Page last updated: 2024-11-08

a-130a

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Cross-References

ID SourceID
PubMed CID320362
CHEMBL ID156692
SCHEMBL ID4898255
MeSH IDM0057975

Synonyms (33)

Synonym
7-(3-methyl-2-butenyloxy) coumarin
dimethylallylumbelliferone, 0-
10387-50-5
nsc267697
nsc-267697
a-130
smr000386928
MLS001049095
AKOS001064505
7-prenyloxycoumarin
CHEMBL156692 ,
7-(3,3-dimethylallyloxy)coumarin
7-(3-methylbut-2-enoxy)chromen-2-one
STK921054
7-[(3-methylbut-2-en-1-yl)oxy]-2h-chromen-2-one
HMS2271J13
bdbm50361372
SCHEMBL4898255
SMHJTSOVVRGDEO-UHFFFAOYSA-N
7-o-prenylumbelliferone
DTXSID50313213
SR-01000234416-1
sr-01000234416
7-(3-methyl-2-butenyloxy)coumarin
7-prenylumbelliferone
HY-N7023
FT-0775302
CS-0101590
7-((3-methylbut-2-en-1-yl)oxy)-2h-chromen-2-one
MS-23306
E88582
nsc 267697
Z54658723
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (13)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency28.18380.177814.390939.8107AID2147
Chain A, Ferritin light chainEquus caballus (horse)Potency14.98715.623417.292931.6228AID485281; AID489008
LuciferasePhotinus pyralis (common eastern firefly)Potency21.33130.007215.758889.3584AID588342
Nrf2Homo sapiens (human)Potency28.18380.09208.222223.1093AID624171
thioredoxin reductaseRattus norvegicus (Norway rat)Potency63.09570.100020.879379.4328AID588456
ATAD5 protein, partialHomo sapiens (human)Potency20.58780.004110.890331.5287AID504467
TDP1 proteinHomo sapiens (human)Potency0.01840.000811.382244.6684AID686979
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency35.48130.011212.4002100.0000AID1030
chromobox protein homolog 1Homo sapiens (human)Potency12.58930.006026.168889.1251AID540317
transcriptional regulator ERG isoform 3Homo sapiens (human)Potency1.58490.794321.275750.1187AID624246
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency100.00000.050127.073689.1251AID588590
[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)
Melatonin receptor type 1AHomo sapiens (human)Ki5.20000.00000.27359.1000AID1347657
Beta-secretase 1Homo sapiens (human)IC50 (µMol)500.00000.00061.619410.0000AID637774
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (21)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerMelatonin receptor type 1AHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayMelatonin receptor type 1AHomo sapiens (human)
mating behaviorMelatonin receptor type 1AHomo sapiens (human)
circadian rhythmMelatonin receptor type 1AHomo sapiens (human)
G protein-coupled receptor signaling pathwayMelatonin receptor type 1AHomo sapiens (human)
proteolysisBeta-secretase 1Homo sapiens (human)
membrane protein ectodomain proteolysisBeta-secretase 1Homo sapiens (human)
response to lead ionBeta-secretase 1Homo sapiens (human)
protein processingBeta-secretase 1Homo sapiens (human)
amyloid-beta formationBeta-secretase 1Homo sapiens (human)
amyloid precursor protein catabolic processBeta-secretase 1Homo sapiens (human)
positive regulation of neuron apoptotic processBeta-secretase 1Homo sapiens (human)
amyloid-beta metabolic processBeta-secretase 1Homo sapiens (human)
detection of mechanical stimulus involved in sensory perception of painBeta-secretase 1Homo sapiens (human)
prepulse inhibitionBeta-secretase 1Homo sapiens (human)
cellular response to copper ionBeta-secretase 1Homo sapiens (human)
cellular response to manganese ionBeta-secretase 1Homo sapiens (human)
presynaptic modulation of chemical synaptic transmissionBeta-secretase 1Homo sapiens (human)
signaling receptor ligand precursor processingBeta-secretase 1Homo sapiens (human)
cellular response to amyloid-betaBeta-secretase 1Homo sapiens (human)
amyloid fibril formationBeta-secretase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
protein bindingMelatonin receptor type 1AHomo sapiens (human)
melatonin receptor activityMelatonin receptor type 1AHomo sapiens (human)
hormone bindingMelatonin receptor type 1AHomo sapiens (human)
organic cyclic compound bindingMelatonin receptor type 1AHomo sapiens (human)
G protein-coupled receptor activityMelatonin receptor type 1AHomo sapiens (human)
amyloid-beta bindingBeta-secretase 1Homo sapiens (human)
endopeptidase activityBeta-secretase 1Homo sapiens (human)
aspartic-type endopeptidase activityBeta-secretase 1Homo sapiens (human)
protein bindingBeta-secretase 1Homo sapiens (human)
peptidase activityBeta-secretase 1Homo sapiens (human)
beta-aspartyl-peptidase activityBeta-secretase 1Homo sapiens (human)
enzyme bindingBeta-secretase 1Homo sapiens (human)
protein serine/threonine kinase bindingBeta-secretase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (21)

