Page last updated: 2024-12-10

daphnoretin

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Description

daphnoretin: isolated from the whole plant Wikstroemia indica [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

daphnoretin : A member of the class of coumarins that is coumarin substituted by a hydroxy group at position 7, a methoxy group at position 6 and a (2-oxo-2H-chromen-7-yl)oxy group at position 3. [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]

FloraRankFlora DefinitionFamilyFamily Definition
Wikstroemia indicaspecies[no description available]ThymelaeaceaeA plant family of the order Myrtales, subclass Rosidae, class Magnoliopsida. They are mainly trees and shrubs. Many members contain mucilage and COUMARINS.[MeSH]

Cross-References

ID SourceID
PubMed CID5281406
CHEMBL ID508494
CHEBI ID4324
SCHEMBL ID13784417
MeSH IDM0108324

Synonyms (55)

Synonym
7-hydroxy-6-methoxy-3,7'-dicoumaryl ether
nsc 291852
coumarin, 7-hydroxy-6-methoxy-3,7'-oxydi-
thymelol
2h-1-benzopyran-2-one, 7-hydroxy-6-methoxy-3-((2-oxo-2h-1-benzopyran-7-yl)oxy)-
brn 1299325
MLS000574856
TIMTEC1_001767
NCGC00017271-01
tnp00178
OPREA1_038414
nsc-291852
nsc291852
C09216
daphnoretin
2034-69-7
2h-1-benzopyran-2-one, 7-hydroxy-6-methoxy-3-[(2-oxo-2h-1-benzopyran-7-yl)oxy]-
7-hydroxy-6-methoxy-3-(2-oxochromen-7-yl)oxy-chromen-2-one
MLS000728531
MLS001048954
smr000156224
NCGC00142383-01
HMS1539A07
bdbm50241949
7-hydroxy-6-methoxy-3,7''-dicoumaryl ether
BRD-K81282485-001-01-3
AKOS002134405
CHEMBL508494 ,
chebi:4324 ,
7-hydroxy-6-methoxy-3-(2-oxochromen-7-yl)oxychromen-2-one
unii-1a7q3ky3lh
1a7q3ky3lh ,
HMS2270K03
S3289
NCGC00017271-02
7-hydroxy-6-methoxy-3-(2-oxochromen-7-yloxy)chromen-2-one
7-hydroxy-6-methoxy-3-[(2-oxo-2h-chromen-7-yl)oxy]-2h-chromen-2-one
dephnoretin
SCHEMBL13784417
Q-100250
JRHMMVBOTXEHGJ-UHFFFAOYSA-N
FT-0697970
DTXSID00174250
2-hydroxy-6-methoxy-3-(2-oxochromen-7-yl)oxychromen-7-one
HY-N0699
mfcd01082318
7-hydroxy-6-methoxy-3-((2-oxo-2h-1-benzopyran-7-yl)oxy)-2h-1-benzopyran-2-one
Q15410902
dephnoretin;thymelol
CS-0009716
MS-25454
7-hydroxy-6-methoxy-3-((2-oxo-2h-chromen-7-yl)oxy)-2h-chromen-2-one
coumarin, 7-hydroxy-6-methoxy-3,7'-oxydi-; 7-hydroxy-6-methoxy-3-[(2-oxo-2h-1-benzopyran 7-yl)-oxy]-2h-1-benzopyran-2-one; thymerol; dephnoretin
AC-34889
A879700

Research Excerpts

Actions

ExcerptReferenceRelevance
"Daphnoretin did not cause significant thromboxane B2 formation in rabbit platelets."( Daphnoretin, a new protein kinase C activator isolated from Wikstroemia indica C.A. Mey.
Chang, YL; Ko, FN; Kuo, YH; Lin, YL; Teng, CM, 1993
)
2.45

Treatment

ExcerptReferenceRelevance
"Daphnoretin-treated HCT116 had declined invasion and migration, increased apoptosis rate, and variations in gene expressions related to the Akt signal pathway."( Daphnoretin: An invasion inhibitor and apoptosis accelerator for colon cancer cells by regulating the Akt signal pathway.
Bian, H; Gao, X; Guo, H; Li, M; Yu, S, 2019
)
2.68

