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n-trans-p-coumaroyl-l-tyrosine

Description

N-trans-p-coumaroyl-L-tyrosine: from Theobroma cacao; structure in first source [MeSH]

trans-Dideoxyclovamide : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID15825666
CHEMBL ID4129983
CHEBI ID181160
MeSH IDM0461304

Synonyms (22)

Synonym
CHEBI:181160
(2s)-3-(4-hydroxyphenyl)-2-[[(e)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]propanoic acid
trans-dideoxyclovamide
l-tyrosine, n-[(2e)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl]-
77201-66-2
n-trans-p-coumaroyltyrosine
ncgc00385093-01_c18h17no5_l-tyrosine, n-[(2e)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-
NCGC00385093-01
FS-8366
bdbm50272457
chembl4129983 ,
(2s)-3-(4-hydroxyphenyl)-2-(3-(4-hydroxyphenyl)prop-2-enoylamino)propanoic acid
n-trans-p-coumaroyl-l-tyrosine
l-tyrosine, n-(3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-, (e)-
NBS8NYY2M5 ,
n-p-coumaroyltyrosine
l-tyrosine, n-((2e)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl)-
n-(e)-p-coumaroyl-l-tyrosine
n-coumaroyltyrosine
n-((2e)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl)-l-tyrosine
unii-nbs8nyy2m5
AKOS040763557

Drug Classes (1)

ClassDescription
tyrosine derivativeAn amino acid derivative resulting from reaction of tyrosine at the amino group or the carboxy group, any substitution of phenyl hydrogens, or from the replacement of any hydrogen of tyrosine by a heteroatom. The definition normally excludes peptides containing tyrosine residues.

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Amyloid-beta precursor proteinHomo sapiens (human)IC50100.0000AID1495590
Nitric oxide synthase, inducibleHomo sapiens (human)IC502.1000AID1395931

Bioassays (11)

Assay IDTitleYearJournalArticle
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
ISSN: 2472-5560
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1395931Inhibition of LPS-induced iNOS in human BV2 cells after 4 hrs by DAF-FMDA dye-based fluorescence assay2018European journal of medicinal chemistry, May-10, Volume: 151ISSN: 1768-3254Synthesis and biological evaluation of clovamide analogues as potent anti-neuroinflammatory agents in vitro and in vivo.
AID1495591Inhibition of amyloid beta (1 to 42) (unknown origin) fibril formation at 100 uM after 24 hrs by silicotungstic acid staining based transmission electron microscopic analysis2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
ISSN: 1464-3391
Structure-activity relationship of clovamide and its related compounds for the inhibition of amyloid β aggregation.
AID1495590Inhibition of amyloid beta (1 to 42) (unknown origin) aggregation after 24 hrs by thioflavin T fluorescence assay2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
ISSN: 1464-3391
Structure-activity relationship of clovamide and its related compounds for the inhibition of amyloid β aggregation.
AID1395928Anti-neuroinflammatory activity in human BV2 cells assessed as reduction in LPS-induced NO production at 10 uM preincubated for 4 hrs followed by LPS stimulation for 24 hrs by Griess assay relative to control2018European journal of medicinal chemistry, May-10, Volume: 151ISSN: 1768-3254Synthesis and biological evaluation of clovamide analogues as potent anti-neuroinflammatory agents in vitro and in vivo.
AID1395930Cytotoxicity against human BV2 cells assessed as reduction in cell viability after 24 hrs by MTT assay2018European journal of medicinal chemistry, May-10, Volume: 151ISSN: 1768-3254Synthesis and biological evaluation of clovamide analogues as potent anti-neuroinflammatory agents in vitro and in vivo.
AID1395929Anti-neuroinflammatory activity in human BV2 cells assessed as reduction in LPS-induced NO production preincubated for 4 hrs followed by LPS stimulation for 24 hrs by Griess assay2018European journal of medicinal chemistry, May-10, Volume: 151ISSN: 1768-3254Synthesis and biological evaluation of clovamide analogues as potent anti-neuroinflammatory agents in vitro and in vivo.

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (16.67)29.6817
2010's3 (50.00)24.3611
2020's2 (33.33)2.80

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%
Other6 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
dihydroxyphenylalaninehydroxyphenylalanine;
non-proteinogenic alpha-amino acid;
tyrosine derivative
human metabolite00low000000
thyroxine2-halophenol;
amino acid zwitterion;
iodophenol;
iodothyronine;
non-proteinogenic alpha-amino acid;
tyrosine derivative
mitogen00low000000
3-methoxytyrosinetyrosine derivative00low000000
2-acetamido-3-(4-hydroxyphenyl)propanoic acid ethyl estertyrosine derivative00low000000
levodopa methyl estertyrosine derivative00low000000
n-acetyltyrosine, (dl)-isomerN-acetyl-amino acid;
phenols;
tyrosine derivative
human urinary metabolite00low000000
3-fluorotyrosinefluoroamino acid;
fluorophenol;
non-proteinogenic alpha-amino acid;
tyrosine derivative
00low000000
o-methyltyrosinemonomethoxybenzene;
tyrosine derivative
00low000000
dityrosinebiphenyls;
non-proteinogenic alpha-amino acid;
tyrosine derivative
biomarker00low000000
etilevodopatyrosine derivative00low000000
Phthalyltyrosinetyrosine derivative00low000000
clovamidetyrosine derivative00low000000
n-stearoyltyrosinetyrosine derivative00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
clovamidetyrosine derivative201820186.0high000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
tyrosineamino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
tyrosine
EC 1.3.1.43 (arogenate dehydrogenase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
2003200321.0high000100
clovamidetyrosine derivative2003200321.0high000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Acute Confusional Senile Dementia0201820186.0medium000010
Alzheimer Disease0201820186.0medium000010
Atherosclerotic Parkinsonism0201820186.0medium000010
Congenital Zika Syndrome0202020204.0medium000010
Disease Models, Animal0201820205.0high000020
Parkinson Disease, Secondary0201820186.0medium000010
Zika Virus Infection0202020204.0medium000010

Bioavailability (1)

ArticleYear
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology, , Volume: 96, Issue:5
2019