Page last updated: 2024-09-27

methyl-p-coumarate

Description

methyl-p-coumarate: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4-coumaric acid methyl ester : A cinnamate ester that is the methyl ester of 4-coumaric acid. [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]

Cross-References

ID SourceID
PubMed CID5319562
CHEMBL ID146816
CHEBI ID194094
CHEBI ID86904
MeSH IDM0456249

Synonyms (80)

Synonym
cinnamic acid, p-hydroxy-, methyl ester
methyl 4-hydroxycinnamate
nsc-154578
nsc154578
methyl p-coumarate
p-hydroxycinnamic acid methyl ester
methyl p-hydroxycinnamate
4-hydroxycinnamic acid methyl ester
AC-10319
CHEMBL146816 ,
p-hydroxy cinnamic acid methyl ester
methyl trans-p-coumaric acid
methyl 3-(4-hydroxyphenyl)acrylate
methyl-p-coumarate
AKOS000295941
BMSE000605
4-coumaric acid methyl ester
cinnamic acid, p-hydroxy-, methyl ester (8ci)
2-propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester (9ci)
BMSE010222
(e)-4-coumaric acid methyl ester
CHEBI:194094
methyl 3-(4-hydroxyphenyl)prop-2-enoate
methyl (e)-3-(4-hydroxyphenyl)prop-2-enoate
(e)-3-(4-hydroxyphenyl)-2-propenoic acid methyl ester
19367-38-5
A813658
(e)-3-(4-hydroxyphenyl)-acrylic acid methyl ester
2-propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester, (e)-
methyl trans-p-coumarate
M2259
trans-p-coumaric acid methyl ester
methyl trans-4-hydroxycinnamate
trans-4-hydroxycinnamic acid methyl ester
bdbm50428389
nsc 154578
S3873
AG-690/03019022
p-coumaric acid methyl ester
methyl coumarate
JS-071C
AM20061025
methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate
methyl (e)-3-(4-hydroxyphenyl)acrylate
coumaric acid methyl ester
e-3-(4-hydroxyphenyl)acrylic acid methyl ester
e-3-(4-hydroxy-phenyl)-acrylic acid methyl ester
(e)-3-(4-hydroxy-phenyl)-acrylic acid methylester
p-coumaric methyl ester
methyl (2e)-3-(4-hydroxyphenyl)acrylate
trans methyl 4-hydroxycinnamate
methyl 4-hydroxy cinnamate
(e)-methyl 3-(4-hydroxyphenyl)acrylate
methyl 4-coumarate
methyl ester of p-hydroxycinnamic acid
methyl 3-(4-hydroxyphenyl)-2-propenoate #
W-106432
AC-34620
2-propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester, (2e)-
mfcd00157167
Z24946550
(e)-methyl 4-hydroxycinnamate
methyl 3-(4-hydroxyphenyl)-2-propenoate
J-012539
CS-W020031
(e)-methyl-4-hydroxycinnamate
(e)-methyl 4-coumarate
HY-N2492
pcame
3-(4-hydroxy-phenyl)-acrylic acid methyl ester
methyl trans-p-coumarat
ompca
methyl (e)-4-hydroxycinnamate
Q63409893
CCG-266412
CS-0022763
CHEBI:86904
hf6 ,
HY-N1434
EN300-254894

Drug Classes (1)

ClassDescription
4-coumaric acid methyl esterA cinnamate ester that is the methyl ester of 4-coumaric acid.
[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 (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydrase 12Homo sapiens (human)Ki0.81000.00021.10439.9000AID729534
Carbonic anhydrase 1Homo sapiens (human)Ki0.78000.00001.372610.0000AID729538
Carbonic anhydrase 2Homo sapiens (human)Ki0.80000.00000.72369.9200AID729537
TyrosinaseHomo sapiens (human)IC50 (µMol)30.00000.02304.459310.0000AID1611950; AID1717711
Carbonic anhydrase 7Homo sapiens (human)Ki0.82000.00021.37379.9000AID729536
Carbonic anhydrase 9Homo sapiens (human)Ki0.85000.00010.78749.9000AID729535
Carbonic anhydrase 14Homo sapiens (human)Ki0.83000.00021.50999.9000AID729533
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Substance-P receptorCavia porcellus (domestic guinea pig)CD83.00000.90004.50009.8000AID144377
Quinone oxidoreductaseMus musculus (house mouse)CD83.00000.20002.74219.8000AID144377
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (28)

