Page last updated: 2024-12-09

propolin c

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Description

propolin C: a PAK1 inhibitor; from Taiwanese propolis; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

nymphaeol A : A tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy group at positions 5, 7, 3' and 4' and a geranyl group at position 6. Isolated from Macaranga tanarius and propolis collected in Okinawa, it exhibits radical scavenging activity. [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
MacarangagenusA plant genus. Members contain mappain.[MeSH]EuphorbiaceaeThe spurge family of flowering plants in the order Malpighiales. The family consists of annual and perennial herbs and woody shrubs or trees. Members contain securinine.[MeSH]
Macaranga tanariusspecies[no description available]EuphorbiaceaeThe spurge family of flowering plants in the order Malpighiales. The family consists of annual and perennial herbs and woody shrubs or trees. Members contain securinine.[MeSH]

Cross-References

ID SourceID
PubMed CID639465
CHEMBL ID223256
CHEBI ID66640
SCHEMBL ID7795014
SCHEMBL ID16105856
MeSH IDM0459871

Synonyms (15)

Synonym
(2s)-2-(3,4-dihydroxyphenyl)-6-[(2e)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-6-(3,7-dimethyl-2,6-octadienyl)-2,3-dihydro-5,7-dihydroxy-, (2s)-
2-(3,4-dihydroxyphenyl)-6-(3,7-dimethylocta-2,6-dien-1-yl)-5,7-dihydroxy-2,3-dihydro-4h-chromen-4-one
inchi=1/c25h28o6/c1-14(2)5-4-6-15(3)7-9-17-19(27)12-23-24(25(17)30)21(29)13-22(31-23)16-8-10-18(26)20(28)11-16/h5,7-8,10-12,22,26-28,30h,4,6,9,13h2,1-3h3/b15-7+/t22-/m0/s
chebi:66640 ,
nymphaeol a
CHEMBL223256
bdbm50380205
6-geranyl-3',4',5,7-tetrahydroxyflavanone
(2s)-2-(3,4-dihydroxyphenyl)-6-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2,3-dihydro-4h-chromen-4-one
SCHEMBL7795014
SCHEMBL16105856
73676-38-7
propolin c
Q27135257
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
radical scavengerA role played by a substance that can react readily with, and thereby eliminate, radicals.
[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
tetrahydroxyflavanoneA hydroxyflavanone with atleast four hydroxy substituents.
4'-hydroxyflavanonesAny hydroxyflavanone having a hydroxy substituent located at position 4'.
[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 (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Prostaglandin G/H synthase 1Ovis aries (sheep)IC50 (µMol)1.80000.00032.177410.0000AID1424043
Neutrophil elastaseHomo sapiens (human)IC50 (µMol)22.80000.00632.073422.3780AID1502927
Neutrophil elastaseHomo sapiens (human)Ki15.70000.00201.28669.5499AID1502928
Polyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)IC50 (µMol)0.05000.00011.68479.3200AID1424048
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)7.20000.00000.933210.0000AID654699
AcetylcholinesteraseHomo sapiens (human)Ki8.40000.00001.27869.7300AID654700
Prostaglandin G/H synthase 2Homo sapiens (human)IC50 (µMol)4.20000.00010.995010.0000AID1424044
Carboxylic ester hydrolase Equus caballus (horse)IC50 (µMol)1.40000.00512.69848.5000AID654701
Carboxylic ester hydrolase Equus caballus (horse)Ki1.20000.00200.95708.0000AID654839
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (123)

