Page last updated: 2024-12-11

phenyl-3-methoxy-4-hydroxystyryl ketone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

phenyl-3-methoxy-4-hydroxystyryl ketone: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6123890
CHEMBL ID465025
MeSH IDM0150123

Synonyms (12)

Synonym
2-propen-1-one, 3-(4-hydroxy-3-methoxyphenyl)-1-phenyl-
phsk
phenyl-3-methoxy-4-hydroxystyryl ketone
3-(4-hydroxy-3-methoxyphenyl)acrylophenone
acrylophenone, 3-(4-hydroxy-3-methoxyphenyl)-
AKOS002719691
CHEMBL465025 ,
(e)-3-(4-hydroxy-3-methoxyphenyl)-1-phenylprop-2-en-1-one
89406-16-6
2-propen-1-one,3-(4-hydroxy-3-methoxyphenyl)-1-phenyl-
bdbm50440647
(2e)-3-(4-hydroxy-3-methoxyphenyl)-1-phenylprop-2-en-1-one

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Oral LD50 for both the compounds was greater than 2 g/kg."( Pharmacological actions and acute toxicity of methyl- and phenyl-3-methoxy-4-hydroxy styryl ketones.
Atal, CK; Leach, GD; Singh, GB, 1987
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (40)

Processvia Protein(s)Taxonomy
positive regulation of cell adhesionStromal cell-derived factor 1Homo sapiens (human)
positive regulation of T cell migrationStromal cell-derived factor 1Homo sapiens (human)
response to hypoxiaStromal cell-derived factor 1Homo sapiens (human)
neuron migrationStromal cell-derived factor 1Homo sapiens (human)
positive regulation of endothelial cell proliferationStromal cell-derived factor 1Homo sapiens (human)
intracellular calcium ion homeostasisStromal cell-derived factor 1Homo sapiens (human)
chemotaxisStromal cell-derived factor 1Homo sapiens (human)
defense responseStromal cell-derived factor 1Homo sapiens (human)
immune responseStromal cell-derived factor 1Homo sapiens (human)
cell adhesionStromal cell-derived factor 1Homo sapiens (human)
signal transductionStromal cell-derived factor 1Homo sapiens (human)
G protein-coupled receptor signaling pathwayStromal cell-derived factor 1Homo sapiens (human)
blood circulationStromal cell-derived factor 1Homo sapiens (human)
regulation of actin polymerization or depolymerizationStromal cell-derived factor 1Homo sapiens (human)
adult locomotory behaviorStromal cell-derived factor 1Homo sapiens (human)
response to virusStromal cell-derived factor 1Homo sapiens (human)
telencephalon cell migrationStromal cell-derived factor 1Homo sapiens (human)
animal organ regenerationStromal cell-derived factor 1Homo sapiens (human)
positive regulation of dopamine secretionStromal cell-derived factor 1Homo sapiens (human)
integrin activationStromal cell-derived factor 1Homo sapiens (human)
chemokine (C-X-C motif) ligand 12 signaling pathwayStromal cell-derived factor 1Homo sapiens (human)
CXCL12-activated CXCR4 signaling pathwayStromal cell-derived factor 1Homo sapiens (human)
response to peptide hormoneStromal cell-derived factor 1Homo sapiens (human)
positive regulation of neuron differentiationStromal cell-derived factor 1Homo sapiens (human)
positive regulation of axon extension involved in axon guidanceStromal cell-derived factor 1Homo sapiens (human)
detection of temperature stimulus involved in sensory perception of painStromal cell-derived factor 1Homo sapiens (human)
detection of mechanical stimulus involved in sensory perception of painStromal cell-derived factor 1Homo sapiens (human)
cell chemotaxisStromal cell-derived factor 1Homo sapiens (human)
chemokine-mediated signaling pathwayStromal cell-derived factor 1Homo sapiens (human)
positive regulation of monocyte chemotaxisStromal cell-derived factor 1Homo sapiens (human)
positive regulation of calcium ion importStromal cell-derived factor 1Homo sapiens (human)
negative regulation of intrinsic apoptotic signaling pathway in response to DNA damageStromal cell-derived factor 1Homo sapiens (human)
negative regulation of leukocyte tethering or rollingStromal cell-derived factor 1Homo sapiens (human)
positive regulation of vasculature developmentStromal cell-derived factor 1Homo sapiens (human)
response to ultrasoundStromal cell-derived factor 1Homo sapiens (human)
cellular response to chemokineStromal cell-derived factor 1Homo sapiens (human)
negative regulation of dendritic cell apoptotic processStromal cell-derived factor 1Homo sapiens (human)
positive regulation of cell migrationStromal cell-derived factor 1Homo sapiens (human)
induction of positive chemotaxisStromal cell-derived factor 1Homo sapiens (human)
axon guidanceStromal cell-derived factor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
signaling receptor bindingStromal cell-derived factor 1Homo sapiens (human)
integrin bindingStromal cell-derived factor 1Homo sapiens (human)
protein bindingStromal cell-derived factor 1Homo sapiens (human)
chemokine activityStromal cell-derived factor 1Homo sapiens (human)
growth factor activityStromal cell-derived factor 1Homo sapiens (human)
chemokine receptor bindingStromal cell-derived factor 1Homo sapiens (human)
CXCR chemokine receptor bindingStromal cell-derived factor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
extracellular regionStromal cell-derived factor 1Homo sapiens (human)