Processvia Protein(s)Taxonomy
estrous cycleCarbonic anhydrase 12Homo sapiens (human)
chloride ion homeostasisCarbonic anhydrase 12Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 12Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 1Homo sapiens (human)
morphogenesis of an epitheliumCarbonic anhydrase 2Homo sapiens (human)
positive regulation of synaptic transmission, GABAergicCarbonic anhydrase 2Homo sapiens (human)
positive regulation of cellular pH reductionCarbonic anhydrase 2Homo sapiens (human)
angiotensin-activated signaling pathwayCarbonic anhydrase 2Homo sapiens (human)
regulation of monoatomic anion transportCarbonic anhydrase 2Homo sapiens (human)
secretionCarbonic anhydrase 2Homo sapiens (human)
regulation of intracellular pHCarbonic anhydrase 2Homo sapiens (human)
neuron cellular homeostasisCarbonic anhydrase 2Homo sapiens (human)
positive regulation of dipeptide transmembrane transportCarbonic anhydrase 2Homo sapiens (human)
regulation of chloride transportCarbonic anhydrase 2Homo sapiens (human)
carbon dioxide transportCarbonic anhydrase 2Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 2Homo sapiens (human)
melanin biosynthetic process from tyrosineTyrosinaseHomo sapiens (human)
eye pigment biosynthetic processTyrosinaseHomo sapiens (human)
visual perceptionTyrosinaseHomo sapiens (human)
cell population proliferationTyrosinaseHomo sapiens (human)
response to UVTyrosinaseHomo sapiens (human)
response to blue lightTyrosinaseHomo sapiens (human)
response to vitamin DTyrosinaseHomo sapiens (human)
melanin biosynthetic processTyrosinaseHomo sapiens (human)
thymus developmentTyrosinaseHomo sapiens (human)
response to cAMPTyrosinaseHomo sapiens (human)
pigmentationTyrosinaseHomo sapiens (human)
positive regulation of synaptic transmission, GABAergicCarbonic anhydrase 7Homo sapiens (human)
positive regulation of cellular pH reductionCarbonic anhydrase 7Homo sapiens (human)
neuron cellular homeostasisCarbonic anhydrase 7Homo sapiens (human)
regulation of chloride transportCarbonic anhydrase 7Homo sapiens (human)
regulation of intracellular pHCarbonic anhydrase 7Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 7Homo sapiens (human)
response to hypoxiaCarbonic anhydrase 9Homo sapiens (human)
morphogenesis of an epitheliumCarbonic anhydrase 9Homo sapiens (human)
response to xenobiotic stimulusCarbonic anhydrase 9Homo sapiens (human)
response to testosteroneCarbonic anhydrase 9Homo sapiens (human)
secretionCarbonic anhydrase 9Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 9Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 14Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Processvia Protein(s)Taxonomy
zinc ion bindingCarbonic anhydrase 12Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 12Homo sapiens (human)
arylesterase activityCarbonic anhydrase 1Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 1Homo sapiens (human)
protein bindingCarbonic anhydrase 1Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 1Homo sapiens (human)
hydro-lyase activityCarbonic anhydrase 1Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 1Homo sapiens (human)
arylesterase activityCarbonic anhydrase 2Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 2Homo sapiens (human)
protein bindingCarbonic anhydrase 2Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 2Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 2Homo sapiens (human)
tyrosinase activityTyrosinaseHomo sapiens (human)
copper ion bindingTyrosinaseHomo sapiens (human)
protein bindingTyrosinaseHomo sapiens (human)
identical protein bindingTyrosinaseHomo sapiens (human)
protein homodimerization activityTyrosinaseHomo sapiens (human)
zinc ion bindingCarbonic anhydrase 7Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 7Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 9Homo sapiens (human)
protein bindingCarbonic anhydrase 9Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 9Homo sapiens (human)
molecular function activator activityCarbonic anhydrase 9Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 14Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 14Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (17)

