Page last updated: 2024-11-12

cholest-8(14)-en-3-ol-15-one

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

Description

cholest-8(14)-en-3-ol-15-one: structure given in first source; regulator of cholesterol metabolism; RN given refers to (3beta,5alpha)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

3beta-hydroxy-5alpha-cholest-8(14)-en-15-one : A 3beta-hydroxysteroid consisting of 3beta-hydroxy-5alpha-cholest-8(14)-ene having an additional oxo group at the 15-position. [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]

Cross-References

ID SourceID
PubMed CID10046567
CHEMBL ID2104586
CHEBI ID61829
SCHEMBL ID49496
MeSH IDM0064083

Synonyms (39)

Synonym
50673-97-7
D03583
colestolone (usan/inn)
SMP2_000324
cholest-8(14)-en-15-one, 3-hydroxy-, (3beta,5alpha)-
cholest-8(14)-en-3-ol-15-one
colestolona [inn-spanish]
cl 274,471
colestolone
colestolonum [inn-latin]
3beta-hydroxy-5alpha-cholest-8(14)-en-15-one
colestolone [usan:inn]
LINVVMHRTUSXHL-GGVPDPBRSA-N
3beta-hydroxy-5alpha-cholest-8(14)-ene-15-one
(3beta,5alpha)-3-hydroxycholest-8(14)en-15-one
15-ketocholestene
15-oxo-5alpha-cholest-8(14)-en-3beta-ol
colestolona
colestolonum
(3beta,5alpha)-3-hydroxycholest-8(14)-en-15-one
CHEBI:61829 ,
5alpha-cholest-8(14)-en-3-beta-ol-15-one
LMST01010269
tox21_111880
dtxsid6046212 ,
dtxcid4026212
cas-50673-97-7
cl-274471
CHEMBL2104586
5p8396t5xf ,
unii-5p8396t5xf
EPITOPE ID:153526
cholest-8(14)-en-15-one, 3-hydroxy-, (3.beta.,5.alpha.)-
colestolone [inn]
colestolone [usan]
SCHEMBL49496
3b-hydroxy-5a-cholest-8(14)-en-15-one
(3s,5s,9r,10s,13r,17r)-3-hydroxy-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[a]phenanthren-15-one
Q27131432

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
"5 alpha-Cholest-8(14)-en-3 beta-ol-15-one has been found to have significant hypocholesterolemic activity upon oral administration at a daily dosage of 75 mg/kg of body weight to Rhesus monkeys fed a diet of moderate cholesterol (Chol) content [0."( 5 alpha-Cholest-8(14)-en-3 beta-ol-15-one lowers serum cholesterol and induces profound changes in the levels of lipoprotein cholesterol and apoproteins in monkeys fed a diet of moderate cholesterol content.
Clarkson, TB; Kisic, A; Schroepfer, GJ; Sherrill, BC; Wang, KS; Wilson, WK, 1984
)
0.27
" Whereas II was less potent than I in lowering serum cholesterol levels in rats, it did so at dosage levels at which only slight or moderate effects on food consumption were observed."( Inhibitors of sterol synthesis: effects of a 7 alpha-alkyl analog of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one on 3-hydroxy-3-methylglutaryl coenzyme A reductase activity in cultured mammalian cells and on serum cholesterol levels and other parameter
Gerst, N; Kim, LJ; Kisic, A; Pinkerton, FD; Schroepfer, GJ; Siddiqui, AU; Wilson, WK, 1994
)
0.29
" The levels of VIII in serum appeared to be related to dosage and duration of administration of VII."( Inhibitors of sterol synthesis. Effects of a new fluorinated analog of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one in rats.
Gerst, N; Kisic, A; Pinkerton, FD; Schroepfer, GJ; Swaminathan, S; Wilson, WK, 1994
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
3beta-hydroxy steroidA 3-hydroxy steroid in which the 3-hydroxy substituent is in the beta-position.
15-oxo steroidAny oxo steroid where the oxo group is located at the 15-position.
[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]

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TDP1 proteinHomo sapiens (human)Potency29.85540.000811.382244.6684AID686978; AID686979
estrogen nuclear receptor alphaHomo sapiens (human)Potency10.68220.000229.305416,493.5996AID743069
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency29.84930.001723.839378.1014AID743083
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency7.43340.000323.4451159.6830AID743065; AID743067
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID83166% control of HMG-CoA reductase activity in CHO-K1 cells at a concentration of 0.0 uM1992Journal of medicinal chemistry, Feb-21, Volume: 35, Issue:4
Inhibitors of sterol synthesis. 3 beta,25-dihydroxy-5 alpha-cholest-8(14)-en-15-one, an active metabolite of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one.
AID83288% control of HMG-CoA reductase activity in CHO-K1 cells at a concentration of 2.5 uM1992Journal of medicinal chemistry, Feb-21, Volume: 35, Issue:4
Inhibitors of sterol synthesis. 3 beta,25-dihydroxy-5 alpha-cholest-8(14)-en-15-one, an active metabolite of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one.
AID83286% control of HMG-CoA reductase activity in CHO-K1 cells at a concentration of 0.5 uM1992Journal of medicinal chemistry, Feb-21, Volume: 35, Issue:4
Inhibitors of sterol synthesis. 3 beta,25-dihydroxy-5 alpha-cholest-8(14)-en-15-one, an active metabolite of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one.
AID83287% control of HMG-CoA reductase activity in CHO-K1 cells at a concentration of 1.0 uM1992Journal of medicinal chemistry, Feb-21, Volume: 35, Issue:4
Inhibitors of sterol synthesis. 3 beta,25-dihydroxy-5 alpha-cholest-8(14)-en-15-one, an active metabolite of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one.
AID83285% control of HMG-CoA reductase activity in CHO-K1 cells at a concentration of 0.25 uM1992Journal of medicinal chemistry, Feb-21, Volume: 35, Issue:4
Inhibitors of sterol synthesis. 3 beta,25-dihydroxy-5 alpha-cholest-8(14)-en-15-one, an active metabolite of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one.
AID83167% control of HMG-CoA reductase activity in CHO-K1 cells at a concentration of 0.1 uM1992Journal of medicinal chemistry, Feb-21, Volume: 35, Issue:4
Inhibitors of sterol synthesis. 3 beta,25-dihydroxy-5 alpha-cholest-8(14)-en-15-one, an active metabolite of 3 beta-hydroxy-5 alpha-cholest-8(14)-en-15-one.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (45)

TimeframeStudies, This Drug (%)All Drugs %
pre-199028 (62.22)18.7374
1990's12 (26.67)18.2507
2000's1 (2.22)29.6817
2010's3 (6.67)24.3611
2020's1 (2.22)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.07

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.07 (24.57)
Research Supply Index3.85 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other46 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]