Processvia Protein(s)Taxonomy
plasma membraneMelatonin receptor type 1AHomo sapiens (human)
receptor complexMelatonin receptor type 1AHomo sapiens (human)
plasma membraneMelatonin receptor type 1AHomo sapiens (human)
lysosomeBeta-secretase 1Homo sapiens (human)
endosomeBeta-secretase 1Homo sapiens (human)
early endosomeBeta-secretase 1Homo sapiens (human)
late endosomeBeta-secretase 1Homo sapiens (human)
multivesicular bodyBeta-secretase 1Homo sapiens (human)
endoplasmic reticulum lumenBeta-secretase 1Homo sapiens (human)
Golgi apparatusBeta-secretase 1Homo sapiens (human)
trans-Golgi networkBeta-secretase 1Homo sapiens (human)
plasma membraneBeta-secretase 1Homo sapiens (human)
synaptic vesicleBeta-secretase 1Homo sapiens (human)
cell surfaceBeta-secretase 1Homo sapiens (human)
endosome membraneBeta-secretase 1Homo sapiens (human)
membraneBeta-secretase 1Homo sapiens (human)
axonBeta-secretase 1Homo sapiens (human)
dendriteBeta-secretase 1Homo sapiens (human)
neuronal cell bodyBeta-secretase 1Homo sapiens (human)
membrane raftBeta-secretase 1Homo sapiens (human)
recycling endosomeBeta-secretase 1Homo sapiens (human)
Golgi-associated vesicle lumenBeta-secretase 1Homo sapiens (human)
hippocampal mossy fiber to CA3 synapseBeta-secretase 1Homo sapiens (human)
endosomeBeta-secretase 1Homo sapiens (human)
plasma membraneBeta-secretase 1Homo sapiens (human)
trans-Golgi networkBeta-secretase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (97)

