Page last updated: 2024-11-12

miliusol

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Description

miliusol: from Miliusa balansae; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Miliusagenus[no description available]AnnonaceaeThe custard-apple plant family of the order Magnoliales, subclass Magnoliidae, class Magnoliopsida. Some members provide large pulpy fruits and commercial timber. Leaves and wood are often fragrant. Leaves are simple, with smooth margins, and alternately arranged in two rows along the stems.[MeSH]

Cross-References

ID SourceID
PubMed CID11956143
CHEMBL ID382849
MeSH IDM0465546

Synonyms (5)

Synonym
(+)-miliusol
CHEMBL382849
miliusol
663892-51-1
(1r,5r,9s)-1-[(1e)-2,6-dimethylhepta-1,5-dienyl]-9-hydroxy-2-oxaspiro[4.5]dec-7-ene-3,6-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (52)

Assay IDTitleYearJournalArticle
AID1520250Antitumor activity against human HCT116 cells xenografted in nude BALB/c mouse assessed as reduction in volume of growing subcutaneous tumor at 20 to 30 mg/kg, ip administered twice a week for 3 weeks2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520273Antitumor activity against human HeLa cells xenografted in nude BALB/c mouse assessed as suppression of excised tumor size at 10 mg/kg, ip administered every other day for 21 days and observed for 6 days before sacrifice relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520326Induction of cellular senescence in BALB/c mouse xenografted with human HCT116 cells assessed as up-regulation of p21 protein expression at 10 mg/kg, administered every other day for 3 weeks by immunohistochemical analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520266Toxicity in nude BALB/c mouse xenografted with human HCT116 cells assessed as body weight loss at 7.5 mg/kg, ip measured on day 10 and 112019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520243Cytotoxicity against human A549 cells assessed as cell growth inhibition after 48 hrs by sulforhodamine B assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520303Induction cell cycle arrest in human HCT116 cells assessed as reduction in accumulation in S phase at 1.6 uM after 12 hrs by propidium iodide-staining based flow cytometry2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID258017Cytotoxicity against human lung carcinoma Lu1 cell line2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
Miliusanes, a class of cytotoxic agents from Miliusa sinensis.
AID1520244Cytotoxicity against human HCT116 cells assessed as cell growth inhibition by sulforhodamine B assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520293Induction of apoptosis in human HCT116 cells assessed as necrotic cells at 1.32 uM after 48 hrs by annexin V/propidium iodide-double staining based flow cytometry (Rvb = 2.3%)2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520328Effect on p27 protein expression in BALB/c mouse xenografted with human HCT116 cells at 10 mg/kg, administered every other day for 3 weeks by immunohistochemical analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID258020Cytotoxicity against human breast carcinoma MCF7 cell line2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
Miliusanes, a class of cytotoxic agents from Miliusa sinensis.
AID1520288Ratio of IC50 for human A2780DDP cells to IC50 for human A2780 cells after 72 hrs by MTS assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520277Antitumor activity against human A375 cells xenografted in nude BALB/c mouse assessed as tumor growth inhibition at 7.5 mg/kg, ip administered every other day for 23 days relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1625413Antiplasmodial activity against multidrug-resistant Plasmodium falciparum K1 infected in human RBC incubated for 18 to 20 hrs by microdilution radioisotope method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1520327Induction of cellular senescence in BALB/c mouse xenografted with human HCT116 cells assessed as up-regulation of p16 protein expression at 10 mg/kg, administered every other day for 3 weeks by immunohistochemical analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520253Antitumor activity against human HCT116 cells xenografted in nude BALB/c mouse assessed as suppression of excised tumor size at 30 mg/kg, ip administered twice a week for 3 weeks relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520315Growth inhibition human HT-29 cells after 72 hrs by MTS assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID258021Cytotoxicity against HUVEC cell line2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
Miliusanes, a class of cytotoxic agents from Miliusa sinensis.
AID1520241Cytotoxicity against human HCT116 cells assessed as cell growth inhibition after 48 hrs by sulforhodamine B assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520302Induction cell cycle arrest in human HCT116 cells assessed as accumulation in G1 phase at 1.6 uM after 12 hrs by propidium iodide-staining based flow cytometry2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520310Induction of cellular senescence in human HCT116 cells assessed as up-regulation of p21 protein expression at 0.1 to 0.4 ug/ml after 48 hrs by Western blot analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID258022Cytotoxicity against human promyelocytic leukemia HL60 cell line2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
Miliusanes, a class of cytotoxic agents from Miliusa sinensis.
