Compounds > (2E,4E)-N-isobutyl-2,4-dodecadienamide
Page last updated: 2024-12-11

(2E,4E)-N-isobutyl-2,4-dodecadienamide

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

(2E,4E)-N-isobutyl-2,4-dodecadienamide is a synthetic compound with the chemical formula C16H29NO. It's a long-chain amide with two double bonds in the carbon chain, located at the second and fourth positions, and an isobutyl group attached to the nitrogen atom.

**Why is it important for research?**

This compound is particularly interesting for research due to its potential biological activities and its connection to natural products.

Here are some reasons why it's gaining attention in research:

* **Insect repellent:** The structure of (2E,4E)-N-isobutyl-2,4-dodecadienamide resembles that of natural insect repellents like the pheromone component of certain moths. This similarity makes it a potential candidate for developing new, effective insect repellents.
* **Antibacterial activity:** Some studies have shown that this compound exhibits antibacterial activity against certain bacteria, potentially making it a promising lead for the development of new antimicrobial agents.
* **Anti-inflammatory properties:** The presence of the amide group suggests potential anti-inflammatory activity, as amides are known to have such properties. Further research is needed to confirm this activity and its potential applications.
* **Model for understanding natural product biosynthesis:** The compound's structure and functional groups are similar to those found in several naturally occurring bioactive compounds. Studying this synthetic molecule can shed light on the biosynthesis pathways of these natural products and their potential applications.

**Current research focuses on:**

* **Synthesizing and optimizing the compound:** Researchers are exploring different synthetic approaches to efficiently produce this compound and its analogues with improved properties.
* **Investigating its biological activity:** Studies are underway to determine the specific mechanisms of action and the efficacy of this compound against various targets, including insects, bacteria, and inflammatory pathways.
* **Exploring potential applications:** Researchers are looking at the potential of this compound in various fields, such as agriculture (insect control), medicine (antibacterial and anti-inflammatory therapies), and cosmetics (skin care).

Overall, (2E,4E)-N-isobutyl-2,4-dodecadienamide represents a promising candidate for various applications due to its structural similarity to natural products and its potential biological activities. More research is needed to fully understand its properties and potential benefits.

Cross-References

ID SourceID
PubMed CID6443006
CHEMBL ID426912
CHEBI ID70101
SCHEMBL ID2262688

Synonyms (29)

Synonym
(2e,4e)-n-(2-methylpropyl)dodeca-2,4-dienamide
dodeca-2e,4e-dienoic acid isobutylamide
CHEMBL426912 ,
chebi:70101 ,
n-isobutyl-(2e,4e-dodeca-2,4-dienamide
bdbm50212599
n-isobutyl-(2e,4e)-dodecadienamide
n-isobutyldodeca-trans-2,4-dienamide
2,4-dodecadienamide, n-(2-methylpropyl)-, (2e,4e)-
5f4wo3bvs9 ,
dodecatetraenoic acid isobutylamide, (2e,4e)-
24738-51-0
unii-5f4wo3bvs9
SCHEMBL2262688
n-isobutyl-(2e,4e)-dodeca-2,4-dienamide
(2e,4e)-n-isobutyldodeca-2,4-dienamide
(2e,4e)-n-(2-methylpropyl)-2,4-dodecadienamide
2,4-(e,e)-dodecadienoylisobutylamide
kalecide
(e,e)-n-isobutyl-2,4-dodecadienamide
2,4-dodecadienamide, n-(2-methylpropyl)-, (e,e)-
BBRMJCAPNGJKEM-AQASXUMVSA-N
2,4-dodecadienamide, n-isobutyl-, (e,e)-
(2e,4e)-dodecatetraenoic acid isobutylamide
Q27138440
DTXSID801346924
dodeca-2(e),4(e)-dienoic acid isobutylamide(p)
2,4-dodecadienoic acid isobutylamide
AKOS040735216
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Drug Classes (1)

