerevisiae metaboliteAny fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae).
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
3beta-sterolA sterol in which the hydroxy group at position 3 has beta- configuration.
cholestanoidAny steroid based on a cholestane skeleton and its derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (54)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Metabolism of steroids111135
Cholesterol biosynthesis2249
Bloch pathway410
Kandutsch-Russell pathway410
Steroid Biosynthesis2142
Smith-Lemli-Opitz Syndrome (SLOS)2142
CHILD Syndrome2142
Desmosterolosis2142
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2)2142
Lysosomal Acid Lipase Deficiency (Wolman Disease)2142
Ibandronate Action Pathway2143
Simvastatin Action Pathway2143
Pravastatin Action Pathway2143
Rosuvastatin Action Pathway2143
Alendronate Action Pathway2143
Hypercholesterolemia2142
Lovastatin Action Pathway2143
Zoledronate Action Pathway2143
Cerivastatin Action Pathway2143
Risedronate Action Pathway2143
Pamidronate Action Pathway2143
Fluvastatin Action Pathway2143
Atorvastatin Action Pathway2143
Cholesteryl Ester Storage Disease2142
Hyper-IgD Syndrome2142
Mevalonic Aciduria2142
Wolman Disease2142
Cholesterol biosynthesis and metabolism CE(14:0)2250
Cholesterol biosynthesis and metabolism CE(10:0)2250
Cholesterol Biosynthesis and Metabolism CE(12:0)2250
Cholesterol Biosynthesis and Metabolism CE(16:0)2250
Cholesterol biosynthesis and metabolism CE(18:0)2250
Cholesterol metabolism with Bloch and Kandutsch-Russell pathways039
Cholesterol Biosynthesis and Metabolism2248
Bloch Pathway (Cholesterol Biosynthesis)929
cholesterol biosynthesis I428
zymosterol biosynthesis020
Renz2020 - GEM of Human alveolar macrophage with SARS-CoV-20490
Cholesterol biosynthesis with skeletal dysplasias014
Cholesterol synthesis disorders015
Cholesterol metabolism214
Enterocyte cholesterol metabolism111
Cholesterol biosynthesis pathway in hepatocytes1137
Ergosterol biosynthesis332
superpathway of ergosterol biosynthesis I2156
ergosterol biosynthesis I514
zymosterol biosynthesis826
cholesterol biosynthesis I944
cholesterol biosynthesis III (via desmosterol)939
superpathway of cholesterol biosynthesis2178
superpathway of ergosterol biosynthesis2256
ergosterol biosynthesis514
superpathway of sterol biosynthesis050
Biochemical pathways: part I0466
Cholesterol biosynthesis I118
Cholesterol biosynthesis II (via 24,25-dihydrolanosterol)117
Cholesterol biosynthesis III (via desmosterol)118

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Nuclear receptor ROR-gammaHomo sapiens (human)EC50 (µMol)0.11000.02000.70359.0000AID1505269
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
xenobiotic metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of glucose metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of steroid metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
intracellular receptor signaling pathwayNuclear receptor ROR-gammaHomo sapiens (human)
circadian regulation of gene expressionNuclear receptor ROR-gammaHomo sapiens (human)
cellular response to sterolNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of circadian rhythmNuclear receptor ROR-gammaHomo sapiens (human)
regulation of fat cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of DNA-templated transcriptionNuclear receptor ROR-gammaHomo sapiens (human)
adipose tissue developmentNuclear receptor ROR-gammaHomo sapiens (human)
T-helper 17 cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
protein bindingNuclear receptor ROR-gammaHomo sapiens (human)
oxysterol bindingNuclear receptor ROR-gammaHomo sapiens (human)
zinc ion bindingNuclear receptor ROR-gammaHomo sapiens (human)
ligand-activated transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
sequence-specific double-stranded DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
nuclear receptor activityNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
nucleoplasmNuclear receptor ROR-gammaHomo sapiens (human)
nuclear bodyNuclear receptor ROR-gammaHomo sapiens (human)
chromatinNuclear receptor ROR-gammaHomo sapiens (human)
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1505269Agonist activity at Gal4-fused RORgammat DNA binding domain (unknown origin) expressed in 293T cells assessed as SRC1 coactivator recruitment in presence of ursolic acid by TR-FRET assay2018Journal of medicinal chemistry, Jul-26, Volume: 61, Issue:14
Retinoic Acid Receptor-Related Orphan Receptor γt (RORγt) Agonists as Potential Small Molecule Therapeutics for Cancer Immunotherapy.
AID1502696Induction of sterol accumulation in human HL60 cells at 0.1 uM incubated for 24 hrs by GC-MS analysis2017European journal of medicinal chemistry, Nov-10, Volume: 140New chemotype of selective and potent inhibitors of human delta 24-dehydrocholesterol reductase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (32)

TimeframeStudies, This Drug (%)All Drugs %
pre-199010 (31.25)18.7374
1990's8 (25.00)18.2507
2000's6 (18.75)29.6817
2010's6 (18.75)24.3611
2020's2 (6.25)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.70

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.70 (24.57)
Research Supply Index3.53 (2.92)
Research Growth Index4.56 (4.65)
Search Engine Demand Index43.69 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (34.70)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.03%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other32 (96.97%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]