Toxicity

ExcerptReferenceRelevance
" The results indicate that both test compounds are toxic to isolated mitochondrial fractions, especially when used at concentrations higher than 100 microM."( Mitochondrial toxicity of the phyotochemicals daphnetoxin and daphnoretin--relevance for possible anti-cancer application.
Barbosa, IA; Burgeiro, A; Carvalho, MJ; Diogo, CV; FĂ©lix, L; Oliveira, PJ; Peixoto, FP; Vilela, S, 2009
)
0.59
"The LD50 of indian stringbush root extracts, indian stringbush root processed with "sweat" and with "artificial sweat" were 46."( [Comparison of acute toxicity of extract of unprocessed indian atringbush root and its two different processed products].
Li, W; Lin, C; Liu, Y; Wang, J; Xiong, Y; Zhang, G; Zhang, J, 2011
)
0.37
"Radix Wikstroemia indica (RWI), named "Liao Ge Wang" in Chinese, is a kind of toxic Chinese herbal medicine (CHM) commonly used in Miao nationality of South China."( Exploring the Q-marker of "sweat soaking method" processed radix Wikstroemia indica: Based on the "effect-toxicity-chemicals" study.
Chen, YL; Feng, G; Hai, Y; He, X; Li, LL; Li, W; Liu, CX; Wu, ZG; Wu, ZJ; Zhang, SC; Zheng, CQ, 2018
)
0.48

Pharmacokinetics

ExcerptReferenceRelevance
"To establish HPLC-MS/MS method for simultaneous determination of daphnetin, daphnoretin, and daphneticin in rat plasma after oral and intravenous administration of Daphne giraldii extract, and then use them in the calculation of pharmacokinetic parameters."( [Simultaneous determination of daphnetin, daphnoretin, daphneticin in rat plasma by LC-MS/MS and its application in pharmacokinetic study].
Cao, SL; Dong, XX; Fu, J; Hu, YY; Lin, LF; Ni, J; Yang, CJ; Zhang, M, 2017
)
0.95

Compound-Compound Interactions

ExcerptReferenceRelevance
"91%, respectively), were separated by semi-preparative high-performance liquid chromatography combined with high-speed counter-current chromatography."( Development of a method to screen and isolate bioactive constituents from Stellera chamaejasme by ultrafiltration and liquid chromatography combined with semi-preparative high-performance liquid chromatography and high-speed counter current chromatography
Hou, W; Huang, Y; Li, S; Liu, C; Wu, T; Xia, J, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiviral agentA substance that destroys or inhibits replication of viruses.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
[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 (2)

ClassDescription
hydroxycoumarinAny coumarin carrying at least one hydroxy substituent.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
[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 (36)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency44.66840.003245.467312,589.2998AID2517
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency35.48130.004023.8416100.0000AID485290
Chain A, HADH2 proteinHomo sapiens (human)Potency31.62280.025120.237639.8107AID893
Chain B, HADH2 proteinHomo sapiens (human)Potency31.62280.025120.237639.8107AID893
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency30.30010.177814.390939.8107AID2147
Microtubule-associated protein tauHomo sapiens (human)Potency44.66840.180013.557439.8107AID1468
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency21.45090.011212.4002100.0000AID1030
15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1Homo sapiens (human)Potency35.48130.001815.663839.8107AID894
importin subunit beta-1 isoform 1Homo sapiens (human)Potency35.48135.804836.130665.1308AID540263
DNA polymerase betaHomo sapiens (human)Potency44.66840.022421.010289.1251AID485314
snurportin-1Homo sapiens (human)Potency35.48135.804836.130665.1308AID540263
peptidyl-prolyl cis-trans isomerase NIMA-interacting 1Homo sapiens (human)Potency79.43280.425612.059128.1838AID504891
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency63.09570.050127.073689.1251AID588590
gemininHomo sapiens (human)Potency20.59620.004611.374133.4983AID624296
DNA polymerase kappa isoform 1Homo sapiens (human)Potency0.35480.031622.3146100.0000AID588579
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency0.50120.031610.279239.8107AID884; AID885
muscleblind-like protein 1 isoform 1Homo sapiens (human)Potency6.30960.00419.962528.1838AID2675
lethal factor (plasmid)Bacillus anthracis str. A2012Potency12.58930.020010.786931.6228AID912
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Rap guanine nucleotide exchange factor 3Homo sapiens (human)Potency64.77576.309660.2008112.2020AID720707; AID720709
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency0.50121.000012.224831.6228AID885
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA polymerase betaRattus norvegicus (Norway rat)IC50 (µMol)122.30003.70006.20008.5000AID333321
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (20)

