Page last updated: 2024-09-28

3',4',5'-trimethoxyflavonol

Description

3',4',5'-trimethoxyflavonol: has anticarcinogenic activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID688827
CHEMBL ID1999102
SCHEMBL ID4649257
MeSH IDM0581646

Synonyms (10)

Synonym
3',5'-trimethoxy-3-hydroxy flavone
3',4',5'-trimethoxyflavonol
CHEMBL1999102
3-hydroxy-3',4',5'-trimethoxyflavone
SCHEMBL4649257
AKOS024285577
4h-1-benzopyran-4-one, 3-hydroxy-2-(3,4,5-trimethoxyphenyl)-
MWFLTXAQDCOKEK-UHFFFAOYSA-N
3-hydroxy-3',4',5'-trimethoxyflavone, aldrichcpr
Q63409789

Bioassays (49)

Assay IDTitleYearJournalArticle
AID1871938Anticancer activity against human HCT-116 cells xenografted in mouse assessed as fold decrease in tumor growth measured after 3 weeks by digital caliper method2022European journal of medicinal chemistry, Feb-05, Volume: 229Quercetin derivatives: Drug design, development, and biological activities, a review.
AID1462065Cell cycle arrest in human PC3 cells assessed as accumulation at G0/G1 phase at 10 uM after 24 hrs by propidium iodide staining-based flow cytometry (Rvb = 37.5%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462060Antiproliferative activity against human DU145 cells after 3 days by WST-1 assay2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462076Induction of apoptosis in human PC3 cells assessed as apoptotic cells at 1 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462081Induction of apoptosis in human PC3 cells assessed as viable cells at 10 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 95%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462061Antiproliferative activity against human LNCAP cells after 3 days by WST-1 assay2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462086Induction of apoptosis in human PC3 cells assessed as necrotic cells at 20 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462066Cell cycle arrest in human PC3 cells assessed as accumulation at G0/G1 phase at 20 uM after 24 hrs by propidium iodide staining-based flow cytometry (Rvb = 37.5%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462097Cmax in C57BL/6J mouse prostate at 240 mg/kg, po administered as single dose measured after 6 hrs post administration2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462079Induction of apoptosis in human PC3 cells assessed as apoptotic cells at 5 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462071Cell cycle arrest in human PC3 cells assessed as accumulation at G2/M phase at 10 uM after 16 hrs by propidium iodide staining-based flow cytometry (Rvb = 32.3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462062Antiproliferative activity against human PWR-1E cells after 3 days by WST-1 assay2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462083Induction of apoptosis in human PC3 cells assessed as necrotic cells at 10 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462070Cell cycle arrest in human PC3 cells assessed as accumulation at S phase at 20 uM after 24 hrs by propidium iodide staining-based flow cytometry (Rvb = 8.0%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462087Induction of apoptosis in human PC3 cells assessed as viable cells at 30 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 95%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462068Cell cycle arrest in human PC3 cells assessed as accumulation at S phase at 20 uM after 16 hrs by propidium iodide staining-based flow cytometry (Rvb = 9.9%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462059Antiproliferative activity against human PC3 cells after 3 days by WST-1 assay2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1871920Antiproliferative activity against human HCT-116 cells assessed as cell growth inhibition by Z2 coulter counter based analysis2022European journal of medicinal chemistry, Feb-05, Volume: 229Quercetin derivatives: Drug design, development, and biological activities, a review.
AID1462085Induction of apoptosis in human PC3 cells assessed as apoptotic cells at 20 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462063Cell cycle arrest in human PC3 cells assessed as accumulation at G0/G1 phase at 10 uM after 16 hrs by propidium iodide staining-based flow cytometry (Rvb = 34.1%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID671218Inhibition of androgen receptor expression in human 22Rv1 cells assessed as AR protein level at 20 uM after 72 hrs by densitometry relative to untreated control2012European journal of medicinal chemistry, Aug, Volume: 54Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents.
AID1462095Induction of apoptosis in human PC3 cells assessed as necrotic cells at 100 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1871937Anticancer activity against ApcMin harboring mouse model assessed as fold increase in p53 expression measured after 16 weeks by digital caliper method2022European journal of medicinal chemistry, Feb-05, Volume: 229Quercetin derivatives: Drug design, development, and biological activities, a review.
