Page last updated: 2024-11-11

guineensine

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Description

guineensine: an Acyl-CoA: cholesterol acyltransferase inhibitor, from the fruits of Piper longum; structure in first sourc [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]

Cross-References

ID SourceID
PubMed CID6442405
CHEMBL ID404184
CHEBI ID181825
SCHEMBL ID11309623
MeSH IDM0474211

Synonyms (27)

Synonym
55038-30-7
CHEBI:181825
(2e,4e,12e)-13-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)trideca-2,4,12-trienamide
MLS002473215
smr001397303
guineensine
guineesine
CHEMBL404184
pipyahyine
NCGC00247500-01
7dk8dmu9jx ,
unii-7dk8dmu9jx
SCHEMBL11309623
HMS2268L12
(2e,4e,12e)-13-(1,3-benzodioxol-5-yl)-n-isobutyl-trideca-2,4,12-trienamide
FPMPOFBEYSSYDQ-AUVZEZIHSA-N
2,4,12-tridecatrienamide, 13-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)-, (2e,4e,12e)-
2,4,12-tridecatrienamide, 13-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)-, (e,e,e)-
(2e,4e,12e)-13-(benzo[d][1,3]dioxol-5-yl)-n-isobutyltrideca-2,4,12-trienamide
bdbm50479142
ncgc00247500-02!(2e,4e,12e)-13-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)trideca-2,4,12-trienamide
153012-58-9
DTXSID801336042
(e,e,e)-guineensine
HY-121205
CS-0081227
AKOS040745833

Research Excerpts

Overview

Guineensine is a dietary N-isobutylamide widely present in black and long pepper (Piper nigrum and Piper longum) It has been shown to inhibit cellular endocannabinoid uptake.

ExcerptReferenceRelevance
"Guineensine is a dietary N-isobutylamide widely present in black and long pepper (Piper nigrum and Piper longum) previously shown to inhibit cellular endocannabinoid uptake. "( An Endocannabinoid Uptake Inhibitor from Black Pepper Exerts Pronounced Anti-Inflammatory Effects in Mice.
EscareƱo, N; Flores-Soto, ME; Gertsch, J; Najar-Guerrero, I; Reynoso-Moreno, I; Viveros-Paredes, JM, 2017
)
1.9
"Guineensine is a novel plant natural product which specifically inhibits endocannabinoid uptake in different cell lines independent of FAAH."( Guineensine is a novel inhibitor of endocannabinoid uptake showing cannabimimetic behavioral effects in BALB/c mice.
Blunder, M; Flores-Soto, ME; Gachet, MS; Gertsch, J; Nicolussi, S; Rau, M; Viveros-Paredes, JM, 2014
)
2.57
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
benzodioxoles
[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 (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
parathyroid hormone/parathyroid hormone-related peptide receptor precursorHomo sapiens (human)Potency25.11893.548119.542744.6684AID743266
gemininHomo sapiens (human)Potency0.41090.004611.374133.4983AID624297
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Fatty-acid amide hydrolase 1Homo sapiens (human)IC50 (µMol)46.80000.00020.59827.0000AID1625171
Cannabinoid receptor 1Homo sapiens (human)Ki20.00000.00010.50779.6000AID1625174
Cannabinoid receptor 2 Homo sapiens (human)Ki38.30000.00000.415610.0000AID1625175
Fatty acid-binding protein 5Homo sapiens (human)Ki100.00000.24802.77129.3700AID1625176
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (62)

