Compounds > 4,4-dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol
Page last updated: 2024-12-08

4,4-dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol

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

Description

4,4-dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol: RN given refers to (3beta,5alpha)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

14-demethyllanosterol : A 3beta-sterol formed formally by loss of a methyl group from the 14-position of lanosterol. [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 CID165609
CHEBI ID18364
SCHEMBL ID188095
MeSH IDM0061301

Synonyms (18)

Synonym
4,4-dimethylcholesta-8(9),24-dien-3beta-ol
4,4-dimethylzymosterol
(3beta,5alpha)-4,4-dimethylcholesta-8,24-dien-3-ol
14-desmethyllanosterol
CHEBI:18364
4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol
14-demethyllanosterol
7448-02-4
4,4-dimethyl-8,24-cholestadienol
17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a] phenanthren-3-ol
4,4-dimethylcholesta-8,24-dien-3-ol
LMST01010176
(3s,5r,10s,13r,14r,17r)-4,4,10,13-tetramethyl-17-[(2r)-6-methylhept-5-en-2-yl]-1,2,3,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol
4,4-dimethyl-5-alpha-cholesta-(8,24)-dien-3-beta-ol
cholesta-8,24-dien-3-ol, 4,4-dimethyl-, (3beta,5alpha)-
SCHEMBL188095
4,4-dimethyl-5alpha-cholesta-8,24-diene-3beta-ol
Q27103032

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 (1)

ClassDescription
3beta-sterolA sterol in which the hydroxy group at position 3 has beta- configuration.
[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 (14)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Metabolism of steroids111135
Cholesterol biosynthesis2249
Cholesterol metabolism with Bloch and Kandutsch-Russell pathways039
Cholesterol biosynthesis with skeletal dysplasias014
Cholesterol biosynthesis pathway in hepatocytes1137
Ergosterol biosynthesis332
superpathway of ergosterol biosynthesis I2156
zymosterol biosynthesis826
cholesterol biosynthesis I944
cholesterol biosynthesis III (via desmosterol)939
superpathway of cholesterol biosynthesis2178
superpathway of ergosterol biosynthesis2256

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (50.00)18.7374
1990's0 (0.00)18.2507
2000's3 (50.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.06

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 Index12.06 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.14 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.06)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
cyanides
Cyanides: Inorganic salts of HYDROGEN CYANIDE containing the -CN radical. The concept also includes isocyanides. It is distinguished from NITRILES, which denotes organic compounds containing the -CN radical.. cyanides : Salts and C-organyl derivatives of hydrogen cyanide, HC#N.. isocyanide : The isomer HN(+)#C(-) of hydrocyanic acid, HC#N, and its hydrocarbyl derivatives RNC (RN(+)#C(-)).. cyanide : A pseudohalide anion that is the conjugate base of hydrogen cyanide.		1.9610pseudohalide anionEC 1.9.3.1 (cytochrome c oxidase) inhibitor
potassium cyanide
[no description available]		1.9610cyanide salt;
one-carbon compound;
potassium salt		EC 1.15.1.1 (superoxide dismutase) inhibitor;
EC 1.9.3.1 (cytochrome c oxidase) inhibitor;
neurotoxin
thiazoles
[no description available]		2.01101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.0510D-glucopyranoseepitope;
mouse metabolite
lathosterol
lathosterol: RN given refers to (3beta,5alpha)-isomer. 5alpha-cholest-7-en-3beta-ol : A cholestanoid that is (5alpha)-cholest-7-ene substituted by a beta-hydroxy group at position 3.		1.97103beta-sterol;
C27-steroid;
cholestanoid;
Delta(7)-sterol		human metabolite;
mouse metabolite
zymosterol
[no description available]		2.01103beta-sterol;
cholestanoid		human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
6-amino-2-n-pentylthiobenzothiazole
6-amino-2-n-pentylthiobenzothiazole: structure given in first source		2.0110
lanosterol
[no description available]		2.653014alpha-methyl steroid;
3beta-sterol;
tetracyclic triterpenoid		bacterial metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
desmosterol
Desmosterol: An intermediate in the synthesis of cholesterol.. desmosterol : A cholestanoid that is cholesta-5,24-diene substituted by a beta-hydroxy group at position 3. It is an intermediate metabolite obtained during the synthesis of cholesterol.		1.97103beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
C27-steroid;
cholestanoid		human metabolite;
mouse metabolite
ergosterol
[no description available]		2.05103beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
ergostanoid;
phytosterols		fungal metabolite;
Saccharomyces cerevisiae metabolite
squalene
Addavax: an oil-water nanoemulsion and adjuvant containing squalene, Tween 80, and sorbitane trioleate		1.9710triterpenehuman metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
antimycin a
Antimycin A: An antibiotic substance produced by Streptomyces species. It inhibits mitochondrial respiration and may deplete cellular levels of ATP. Antimycin A1 has been used as a fungicide, insecticide, and miticide. (From Merck Index, 12th ed). antimycin A : A nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by Streptomyces bacteria and has found commercial use as a fish poison.		1.9610amidobenzoic acid
4-methylcholest-7-en-3-ol
4-methylcholest-7-en-3-ol: RN given refers to (3beta,4alpha,5alpha)-isomer		1.9710
ConditionIndicatedRelationship StrengthStudiesTrials
Apolipoprotein B-100, Familial Defective
[description not available]		01.9710
Hyperlipoproteinemia Type II
A group of familial disorders characterized by elevated circulating cholesterol contained in either LOW-DENSITY LIPOPROTEINS alone or also in VERY-LOW-DENSITY LIPOPROTEINS (pre-beta lipoproteins).		01.9710