Processvia Protein(s)Taxonomy
proteolysisNeutrophil elastaseHomo sapiens (human)
negative regulation of transcription by RNA polymerase IINeutrophil elastaseHomo sapiens (human)
response to yeastNeutrophil elastaseHomo sapiens (human)
leukocyte migration involved in inflammatory responseNeutrophil elastaseHomo sapiens (human)
biosynthetic process of antibacterial peptides active against Gram-negative bacteriaNeutrophil elastaseHomo sapiens (human)
proteolysisNeutrophil elastaseHomo sapiens (human)
intracellular calcium ion homeostasisNeutrophil elastaseHomo sapiens (human)
response to UVNeutrophil elastaseHomo sapiens (human)
extracellular matrix disassemblyNeutrophil elastaseHomo sapiens (human)
protein catabolic processNeutrophil elastaseHomo sapiens (human)
response to lipopolysaccharideNeutrophil elastaseHomo sapiens (human)
negative regulation of chemokine productionNeutrophil elastaseHomo sapiens (human)
negative regulation of interleukin-8 productionNeutrophil elastaseHomo sapiens (human)
positive regulation of interleukin-8 productionNeutrophil elastaseHomo sapiens (human)
defense response to bacteriumNeutrophil elastaseHomo sapiens (human)
positive regulation of MAP kinase activityNeutrophil elastaseHomo sapiens (human)
positive regulation of smooth muscle cell proliferationNeutrophil elastaseHomo sapiens (human)
negative regulation of inflammatory responseNeutrophil elastaseHomo sapiens (human)
positive regulation of immune responseNeutrophil elastaseHomo sapiens (human)
negative regulation of chemotaxisNeutrophil elastaseHomo sapiens (human)
pyroptosisNeutrophil elastaseHomo sapiens (human)
neutrophil-mediated killing of gram-negative bacteriumNeutrophil elastaseHomo sapiens (human)
neutrophil-mediated killing of fungusNeutrophil elastaseHomo sapiens (human)
positive regulation of leukocyte tethering or rollingNeutrophil elastaseHomo sapiens (human)
phagocytosisNeutrophil elastaseHomo sapiens (human)
acute inflammatory response to antigenic stimulusNeutrophil elastaseHomo sapiens (human)
negative regulation of endothelial cell proliferationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte chemotaxis involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukocyte migration involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
humoral immune responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of bone mineralizationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
dendritic cell migrationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
glucose homeostasisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
long-chain fatty acid biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of fat cell differentiationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of insulin secretionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of vascular wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of wound healingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of inflammatory response to woundingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cytokine production involved in inflammatory responsePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of cellular response to oxidative stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
leukotriene A4 biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
regulation of reactive oxygen species biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of response to endoplasmic reticulum stressPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
negative regulation of sprouting angiogenesisPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
positive regulation of leukocyte adhesion to arterial endothelial cellPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipoxin biosynthetic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
lipid oxidationPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
response to oxidative stressProstaglandin G/H synthase 2Homo sapiens (human)
embryo implantationProstaglandin G/H synthase 2Homo sapiens (human)
learningProstaglandin G/H synthase 2Homo sapiens (human)
memoryProstaglandin G/H synthase 2Homo sapiens (human)
regulation of blood pressureProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell population proliferationProstaglandin G/H synthase 2Homo sapiens (human)
response to xenobiotic stimulusProstaglandin G/H synthase 2Homo sapiens (human)
response to nematodeProstaglandin G/H synthase 2Homo sapiens (human)
response to fructoseProstaglandin G/H synthase 2Homo sapiens (human)
response to manganese ionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vascular endothelial growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cyclooxygenase pathwayProstaglandin G/H synthase 2Homo sapiens (human)
bone mineralizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of prostaglandin biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fever generationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic plasticityProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of synaptic transmission, dopaminergicProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin secretionProstaglandin G/H synthase 2Homo sapiens (human)
response to estradiolProstaglandin G/H synthase 2Homo sapiens (human)
response to lipopolysaccharideProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of peptidyl-serine phosphorylationProstaglandin G/H synthase 2Homo sapiens (human)
response to vitamin DProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to heatProstaglandin G/H synthase 2Homo sapiens (human)
response to tumor necrosis factorProstaglandin G/H synthase 2Homo sapiens (human)
maintenance of blood-brain barrierProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of protein import into nucleusProstaglandin G/H synthase 2Homo sapiens (human)
hair cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of apoptotic processProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of nitric oxide biosynthetic processProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of cell cycleProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of vasoconstrictionProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle contractionProstaglandin G/H synthase 2Homo sapiens (human)
decidualizationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of smooth muscle cell proliferationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of inflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
response to glucocorticoidProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of calcium ion transportProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of synaptic transmission, glutamatergicProstaglandin G/H synthase 2Homo sapiens (human)
response to fatty acidProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to mechanical stimulusProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to lead ionProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to ATPProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to hypoxiaProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to non-ionic osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to fluid shear stressProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of transforming growth factor beta productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of cell migration involved in sprouting angiogenesisProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of fibroblast growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of brown fat cell differentiationProstaglandin G/H synthase 2Homo sapiens (human)
positive regulation of platelet-derived growth factor productionProstaglandin G/H synthase 2Homo sapiens (human)
cellular oxidant detoxificationProstaglandin G/H synthase 2Homo sapiens (human)
regulation of neuroinflammatory responseProstaglandin G/H synthase 2Homo sapiens (human)
negative regulation of intrinsic apoptotic signaling pathway in response to osmotic stressProstaglandin G/H synthase 2Homo sapiens (human)
cellular response to homocysteineProstaglandin G/H synthase 2Homo sapiens (human)
response to angiotensinProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (27)

