Compounds > ys 64
Page last updated: 2024-11-07

ys 64

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

Description

cholestan-6-oxo-3,5-diol: metabolite of 5,6-epoxycholesterol; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID159461
CHEMBL ID1277915
CHEBI ID166811
SCHEMBL ID2130218
MeSH IDM0220110

Synonyms (36)

Synonym
(3s,5r,8s,9s,10r,13r,14s,17r)-3,5-dihydroxy-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-6-one
CHEBI:166811
13027-33-3
cholestan-6-oxo-3,5-diol
CHEMBL1277915 ,
SCHEMBL2130218
3beta,5alpha-dihydroxycholestan-6-one
unii-yo7g6s09n3
yo7g6s09n3 ,
cholestan-6-one, 3,5-dihydroxy-, (3beta,5alpha)-
AKOS022180753
5??-hydroxy-6-keto cholesterol
3beta,5-dihydroxy-5a-cholestan-6-one
ys-64
5.alpha.-cholestan-6-one, 3.beta.,5-dihydroxy-
cholestane-3.beta.,5.alpha.-diol-6-one
3,5-dihydroxycholestan-6-one, (3.beta.,5.alpha.)-
3,5-dihydroxycholestan-6-one, (3beta,5alpha)-
5.alpha.-hydroxy-6-ketocholestanol
cholestan-6-one, 3,5-dihydroxy-, (3.beta.,5.alpha.)-
HMS3650I05
bdbm50045538
5alpha-hydroxy-6-keto cholesterol
J-005776
DTXSID80926658
Q27896404
5|a-hydroxy-6-keto cholesterol
SR-01000946790-1
sr-01000946790
cholestane-6-oxo-3beta,5alpha-diol
5 alpha -hydroxy-6-keto cholesterol
6-oxo-3,5-diol
HY-123349
5-hydroxy-6-keto cholesterol
CS-0082542
PD020294

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" In general, the oxysterols were more toxic to cancer cells and a set of compounds (9, 14, 21, 28, 45) with very high selectivity was identified."( Selective cytotoxicity of oxysterols through structural modulation on rings A and B. Synthesis, in vitro evaluation, and SAR.
Carvalho, JF; Moreira, JN; Sá E Melo, ML; Silva, MM; Simões, S, 2011)		0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
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]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
NPC1-like intracellular cholesterol transporter 1Homo sapiens (human)EC50 (µMol)1.70001.70003.52508.7000AID1179742
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (8)

Processvia Protein(s)Taxonomy
cholesterol biosynthetic processNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
intestinal cholesterol absorptionNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
cholesterol transportNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
lipoprotein metabolic processNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
vitamin E metabolic processNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
vitamin transportNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
cellular response to sterol depletionNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
cholesterol homeostasisNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
protein bindingNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
vitamin E bindingNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
cholesterol bindingNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
small GTPase bindingNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
myosin V bindingNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
protein homodimerization activityNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
plasma membraneNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
apical plasma membraneNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
cytoplasmic vesicle membraneNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
plasma membraneNPC1-like intracellular cholesterol transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID617323Cytotoxicity against human HT-29 cells assessed as cell viability after 48 hrs by alamar blue assay2011Journal of medicinal chemistry, Sep-22, Volume: 54, Issue:18
Selective cytotoxicity of oxysterols through structural modulation on rings A and B. Synthesis, in vitro evaluation, and SAR.
AID617334Selectivity index, ratio of IC50 for human ARPE19 cells to IC50 for human HT-29 cells2011Journal of medicinal chemistry, Sep-22, Volume: 54, Issue:18
Selective cytotoxicity of oxysterols through structural modulation on rings A and B. Synthesis, in vitro evaluation, and SAR.
AID617330Cytotoxicity against human ARPE19 cells assessed as cell viability after 48 hrs by alamar blue assay2011Journal of medicinal chemistry, Sep-22, Volume: 54, Issue:18
Selective cytotoxicity of oxysterols through structural modulation on rings A and B. Synthesis, in vitro evaluation, and SAR.
AID537050Cytotoxicity against human HT-29 cells after 48 hrs by Alamar blue assay2010Journal of medicinal chemistry, Nov-11, Volume: 53, Issue:21
Sterols as anticancer agents: synthesis of ring-B oxygenated steroids, cytotoxic profile, and comprehensive SAR analysis.
AID1179742Binding affinity to FLAG/tGFP-tagged NPC1 I1061T mutant (unknown origin) expressed in HEK293 cells assessed as localization after 24 hrs by fluorescence microscopy2014Bioorganic & medicinal chemistry letters, Aug-01, Volume: 24, Issue:15
Structure-activity relationships of oxysterol-derived pharmacological chaperones for Niemann-Pick type C1 protein.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's7 (100.00)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: 12.75

