Page last updated: 2024-12-09

ethyl cinnamate

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

Description

ethyl cinnamate: a pine weevil antifeedant; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID637758
CHEMBL ID318196
CHEBI ID4895
SCHEMBL ID112445
MeSH IDM0419949

Synonyms (87)

Synonym
BIDD:ER0267
chebi:4895 ,
CHEMBL318196
4192-77-2
nsc-6773
cinnamic acid, ethyl ester
nsc6773
cinnamic acid ethyl ester
wln: 2ov1u1r
2-propenoic acid, 3-phenyl-, ethyl ester, (e)-
ethyl (2e)-3-phenyl-2-propenoate
ethyl cinnamate (natural)
ethyl 3-phenylpropenoate
ethyl benzylideneacetate
ethylcinnamate
ai3-00667
ethyl trans-cinnamate
nsc 6773
ethyl 3-phenyl-2-propenoate
einecs 203-104-6
ethyl beta-phenylacrylate
brn 1238804
3-phenyl-2-propenoic acid, ethyl ester
fema no. 2430
ethylcinnamoate
ethyl (e)-3-phenylprop-2-enoate
3-phenyl-acrylic acid, ethyl ester
2-propenoic acid, 3-phenyl-, ethyl ester
cinnamic acid,ethyl ester
ethyl 3-phenylacrylate
ethyl cinnamate
3-phenylpropenoic acid ethyl
103-36-6
C06359
ethyl cinnamate, natural, >=95%, fg
ethyl cinnamate, >=98%, fcc, fg
ethyl cinnamate, 99%
ethyl (2e)-3-phenylacrylate
trans-3-phenylacrylic acid ethyl ester
ethyl trans-3-phenylacrylate
cas-103-36-6
dtxcid802520
NCGC00256672-01
tox21_302638
dtxsid9022520 ,
(e)-3-phenyl-acrylic acid ethyl ester
2-propenoic acid, 3-phenyl-, ethyl ester, (2e)-
AKOS008947908
unii-c023p3m5jj
c023p3m5jj ,
ethyl (2e)-3-phenylprop-2-enoate
ethyl 3-phenylpropenate
semasorb 9827
ethyl cinnamate [fcc]
ethyl cinnamate [mart.]
ethyl cinnamate [fhfi]
cinnamic acid ethyl ester [mi]
ethyl cinnamate [inci]
SCHEMBL112445
3-phenyl-2-propenoic acid ethyl ester
trans-ethyl cinnamate
(e)-ethyl cinnamate
trans-cinnamic acid ethyl ester
ethyl cinnamate, trans
ethyl (2e)-3-phenyl-2-propenoate #
CS-W020629
ethyl trans-cinnamate-d5
J-000950
ethyl cinnamate, analytical standard
Z53834692
3-phenyl-acrylicacidethylester
Q204182
ethyl-(e)-cinnamate
DTXSID601017688
AC8020
trans-ethylcinnamate
ethyl-(e)-cinnamate,ethyl-trans-cinnamate
A896492
CS-0356392
cis-ethyl cinnamate (contains up to 10% ethyl dihydrocinnamate
AS-75482
(e)-ethylcinnamate
EN300-306003
HY-Y0121
ethyl trans-cinnamic acid
EN300-49203
ethyl cinnamate (mart.)

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"The toxic effects of ethyl cinnamate on the photosynthetic and physiological characteristics of Chlorella vulgaris were studied based on chlorophyll fluorescence and flow cytometry analysis."( Toxic Effects of Ethyl Cinnamate on the Photosynthesis and Physiological Characteristics of Chlorella vulgaris Based on Chlorophyll Fluorescence and Flow Cytometry Analysis.
He, W; Jiang, YJ; Jiao, Y; Kong, XZ; Liu, WX; Ouyang, HL; Xu, FL; Yang, B, 2015
)
1.08

Compound-Compound Interactions

ExcerptReferenceRelevance
"The MHI148-PEI labeled lung vasculature was visualized by retrograde perfusion combined with trachea ligation and ECi based OTC."( Application of ethyl cinnamate based optical tissue clearing and expansion microscopy combined with retrograde perfusion for 3D lung imaging.
Brenna, C; Gretz, N; Heuveline, V; Khan, AUM; Picascia, T; Schmaus, A; Sleeman, JP; Sun, Q, 2020
)
0.91
"The retrograde perfusion combined with trachea ligation technique could be applied in the lung research in mice."( Application of ethyl cinnamate based optical tissue clearing and expansion microscopy combined with retrograde perfusion for 3D lung imaging.
Brenna, C; Gretz, N; Heuveline, V; Khan, AUM; Picascia, T; Schmaus, A; Sleeman, JP; Sun, Q, 2020
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
alkyl cinnamateA cinnamate ester rusulting from the formal condensation of cinnamic acid with any alkyl alcohol.
ethyl esterAny carboxylic ester resulting from the formal condensation of the carboxy group of a carboxylic acid with ethanol.
[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 (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency35.57420.007215.758889.3584AID1224835
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency56.28280.003041.611522,387.1992AID1159552; AID1159555
histone deacetylase 9 isoform 3Homo sapiens (human)Potency45.84150.037617.082361.1927AID1259388
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (26)