Processvia Protein(s)Taxonomy
protease bindingNeutrophil elastaseHomo sapiens (human)
transcription corepressor activityNeutrophil elastaseHomo sapiens (human)
endopeptidase activityNeutrophil elastaseHomo sapiens (human)
serine-type endopeptidase activityNeutrophil elastaseHomo sapiens (human)
protein bindingNeutrophil elastaseHomo sapiens (human)
heparin bindingNeutrophil elastaseHomo sapiens (human)
peptidase activityNeutrophil elastaseHomo sapiens (human)
cytokine bindingNeutrophil elastaseHomo sapiens (human)
arachidonate 5-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 12(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
iron ion bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
protein bindingPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
hydrolase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
arachidonate 8(S)-lipoxygenase activityPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
peroxidase activityProstaglandin G/H synthase 2Homo sapiens (human)
prostaglandin-endoperoxide synthase activityProstaglandin G/H synthase 2Homo sapiens (human)
protein bindingProstaglandin G/H synthase 2Homo sapiens (human)
enzyme bindingProstaglandin G/H synthase 2Homo sapiens (human)
heme bindingProstaglandin G/H synthase 2Homo sapiens (human)
protein homodimerization activityProstaglandin G/H synthase 2Homo sapiens (human)
metal ion bindingProstaglandin G/H synthase 2Homo sapiens (human)
oxidoreductase activity, acting on single donors with incorporation of molecular oxygen, incorporation of two atoms of oxygenProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (37)

Processvia Protein(s)Taxonomy
extracellular regionNeutrophil elastaseHomo sapiens (human)
extracellular spaceNeutrophil elastaseHomo sapiens (human)
cytoplasmNeutrophil elastaseHomo sapiens (human)
cytosolNeutrophil elastaseHomo sapiens (human)
cell surfaceNeutrophil elastaseHomo sapiens (human)
secretory granuleNeutrophil elastaseHomo sapiens (human)
azurophil granule lumenNeutrophil elastaseHomo sapiens (human)
specific granule lumenNeutrophil elastaseHomo sapiens (human)
phagocytic vesicleNeutrophil elastaseHomo sapiens (human)
collagen-containing extracellular matrixNeutrophil elastaseHomo sapiens (human)
extracellular exosomeNeutrophil elastaseHomo sapiens (human)
transcription repressor complexNeutrophil elastaseHomo sapiens (human)
extracellular spaceNeutrophil elastaseHomo sapiens (human)
extracellular regionPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
extracellular spacePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelope lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nucleoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
cytosolPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear matrixPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear membranePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
secretory granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
perinuclear region of cytoplasmPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
ficolin-1-rich granule lumenPolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
nuclear envelopePolyunsaturated fatty acid 5-lipoxygenaseHomo sapiens (human)
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
nuclear inner membraneProstaglandin G/H synthase 2Homo sapiens (human)
nuclear outer membraneProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulumProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum lumenProstaglandin G/H synthase 2Homo sapiens (human)
endoplasmic reticulum membraneProstaglandin G/H synthase 2Homo sapiens (human)
caveolaProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
protein-containing complexProstaglandin G/H synthase 2Homo sapiens (human)
neuron projectionProstaglandin G/H synthase 2Homo sapiens (human)
cytoplasmProstaglandin G/H synthase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (73)