Processvia Protein(s)Taxonomy
fatty acid catabolic processFatty-acid amide hydrolase 1Homo sapiens (human)
arachidonic acid metabolic processFatty-acid amide hydrolase 1Homo sapiens (human)
positive regulation of vasoconstrictionFatty-acid amide hydrolase 1Homo sapiens (human)
monoacylglycerol catabolic processFatty-acid amide hydrolase 1Homo sapiens (human)
positive regulation of acute inflammatory response to antigenic stimulusCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
spermatogenesisCannabinoid receptor 1Homo sapiens (human)
axonal fasciculationCannabinoid receptor 1Homo sapiens (human)
response to nutrientCannabinoid receptor 1Homo sapiens (human)
memoryCannabinoid receptor 1Homo sapiens (human)
positive regulation of neuron projection developmentCannabinoid receptor 1Homo sapiens (human)
negative regulation of serotonin secretionCannabinoid receptor 1Homo sapiens (human)
positive regulation of fever generationCannabinoid receptor 1Homo sapiens (human)
negative regulation of fatty acid beta-oxidationCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, GABAergicCannabinoid receptor 1Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 1Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 1Homo sapiens (human)
negative regulation of dopamine secretionCannabinoid receptor 1Homo sapiens (human)
response to nicotineCannabinoid receptor 1Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 1Homo sapiens (human)
response to cocaineCannabinoid receptor 1Homo sapiens (human)
glucose homeostasisCannabinoid receptor 1Homo sapiens (human)
positive regulation of apoptotic processCannabinoid receptor 1Homo sapiens (human)
response to ethanolCannabinoid receptor 1Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 1Homo sapiens (human)
negative regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
positive regulation of blood pressureCannabinoid receptor 1Homo sapiens (human)
regulation of insulin secretionCannabinoid receptor 1Homo sapiens (human)
regulation of synaptic transmission, glutamatergicCannabinoid receptor 1Homo sapiens (human)
maternal process involved in female pregnancyCannabinoid receptor 1Homo sapiens (human)
regulation of feeding behaviorCannabinoid receptor 1Homo sapiens (human)
regulation of penile erectionCannabinoid receptor 1Homo sapiens (human)
retrograde trans-synaptic signaling by endocannabinoidCannabinoid receptor 1Homo sapiens (human)
regulation of presynaptic cytosolic calcium ion concentrationCannabinoid receptor 1Homo sapiens (human)
trans-synaptic signaling by endocannabinoid, modulating synaptic transmissionCannabinoid receptor 1Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 1Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 1Homo sapiens (human)
response to amphetamineCannabinoid receptor 2 Homo sapiens (human)
inflammatory responseCannabinoid receptor 2 Homo sapiens (human)
immune responseCannabinoid receptor 2 Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerCannabinoid receptor 2 Homo sapiens (human)
leukocyte chemotaxisCannabinoid receptor 2 Homo sapiens (human)
negative regulation of synaptic transmission, GABAergicCannabinoid receptor 2 Homo sapiens (human)
response to lipopolysaccharideCannabinoid receptor 2 Homo sapiens (human)
negative regulation of mast cell activationCannabinoid receptor 2 Homo sapiens (human)
cannabinoid signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
negative regulation of action potentialCannabinoid receptor 2 Homo sapiens (human)
regulation of metabolic processCannabinoid receptor 2 Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayCannabinoid receptor 2 Homo sapiens (human)
glucose metabolic processFatty acid-binding protein 5Homo sapiens (human)
lipid metabolic processFatty acid-binding protein 5Homo sapiens (human)
phosphatidylcholine biosynthetic processFatty acid-binding protein 5Homo sapiens (human)
epidermis developmentFatty acid-binding protein 5Homo sapiens (human)
negative regulation of glucose transmembrane transportFatty acid-binding protein 5Homo sapiens (human)
long-chain fatty acid transportFatty acid-binding protein 5Homo sapiens (human)
regulation of prostaglandin biosynthetic processFatty acid-binding protein 5Homo sapiens (human)
positive regulation of peroxisome proliferator activated receptor signaling pathwayFatty acid-binding protein 5Homo sapiens (human)
glucose homeostasisFatty acid-binding protein 5Homo sapiens (human)
regulation of sensory perception of painFatty acid-binding protein 5Homo sapiens (human)
regulation of retrograde trans-synaptic signaling by endocanabinoidFatty acid-binding protein 5Homo sapiens (human)
positive regulation of cold-induced thermogenesisFatty acid-binding protein 5Homo sapiens (human)
lipid transport across blood-brain barrierFatty acid-binding protein 5Homo sapiens (human)
fatty acid transportFatty acid-binding protein 5Homo sapiens (human)
lipid metabolic processMonoglyceride lipaseHomo sapiens (human)
fatty acid biosynthetic processMonoglyceride lipaseHomo sapiens (human)
inflammatory responseMonoglyceride lipaseHomo sapiens (human)
regulation of signal transductionMonoglyceride lipaseHomo sapiens (human)
arachidonic acid metabolic processMonoglyceride lipaseHomo sapiens (human)
triglyceride catabolic processMonoglyceride lipaseHomo sapiens (human)
acylglycerol catabolic processMonoglyceride lipaseHomo sapiens (human)
regulation of inflammatory responseMonoglyceride lipaseHomo sapiens (human)
regulation of sensory perception of painMonoglyceride lipaseHomo sapiens (human)
monoacylglycerol catabolic processMonoglyceride lipaseHomo sapiens (human)
regulation of endocannabinoid signaling pathwayMonoglyceride lipaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
protein bindingFatty-acid amide hydrolase 1Homo sapiens (human)
phospholipid bindingFatty-acid amide hydrolase 1Homo sapiens (human)
fatty acid amide hydrolase activityFatty-acid amide hydrolase 1Homo sapiens (human)
identical protein bindingFatty-acid amide hydrolase 1Homo sapiens (human)
acylglycerol lipase activityFatty-acid amide hydrolase 1Homo sapiens (human)
amidase activityFatty-acid amide hydrolase 1Homo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 1Homo sapiens (human)
identical protein bindingCannabinoid receptor 1Homo sapiens (human)
G protein-coupled receptor activityCannabinoid receptor 1Homo sapiens (human)
protein bindingCannabinoid receptor 2 Homo sapiens (human)
cannabinoid receptor activityCannabinoid receptor 2 Homo sapiens (human)
retinoic acid bindingFatty acid-binding protein 5Homo sapiens (human)
long-chain fatty acid transmembrane transporter activityFatty acid-binding protein 5Homo sapiens (human)
fatty acid bindingFatty acid-binding protein 5Homo sapiens (human)
protein bindingFatty acid-binding protein 5Homo sapiens (human)
lipid bindingFatty acid-binding protein 5Homo sapiens (human)
identical protein bindingFatty acid-binding protein 5Homo sapiens (human)
lysophospholipase activityMonoglyceride lipaseHomo sapiens (human)
protein bindingMonoglyceride lipaseHomo sapiens (human)
protein homodimerization activityMonoglyceride lipaseHomo sapiens (human)
acylglycerol lipase activityMonoglyceride lipaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (26)