Processvia Protein(s)Taxonomy
plasma membraneCarbonic anhydrase 12Homo sapiens (human)
membraneCarbonic anhydrase 12Homo sapiens (human)
basolateral plasma membraneCarbonic anhydrase 12Homo sapiens (human)
apical plasma membraneCarbonic anhydrase 12Homo sapiens (human)
plasma membraneCarbonic anhydrase 12Homo sapiens (human)
cytosolCarbonic anhydrase 1Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 1Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
cytosolCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
myelin sheathCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 2Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
cytoplasmTyrosinaseHomo sapiens (human)
lysosomeTyrosinaseHomo sapiens (human)
Golgi-associated vesicleTyrosinaseHomo sapiens (human)
melanosome membraneTyrosinaseHomo sapiens (human)
melanosomeTyrosinaseHomo sapiens (human)
intracellular membrane-bounded organelleTyrosinaseHomo sapiens (human)
perinuclear region of cytoplasmTyrosinaseHomo sapiens (human)
cytosolCarbonic anhydrase 7Homo sapiens (human)
cytoplasmCarbonic anhydrase 7Homo sapiens (human)
nucleolusCarbonic anhydrase 9Homo sapiens (human)
plasma membraneCarbonic anhydrase 9Homo sapiens (human)
membraneCarbonic anhydrase 9Homo sapiens (human)
basolateral plasma membraneCarbonic anhydrase 9Homo sapiens (human)
microvillus membraneCarbonic anhydrase 9Homo sapiens (human)
plasma membraneCarbonic anhydrase 9Homo sapiens (human)
plasma membraneCarbonic anhydrase 14Homo sapiens (human)
membraneCarbonic anhydrase 14Homo sapiens (human)
basolateral plasma membraneCarbonic anhydrase 14Homo sapiens (human)
apical plasma membraneCarbonic anhydrase 14Homo sapiens (human)
plasma membraneCarbonic anhydrase 14Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (63)