Assay IDTitleYearJournalArticle
AID280644Antiproliferative activity against drug-sensitive human A2780 cells2007Journal of natural products, Mar, Volume: 70, Issue:3
Antiproliferative prenylated stilbenes and flavonoids from Macaranga alnifolia from the Madagascar rainforest.
AID1424046Selectivity index, ratio of IC50 for ram seminal vesicle COX1 to IC50 for human recombinant COX22017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID750049Inhibition of SARS coronavirus papain-like protease (1541 to 1855 amino acids) expressed in Escherichia coli BL21 (DE3) using Z-RLRGG-AMC as substrate by fluorogenic assay2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Geranylated flavonoids displaying SARS-CoV papain-like protease inhibition from the fruits of Paulownia tomentosa.
AID1424056Increase in COX2 protein expression in human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID654699Inhibition of human erythrocyte AChE assessed as acetylthiocholine iodide hydrolysis after 10 mins preincubation by spectrophotometry2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID1227989Antiinflammatory activity in differentiated human THP1 cells assessed as inhibition of LPS-induced TNFalpha mRNA expression at 2 uM after 4 hrs by RT-qPCR analysis2015Journal of natural products, Apr-24, Volume: 78, Issue:4
C-Geranylated Flavanones from Paulownia tomentosa Fruits as Potential Anti-inflammatory Compounds Acting via Inhibition of TNF-α Production.
AID402311Cytotoxicity against human NCI-H187 cells2005Journal of natural products, Jun, Volume: 68, Issue:6
Constituents of the leaves of Macaranga tanarius.
AID767582Antioxidant activity assessed as hypochlorous acid scavenging activity by fluorescence assay2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID477847Cytotoxicity against human RPMI8226 cells assessed as viable cells after 72 hrs by calcein AM assay2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Cytotoxic activities of several geranyl-substituted flavanones.
AID1424460Growth inhibition of human A549 cells2017European journal of medicinal chemistry, Dec-15, Volume: 142From bench (laboratory) to bed (hospital/home): How to explore effective natural and synthetic PAK1-blockers/longevity-promoters for cancer therapy.
AID654839Mixed type inhibition of equine BChE using butyrylthiocholine iodide as substrate by Lineweaver-Burk double-reciprocal-plot and dixon plot analysis2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID1424054Inhibition of LPS-induced increase in CXCL1 protein expression in LPS-stimulated human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID477845Cytotoxicity against human MCF7 cells assessed as viable cells after 72 hrs by calcein AM assay2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Cytotoxic activities of several geranyl-substituted flavanones.
AID1424048Inhibition of human recombinant 5-LOX assessed as reduction in leukotriene B4 production pre-incubated for 10 mins before arachidonic acid addition and measured after 10 mins by ELISA2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID402309Cytotoxicity against human KB cells2005Journal of natural products, Jun, Volume: 68, Issue:6
Constituents of the leaves of Macaranga tanarius.
AID378531Cytotoxicity against human A2780 cells2005Journal of natural products, Mar, Volume: 68, Issue:3
Cytotoxic flavanones of Schizolaena hystrix from the Madagascar rainforest.
AID385172Antibacterial activity against Listeria monocytogenes ATCC 7644 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID311087Cytotoxicity against rat WB344 cells at 5 uM after 24 hrs2007Journal of natural products, Aug, Volume: 70, Issue:8
C-geranyl compounds from Paulownia tomentosa fruits.
AID654840Binding affinity to human erythrocyte AChE assessed as fluorescence quenching by microplate reader2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID1424044Inhibition of human recombinant COX2 assessed as reduction in PGE2 formation pre-incubated for 5 mins before arachidonic acid addition and measured after 20 mins by ELISA2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID767584Antioxidant activity assessed as hydrogen peroxide radical scavenging activity by chemiluminescence method2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID402313Antioxidant activity assessed as DPPH radical scavenging activity by TLC autographic assay2005Journal of natural products, Jun, Volume: 68, Issue:6
Constituents of the leaves of Macaranga tanarius.
AID385173Antibacterial activity against Staphylococcus aureus ATCC 25923 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID1227992Antiinflammatory activity in differentiated human THP1 cells assessed as inhibition of LPS-induced ROS level at 2 uM pretreated for 1 hr measured after 24 hrs of LPS stimulation by fluorescence assay2015Journal of natural products, Apr-24, Volume: 78, Issue:4
C-Geranylated Flavanones from Paulownia tomentosa Fruits as Potential Anti-inflammatory Compounds Acting via Inhibition of TNF-α Production.