Processvia Protein(s)Taxonomy
endoplasmic reticulum membraneFatty-acid amide hydrolase 1Homo sapiens (human)
cytoskeletonFatty-acid amide hydrolase 1Homo sapiens (human)
organelle membraneFatty-acid amide hydrolase 1Homo sapiens (human)
mitochondrial outer membraneCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
actin cytoskeletonCannabinoid receptor 1Homo sapiens (human)
growth coneCannabinoid receptor 1Homo sapiens (human)
presynaptic membraneCannabinoid receptor 1Homo sapiens (human)
membrane raftCannabinoid receptor 1Homo sapiens (human)
glutamatergic synapseCannabinoid receptor 1Homo sapiens (human)
GABA-ergic synapseCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 1Homo sapiens (human)
cytoplasmCannabinoid receptor 1Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
dendriteCannabinoid receptor 2 Homo sapiens (human)
extrinsic component of cytoplasmic side of plasma membraneCannabinoid receptor 2 Homo sapiens (human)
perikaryonCannabinoid receptor 2 Homo sapiens (human)
endoplasmic reticulumCannabinoid receptor 2 Homo sapiens (human)
plasma membraneCannabinoid receptor 2 Homo sapiens (human)
cytoplasmCannabinoid receptor 2 Homo sapiens (human)
extracellular regionFatty acid-binding protein 5Homo sapiens (human)
nucleusFatty acid-binding protein 5Homo sapiens (human)
nucleoplasmFatty acid-binding protein 5Homo sapiens (human)
cytoplasmFatty acid-binding protein 5Homo sapiens (human)
cytosolFatty acid-binding protein 5Homo sapiens (human)
plasma membraneFatty acid-binding protein 5Homo sapiens (human)
postsynaptic densityFatty acid-binding protein 5Homo sapiens (human)
secretory granule membraneFatty acid-binding protein 5Homo sapiens (human)
azurophil granule lumenFatty acid-binding protein 5Homo sapiens (human)
synapseFatty acid-binding protein 5Homo sapiens (human)
extracellular exosomeFatty acid-binding protein 5Homo sapiens (human)
cytosolFatty acid-binding protein 5Homo sapiens (human)
nucleusFatty acid-binding protein 5Homo sapiens (human)
endoplasmic reticulum membraneMonoglyceride lipaseHomo sapiens (human)
cytosolMonoglyceride lipaseHomo sapiens (human)
plasma membraneMonoglyceride lipaseHomo sapiens (human)
membraneMonoglyceride lipaseHomo sapiens (human)
membraneMonoglyceride lipaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (59)