Assay IDTitleYearJournalArticle
AID1623857Inhibition of CHK1 phosphorylation at S345 in human MCF7 cells at 10 uM pretreated for 30 mins followed by 10 J/m'2 irradiation and measured after 1 hr by Western blot analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623881Cytotoxicity against human MCF7 cells assessed as combination index measured at ED90 at H2O2/pcm ratio of 0.625:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623814Cytotoxicity against human NCI-H460 cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID750063Antiadipogenic activity in mouse 3T3L1 cells assessed as differentiation of preadipocytes to adipocytes after 8 days by spectrophotometry2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Anti-adipogenic activity of compounds isolated from Idesia polycarpa on 3T3-L1 cells.
AID1623875Antioxidant activity in rat liver microsomes assessed as reduction in lipid peroxidation2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623858Inhibition of CHK2 phosphorylation at T68 in human MCF7 cells at 10 uM pretreated for 30 mins followed by 10 J/m'2 irradiation and measured after 1 hr by Western blot analysis2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623817Cytotoxicity against human NCI-H661 cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623818Cytotoxicity against human HaCaT cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID290547Antitumor activity against KB cells by MTT assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Synthesis and biological evaluation of 12 allenic aromatic ethers.
AID729537Inhibition of human carbonic anhydrase 2 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV.
AID729536Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV.
AID358235Cytotoxicity against human Raji cells assessed as cell viability at 500 molar ratio by Trypan blue method2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
AID358232Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells at 100 molar ratio relative to TPA2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
AID729535Inhibition of human carbonic anhydrase 9 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV.
AID1683066Anti-inflammatory activity in murine RAW264.7 cells assessed as inhibition of LPS-induced NO production at 50 uM relative to control2021Bioorganic & medicinal chemistry letters, 01-01, Volume: 31A new sesquineolignan and four new neolignans isolated from the leaves of Piper betle, a traditional medicinal plant in Myanmar.
AID1623882Stability in MeOH and H2O2 by HPLC-PDA assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID358237Cytotoxicity against human Raji cells assessed as cell viability at 10 molar ratio by Trypan blue method2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
AID379190Cytotoxicity against human Hep3B cells after 3 days by MTT method2006Journal of natural products, Nov, Volume: 69, Issue:11
Cytotoxic triterpenoids from the leaves of Microtropis fokienensis.
AID377979Antimutagenic activity in Salmonella Typhimurium TA100 assessed as inhibition of ethyl methanesulfonate-induced mutation at 82.5 uM treated for 30 mins and measured after 2 days by modified Ames test1999Journal of natural products, Jan, Volume: 62, Issue:1
Structure-antimutagenic activity relationship study of plicatin B.
AID379193Cytotoxicity against human A549 cells after 3 days by MTT method2006Journal of natural products, Nov, Volume: 69, Issue:11
Cytotoxic triterpenoids from the leaves of Microtropis fokienensis.
AID1623820Cytotoxicity against human HeLa cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID358852Antiproliferative activity against mouse Colon 26-L5 cells by MTT assay2001Journal of natural products, Mar, Volume: 64, Issue:3
Six new diarylheptanoids from the seeds of Alpinia blepharocalyx.
AID290548Antitumor activity against KBv200 cells by MTT assay2007Bioorganic & medicinal chemistry letters, May-15, Volume: 17, Issue:10
Synthesis and biological evaluation of 12 allenic aromatic ethers.
AID729538Inhibition of human carbonic anhydrase 1 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV.
AID1623876Cytotoxicity against human MCF7 cells assessed as combination index measured at ED50 at H2O2/pcm ratio of 1.25:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623883Drug metabolism assessed as methyl 3-(1-hydroxy-4-oxocyclohexa-2,5-dienyl)acrylate formation by reverse phase-HPLC and HPLC-MS analysis based Fenton reaction assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID358236Cytotoxicity against human Raji cells assessed as cell viability at 100 molar ratio by Trypan blue method2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
AID1099188Antimicrobial activity against Pythium sp. assessed as growth inhibition at 10 ppm by agar dilution method1996Bioscience, biotechnology, and biochemistry, May, Volume: 60, Issue:5
Synthesis and antifungal activity of cinnamic acid esters.
AID1623813Cytotoxicity against mouse L5178B1 cells transfected with pHa MDR1/A retrovirus assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID358231Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells at 500 molar ratio relative to TPA2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
AID1623863Cytotoxicity against human MCF7 cells assessed as combination index measured at ED50 at H2O2/pcm ratio of 2.5:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1611950Inhibition of human tyrosinase after 120 mins2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Inhibitors of Melanogenesis: An Updated Review.
AID1623862Antioxidant activity assessed as hydroxyl radical scavenging activity by measuring inhibition of damage to 2-deoxy-D-ribose after 3 mins by TBA-based Fenton reaction assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1191126Binding affinity to Pseudomonas aeruginosa recombinant his6-tagged PqsD expressed in Escherichia coli BL21 (lambdaDE3) using AcoA as substrate at 250 to 500 uM incubated for 40 mins prior to compound addition followed by wash out for 30 mins by SPR analys2015European journal of medicinal chemistry, Jan-27, Volume: 90Catechol-based substrates of chalcone synthase as a scaffold for novel inhibitors of PqsD.
AID729533Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV.