AID1520259Antitumor activity against human HCT116 cells xenografted in nude BALB/c mouse assessed as tumor growth inhibition at 7.5 mg/kg, ip administered daily for 21 days relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520263Toxicity in nude BALB/c mouse xenografted with human HCT116 cells assessed as body weight loss at 20 to 30 mg/kg, ip administered twice a week for 3 weeks2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520289Ratio of IC50 for human A2780/TAX cells to IC50 for human A2780 cells after 72 hrs by MTS assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520252Antitumor activity against human HCT116 cells xenografted in nude BALB/c mouse assessed as suppression of excised tumor size at 20 mg/kg, ip administered twice a week for 3 weeks relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520284Growth inhibition human HCT116 cells after 72 hrs by MTS assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520240Growth inhibition human NCI60 cells after 48 hrs by sulforhodamine B assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520290Induction of apoptosis in human HCT116 cells assessed as viable cells at 1.32 uM after 48 hrs by annexin V/propidium iodide-double staining based flow cytometry (Rvb = 88.3%)2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520254Antitumor activity against human HCT116 cells xenografted in nude BALB/c mouse assessed as tumor growth inhibition at 30 mg/kg, ip administered twice a week for 3 weeks relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520255Antitumor activity against human HCT116 cells xenografted in nude BALB/c mouse assessed as tumor growth inhibition at 20 mg/kg, ip administered twice a week for 3 weeks relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520317Antiproliferative activity against human HCT116 cells xenografted in BALB/c mouse at 10 mg/kg, administered every other day for 3 weeks by Ki67-staining based assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520246Antiproliferative activity against human HCT116 cells assessed as inhibition of colony formation at 0.66 to 2.63 uM after 14 days by crystal violet-staining based assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520321Toxicity in BALB/c mouse assessed as mortality at 10 mg/kg, ip dosed daily for 28 days2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1625411Cytotoxicity against African green monkey Vero cells by sulforhodamine B assay2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID258016Cytotoxicity against human oral epidermoid carcinoma KB cell line2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
Miliusanes, a class of cytotoxic agents from Miliusa sinensis.
AID1520291Induction of apoptosis in human HCT116 cells assessed as early apoptotic cells at 1.32 uM after 48 hrs by annexin V/propidium iodide-double staining based flow cytometry (Rvb = 4.8%)2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID258018Cytotoxicity against human colon carcinoma Col2 cell line2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
Miliusanes, a class of cytotoxic agents from Miliusa sinensis.
AID1520292Induction of apoptosis in human HCT116 cells assessed as late apoptotic cells at 1.32 uM after 48 hrs by annexin V/propidium iodide-double staining based flow cytometry (Rvb = 4.6%)2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1625410Cytotoxicity against human KB cells by sulforhodamine B assay2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1520279Antitumor activity against human A375 cells xenografted in nude BALB/c mouse assessed as suppression of tumor volume at 7.5 mg/kg, ip administered every other day for 23 days relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520313Induction of cellular senescence in human HCT116 cells assessed as up-regulation of p21 protein expression at 1.32 uM after 48 hrs in presence of p21 siRNA by SA-beta-gal-staining based Western blot analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520304Induction cell cycle arrest in human HCT116 cells assessed as accumulation in S phase at 1.6 uM after 24 hrs by propidium iodide-staining based flow cytometry2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520242Cytotoxicity against human A375 cells assessed as cell growth inhibition after 48 hrs by sulforhodamine B assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520270Antitumor activity against human HeLa cells xenografted in nude BALB/c mouse assessed as tumor growth inhibition at 10 mg/kg, ip administered every other day for 21 days and observed for 6 days before sacrifice relative to control2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520285Ratio of IC50 for human HCT116/VM46 cells to IC50 for human HCT116 cells after 72 hrs by MTS assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520286Ratio of IC50 for human HCT116/VP35 cells to IC50 for human HCT116 cells after 72 hrs by MTS assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1520245Cytotoxicity against human HCT116 cells assessed as cell growth inhibition after 24 hrs by sulforhodamine B assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID258019Cytotoxicity against human prostate carcinoma LNCaP cell line2006Journal of medicinal chemistry, Jan-26, Volume: 49, Issue:2
Miliusanes, a class of cytotoxic agents from Miliusa sinensis.
AID1520287Growth inhibition human A2780 cells after 72 hrs by MTS assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
AID1625412Antiplasmodial activity against chloroquine/antifolate-sensitive Plasmodium falciparum TM4 infected in human RBC incubated for 18 to 20 hrs by microdilution radioisotope method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1520305Induction of cellular senescence in human HCT116 cells at 1.32 uM after 48 hrs by SA-beta-gal-staining based assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's2 (40.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.87

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 Index12.87 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.87)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]