AID1424047Inhibition of human recombinant 5-LOX assessed as reduction in leukotriene B4 production at 20 uM pre-incubated for 10 mins before arachidonic acid addition and measured after 10 mins by ELISA2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID1502927Inhibition of human neutrophil elastase using MeOSuc-AAPV-pNA as substrate measured after 30 mins by spectrometric method2017Journal of natural products, 10-27, Volume: 80, Issue:10
Potential Anti-inflammatory Effects of the Fruits of Paulownia tomentosa.
AID654700Mixed type inhibition of human erythrocyte AChE using acetylthiocholine iodide as substrate by Lineweaver-Burk double-reciprocal-plot and dixon plot analysis2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID654841Binding affinity to human erythrocyte AChE2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID1424058Increase in TX1B3 protein expression in human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID402310Cytotoxicity against human BC cells2005Journal of natural products, Jun, Volume: 68, Issue:6
Constituents of the leaves of Macaranga tanarius.
AID311090Cytotoxicity against rat WB344 cells after 24 hrs2007Journal of natural products, Aug, Volume: 70, Issue:8
C-geranyl compounds from Paulownia tomentosa fruits.
AID311088Cytotoxicity against rat WB344 cells at 25 uM after 24 hrs2007Journal of natural products, Aug, Volume: 70, Issue:8
C-geranyl compounds from Paulownia tomentosa fruits.
AID385177Antibacterial activity against Salmonella enteritidis ATCC 13076 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID1424045Inhibition of human recombinant COX2 assessed as reduction in PGE2 formation at 20 uM pre-incubated for 5 mins before arachidonic acid addition and measured after 20 mins by ELISA2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID385169Antibacterial activity against Bacillus cereus ATCC 11778 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID385171Antibacterial activity against Enterococcus faecalis ATCC 29212 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID402312Cytotoxicity against african green monkey Vero cells2005Journal of natural products, Jun, Volume: 68, Issue:6
Constituents of the leaves of Macaranga tanarius.
AID385170Antibacterial activity against Bacillus subtilis ATCC 6633 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID767572Inhibition of NFkappaB in mouse J774A1 cells assessed as LPS-stimulated IkappaB-alpha degradation at 0.25 to 1.25 uM pretreated 30 mins before LPS challenge measured after 30 mins2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID767586Antioxidant activity assessed as NADH/phenazine methosulfate generated superoxide anion scavenging after 2 mins by NBT reduction assay2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID477850Cytotoxicity against human BJ cells assessed as viable cells after 72 hrs by calcein AM assay2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Cytotoxic activities of several geranyl-substituted flavanones.
AID385174Antibacterial activity against Staphylococcus epidermidis ATCC 12228 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID385340Antibacterial activity against Candida albicans ATCC 10231 after 48 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID750048Mixed-type of inhibition of SARS coronavirus papain-like protease (1541 to 1855 amino acids) expressed in Escherichia coli BL21 (DE3) using Z-RLRGG-AMC as substrate by Dixon plot analysis2013Bioorganic & medicinal chemistry, Jun-01, Volume: 21, Issue:11
Geranylated flavonoids displaying SARS-CoV papain-like protease inhibition from the fruits of Paulownia tomentosa.
AID1424042Increase in COX2 protein expression in LPS-stimulated human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID654843Reversible inhibition of human erythrocyte AChE using assessed as acetylthiocholine iodide hydrolysis by spectrophotometry2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID1424049Potency index, ratio of IC50 for zileuton to IC50 for test compound fior inhibition of human recombinant 5-LOX assessed as reduction in leukotriene B4 production pre-incubated for 10 mins before arachidonic acid addition and measured after 10 mins by ELIS2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID477849Cytotoxicity against human HeLa cells assessed as viable cells after 72 hrs by calcein AM assay2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Cytotoxic activities of several geranyl-substituted flavanones.
AID477846Cytotoxicity against human CEM cells assessed as viable cells after 72 hrs by calcein AM assay2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Cytotoxic activities of several geranyl-substituted flavanones.
AID767581Induction of ROS production in mouse J774A1 cells at 0.25 to 1.25 uM after 30 mins by flow cytometry relative to control2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID654701Inhibition of equine BChE assessed as butyrylthiocholine iodide hydrolysis after 10 mins preincubation by spectrophotometry2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID1424051Inhibition of LPS-induced increase in IL1 protein expression in LPS-stimulated human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID1502928Noncompetitive inhibition of human neutrophil elastase using varying levels of MeOSuc-AAPV-pNA as substrate measured after 30 mins by double-reciprocal Lineweaver-Burk plot analysis2017Journal of natural products, 10-27, Volume: 80, Issue:10