AID377976Antimutagenic activity in Salmonella Typhimurium TA100 assessed as inhibition of ethyl methanesulfonate-induced mutation at 7.8 uM treated for 30 mins and measured after 2 days by modified Ames test1999Journal of natural products, Jan, Volume: 62, Issue:1
Structure-antimutagenic activity relationship study of plicatin B.
AID358234Cytotoxicity against human Raji cells assessed as cell viability at 1000 molar ratio by Trypan blue method2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
AID1623878Cytotoxicity against human MCF7 cells assessed as combination index measured at ED90 at H2O2/pcm ratio of 1.25:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID144377Ability to induce NAD(P)H quinone reductase activity in cultured Hepa 1c1c7 murine hepatoma cells.1998Journal of medicinal chemistry, Dec-17, Volume: 41, Issue:26
Chemoprotective properties of phenylpropenoids, bis(benzylidene)cycloalkanones, and related Michael reaction acceptors: correlation of potencies as phase 2 enzyme inducers and radical scavengers.
AID1623864Cytotoxicity against human MCF7 cells assessed as combination index measured at ED75 at H2O2/pcm ratio of 2.5:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID379191Cytotoxicity against human MCF7 cells after 3 days by MTT method2006Journal of natural products, Nov, Volume: 69, Issue:11
Cytotoxic triterpenoids from the leaves of Microtropis fokienensis.
AID1099186Antimicrobial activity against Athelia rolfsii assessed as growth inhibition at 100 ppm by agar dilution method1996Bioscience, biotechnology, and biochemistry, May, Volume: 60, Issue:5
Synthesis and antifungal activity of cinnamic acid esters.
AID729534Inhibition of human carbonic anhydrase 12 preincubated for 15 mins by CO2 hydration stopped-flow assay2013Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6
Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV.
AID736009Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins by microplate reader2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Flavone tetraglycosides and benzyl alcohol glycosides from the Mongolian medicinal plant Dracocephalum ruyschiana.
AID1623865Cytotoxicity against human MCF7 cells assessed as combination index measured at ED90 at H2O2/pcm ratio of 2.5:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623880Cytotoxicity against human MCF7 cells assessed as combination index measured at ED75 at H2O2/pcm ratio of 0.625:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1191124Inhibition of Pseudomonas aeruginosa recombinant PqsD expressed in Escherichia coli BL21 (lambdaDE3) using ACoA/beta-ketodecanoic acid as substrate at 50 uM after 10 mins2015European journal of medicinal chemistry, Jan-27, Volume: 90Catechol-based substrates of chalcone synthase as a scaffold for novel inhibitors of PqsD.
AID1099189Antimicrobial activity against Pythium sp. assessed as growth inhibition at 100 ppm by agar dilution method1996Bioscience, biotechnology, and biochemistry, May, Volume: 60, Issue:5
Synthesis and antifungal activity of cinnamic acid esters.
AID358230Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells at 1000 molar ratio relative to TPA2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
AID379189Cytotoxicity against human Hep G2 cells after 3 days by MTT method2006Journal of natural products, Nov, Volume: 69, Issue:11
Cytotoxic triterpenoids from the leaves of Microtropis fokienensis.
AID1623879Cytotoxicity against human MCF7 cells assessed as combination index measured at ED50 at H2O2/pcm ratio of 0.625:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623821Cytotoxicity against human SiHa cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID358853Antiproliferative activity against human HT1080 cells by MTT assay2001Journal of natural products, Mar, Volume: 64, Issue:3
Six new diarylheptanoids from the seeds of Alpinia blepharocalyx.
AID1623819Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623816Cytotoxicity against human A549 cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623877Cytotoxicity against human MCF7 cells assessed as combination index measured at ED75 at H2O2/pcm ratio of 1.25:1 in presence of H2O2 after 48 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1191128Inhibition of Pseudomonas aeruginosa PA14 PqsH transposon mutant assessed as extracellular level of HHQ at 250 uM after 16 hrs2015European journal of medicinal chemistry, Jan-27, Volume: 90Catechol-based substrates of chalcone synthase as a scaffold for novel inhibitors of PqsD.
AID1717711Inhibition of tyrosinase in neonatal human epidermal melanocytes2020Journal of medicinal chemistry, 11-25, Volume: 63, Issue:22
Advances in the Design of Genuine Human Tyrosinase Inhibitors for Targeting Melanogenesis and Related Pigmentations.
AID1623812Cytotoxicity against mouse L5178 cells assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID1623815Cytotoxicity against human NCI-H460/R cells transfected with MDR assessed as reduction in cell viability after 72 hrs by MTT assay2019Journal of medicinal chemistry, 02-14, Volume: 62, Issue:3
Antioxidant-Inspired Drug Discovery: Antitumor Metabolite Is Formed in Situ from a Hydroxycinnamic Acid Derivative upon Free-Radical Scavenging.
AID379192Cytotoxicity against human MDA-MB-231 cells after 3 days by MTT method2006Journal of natural products, Nov, Volume: 69, Issue:11
Cytotoxic triterpenoids from the leaves of Microtropis fokienensis.
AID377975Antimutagenic activity in Salmonella Typhimurium TA100 assessed as inhibition of ethyl methanesulfonate-induced mutation at 3.9 uM treated for 30 mins and measured after 2 days by modified Ames test1999Journal of natural products, Jan, Volume: 62, Issue:1
Structure-antimutagenic activity relationship study of plicatin B.
AID358233Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells at 10 molar ratio relative to TPA2001Journal of natural products, Oct, Volume: 64, Issue:10
New phenylpropanoid esters of sucrose from Polygonum lapathifolium.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (39)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (7.69)18.7374
1990's3 (7.69)18.2507
2000's7 (17.95)29.6817
2010's21 (53.85)24.3611
2020's5 (12.82)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (5.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other38 (95.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]