Processvia Protein(s)Taxonomy
angiogenesisRap guanine nucleotide exchange factor 3Homo sapiens (human)
adaptive immune responseRap guanine nucleotide exchange factor 3Homo sapiens (human)
signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayRap guanine nucleotide exchange factor 3Homo sapiens (human)
associative learningRap guanine nucleotide exchange factor 3Homo sapiens (human)
Rap protein signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of actin cytoskeleton organizationRap guanine nucleotide exchange factor 3Homo sapiens (human)
negative regulation of syncytium formation by plasma membrane fusionRap guanine nucleotide exchange factor 3Homo sapiens (human)
intracellular signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of GTPase activityRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of angiogenesisRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of angiogenesisRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of protein export from nucleusRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of stress fiber assemblyRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of syncytium formation by plasma membrane fusionRap guanine nucleotide exchange factor 3Homo sapiens (human)
establishment of endothelial barrierRap guanine nucleotide exchange factor 3Homo sapiens (human)
cellular response to cAMPRap guanine nucleotide exchange factor 3Homo sapiens (human)
Ras protein signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of insulin secretionRap guanine nucleotide exchange factor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
guanyl-nucleotide exchange factor activityRap guanine nucleotide exchange factor 3Homo sapiens (human)
protein bindingRap guanine nucleotide exchange factor 3Homo sapiens (human)
protein domain specific bindingRap guanine nucleotide exchange factor 3Homo sapiens (human)
cAMP bindingRap guanine nucleotide exchange factor 3Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
plasma membraneRap guanine nucleotide exchange factor 3Homo sapiens (human)
cortical actin cytoskeletonRap guanine nucleotide exchange factor 3Homo sapiens (human)
plasma membraneRap guanine nucleotide exchange factor 3Homo sapiens (human)
microvillusRap guanine nucleotide exchange factor 3Homo sapiens (human)
endomembrane systemRap guanine nucleotide exchange factor 3Homo sapiens (human)
membraneRap guanine nucleotide exchange factor 3Homo sapiens (human)
lamellipodiumRap guanine nucleotide exchange factor 3Homo sapiens (human)
filopodiumRap guanine nucleotide exchange factor 3Homo sapiens (human)
extracellular exosomeRap guanine nucleotide exchange factor 3Homo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (88)