Assay IDTitleYearJournalArticle
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.
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.
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.
AID1755147Larvicidal activity against Aedes aegypti assessed as mortality at 45 ug/ml measured after 24 hrs relative to control2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID440898Cytotoxicity against human A375 cells by MTT assay2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Phytochemical investigation of labdane diterpenes from the rhizomes of Hedychium spicatum and their cytotoxic activity.
AID440896Cytotoxicity against human HL60 cells by MTT assay2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Phytochemical investigation of labdane diterpenes from the rhizomes of Hedychium spicatum and their cytotoxic activity.
AID626560Antiinflammatory activity against TNF-alpha-induced ICAM1 protein expression in HUVEC at maximum tolerated dose pretreated for 2 hrs before TNFalpha challenge measured after 16 hrs by whole cell ELISA2011European journal of medicinal chemistry, Nov, Volume: 46, Issue:11
Novel natural product-based cinnamates and their thio and thiono analogs as potent inhibitors of cell adhesion molecules on human endothelial cells.
AID1432754Time-dependent Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production using urea as substrate by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432753Cytotoxicity against mouse BALB/3T3 cells assessed as inhibition of cell proliferation at 100 uM after 72 hrs by SRB assay relative to control2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432763Glutathione reactivity in pH 7.4 PBS measured after 6 to 36 hrs in presence of 1.375 mmol GSH by DTNB reagent based spectrophotometric method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1132951Cytotoxicity against human Hep2 cells assessed a growth inhibition by rapid microtiter technique1978Journal of medicinal chemistry, Aug, Volume: 21, Issue:8
Antitumor agents 32. Synthesis and antitumor activity of cyclopentenone derivatives related to helenalin.
AID1755149Larvicidal activity against Aedes aegypti 4th instar larvae measured after 48 hrs2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID1090826Antifeedant activity against Hylobius abietis (pine weevil ) in compound pre-treated Scots pine twig at 50 mM measured after 24 hr by two-choice laboratory bioassay2007Journal of agricultural and food chemistry, Nov-14, Volume: 55, Issue:23
Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach.
AID1432751Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production using urea as substrate measured for 120 mins by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID626559Cytotoxicity against HUVEC assessed as maximum tolerated dose for >95% cell viability after 24 hrs by MTT assay2011European journal of medicinal chemistry, Nov, Volume: 46, Issue:11
Novel natural product-based cinnamates and their thio and thiono analogs as potent inhibitors of cell adhesion molecules on human endothelial cells.
AID1432757Inhibition of Proteus mirabilis 543 urease at pH 5.5 assessed as reduction in ammonia production using urea as substrate measured after 15 mins by NaOH-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432755Competitive inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production preincubated with enzyme followed by addition of varying levels of urea as substrate measured for 120 mins by Lineweaver-Burk plot analysis2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432766Inhibition of Proteus mirabilis 543 urease at pH 5.5 assessed as reduction in ammonia production using urea as substrate followed by substrate addition by NaOH-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID440897Cytotoxicity against human THP1 cells by MTT assay2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Phytochemical investigation of labdane diterpenes from the rhizomes of Hedychium spicatum and their cytotoxic activity.
AID1432760Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production by measuring steady state enzyme-inhibitor complex using urea as substrate measured for 120 mins by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID440899Cytotoxicity against human A549 cells by MTT assay2009Bioorganic & medicinal chemistry letters, Nov-01, Volume: 19, Issue:21
Phytochemical investigation of labdane diterpenes from the rhizomes of Hedychium spicatum and their cytotoxic activity.
AID1432758Inhibition of Proteus mirabilis 543 urease at pH 5.5 assessed as reduction in ammonia production using urea as substrate preincubated for 120 mins followed by substrate addition measured after 15 mins by NaOH-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID1432759Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production by measuring initial state enzyme-inhibitor complex using urea as substrate measured for 120 mins by phenol-hypochlorite method2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID37266Inhibition of alpha-glucosidase activity2004Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11
Structure-activity relationships of trans-cinnamic acid derivatives on alpha-glucosidase inhibition.
AID1432756Reversible inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in ammonia production by measuring recovery of enzyme activity at 10 times IC50 preincubated for 60 mins followed by 100-fold dilution in to PBS containing urea as subst2017Bioorganic & medicinal chemistry letters, 03-15, Volume: 27, Issue:6
Potent covalent inhibitors of bacterial urease identified by activity-reactivity profiling.
AID626561Antiinflammatory activity against TNF-alpha-induced ICAM1 protein expression in HUVEC pretreated for 2 hrs before TNFalpha challenge measured after 16 hrs by whole cell ELISA2011European journal of medicinal chemistry, Nov, Volume: 46, Issue:11
Novel natural product-based cinnamates and their thio and thiono analogs as potent inhibitors of cell adhesion molecules on human endothelial cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (35)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (2.86)18.7374
1990's0 (0.00)18.2507
2000's11 (31.43)29.6817
2010's16 (45.71)24.3611
2020's7 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 47.40

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 Index47.40 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index71.03 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (47.40)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (2.86%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other34 (97.14%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]