Page last updated: 2024-11-12

coumaperine

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

Description

coumaperine: from Piper nigrum (white pepper); structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
PipergenusA plant genus of the family PIPERACEAE that includes species used for spicy and stimulating qualities.[MeSH]PiperaceaeA family of flowering plants in the order Piperales best known for the black pepper widely used in SPICES, and for KAVA and Betel used for neuroactive properties.[MeSH]
Piper nigrumspeciesA plant species in the PIPERACEAE plant family. It is a common spice on foods and is used medicinally to increase gastrointestinal assimilation of other supplements and drugs. Piperine is a key component. Black pepper is picked unripe and heaped for a few days to ferment. White Pepper is the ripe fruit dehulled by maceration in water.[MeSH]PiperaceaeA family of flowering plants in the order Piperales best known for the black pepper widely used in SPICES, and for KAVA and Betel used for neuroactive properties.[MeSH]

Cross-References

ID SourceID
PubMed CID10131321
CHEMBL ID4061010
CHEBI ID169029
SCHEMBL ID4919407
SCHEMBL ID23728298
MeSH IDM0369275

Synonyms (17)

Synonym
(2e,4e)-5-(4-hydroxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one
76733-91-0
CHEBI:169029
coumaperine
SCHEMBL4919407
unii-6m586hw0pd
n-5-(4-hydroxyphenyl)-2e,4e-pentadienoylpiperidine
6M586HW0PD ,
2,4-pentadien-1-one, 5-(4-hydroxyphenyl)-1-(1-piperidinyl)-, (2e,4e)-
piperidine, 1-(5-(4-hydroxyphenyl)-1-oxo-2,4-pentadienyl)-, (e,e)-
n-5-(4-hydroxyphenyl)-2e,4e-pentadienoyl piperidine
coumaperine (constituent of black pepper) [dsc]
CHEMBL4061010
Q27265139
DTXSID101319112
SCHEMBL23728298
coumaperine (constituent of black pepper)

Research Excerpts

Effects

ExcerptReferenceRelevance
"Coumaperine has been isolated from white pepper as a naturally occurring antioxidative agent, but its potential modifying effects on carcinogenesis remain unclear."( Chemopreventive effects of coumaperine from pepper on the initiation stage of chemical hepatocarcinogenesis in the rat.
Fukushima, S; Funae, Y; Hayashi, S; Imaoka, S; Kikuzaki, H; Kitano, M; Nakatani, N; Wanibuchi, H, 2000
)
1.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
N-acylpiperidine
[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]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1459799Inhibition of NF-kappaB in human L428 cells at 10 ug/ml after 2 hrs by luciferase reporter gene assay relative to control2017European journal of medicinal chemistry, Jan-05, Volume: 125Synthesis of coumaperine derivatives: Their NF-κB inhibitory effect, inhibition of cell migration and their cytotoxic activity.
AID1459802Inhibition of NF-kappaB in human L428 cells at 40 ug/ml after 2 hrs by luciferase reporter gene assay relative to control2017European journal of medicinal chemistry, Jan-05, Volume: 125Synthesis of coumaperine derivatives: Their NF-κB inhibitory effect, inhibition of cell migration and their cytotoxic activity.
AID1459804Inhibition of NF-kappaB in human L428 cells after 2 hrs by luciferase reporter gene assay2017European journal of medicinal chemistry, Jan-05, Volume: 125Synthesis of coumaperine derivatives: Their NF-κB inhibitory effect, inhibition of cell migration and their cytotoxic activity.
AID1459803Inhibition of NF-kappaB in human L428 cells at 50 ug/ml after 2 hrs by luciferase reporter gene assay relative to control2017European journal of medicinal chemistry, Jan-05, Volume: 125Synthesis of coumaperine derivatives: Their NF-κB inhibitory effect, inhibition of cell migration and their cytotoxic activity.
AID1738629Neuroprotective activity against H2O2-induced cytotoxicity in rat PC-12 cells assessed as cell viability at 12.5 uM pretreated for 24 hrs followed by H2O2 challenge and measured after 24 hrs by MTT assay (Rvb = 52.81 +/- 6%)2020European journal of medicinal chemistry, Aug-01, Volume: 199Identification and optimization of piperine analogues as neuroprotective agents for the treatment of Parkinson's disease via the activation of Nrf2/keap1 pathway.
AID1614266Inhibition of recombinant human 5-LOX expressed in Escherichia coli at 20 uM using arachidonic acid as substrate by UV-vis spectrophotometric method relative to control2019Bioorganic & medicinal chemistry, 02-15, Volume: 27, Issue:4
Design, synthesis and identification of novel coumaperine derivatives for inhibition of human 5-LOX: Antioxidant, pseudoperoxidase and docking studies.
AID1459800Inhibition of NF-kappaB in human L428 cells at 20 ug/ml after 2 hrs by luciferase reporter gene assay relative to control2017European journal of medicinal chemistry, Jan-05, Volume: 125Synthesis of coumaperine derivatives: Their NF-κB inhibitory effect, inhibition of cell migration and their cytotoxic activity.
AID1459801Inhibition of NF-kappaB in human L428 cells at 30 ug/ml after 2 hrs by luciferase reporter gene assay relative to control2017European journal of medicinal chemistry, Jan-05, Volume: 125Synthesis of coumaperine derivatives: Their NF-κB inhibitory effect, inhibition of cell migration and their cytotoxic activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's2 (40.00)24.3611
2020's2 (40.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.66

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 Index12.66 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.66)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]