Assay IDTitleYearJournalArticle
AID1359347Increase in MITF mRNA expression in mouse Melan-a cells at 40 uM after 24 hrs by SYBR green dye based qRT-PCR analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1105461Antifungal activity against Aspergillus fumigatus ATCC 16913 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID1359367Agonist activity at ERbeta in mouse Melan-a cells assessed as increase in melanin content at 40 uM measured after 48 hrs in presence of ER antagonist ICI 1827802018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1347662Antiproliferative activity against human MCF7 cells at 1 nM to 100 uM after 24 hrs by MTT assay relative to control2017Journal of natural products, 12-22, Volume: 80, Issue:12
Oxyprenylated Phenylpropanoids Bind to MT1 Melatonin Receptors and Inhibit Breast Cancer Cell Proliferation and Migration.
AID1359365Photostability of the compound assessed as compound degradation under sunlight exposed for 6 days in EtOH solution measured in presence of UV-A filter Uvinul A by TLC method2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID659710Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 0.1 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID1347664Antiproliferative activity against human MDA-MB-231 cells at 1 nM to 100 uM after 24 hrs by MTT assay relative to control2017Journal of natural products, 12-22, Volume: 80, Issue:12
Oxyprenylated Phenylpropanoids Bind to MT1 Melatonin Receptors and Inhibit Breast Cancer Cell Proliferation and Migration.
AID1357271Anti-parkinson's activity in intranigral LPS-induced Parkinson's disease-like C57BL/6 mouse model assessed as inhibition of microglial hyperactivation by measuring IBA1 positive cells at 19.3 mg/kg, sc once daily for 21 days starting from day 1 post LPS t2018European journal of medicinal chemistry, Jun-10, Volume: 153Recent acquisitions on oxyprenylated secondary metabolites as anti-inflammatory agents.
AID1429913Growth inhibition of human LoVo cells after 24 hrs by MTT assay2017European journal of medicinal chemistry, Feb-15, Volume: 127Coumarin derivatives as potential antitumor agents: Growth inhibition, apoptosis induction and multidrug resistance reverting activity.
AID449580Anticonvulsant activity in mouse after 60 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1359359Increase in TRP2 expression in mouse Melan-a cells at 40 uM after 72 hrs by Western blot analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1359345Increase in TRP1 mRNA expression in mouse Melan-a cells at 40 uM after 24 hrs by SYBR green dye based qRT-PCR analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID376064Antimutagenic activity in Salmonella Typhimurium TA102 assessed as protection against hydrogen peroxide-induced mutation at 4 ug/plate after 2 days by modified Ames test1999Journal of natural products, Oct, Volume: 62, Issue:10
Umbelliferone analogues and their potential to inhibit Benzo(a)pyrene- and hydrogen peroxide-induced mutations.
AID449576Anticonvulsant activity in mouse at 300 mg/kg, ip after 120 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1376904Antagonist activity at AhR (unknown origin) expressed in mouse H1L1.1c2 cells assessed as inhibition of FICZ-induced AhR activation at 1 to 100 uM after 8 to 10 hrs by luciferase reporter gene assay2017Journal of natural products, 06-23, Volume: 80, Issue:6
Interaction of 7-Alkoxycoumarins with the Aryl Hydrocarbon Receptor.
AID1359342Induction of melanogenesis in mouse Melan-a cells assessed as effect on pigmentation at 40 uM after 72 hrs by photography2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID449573Anticonvulsant activity in mouse at 300 mg/kg, ip after 15 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1163511Cytotoxicity against human PANC1 cells under nutrient-rich condition after 24 hrs by WST8 dye based assay2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Synthesis and biological evaluation of isoprenylated coumarins as potential anti-pancreatic cancer agents.
AID376058Antimutagenic activity in Salmonella Typhimurium TA100 assessed as protection against benzo[a]pyrene-induced mutation at 8 ug/plate after 2 days by modified Ames test1999Journal of natural products, Oct, Volume: 62, Issue:10
Umbelliferone analogues and their potential to inhibit Benzo(a)pyrene- and hydrogen peroxide-induced mutations.
AID607593Cytotoxicity against human U373 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID1429914Growth inhibition of human LoVo/DX cells after 24 hrs by MTT assay2017European journal of medicinal chemistry, Feb-15, Volume: 127Coumarin derivatives as potential antitumor agents: Growth inhibition, apoptosis induction and multidrug resistance reverting activity.
AID1347661Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay2017Journal of natural products, 12-22, Volume: 80, Issue:12
Oxyprenylated Phenylpropanoids Bind to MT1 Melatonin Receptors and Inhibit Breast Cancer Cell Proliferation and Migration.
AID376063Antimutagenic activity in Salmonella Typhimurium TA102 assessed as protection against hydrogen peroxide-induced mutation at 2 ug/plate after 2 days by modified Ames test1999Journal of natural products, Oct, Volume: 62, Issue:10
Umbelliferone analogues and their potential to inhibit Benzo(a)pyrene- and hydrogen peroxide-induced mutations.
AID607598Cytotoxicity against human LoVo cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID1429931Inhibition of P-gp in human LoVo/DX cells assessed as reduction in Rhodamine123 efflux at 2.5 uM preincubated for 15 mins followed by Rhodamine123 addition measured after 1 hr by flow cytometry2017European journal of medicinal chemistry, Feb-15, Volume: 127Coumarin derivatives as potential antitumor agents: Growth inhibition, apoptosis induction and multidrug resistance reverting activity.