collagen-containing extracellular matrixStromal cell-derived factor 1Homo sapiens (human)
extracellular exosomeStromal cell-derived factor 1Homo sapiens (human)
external side of plasma membraneStromal cell-derived factor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID372908Antibacterial activity against Staphylococcus aureus Rosenbach 209 after 24 hrs by serial dilution method2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Examination of growth inhibitory properties of synthetic chalcones for which antibacterial activity was predicted.
AID1139721Retardation factor of the compound using chloroform/methanol at 4:1 ratio2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
Synthesis and in-vivo hypolipidemic activity of some novel substituted phenyl isoxazol phenoxy acetic acid derivatives.
AID475505Binding affinity to amyloid beta (1 to 42) oligomers by change in fluorescence at 100 uM after 10 mins2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta.
AID1357100Kinetic solubility in pH 7.4 HEPES-BSA buffer at 5 uM incubated for 24 hrs at 20 degC by HPLC method2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Discovery of a Locally and Orally Active CXCL12 Neutraligand (LIT-927) with Anti-inflammatory Effect in a Murine Model of Allergic Airway Hypereosinophilia.
AID372906Antibacterial activity against Escherichia coli WF+2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Examination of growth inhibitory properties of synthetic chalcones for which antibacterial activity was predicted.
AID379152Cytotoxicity against human A549 cells after 2 days by sulforhodamine B assay2006Journal of natural products, Oct, Volume: 69, Issue:10
Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.
AID406775Inhibition of NO production in LPS-induced mouse BV2 microglia cells at 10 uM2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones.
AID406771DPPH radical scavenging activity at 200 uM2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones.
AID406773DPPH radical scavenging activity at 50 uM2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones.
AID372907Antibacterial activity against Staphylococcus aureus Rosenbach 209 after 48 hrs by agar well diffusion method2009European journal of medicinal chemistry, May, Volume: 44, Issue:5
Examination of growth inhibitory properties of synthetic chalcones for which antibacterial activity was predicted.
AID1357097Binding affinity to Texas Red-labelled CXCL12 (unknown origin) assessed as inhibition of CXCL12-Texas Red binding to EGFP-labeled human CXCR4 expressed in HEK293 cell membranes pre-incubated for 1 hr by FRET-based binding assay2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Discovery of a Locally and Orally Active CXCL12 Neutraligand (LIT-927) with Anti-inflammatory Effect in a Murine Model of Allergic Airway Hypereosinophilia.
AID379151Cytotoxicity against multidrug-resistant human KB-VCR cells after 2 days by sulforhodamine B assay2006Journal of natural products, Oct, Volume: 69, Issue:10
Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.
AID475504Binding affinity to amyloid beta (1 to 42) fibrils by change in fluorescence at 100 uM after 10 mins2009Bioorganic & medicinal chemistry letters, Sep-01, Volume: 19, Issue:17
A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta.
AID379150Cytotoxicity against human KB cells after 2 days by sulforhodamine B assay2006Journal of natural products, Oct, Volume: 69, Issue:10
Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.
AID406772DPPH radical scavenging activity at 10 uM2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones.
AID406777Inhibition of NO production in LPS-induced mouse BV2 microglia cells at 20 uM2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones.
AID406776Neuroprotective effect against glutamate-induced toxicity in ICR mouse cultured cortical neurons assessed as cell viability at 10 uM2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones.
AID1357099Binding affinity to Texas Red-labelled CXCL12 (unknown origin) assessed as inhibition of CXCL12-Texas Red binding to EGFP-labeled human CXCR4 expressed in HEK293 cell membranes at 10 uM pre-incubated for 1 hr by FRET-based binding assay2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Discovery of a Locally and Orally Active CXCL12 Neutraligand (LIT-927) with Anti-inflammatory Effect in a Murine Model of Allergic Airway Hypereosinophilia.
AID406774DPPH radical scavenging activity at 100 uM2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Efficient synthesis and neuroprotective effect of substituted 1,3-diphenyl-2-propen-1-ones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (33.33)18.7374
1990's0 (0.00)18.2507
2000's4 (44.44)29.6817
2010's2 (22.22)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: 11.85

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 Index11.85 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.16 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.85)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]