Compounds > dehydropipernonaline
Page last updated: 2024-11-11

dehydropipernonaline

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

Description

dehydropipernonaline: coronary vasodilator from Piper longum L; structure given 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 longumspecies[no description available]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 CID6439947
CHEMBL ID483708
CHEBI ID174566
MeSH IDM0147720

Synonyms (18)

Synonym
(2e,4e,8e)-9-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylnona-2,4,8-trien-1-one
CHEBI:174566
107584-38-3
dehydropipernonaline
CHEMBL483708
dehydropipernoline
piperidine, 1-(9-(1,3-benzodioxol-5-yl)-1-oxo-2,4,8-nonatrienyl)-, (e,e,e)-
n-(9-(3,4-methylenedioxyphenyl)-2,4,8-nonatrienoyl)piperidine
piperidine, 1-[9-(1,3-benzodioxol-5-yl)-1-oxo-2,4,8-nonatrienyl]-, (e,e,e)-
KAYVDASZRFLFRZ-PQECNABGSA-N
(2e,4e,8e)-9-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)nona-2,4,8-trien-1-one
2,4,8-nonatrien-1-one, 9-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2e,4e,8e)-
piperidine, 1-[(2e,4e,8e)-9-(1,3-benzodioxol-5-yl)-1-oxo-2,4,8-nonatrienyl]-
(2e,4e,8e)-9-(2h-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,4,8-trien-1-one
bdbm50479136
9-(3,4-methylenedioxy)-2,4,8-nonatrienoic acid piperidide
DTXSID401315333
AKOS040736372
[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 (20)

Assay IDTitleYearJournalArticle
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.
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.
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.
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.
AID765263Adipogenetic activity in mouse 3T3L1 cells assessed as increase in triglyceride level at 0.3 uM relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
AID765262Adipogenetic activity in mouse 3T3L1 cells assessed as increase in triglyceride level at 3 uM relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
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.
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.
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.
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.
AID765264Adipogenetic activity in mouse 3T3L1 cells assessed as increase in triglyceride level at 1 uM relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
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.
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.
AID765261Adipogenetic activity in mouse 3T3L1 cells assessed as increase in triglyceride level at 10 uM relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
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.
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.
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.
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.
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.
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 (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (16.67)18.7374
1990's0 (0.00)18.2507
2000's4 (66.67)29.6817
2010's1 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.12

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 Index12.12 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.06 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.12)

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
troglitazone
Troglitazone: A chroman and thiazolidinedione derivative that acts as a PEROXISOME PROLIFERATOR-ACTIVATED RECEPTORS (PPAR) agonist. It was formerly used in the treatment of TYPE 2 DIABETES MELLITUS, but has been withdrawn due to hepatotoxicity.		2.4620chromanes;
thiazolidinone		anticoagulant;
anticonvulsant;
antineoplastic agent;
antioxidant;
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
hypoglycemic agent;
platelet aggregation inhibitor;
vasodilator agent
piperonal
piperonal: has been used as a pediculicide; structure. piperonal : An arenecarbaldehyde that is 1,3-benzodioxole substituted by a formyl substituent at position 5. It has been isolated from Piper nigrum.		2.0510arenecarbaldehyde;
benzodioxoles		fragrance;
insect repellent;
plant metabolite
lovastatin
Lovastatin: A fungal metabolite isolated from cultures of Aspergillus terreus. The compound is a potent anticholesteremic agent. It inhibits 3-hydroxy-3-methylglutaryl coenzyme A reductase (HYDROXYMETHYLGLUTARYL COA REDUCTASES), which is the rate-limiting enzyme in cholesterol biosynthesis. It also stimulates the production of low-density lipoprotein receptors in the liver.. lovastatin : A fatty acid ester that is mevastatin carrying an additional methyl group on the carbobicyclic skeleton. It is used in as an anticholesteremic drug and has been found in fungal species such as Aspergillus terreus and Pleurotus ostreatus (oyster mushroom).		2.0410delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		anticholesteremic drug;
antineoplastic agent;
Aspergillus metabolite;
prodrug
piperine
piperine : A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.		2.4520benzodioxoles;
N-acylpiperidine;
piperidine alkaloid;
tertiary carboxamide		food component;
human blood serum metabolite;
NF-kappaB inhibitor;
plant metabolite
silybin
[no description available]		2.0510
caffeic acid phenethyl ester
phenethyl caffeate : An alkyl caffeate ester in which 2-phenylethyl is the alkyl component.		2.0510alkyl caffeate esteranti-inflammatory agent;
antibacterial agent;
antineoplastic agent;
antioxidant;
antiviral agent;
immunomodulator;
metabolite;
neuroprotective agent
cholesteryl oleate
cholesteryl oleate: RN given refers to ((Z)-isomer). cholesteryl oleate : The (Z)-stereoisomer of cholesteryl octadec-9-enoate.		2.0310CE(18:1);
cholesteryl octadec-9-enoate		mouse metabolite
pellitorine
pellitorine: consists of piper sylvaticum Roxb.; structure		2.9640fatty amidemetabolite
Piperanine
[no description available]		2.4520benzodioxoles
piperlonguminine
piperlonguminine: from Piper longum; structure in first source		2.4520benzodioxoles
Pipercide
[no description available]		2.4520benzodioxoles
guineensine
guineensine: an Acyl-CoA: cholesterol acyltransferase inhibitor, from the fruits of Piper longum; structure in first sourc		2.7330benzodioxoles
(2E,4E)-N-isobutyl-2,4-dodecadienamide
[no description available]		2.4520fatty amidemetabolite
pipernonaline
pipernonaline: derived from long pepper, Piper longum; structure in first source		2.7330benzodioxoles
retrofractamide a
retrofractamide A: structure in first source		2.9640benzodioxoles
4,5-dihydropiperlonguminine
4,5-dihydropiperlonguminine: in insecticide isolated from Piper tuberculatum; structure in first source		2.0510benzodioxoles
Retrofractamide C
[no description available]		2.7330benzodioxoles
piperidines
Piperidines: A family of hexahydropyridines.		2.3920
ConditionIndicatedRelationship StrengthStudiesTrials