ClassDescription
fatty amideA monocarboxylic acid amide derived from a fatty acid.
[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 (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cannabinoid receptor 1Rattus norvegicus (Norway rat)Ki1.94000.00020.566510.0000AID1625164
Cannabinoid receptor 1Homo sapiens (human)Ki1.94000.00010.50779.6000AID1625164
Cannabinoid receptor 2 Homo sapiens (human)Ki0.05600.00000.415610.0000AID1625165; AID288647
Cannabinoid receptor 2Mus musculus (house mouse)Ki0.06000.00020.07970.7943AID1625165
Mu-type opioid receptorCavia porcellus (domestic guinea pig)Ki0.05200.00000.27869.0000AID288647
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (39)

Processvia Protein(s)Taxonomy
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (39)

Assay IDTitleYearJournalArticle
AID424808Apparent cytotoxicity against MEF at 100 uM2009Journal of natural products, May-22, Volume: 72, Issue:5
Activation of PPARgamma by metabolites from the flowers of purple coneflower (Echinacea purpurea).
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.
AID1625165Displacement of [3H]-CP55940 from recombinant human CB2 receptor expressed in HEK293 cell membranes after 90 mins by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID1625164Displacement of [3H]-CP55940 from recombinant human CB1 receptor expressed in HEK293-EBNA cell membranes after 90 mins by scintillation counting method2019Journal of natural products, 03-22, Volume: 82, Issue:3
Plant-Based Modulators of Endocannabinoid Signaling.
AID288647Displacement of [3H]CP-55940 from CB2 receptor expressed in HEK cells2007Journal of natural products, Jun, Volume: 70, Issue:6
Self-assembling cannabinomimetics: supramolecular structures of N-alkyl amides.
AID424812Induction of adipocytes differentiation in mouse 3T3L1 cells treated after 48 hrs postconfluence measured after 8 days using MDI protocol2009Journal of natural products, May-22, Volume: 72, Issue:5
Activation of PPARgamma by metabolites from the flowers of purple coneflower (Echinacea purpurea).
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.
AID1238445Inhibition of LPS-induced TNFalpha production in mouse RAW264.7 cells at 100 uM incubated for 18 hrs by ELISA method2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Synthesis and biological evaluation of a series of fatty acid amides from Echinacea.
AID1238444Effect on TNFalpha production in mouse RAW264.7 cells at 100 uM incubated for 18 hrs by ELISA method2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Synthesis and biological evaluation of a series of fatty acid amides from Echinacea.
AID1238446Cytotoxicity against mouse RAW264.7 cells at 100 uM incubated for 18 hrs by LDH release assay2015Bioorganic & medicinal chemistry letters, Aug-15, Volume: 25, Issue:16
Synthesis and biological evaluation of a series of fatty acid amides from Echinacea.
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.
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.
AID780567Selectivity ratio of Ki for cannabinoid CB1 receptor in CD1 mouse brain membranes to Ki for cannabinoid CB2 receptor in CD1 mouse spleen membranes2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
N-Alkyl dien- and trienamides from the roots of Otanthus maritimus with binding affinity for opioid and cannabinoid receptors.
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.
AID780566Displacement of [3H]DAMGO from mu opioid receptor in CD1 mouse brain membranes after 1 hr by liquid scintillation counting2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
N-Alkyl dien- and trienamides from the roots of Otanthus maritimus with binding affinity for opioid and cannabinoid receptors.
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.