Assay IDTitleYearJournalArticle
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
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.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
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.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1745845Primary qHTS for Inhibitors of ATXN expression
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.
AID1625175Displacement of [3H]-CP55940 from recombinant human CB2 receptor measured after 2 hrs by liquid scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1625170Inhibition of [14C]-AEA uptake in human U937 cells preincubated for 15 mins followed by [14C]-AEA addition and measured after 5 mins by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID740212Selectivity index, ratio of CC50 for human HepG2(2.2.15) cells to IC50 for Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBeAg secretion2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
Anti-HBV active constituents from Piper longum.
AID453015Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine-induced cytotoxicity at 100 uM after 44 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID362085Inhibition of sICAM1/LFA1 interaction-mediated human THP1 cell adhesion at 25 ug/mL after 1 hr by ELISA2008Bioorganic & medicinal chemistry letters, Aug-15, Volume: 18, Issue:16
Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition.
AID467873Antibacterial activity against Streptococcus minor by agar well diffusion method2009Journal of natural products, Dec, Volume: 72, Issue:12
Bioactive constituents of the stem bark of Beilschmiedia zenkeri.
AID362088Inhibition of sICAM1/LFA1 interaction-mediated human THP1 cell adhesion at 3.13 ug/mL after 1 hr by ELISA2008Bioorganic & medicinal chemistry letters, Aug-15, Volume: 18, Issue:16
Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition.
AID362089Cytotoxicity against human THP1 cells assessed as cell viability at 3.13 to 25.00 ug/mL by MTT assay2008Bioorganic & medicinal chemistry letters, Aug-15, Volume: 18, Issue:16
Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition.
AID1233715Larvicidal activity against Aedes aegypti2015European journal of medicinal chemistry, Jul-15, Volume: 100Thiosemicarbazones as Aedes aegypti larvicidal.
AID740213Antiviral activity against Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBeAg secretion2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
Anti-HBV active constituents from Piper longum.
AID316621Inhibition of D-galactosamine/TNFalpha-induced cell death in ddY mouse hepatocytes at 30 uM after 20 hrs by MTT assay2008Bioorganic & medicinal chemistry letters, Mar-15, Volume: 18, Issue:6
Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytes.
AID740215Antiviral activity against Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBsAg secretion2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
Anti-HBV active constituents from Piper longum.
AID453031Cytoprotective activity in mouse L929 cells assessed as inhibition of TNF-alpha-induced cytotoxicity at 30 uM by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID453020Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine/TNFalpha-induced cytotoxicity at 30 uM after 20 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID362086Inhibition of sICAM1/LFA1 interaction-mediated human THP1 cell adhesion at 12.50 ug/mL after 1 hr by ELISA2008Bioorganic & medicinal chemistry letters, Aug-15, Volume: 18, Issue:16
Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition.
AID467872Antibacterial activity against Bacillus subtilis by agar well diffusion method2009Journal of natural products, Dec, Volume: 72, Issue:12
Bioactive constituents of the stem bark of Beilschmiedia zenkeri.
AID1625173Inhibition of MAGL in human U937 cell homogenates using [3H]-2OG as substrate preincubated for 15 mins followed by substrate addition and measured after 15 mins by liquid scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID362090Antiinflammatory activity in mouse2008Bioorganic & medicinal chemistry letters, Aug-15, Volume: 18, Issue:16
Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition.
AID453013Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine-induced cytotoxicity at 10 uM after 44 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID362084Inhibition of sICAM1/LFA1 interaction-mediated human THP1 cell adhesion after 1 hr by ELISA2008Bioorganic & medicinal chemistry letters, Aug-15, Volume: 18, Issue:16
Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition.
AID404405Antidiabetic activity in mouse 3T3L1 cells assessed as enhancement of triglyceride accumulation at 10 uM2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
AID316619Inhibition of D-galactosamine/TNFalpha-induced cell death in ddY mouse hepatocytes at 3 uM after 20 hrs by MTT assay2008Bioorganic & medicinal chemistry letters, Mar-15, Volume: 18, Issue:6
Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytes.
AID453014Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine-induced cytotoxicity at 30 uM after 44 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID362087Inhibition of sICAM1/LFA1 interaction-mediated human THP1 cell adhesion at 6.25 ug/mL after 1 hr by ELISA2008Bioorganic & medicinal chemistry letters, Aug-15, Volume: 18, Issue:16
Alkamides from the fruits of Piper longum and Piper nigrum displaying potent cell adhesion inhibition.
AID740216Cytotoxicity against human HepG2(2.2.15) cells2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
Anti-HBV active constituents from Piper longum.
AID1625176Displacement of NBD-Stearate from recombinant human FABP5 measured after 30 mins by fluorescence polarization assay2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID467874Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 rings after 48 hrs by FACS analysis2009Journal of natural products, Dec, Volume: 72, Issue:12
Bioactive constituents of the stem bark of Beilschmiedia zenkeri.
AID1625172Inhibition of FAAH in human U937 cell homogenates at 100 uM using [14C]-AEA as substrate preincubated for 15 mins followed by substrate addition and measured after 15 mins by liquid scintillation counting method relative to control2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID316620Inhibition of D-galactosamine/TNFalpha-induced cell death in ddY mouse hepatocytes at 10 uM after 20 hrs by MTT assay2008Bioorganic & medicinal chemistry letters, Mar-15, Volume: 18, Issue:6
Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytes.
AID404403Antidiabetic activity in mouse 3T3L1 cells assessed as enhancement of triglyceride accumulation at 1 uM2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
AID404406Antidiabetic activity in mouse 3T3L1 cells assessed as enhancement of triglyceride accumulation at 30 uM2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
AID453012Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine-induced cytotoxicity at 3 uM after 44 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID453022Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine-induced cytotoxicity at 1 uM after 44 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID404404Antidiabetic activity in mouse 3T3L1 cells assessed as enhancement of triglyceride accumulation at 3 uM2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
AID453029Cytoprotective activity in mouse L929 cells assessed as inhibition of TNF-alpha-induced cytotoxicity at 3 uM by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID453030Cytoprotective activity in mouse L929 cells assessed as inhibition of TNF-alpha-induced cytotoxicity at 10 uM by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID453032Cytoprotective activity in mouse L929 cells assessed as inhibition of TNF-alpha-induced cytotoxicity at 100 uM by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID467871Antibacterial activity against Pseudomonas agarici by agar well diffusion method2009Journal of natural products, Dec, Volume: 72, Issue:12
Bioactive constituents of the stem bark of Beilschmiedia zenkeri.
AID740214Selectivity index, ratio of CC50 for human HepG2(2.2.15) cells to IC50 for Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBsAg secretion2013Bioorganic & medicinal chemistry letters, Apr-01, Volume: 23, Issue:7
Anti-HBV active constituents from Piper longum.
AID453018Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine/TNFalpha-induced cytotoxicity at 3 uM after 20 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
AID1625171Inhibition of FAAH in human U937 cell homogenates using [14C]-AEA as substrate preincubated for 15 mins followed by substrate addition and measured after 15 mins by liquid scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1625174Displacement of [3H]-CP55940 from recombinant human CB1 receptor measured after 2 hrs by liquid scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID453019Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine/TNFalpha-induced cytotoxicity at 10 uM after 20 hrs by MTT assay relative to untreated control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Hepatoprotective amide constituents from the fruit of Piper chaba: Structural requirements, mode of action, and new amides.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's8 (34.78)29.6817
2010's13 (56.52)24.3611
2020's2 (8.70)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.02

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index27.02 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index27.81 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.02)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (4.35%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (95.65%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]