Assay IDTitleYearJournalArticle
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID1675391Inhibition of glucose-induced cell proliferation in Mesangial cell (unknown origin) at 10 uM by CCK8 assay2020Bioorganic & medicinal chemistry letters, 10-15, Volume: 30, Issue:20
Discovery of a coumarin derivative as Nrf2 activator mitigating oxidative stress and fibrosis in mesangial cells under high glucose.
AID1887405Induction of cell cycle arrest in human MDA-MB-231 cells assessed as G2/M phase cells at 1 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 4.44 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887388Induction of morphological changes in human MCF7 cells assessed as deformed cells at 1 to 4 uM by electron microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887393Induction of cell cycle arrest in human MCF7 cells assessed as accumulation of S phase cells at 2 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 27.84 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID400828In vivo antitumor activity against mouse P388 cells at 1.4 to 11.4 mg/kg
AID1887438Inhibition of AKT phosphorylation in human MDA-MB-231 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887382Antiproliferative activity human MCF7 cells assessed as inhibition of cell proliferation incubated for 24 hrs by MTT assay2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887389Induction of morphological changes in human MDA-MB-231 cells assessed as deformed cells at 0.5 to 2 uM by electron microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887429Inhibition of PI3K phosphorylation in human MDA-MB-231 cells at 0.5 to 2 uM by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887435Effect on PI3K expression in human MDA-MB-231 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887385Antiproliferative activity human MDA-MB-231 cells assessed as inhibition of cell proliferation at 0.1 to 8 uM incubated for 48 hrs by MTT assay2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887419Induction of apoptosis in human MCF7 cells assessed as decrease in Bcl-2 level at 1 to 4 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887399Induction of cell cycle arrest in human MCF7 cells assessed as downregulation of cyclin E expression at 1 to 4 uM measured upto 24 hrs by Western blot analysis relative to control2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887404Induction of cell cycle arrest in human MDA-MB-231 cells assessed as accumulation of S phase cells at 1 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 28.71 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID333413Inhibition of rat DNA polymerase beta-mediated DNA polymerization up to 100 ug/mL after 1 hr2004Journal of natural products, Sep, Volume: 67, Issue:9
Biscoumarin derivatives from Edgeworthia gardneri that inhibit the lyase activity of DNA polymerase beta.
AID1887437Inhibition of PI3K phosphorylation in human MDA-MB-231 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887410Induction of cell cycle arrest in human MDA-MB-231 cells assessed as downregulation of cyclin E expression at 0.5 to 2 uM measured upto 24 hrs by Western blot analysis relative to control2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887392Induction of cell cycle arrest in human MCF7 cells assessed as G0-G1 phase cells at 2 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 71.30 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887422Induction of apoptosis in human MCF7 cells assessed as increase in Bax level at 1 to 4 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887396Induction of cell cycle arrest in human MCF7 cells assessed as accumulation of S phase cells at 4 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 27.84 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887416Induction of apoptosis in human MDA-MB-231 cells assessed as nuclear condensation at 0.5 to 2 uM incubated for 24 hrs by Hoechst 33258 staining based light microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887413Induction of apoptosis in human MCF7 cells assessed as apoptotic bodies at 1 to 4 uM incubated for 24 hrs by Hoechst 33258 staining based light microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887432Effect on AKT expression in human MCF7 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887434Inhibition of AKT phosphorylation in human MCF7 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887408Induction of cell cycle arrest in human MDA-MB-231 cells assessed as G2/M phase cells at 2 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 4.44 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887428Inhibition of AKT phosphorylation in human MCF7 cells at 1 to 4 uM by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887387Induction of morphological changes in human MDA-MB-231 cells assessed as decrease in cell numbers at 0.5 to 2 uM by electron microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887402Induction of cell cycle arrest in human MDA-MB-231 cells assessed as G2/M phase cells at 0.5 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 4.44 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887394Induction of cell cycle arrest in human MCF7 cells assessed as G2/M phase cells at 2 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 0.86 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887401Induction of cell cycle arrest in human MDA-MB-231 cells assessed as accumulation of S phase cells at 0.5 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 28.71 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID399440Growth inhibition of mouse EAC cells xenografted in CF1 mouse at 3 mg/kg/day, ip
AID1887386Induction of morphological changes in human MCF7 cells assessed as decrease in cell numbers at 1 to 4 uM by electron microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887395Induction of cell cycle arrest in human MCF7 cells assessed as G0-G1 phase cells at 4 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 71.30 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887390Induction of morphological changes in human MCF7 cells assessed as cell shrinkage at 1 to 4 uM by electron microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1675394Cytotoxicity against Mesangial cell (unknown origin) at 0.01 to 100 uM by CCK8 assay2020Bioorganic & medicinal chemistry letters, 10-15, Volume: 30, Issue:20
Discovery of a coumarin derivative as Nrf2 activator mitigating oxidative stress and fibrosis in mesangial cells under high glucose.