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.
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.
AID424807Agonist activity at human PPARgamma ligand binding domain expressed in MEF cells co-transfected with Gal4-responsive luciferase vector assessed as photinus/renilla luciferase activity at 80 uM by transactivation assay relative to control2009Journal of natural products, May-22, Volume: 72, Issue:5
Activation of PPARgamma by metabolites from the flowers of purple coneflower (Echinacea purpurea).
AID316618Inhibition of D-galactosamine/TNFalpha-induced cell death in ddY mouse hepatocytes at 1 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.
AID780564Selectivity ratio of Ki for delta opioid receptor in CD1 mouse brain membranes to Ki for mu opioid receptor in CD1 mouse brain membranes2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
N-Alkyl dien- and trienamides from the roots of Otanthus maritimus with binding affinity for opioid and cannabinoid receptors.
AID288646Displacement of [3H]CP-55940 from CB2 receptor expressed in HEK cells at 10 to 80 nM2007Journal of natural products, Jun, Volume: 70, Issue:6
Self-assembling cannabinomimetics: supramolecular structures of N-alkyl amides.
AID453017Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine/TNFalpha-induced cytotoxicity at 1 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.
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.
AID402003Toxicity in mouse RAW264.7 cells by MTT assay2005Journal of natural products, May, Volume: 68, Issue:5
Macrophage activating effects of new alkamides from the roots of Echinacea species.
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.
AID780565Displacement of [3H]DPDPE from delta opioid receptor in CD1 mouse brain membranes after 1 hr by liquid scintillation counting2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
N-Alkyl dien- and trienamides from the roots of Otanthus maritimus with binding affinity for opioid and cannabinoid receptors.
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.
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.
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.
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.
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.
AID402002Inhibition of LPS-stimulated NO production in mouse RAW264.7 cells2005Journal of natural products, May, Volume: 68, Issue:5
Macrophage activating effects of new alkamides from the roots of Echinacea species.
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.
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.
AID424811Induction of adipocytes differentiation in mouse 3T3L1 cells treated after 48 hrs postconfluence measured after 8 days using DEX protocol2009Journal of natural products, May-22, Volume: 72, Issue:5
Activation of PPARgamma by metabolites from the flowers of purple coneflower (Echinacea purpurea).
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.
AID780569Displacement of [3H]-CP-55940 from cannabinoid CB1 receptor in CD1 mouse brain membranes after 1 hr by liquid scintillation counting2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
N-Alkyl dien- and trienamides from the roots of Otanthus maritimus with binding affinity for opioid and cannabinoid receptors.
AID780568Displacement of [3H]-CP-55940 from cannabinoid CB2 receptor in CD1 mouse spleen membranes after 1 hr by liquid scintillation counting2013Bioorganic & medicinal chemistry, Nov-15, Volume: 21, Issue:22
N-Alkyl dien- and trienamides from the roots of Otanthus maritimus with binding affinity for opioid and cannabinoid receptors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's6 (66.67)29.6817
2010's3 (33.33)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: 12.07