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 Index12.75 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.83 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.75)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dehydroepiandrosterone
Dehydroepiandrosterone: A major C19 steroid produced by the ADRENAL CORTEX. It is also produced in small quantities in the TESTIS and the OVARY. Dehydroepiandrosterone (DHEA) can be converted to TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. Most of DHEA is sulfated (DEHYDROEPIANDROSTERONE SULFATE) before secretion.. dehydroepiandrosterone : An androstanoid that is androst-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 17. It is a naturally occurring steroid hormone produced by the adrenal glands.		2.11017-oxo steroid;
3beta-hydroxy-Delta(5)-steroid;
androstanoid		androgen;
human metabolite;
mouse metabolite
androstenediol
Androstenediol: An intermediate in TESTOSTERONE biosynthesis, found in the TESTIS or the ADRENAL GLANDS. Androstenediol, derived from DEHYDROEPIANDROSTERONE by the reduction of the 17-keto group (17-HYDROXYSTEROID DEHYDROGENASES), is converted to TESTOSTERONE by the oxidation of the 3-beta hydroxyl group to a 3-keto group (3-HYDROXYSTEROID DEHYDROGENASES).. androst-5-ene-3beta,17beta-diol : A 3beta-hydroxy-Delta(5)-steroid that is 3beta-hydroxyandrost-5-ene carrying an additional hydroxy group at position 17beta.		2.11017beta-hydroxy steroid;
3beta-hydroxy-Delta(5)-steroid		androgen;
human metabolite;
mouse metabolite;
radiation protective agent
ozone
Ozone: The unstable triatomic form of oxygen, O3. It is a powerful oxidant that is produced for various chemical and industrial uses. Its production is also catalyzed in the ATMOSPHERE by ULTRAVIOLET RAY irradiation of oxygen or other ozone precursors such as VOLATILE ORGANIC COMPOUNDS and NITROGEN OXIDES. About 90% of the ozone in the atmosphere exists in the stratosphere (STRATOSPHERIC OZONE).. ozone : An elemental molecule with formula O3. An explosive, pale blue gas (b.p. -112degreeC) that has a characteristic, pungent odour, it is continuously produced in the upper atmosphere by the action of solar ultraviolet radiation on atmospheric oxygen. It is an antimicrobial agent used in the production of bottled water, as well as in the treatment of meat, poultry and other foodstuffs.		2.0510elemental molecule;
gas molecular entity;
reactive oxygen species;
triatomic oxygen		antiseptic drug;
disinfectant;
electrophilic reagent;
greenhouse gas;
mutagen;
oxidising agent;
tracer
25-hydroxycholesterol
[no description available]		2.11025-hydroxy steroid;
oxysterol		human metabolite
7-ketocholesterol
7-ketocholesterol: inhibits uptake of cholesterol in rabbit aorta. 7-ketocholesterol : A cholestanoid that consists of cholesterol bearing an oxo substituent at position 7.		2.76303beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
7-oxo steroid;
cholestanoid		neuroprotective agent
cholestane-3,5,6-triol, (3beta, 5alpha, 6beta)-isomer
[no description available]		2.76303beta-hydroxy steroid;
5alpha-hydroxy steroid;
6beta-hydroxy steroid
3 beta-hydroxy-delta 5-cholenic acid
[no description available]		2.110steroid
6-ketocholestanol
[no description available]		2.110
cholest-5-en-3 beta,7 alpha-diol
7alpha-hydroxycholesterol : The 7alpha-hydroxy derivative of cholesterol.		2.46203beta-hydroxy-Delta(5)-steroid;
7alpha-hydroxy steroid;
oxysterol		mouse metabolite
(20s)-20-hydroxycholesterol
20-hydroxycholesterol: RN given refers to (20S)-isomer. 20-hydroxycholesterol : An oxysterol that is cholesterol substituted by a hydroxy group at position 20.		2.11020-hydroxy steroid;
3beta-hydroxy-Delta(5)-steroid;
oxysterol		human metabolite;
mouse metabolite
3-hydroxystigmast-5-en-7-one
[no description available]		2.0510steroid
(22r)-22-hydroxycholesterol
(22R)-22-hydroxycholesterol : An oxysterol that is the 22R-hydroxy derivative of cholesterol.		2.11022-hydroxy steroid;
3beta-hydroxy-Delta(5)-steroid;
oxysterol
22s-hydroxycholesterol
(22S)-22-hydroxycholesterol : An oxysterol that is the 22S-hydroxy derivative of cholesterol.		2.11022-hydroxy steroid;
3beta-hydroxy-Delta(5)-steroid;
oxysterol
cholesterol alpha-oxide
cholesterol alpha-oxide: RN given refers to (3beta,5alpha,6alpha)-isomer; structure		2.05103beta-hydroxy steroid;
epoxy steroid;
oxysterol
cholest-5-en-3 beta,7 alpha-diol, (3beta,7beta)-isomer
[no description available]		2.76307beta-hydroxy steroid;
oxysterol
cholestane-3,5,6-triol
cholestane-3,5,6-triol: structure; RN given refers to cpd without isomeric designation		2.1510
5,6-epoxycholesterol
[no description available]		2.0510
19-hydroxycholesterol
19-hydroxycholesterol: structure given in first source		2.110cholestanoid
cholenic acid dimethylamide
cholenic acid dimethylamide: binds LXRalpha receptor; structure in first source		2.110
ConditionIndicatedRelationship StrengthStudiesTrials
Neurovisceral Storage Disease with Vertical Supranuclear Ophthalmoplegia
[description not available]		02.110
Niemann-Pick Disease, Type C
An autosomal recessive lipid storage disorder that is characterized by accumulation of CHOLESTEROL and SPHINGOMYELINS in cells of the VISCERA and the CENTRAL NERVOUS SYSTEM. Type C (or C1) and type D are allelic disorders caused by mutation of the NPC1 gene, which encodes a protein that mediates intracellular cholesterol transport from LYSOSOMES. Clinical signs include hepatosplenomegaly and chronic neurological symptoms. Type D is a variant in people with a Nova Scotia ancestry.		02.110
Breast Cancer
[description not available]		03.0910
Breast Neoplasms
Tumors or cancer of the human BREAST.		03.0910