Page last updated: 2024-12-09
3',4',5'-trimethoxyflavonol
Description
Research Excerpts
Clinical Trials
Roles
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Pathways
Study Profile
Bioassays
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Research Growth
Market Indicators
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 Source | ID |
|---|---|
| PubMed CID | 688827 |
| CHEMBL ID | 1999102 |
| SCHEMBL ID | 4649257 |
| MeSH ID | M0581646 |
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 |
Research Excerpts
Bioavailability
| Excerpt | Reference | Relevance |
|---|---|---|
| " However, quercetin's low solubility and poor bioavailability have restricted its applicability; as a result, researchers have attempted to design and synthesize numerous novel quercetin derivatives using various methodologies in order to modify quercetin's constraints; the physico-chemical properties of quercetin's molecular scaffold make it appealing for drug development; low molecular mass and chemical groups are two of these characteristics." | ( Quercetin derivatives: Drug design, development, and biological activities, a review. Alizadeh, SR; Ebrahimzadeh, MA, 2022) | 0.72 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Bioassays (49)
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1871938 | Anticancer activity against human HCT-116 cells xenografted in mouse assessed as fold decrease in tumor growth measured after 3 weeks by digital caliper method | 2022 | European journal of medicinal chemistry, Feb-05, Volume: 229 | Quercetin derivatives: Drug design, development, and biological activities, a review. |
| AID1462065 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462060 | Antiproliferative activity against human DU145 cells after 3 days by WST-1 assay | 2017 | Bioorganic & 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. |
| AID1462076 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462081 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462061 | Antiproliferative activity against human LNCAP cells after 3 days by WST-1 assay | 2017 | Bioorganic & 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. |
| AID1462086 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462066 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462097 | Cmax in C57BL/6J mouse prostate at 240 mg/kg, po administered as single dose measured after 6 hrs post administration | 2017 | Bioorganic & 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. |
| AID1462079 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462071 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462062 | Antiproliferative activity against human PWR-1E cells after 3 days by WST-1 assay | 2017 | Bioorganic & 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. |
| AID1462083 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462070 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462087 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462068 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462059 | Antiproliferative activity against human PC3 cells after 3 days by WST-1 assay | 2017 | Bioorganic & 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. |
| AID1871920 | Antiproliferative activity against human HCT-116 cells assessed as cell growth inhibition by Z2 coulter counter based analysis | 2022 | European journal of medicinal chemistry, Feb-05, Volume: 229 | Quercetin derivatives: Drug design, development, and biological activities, a review. |
| AID1462085 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462063 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID671218 | Inhibition of androgen receptor expression in human 22Rv1 cells assessed as AR protein level at 20 uM after 72 hrs by densitometry relative to untreated control | 2012 | European journal of medicinal chemistry, Aug, Volume: 54 | Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents. |
| AID1462095 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1871937 | Anticancer activity against ApcMin harboring mouse model assessed as fold increase in p53 expression measured after 16 weeks by digital caliper method | 2022 | European journal of medicinal chemistry, Feb-05, Volume: 229 | Quercetin derivatives: Drug design, development, and biological activities, a review. |
| AID1462096 | Induction of apoptosis in human PC3 cells assessed as apoptotic cells after 16 hrs by F2N12S and CYTOX AADvanced double staining-based flow cytometric analysis | 2017 | Bioorganic & 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. |
| AID1462088 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462064 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462069 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462080 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462067 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID671217 | Inhibition of androgen receptor expression in human 22Rv1 cells assessed as AR protein level at 10 uM after 72 hrs by densitometry relative to untreated control | 2012 | European journal of medicinal chemistry, Aug, Volume: 54 | Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents. |
| AID759072 | Cytotoxicity against human HCT116 cells assessed as cell viability at 15 uM after 48 hrs by MTT assay relative to control | 2013 | European journal of medicinal chemistry, Jul, Volume: 65 | Superior anticancer activity of halogenated chalcones and flavonols over the natural flavonol quercetin. |
| AID1462084 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID671219 | Inhibition 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 control | 2012 | European journal of medicinal chemistry, Aug, Volume: 54 | Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents. |
| AID1462094 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1183093 | Cytotoxicity against human HL60 cells after 72 hrs by MTT assay | 2014 | European journal of medicinal chemistry, Sep-12, Volume: 84 | Synthesis and effects on cell viability of flavonols and 3-methyl ether derivatives on human leukemia cells. |
| AID1462075 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462089 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462091 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462092 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID671220 | Inhibition 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 control | 2012 | European journal of medicinal chemistry, Aug, Volume: 54 | Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents. |
| AID671213 | Antiproliferative activity against human 22Rv1 cells incubated up to 144 hrs by Coulter particle count and size analyzer | 2012 | European journal of medicinal chemistry, Aug, Volume: 54 | Synthesis and biological evaluation of novel flavonols as potential anti-prostate cancer agents. |
| AID1462082 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462073 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462093 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462090 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462077 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462078 | Induction 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%) | 2017 | Bioorganic & 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. |
| AID1462072 | Cell 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%) | 2017 | Bioorganic & 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. |
| AID1462074 | Cell 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%) | 2017 | Bioorganic & 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)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 6 (85.71) | 24.3611 |
| 2020's | 1 (14.29) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
Market Indicators
Research Demand Index: 12.48
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.
| This Compound (12.48) All Compounds (24.57) |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (14.29%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 6 (85.71%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||