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 Index12.07 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (11.11%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (88.89%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
cannabinol
Cannabinol: A physiologically inactive constituent of Cannabis sativa L.		3.3110dibenzopyran
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.		2.0410chromanes;
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.		2.4520arenecarbaldehyde;
benzodioxoles		fragrance;
insect repellent;
plant metabolite
cannabichromene
[no description available]		3.31101-benzopyran
epigallocatechin gallate
epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis). (-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.		3.3110flavans;
gallate ester;
polyphenol		antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
gallocatechol
(-)-epigallocatechin : A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.		3.3110catechin;
flavan-3,3',4',5,5',7-hexol		antioxidant;
food component;
plant metabolite
(6ar-trans)-isomer of tetrahydrocannabivarin 9
[no description available]		3.3110
delta(9)-tetrahydrocannabinolic acid
Delta(9)-tetrahydrocannabinolic acid : A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.		3.3110benzochromene;
diterpenoid;
hydroxy monocarboxylic acid;
phytocannabinoid;
polyketide		anti-inflammatory agent;
biomarker;
metabolite;
neuroprotective agent
epicatechin gallate
epicatechin gallate: a steroid 5alpha-reductase inhibitor; RN given refers to the (cis)-isomer; structure given in first source; isolated from green tea. (-)-epicatechin-3-O-gallate : A gallate ester obtained by formal condensation of the carboxy group of gallic acid with the (3R)-hydroxy group of epicatechin. A natural product found in Parapiptadenia rigida.		3.3110catechin;
gallate ester;
polyphenol		EC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
cannabidiolic acid
cannabidiolic acid: structure. cannabidiolic acid : A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a 3-p-mentha-1,8-dien-3-yl (limonene) group.		3.3110dihydroxybenzoic acid;
phytocannabinoid;
polyketide;
resorcinols
palmitoleic acid
hexadecenoate : A long-chain unsaturated fatty acid anion that is the conjugate base of hexadecenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.		2.0510hexadec-9-enoic acidalgal metabolite;
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
Escherichia coli metabolite;
human blood serum metabolite
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.		2.7330benzodioxoles;
N-acylpiperidine;
piperidine alkaloid;
tertiary carboxamide		food component;
human blood serum metabolite;
NF-kappaB inhibitor;
plant metabolite
cannabidiol
Cannabidiol: Compound isolated from Cannabis sativa extract.. cannabidiol : An cannabinoid that is cyclohexene which is substituted by a methyl group at position 1, a 2,6-dihydroxy-4-pentylphenyl group at position 3, and a prop-1-en-2-yl group at position 4.		3.3110olefinic compound;
phytocannabinoid;
resorcinols		antimicrobial agent;
plant metabolite
silybin
[no description available]		2.0510
n-isobutyl-decanamide
N-isobutyl-decanamide: structure in first source		2.1110
linoleic acid
Linoleic Acid: A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed). linoleic acid : An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry.		2.0510octadecadienoic acid;
omega-6 fatty acid		algal metabolite;
Daphnia galeata metabolite;
plant metabolite
alpha-linolenic acid
linolenic acid : A two-membered subclass of octadecatrienoic acid comprising the (9Z,12Z,15Z)- and (6Z,9Z,12Z)-isomers. Linolenic acids are nutrients essential to the formation of prostaglandins and are also used in making paints and synthetic resins.. linolenate : A polyunsaturated fatty acid anion obtained by deprotonation of the carboxy group of either alpha- or gamma-linolenic acid.		2.0510linolenic acid;
omega-3 fatty acid		micronutrient;
mouse metabolite;
nutraceutical
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
cannabigerol
cannabigerol: RN given refers to (E)-isomer; structure given in first source. cannabigerol : A member of the class of resorcinols that is resorcinol which is substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group at position 2 and by a pentyl group at position 5. It is a natural product found in Cannabis sativa and Helichrysum species.		3.3110phytocannabinoid;
resorcinols		anti-inflammatory agent;
antibacterial agent;
antioxidant;
appetite enhancer;
cannabinoid receptor agonist;
neuroprotective agent;
plant metabolite
pellitorine
pellitorine: consists of piper sylvaticum Roxb.; structure		2.7330fatty amidemetabolite
Piperanine
[no description available]		2.7330benzodioxoles
piperlonguminine
piperlonguminine: from Piper longum; structure in first source		2.7330benzodioxoles
Pipercide
[no description available]		2.7330benzodioxoles
morphine chloride
morphine hydrochloride : The hydrochloride salt of morphine.		2.0810hydrochloride
dehydropipernonaline
dehydropipernonaline: coronary vasodilator from Piper longum L; structure given in first source		2.4520benzodioxoles
guineensine
guineensine: an Acyl-CoA: cholesterol acyltransferase inhibitor, from the fruits of Piper longum; structure in first sourc		4.0840benzodioxoles
cannabigerolic acid
cannabigerolic acid: structure in first source. cannabigerolic acid : A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a geranyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant.		3.3110dihydroxybenzoic acid;
diterpenoid;
phytocannabinoid;
polyketide;
resorcinols
pipernonaline
pipernonaline: derived from long pepper, Piper longum; structure in first source		2.7330benzodioxoles
retrofractamide a
retrofractamide A: structure in first source		2.7330benzodioxoles
cannabidivarin
cannabidivarin: from Cannabis sativa		3.3110monoterpenoid
4,5-dihydropiperlonguminine
4,5-dihydropiperlonguminine: in insecticide isolated from Piper tuberculatum; structure in first source		2.4520benzodioxoles
Retrofractamide C
[no description available]		2.7330benzodioxoles
ConditionIndicatedRelationship StrengthStudiesTrials
Liver Dysfunction
[description not available]		02.0410
Liver Diseases
Pathological processes of the LIVER.		02.0410
Diabetes Mellitus, Adult-Onset
[description not available]		02.0510
Insulin Sensitivity
[description not available]		02.0510
Diabetes Mellitus, Type 2
A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.		02.0510
Insulin Resistance
Diminished effectiveness of INSULIN in lowering blood sugar levels: requiring the use of 200 units or more of insulin per day to prevent HYPERGLYCEMIA or KETOSIS.		02.0510