Page last updated: 2024-11-12

pipernonaline

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Description

pipernonaline: derived from long pepper, Piper longum; 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]

Cross-References

ID SourceID
PubMed CID9974595
CHEMBL ID450332
CHEBI ID174598
SCHEMBL ID23728292
SCHEMBL ID23728291
MeSH IDM0377512

Synonyms (18)

Synonym
CHEBI:174598
(2e,8e)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnona-2,8-dien-1-one
pipernonaline
CHEMBL450332
piperidine, 1-[(2e,8e)-9-(1,3-benzodioxol-5-yl)-1-oxo-2,8-nonadienyl]-
88660-10-0
PKLGRWSJBLGIBF-JMQWPVDRSA-N
(2e,8e)-9-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one
(2e,8e)-9-(2h-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one
bdbm50479138
pipernonaline, >=95% (lc/ms-elsd)
1-[9-(1,3-benzodioxol-5-yl)-1-oxo-2,8-nonadienyl]piperidine, 9ci
9-(3,4-methylenedioxyphenyl)-2,8-nonadienoic acid piperidide
SCHEMBL23728292
SCHEMBL23728291
CS-0793356
HY-W748509
AKOS040734149
[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]

Bioassays (31)

Assay IDTitleYearJournalArticle
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.
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.
AID453026Hepatoprotective activity in ddY mouse peritoneal macrophages assessed as inhibition of LPS-induced nitric oxide production at 100 uM after 20 hrs by Griess method 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.
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.
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.
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.
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.
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.
AID453021Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine/TNFalpha-induced cytotoxicity 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.
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.
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.
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.
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.
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.
AID453023Hepatoprotective activity in ddY mouse peritoneal macrophages assessed as inhibition of LPS-induced nitric oxide production at 3 uM after 20 hrs by Griess method 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.
AID453028Toxicity in ddY mouse peritoneal macrophages after 20 hrs by MTT method2009Bioorganic & 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.
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.
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.
AID453024Hepatoprotective activity in ddY mouse peritoneal macrophages assessed as inhibition of LPS-induced nitric oxide production at 10 uM after 20 hrs by Griess method 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.
AID453025Hepatoprotective activity in ddY mouse peritoneal macrophages assessed as inhibition of LPS-induced nitric oxide production at 30 uM after 20 hrs by Griess method 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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
AID404407Cytotoxicity against mouse 3T3L1 cells at 30 uM2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's7 (63.64)29.6817
2010's2 (18.18)24.3611
2020's2 (18.18)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.93

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 Index21.93 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index5.11 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.93)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (9.09%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]