AID1359360Increase in MITF expression in mouse Melan-a cells at 40 uM after 72 hrs by Western blot analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1359357Increase in tyrosinase expression in mouse Melan-a cells at 40 uM after 72 hrs by Western blot analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID376056Antimutagenic activity in Salmonella Typhimurium TA100 assessed as protection against benzo[a]pyrene-induced mutation at 2 ug/plate after 2 days by modified Ames test1999Journal of natural products, Oct, Volume: 62, Issue:10
Umbelliferone analogues and their potential to inhibit Benzo(a)pyrene- and hydrogen peroxide-induced mutations.
AID659712Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 5 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID1359338Induction of melanogenesis in mouse Melan-a cells assessed as increase in melanin content at 40 uM2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID659713Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 10 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID449577Anticonvulsant activity in mouse after 5 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1105460Antifungal activity against Aspergillus fumigatus IPP 210 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID607600Induction of human U373 cell death assessed as morphological changes at MTT assay-related IC50 after 72 hrs by quantitative video microscopy2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID1105454Antifungal activity against Aspergillus flavus LM 26 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID1163510Cytotoxicity against human PANC1 cells under nutrient-deprived condition after 24 hrs by WST8 dye based assay2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Synthesis and biological evaluation of isoprenylated coumarins as potential anti-pancreatic cancer agents.
AID1376902Agonist activity at AhR (unknown origin) expressed in mouse H1L1.1c2 cells after 8 to 10 hrs by luciferase reporter gene assay2017Journal of natural products, 06-23, Volume: 80, Issue:6
Interaction of 7-Alkoxycoumarins with the Aryl Hydrocarbon Receptor.
AID659717Agonist activity at human farnesoid X receptor expressed in human HepG2 cells after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID1347665Antiproliferative activity against human BT549 cells at 1 nM to 100 uM after 24 hrs by MTT assay relative to control2017Journal of natural products, 12-22, Volume: 80, Issue:12
Oxyprenylated Phenylpropanoids Bind to MT1 Melatonin Receptors and Inhibit Breast Cancer Cell Proliferation and Migration.
AID449572Anticonvulsant activity in mouse at 300 mg/kg, ip after 5 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID449574Anticonvulsant activity in mouse at 300 mg/kg, ip after 30 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID622344Cytotoxicity against human PANC1 cells in nutrient-rich condition assessed as cell death up to 200 uM after 24 hrs by WST-8 assay2011Bioorganic & medicinal chemistry letters, Oct-01, Volume: 21, Issue:19
Pancreatic anticancer activity of a novel geranylgeranylated coumarin derivative.
AID1347657Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in CHO cell lysates after 1 hr by gamma counting analysis2017Journal of natural products, 12-22, Volume: 80, Issue:12
Oxyprenylated Phenylpropanoids Bind to MT1 Melatonin Receptors and Inhibit Breast Cancer Cell Proliferation and Migration.
AID659711Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 1 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID659715Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 50 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID1359335Induction of melanogenesis in mouse Melan-a cells assessed as increase in melanin content at 10 to 40 uM after 48 hrs2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1105457Antifungal activity against Aspergillus flavus LM 247 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID1359346Increase in TRP2 mRNA expression in mouse Melan-a cells at 40 uM after 24 hrs by SYBR green dye based qRT-PCR analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID659714Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 25 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID376057Antimutagenic activity in Salmonella Typhimurium TA100 assessed as protection against benzo[a]pyrene-induced mutation at 4 ug/plate after 2 days by modified Ames test1999Journal of natural products, Oct, Volume: 62, Issue:10
Umbelliferone analogues and their potential to inhibit Benzo(a)pyrene- and hydrogen peroxide-induced mutations.
AID1359364Photostability of the compound assessed as compound degradation under sunlight exposed for 6 days in EtOH solution measured by TLC method2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1105456Antifungal activity against Aspergillus flavus ATCC 16013 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID1359361Increase in Rab27a expression in mouse Melan-a cells at 40 uM after 72 hrs by Western blot analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1357273Anti-parkinson's activity in intranigral LPS-induced Parkinson's disease-like C57BL/6 mouse model assessed as astrocytes activation at 19.3 mg/kg, sc once daily for 21 days starting from day 1 post LPS treatment by confocal fluorescence microscopic method2018European journal of medicinal chemistry, Jun-10, Volume: 153Recent acquisitions on oxyprenylated secondary metabolites as anti-inflammatory agents.
AID1347663Antiproliferative activity against mouse mammary carcinoma cell at 1 nM to 100 uM after 24 hrs by MTT assay relative to control2017Journal of natural products, 12-22, Volume: 80, Issue:12
Oxyprenylated Phenylpropanoids Bind to MT1 Melatonin Receptors and Inhibit Breast Cancer Cell Proliferation and Migration.
AID659716Agonist activity at human farnesoid X receptor expressed in human HepG2 cells at 100 uM after 24 hrs by dual-luciferase assay relative to control2012Bioorganic & medicinal chemistry letters, May-01, Volume: 22, Issue:9
Nelumal A, the active principle from Ligularia nelumbifolia, is a novel farnesoid X receptor agonist.