Potential Anti-inflammatory Effects of the Fruits of Paulownia tomentosa.
AID1424043Inhibition of ram seminal vesicle COX1 assessed as reduction in PGE2 formation pre-incubated for 5 mins before arachidonic acid addition and measured after 20 mins by ELISA2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID1227991Antiinflammatory activity in differentiated human THP1 cells assessed as inhibition of LPS-induced NFkappaB activation at 2 uM pretreated for 1 hr measured after 4 hrs of LPS stimulation by DAPI-staining based immunohistochemical analysis2015Journal of natural products, Apr-24, Volume: 78, Issue:4
C-Geranylated Flavanones from Paulownia tomentosa Fruits as Potential Anti-inflammatory Compounds Acting via Inhibition of TNF-α Production.
AID1424057Increase in RNF207 protein expression in human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID1227987Cytotoxicity against human THP1 cells at 2 uM after 24 hrs by WST assay2015Journal of natural products, Apr-24, Volume: 78, Issue:4
C-Geranylated Flavanones from Paulownia tomentosa Fruits as Potential Anti-inflammatory Compounds Acting via Inhibition of TNF-α Production.
AID767578Effect on ROS production in LPS-stimulated mouse J774A1 cells at 0.25 to 1.25 uM after 30 mins by flow cytometry2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID385175Antibacterial activity against Escherichia coli ATCC 25922 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID1424055Inhibition of LPS-induced decrease in VIP2 protein expression in LPS-stimulated human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID311089Cytotoxicity against rat WB344 cells at 100 uM after 24 hrs2007Journal of natural products, Aug, Volume: 70, Issue:8
C-geranyl compounds from Paulownia tomentosa fruits.
AID767587Reduction of LPS-induced COX2 expression in mouse J774A1 cells at 1.25 uM pretreated 1 hr before LPS challenge measured after 24 hrs2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID1424052Inhibition of LPS-induced increase in CCL1 protein expression in LPS-stimulated human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID311086Antioxidant activity assessed as DPPH radical scavenging activity at 10 uM by TEAC assay2007Journal of natural products, Aug, Volume: 70, Issue:8
C-geranyl compounds from Paulownia tomentosa fruits.
AID477848Cytotoxicity against human U266 cells assessed as viable cells after 72 hrs by calcein AM assay2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Cytotoxic activities of several geranyl-substituted flavanones.
AID767576Induction of ROS production in LPS-stimulated mouse J774A1 cells at 1.25 uM after 24 hrs by flow cytometry relative to control2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Prenylated and geranylated flavonoids increase production of reactive oxygen species in mouse macrophages but inhibit the inflammatory response.
AID1227986Cytotoxicity against human THP1 cells assessed as cell viability after 24 hrs by WST assay2015Journal of natural products, Apr-24, Volume: 78, Issue:4
C-Geranylated Flavanones from Paulownia tomentosa Fruits as Potential Anti-inflammatory Compounds Acting via Inhibition of TNF-α Production.
AID385176Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 after 24 hrs by broth microdilution method2008Journal of natural products, Apr, Volume: 71, Issue:4
Antibacterial C-geranylflavonoids from Paulownia tomentosa Fruits.
AID1424053Inhibition of LPS-induced increase in CCL5 protein expression in LPS-stimulated human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID1227990Antiinflammatory activity in differentiated human THP1 cells assessed as inhibition of LPS-induced IkappaB degradation at 2 uM pretreated for 1 hr measured after 30 mins of LPS stimulation by Western blot analysis2015Journal of natural products, Apr-24, Volume: 78, Issue:4
C-Geranylated Flavanones from Paulownia tomentosa Fruits as Potential Anti-inflammatory Compounds Acting via Inhibition of TNF-α Production.
AID654842Ratio of eriodictyol IC50 to compound IC50 for human erythrocyte AChE2012Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8
Cholinestrase inhibitory effects of geranylated flavonoids from Paulownia tomentosa fruits.
AID1424050Inhibition of LPS-induced increase in TNFalpha protein expression in LPS-stimulated human THP1 cells at 2 uM by proteomic analysis relative to untreated control2017Journal of natural products, 04-28, Volume: 80, Issue:4
Anti-inflammatory Activity of Natural Geranylated Flavonoids: Cyclooxygenase and Lipoxygenase Inhibitory Properties and Proteomic Analysis.
AID477851Cytotoxicity against human THP1 cells after 72 hrs by erythosin B staining method2010Journal of natural products, Apr-23, Volume: 73, Issue:4
Cytotoxic activities of several geranyl-substituted flavanones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's6 (37.50)29.6817
2010's10 (62.50)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.67

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 Index11.67 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.67)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (6.25%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (93.75%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]