AID1887430Inhibition of AKT phosphorylation in human MDA-MB-231 cells at 0.5 to 2 uM by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887383Antiproliferative activity human MDA-MB-231 cells assessed as inhibition of cell proliferation incubated for 24 hrs by MTT assay2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887433Inhibition of PI3K phosphorylation in human MCF7 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887436Effect on AKT expression in human MDA-MB-231 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887400Induction of cell cycle arrest in human MDA-MB-231 cells assessed as G0-G1 phase cells at 0.5 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 66.84 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887381Induction of cell cycle arrest in human MCF7 cells assessed as G0-G1 phase cells at 1 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 71.30 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887421Induction of apoptosis in human MCF7 cells assessed as increase in cleaved caspase-3 level at 1 to 4 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887414Induction of apoptosis in human MCF7 cells assessed as increase in total apoptotic rate at 1 to 4 uM incubated for 24 hrs by propidium iodide staining based flow cytometric analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887407Induction of cell cycle arrest in human MDA-MB-231 cells assessed as accumulation of S phase cells at 2 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 28.71 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887427Inhibition of PI3K phosphorylation in human MCF7 cells at 1 to 4 uM by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID332867Cytotoxicity against mouse P388 cells
AID1887417Induction of apoptosis in human MDA-MB-231 cells assessed as apoptotic bodies at 0.5 to 2 uM incubated for 24 hrs by Hoechst 33258 staining based light microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887431Effect on PI3K expression in human MCF7 cells measured at 0.5 to 2 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887397Induction of cell cycle arrest in human MCF7 cells assessed as G2/M phase cells at 4 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 0.86 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887379Induction of cell cycle arrest in human MCF7 cells assessed as G2/M phase cells at 1 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 0.86 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1675386Disruption of interaction between Nrf2/Keap1 (unknown origin) in mesangial cells assessed as reduction in high glucose-induced intracellular MDA level at 10 uM2020Bioorganic & medicinal chemistry letters, 10-15, Volume: 30, Issue:20
Discovery of a coumarin derivative as Nrf2 activator mitigating oxidative stress and fibrosis in mesangial cells under high glucose.
AID1887403Induction of cell cycle arrest in human MDA-MB-231 cells assessed as G0-G1 phase cells at 1 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 66.84 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887424Induction of apoptosis in human MDA-MB-231 cells assessed as increase in cleaved caspase-9 level at 0.5 to 2 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887380Induction of cell cycle arrest in human MCF7 cells assessed as accumulation of S phase cells at 1 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 27.84 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887412Induction of apoptosis in human MCF7 cells assessed as nuclear condensation at 1 to 4 uM incubated for 24 hrs by Hoechst 33258 staining based light microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887426Induction of apoptosis in human MDA-MB-231 cells assessed as increase in Bax level at 0.5 to 2 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID333321Inhibition of lyase activity of rat DNA polymerase beta after 30 mins2004Journal of natural products, Sep, Volume: 67, Issue:9
Biscoumarin derivatives from Edgeworthia gardneri that inhibit the lyase activity of DNA polymerase beta.
AID400827In vivo antitumor activity against mouse P388 cells at 2.2 to 17.5 mg/kg
AID1675381Disruption of interaction between Nrf2/Keap1 (unknown origin) in mesangial cells assessed as reduction in high glucose-induced collagen IV secretion at 10 uM by ELISA2020Bioorganic & medicinal chemistry letters, 10-15, Volume: 30, Issue:20
Discovery of a coumarin derivative as Nrf2 activator mitigating oxidative stress and fibrosis in mesangial cells under high glucose.
AID1887384Antiproliferative activity human MCF7 cells assessed as inhibition of cell proliferation at 0.1 to 8 uM incubated for 48 hrs by MTT assay2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887425Induction of apoptosis in human MDA-MB-231 cells assessed as increase in cleaved caspase-3 level at 0.5 to 2 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID400826Cytotoxicity against mouse P388 cells
AID1887391Induction of morphological changes in human MDA-MB-231 cells assessed as cell shrinkage at 0.5 to 2 uM by electron microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887406Induction of cell cycle arrest in human MDA-MB-231 cells assessed as G0-G1 phase cells at 2 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis (Rvb = 66.84 %)2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887420Induction of apoptosis in human MCF7 cells assessed as increase in cleaved caspase-9 level at 1 to 4 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887409Induction of cell cycle arrest in human MDA-MB-231 cells assessed as downregulation of CDK2 expression at 0.5 to 2 uM measured upto 24 hrs by Western blot analysis relative to control2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887418Induction of apoptosis in human MDA-MB-231 cells assessed as increase in total apoptotic rate at 0.5 to 2 uM incubated for 24 hrs by propidium iodide staining based flow cytometry analysis relative to control2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887415Induction of apoptosis in human MDA-MB-231 cells assessed as chromatin condensation at 0.5 to 2 uM incubated for 24 hrs by Hoechst 33258 staining based light microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887398Induction of cell cycle arrest in human MCF7 cells assessed as downregulation of CDK2 expression at 1 to 4 uM measured upto 24 hrs by Western blot analysis relative to control2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887411Induction of apoptosis in human MCF7 cells assessed as chromatin condensation at 1 to 4 uM incubated for 24 hrs by Hoechst 33258 staining based light microscopic analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID1887423Induction of apoptosis in human MDA-MB-231 cells assessed as decrease in Bcl-2 level at 0.5 to 2 uM measured upto 24 hrs by Western blot analysis2022Journal of natural products, 10-28, Volume: 85, Issue:10
Daphnoretin Arrests the Cell Cycle and Induces Apoptosis in Human Breast Cancer Cells.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (46)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (2.17)18.7374
1990's4 (8.70)18.2507
2000's10 (21.74)29.6817
2010's22 (47.83)24.3611
2020's9 (19.57)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.90

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.90 (24.57)
Research Supply Index3.95 (2.92)
Research Growth Index5.27 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.90)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.96%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other50 (98.04%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]