AID449581Muscle relaxant activity in rat thoracic aorta assessed as inhibition of KCl-induced contraction at 100 uM2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1357275Anti-parkinson's activity in intranigral LPS-induced Parkinson's disease-like C57BL/6 mouse model assessed as protection against dopaminergic neuronal loss in substantia nigra by measuring increase in TH-positive neuronal cells at 19.3 mg/kg, sc once dail2018European journal of medicinal chemistry, Jun-10, Volume: 153Recent acquisitions on oxyprenylated secondary metabolites as anti-inflammatory agents.
AID622341Cytotoxicity against human PANC1 cells in nutrient-deprived condition assessed as cell death at 100 uM after 24 hrs by WST-8 assay2011Bioorganic & medicinal chemistry letters, Oct-01, Volume: 21, Issue:19
Pancreatic anticancer activity of a novel geranylgeranylated coumarin derivative.
AID1105458Antifungal activity against Aspergillus fumigatus ATCC 40640 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID607601Cytotoxicity against human U373 cells assessed as growth inhibition at MTT assay-related IC50 by quantitative video microscopy relative to control2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID1359358Increase in TRP1 expression in mouse Melan-a cells at 40 uM after 72 hrs by Western blot analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1359344Increase in tyrosinase mRNA expression in mouse Melan-a cells at 40 uM after 24 hrs by SYBR green dye based qRT-PCR analysis2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID607594Cytotoxicity against human OE21 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID356717Antiinflammatory activity against TPA-induced ear edema in mouse assessed inhibition of edema at 0.50 mg/ear2001Journal of natural products, Jul, Volume: 64, Issue:7
Antiinflammatory constituents from Heterotheca inuloides.
AID140324Compound was tested for the inhibitory activity against mouse macrophage RAW 264.7 cells at the concentration of 50 uM; Inactive2000Bioorganic & medicinal chemistry letters, Jan-03, Volume: 10, Issue:1
1,1-Dimethylallylcoumarins potently suppress both lipopolysaccharide- and interferon-gamma-induced nitric oxide generation in mouse macrophage RAW 264.7 cells.
AID1359340Induction of melanogenesis in mouse Melan-a cells assessed as increase in melanin content at 40 uM after 72 hrs relative to control2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1359366Binding affinity to ERbeta in mouse Melan-a cells2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1105455Antifungal activity against Aspergillus flavus LM 210 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID637774Inhibition of recombinant human BACE1 using Rh-EVNLDAEFK as substrate after 60 mins by fluorescence quenching assay2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor.
AID449579Anticonvulsant activity in mouse after 30 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID1359331Cytotoxicity against mouse Melan-a cells assessed as effect on cell viability at 40 uM after 24 to 72 hrs by trypan blue exclusion assay2018European journal of medicinal chemistry, May-25, Volume: 152Natural oxyprenylated coumarins are modulators of melanogenesis.
AID1501441Drug metabolism assessed as dimer formation under sunlight exposed for 3 days by TLC method2017Journal of natural products, 09-22, Volume: 80, Issue:9
Characterization of the Degradation Profile of Umbelliprenin, a Bioactive Prenylated Coumarin of a Ferulago Species.
AID607596Cytotoxicity against human PC3 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID607595Cytotoxicity against human A549 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
AID683122Inhibition of soybean 15-lipoxygenase by MBTH-DMAB method2012European journal of medicinal chemistry, Nov, Volume: 57Synthesis and SAR studies of mono O-prenylated coumarins as potent 15-lipoxygenase inhibitors.
AID1105459Antifungal activity against Aspergillus fumigatus ATCC 46913 after 72 hr by broth microdilution method2013International journal of molecular sciences, Jan-10, Volume: 14, Issue:1
Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity.
AID637775Inhibition of recombinant human BACE1 using Rh-EVNLDAEFK as substrate at 500 uM after 60 mins by fluorescence quenching assay2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor.
AID376062Antimutagenic activity in Salmonella Typhimurium TA102 assessed as protection against hydrogen peroxide-induced mutation at 1 ug/plate after 2 days by modified Ames test1999Journal of natural products, Oct, Volume: 62, Issue:10
Umbelliferone analogues and their potential to inhibit Benzo(a)pyrene- and hydrogen peroxide-induced mutations.
AID449578Anticonvulsant activity in mouse after 15 mins by MES test2009Bioorganic & medicinal chemistry letters, Sep-15, Volume: 19, Issue:18
Prenyloxyphenylpropanoids as a novel class of anticonvulsive agents.
AID607597Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Jul-15, Volume: 21, Issue:14
Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.
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.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
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.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
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.
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.
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.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1745845Primary qHTS for Inhibitors of ATXN expression
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (4.35)18.2507
2000's4 (17.39)29.6817
2010's16 (69.57)24.3611
2020's2 (8.70)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 44.06

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

MetricThis Compound (vs All)
Research Demand Index44.06 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index61.55 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (44.06)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (4.35%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (95.65%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]