AID1462096Induction of apoptosis in human PC3 cells assessed as apoptotic cells after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462088Induction of apoptosis in human PC3 cells assessed as apoptotic cells at 30 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462064Cell cycle arrest in human PC3 cells assessed as accumulation at G0/G1 phase at 20 uM after 16 hrs by propidium iodide staining-based flow cytometry (Rvb = 34.1%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462069Cell cycle arrest in human PC3 cells assessed as accumulation at S phase at 10 uM after 24 hrs by propidium iodide staining-based flow cytometry (Rvb = 8.0%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462080Induction of apoptosis in human PC3 cells assessed as necrotic cells at 5 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462067Cell cycle arrest in human PC3 cells assessed as accumulation at S phase at 10 uM after 16 hrs by propidium iodide staining-based flow cytometry (Rvb = 9.9%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID671217Inhibition of androgen receptor expression in human 22Rv1 cells assessed as AR protein level at 10 uM after 72 hrs by densitometry relative to untreated control2012European journal of medicinal chemistry, Aug, Volume: 54Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents.
AID759072Cytotoxicity against human HCT116 cells assessed as cell viability at 15 uM after 48 hrs by MTT assay relative to control2013European journal of medicinal chemistry, Jul, Volume: 65Superior anticancer activity of halogenated chalcones and flavonols over the natural flavonol quercetin.
AID1462084Induction of apoptosis in human PC3 cells assessed as viable cells at 20 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 95%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID671219Inhibition of prostate specific antigen expression in human 22Rv1 cells assessed as PSA protein level at 10 uM after 72 hrs by densitometry relative to untreated control2012European journal of medicinal chemistry, Aug, Volume: 54Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents.
AID1462094Induction of apoptosis in human PC3 cells assessed as apoptotic cells at 100 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1183093Cytotoxicity against human HL60 cells after 72 hrs by MTT assay2014European journal of medicinal chemistry, Sep-12, Volume: 84Synthesis and effects on cell viability of flavonols and 3-methyl ether derivatives on human leukemia cells.
AID1462075Induction of apoptosis in human PC3 cells assessed as viable cells at 1 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 95%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462089Induction of apoptosis in human PC3 cells assessed as necrotic cells at 30 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462091Induction of apoptosis in human PC3 cells assessed as apoptotic cells at 50 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462092Induction of apoptosis in human PC3 cells assessed as necrotic cells at 50 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID671220Inhibition of prostate specific antigen expression in human 22Rv1 cells assessed as PSA protein level at 20 uM after 72 hrs by densitometry relative to untreated control2012European journal of medicinal chemistry, Aug, Volume: 54Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents.
AID671213Antiproliferative activity against human 22Rv1 cells incubated up to 144 hrs by Coulter particle count and size analyzer2012European journal of medicinal chemistry, Aug, Volume: 54Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents.
AID1462082Induction of apoptosis in human PC3 cells assessed as apoptotic cells at 10 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462073Cell cycle arrest in human PC3 cells assessed as accumulation at G2/M phase at 10 uM after 24 hrs by propidium iodide staining-based flow cytometry (Rvb = 27.8%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462093Induction of apoptosis in human PC3 cells assessed as viable cells at 100 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 95%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462090Induction of apoptosis in human PC3 cells assessed as viable cells at 50 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 95%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462077Induction of apoptosis in human PC3 cells assessed as necrotic cells at 1 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 2 to 3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462078Induction of apoptosis in human PC3 cells assessed as viable cells at 5 uM after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis (Rvb = 95%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462072Cell cycle arrest in human PC3 cells assessed as accumulation at G2/M phase at 20 uM after 16 hrs by propidium iodide staining-based flow cytometry (Rvb = 32.3%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
AID1462074Cell cycle arrest in human PC3 cells assessed as accumulation at G2/M phase at 20 uM after 24 hrs by propidium iodide staining-based flow cytometry (Rvb = 27.8%)2017Bioorganic & medicinal chemistry, 09-01, Volume: 25, Issue:17
3-O-Substituted-3',4',5'-trimethoxyflavonols: Synthesis and cell-based evaluation as anti-prostate cancer agents.
[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's6 (85.71)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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]

Research Highlights

Bioavailability (1)

ArticleYear
Quercetin derivatives: Drug design, development, and biological activities, a review.
European journal of medicinal chemistry, Feb-05, Volume: 229
2022
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]