Page last updated: 2024-11-12

retrofractamide a

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

Description

retrofractamide A: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID11012859
CHEMBL ID255152
CHEBI ID168909
SCHEMBL ID14025730
MeSH IDM0423850

Synonyms (18)

Synonym
retrofractamide a
(2e,4e,8e)-9-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,4,8-trienamide
CHEBI:168909
CHEMBL255152
retrofractamide-a
BPSWISYORIWKCT-FCGWLDPVSA-N
SCHEMBL14025730
94079-67-1
(2e,4e,8e)-9-(2h-1,3-benzodioxol-5-yl)-n-(2-methylpropyl)nona-2,4,8-trienamide
retrofractamid-a
DTXSID901316243
HY-N12120
CS-0891876
2,4,8-nonatrienamide, 9-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)-, (2e,4e,8e)-
piperlongumine a
2,4,8-nonatrienamide, 9-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)-, (e,e,e)-
VVK45GJ3K5
(2e,4e,8e)-9-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)-2,4,8-nonatrienamide
[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 (42)

Assay IDTitleYearJournalArticle
AID404411Increase in adiponectin mRNA expression in mouse 3T3L1 cells at 10 uM after 4 days by RT-PCR2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
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.
AID765257Cytotoxicity against mouse 3T3L1 cells assessed as cell viability at 3 uM by CCK8 assay relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
AID404414Increase in IRS1 mRNA expression in mouse 3T3L1 cells at 30 uM after 4 days by RT-PCR2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
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.
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.
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.
AID404413Increase in PPARgamma2 mRNA expression in mouse 3T3L1 cells after 4 days by RT-PCR2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
AID609511Inhibition of human recombinant HDAC6 expressed in baculovirus infected insect High5 cells using Boc-Lys(epsilon-acetyl)-AMC as substrate at 20 ug/ml by fluorescence assay2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors.
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.
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.
AID1233715Larvicidal activity against Aedes aegypti2015European journal of medicinal chemistry, Jul-15, Volume: 100Thiosemicarbazones as Aedes aegypti larvicidal.
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.
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.
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.
AID404409Increase in 2-deoxyglucose uptake in mouse 3T3L1 cells at 3 uM by liquid scintillation counter2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis 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.
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.
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.
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.
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.
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.
AID609509Inhibition of human recombinant HDAC1 expressed in baculovirus infected insect High5 cells using Ac-Lys-Tyr-Lys(epsilon-acetyl)-AMC as substrate at 20 ug/ml by fluorescence assay2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors.
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.
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.
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.
AID404412Increase in GLUT4 mRNA expression in mouse 3T3L1 cells after 4 days by RT-PCR2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells.
AID765259Cytotoxicity against mouse 3T3L1 cells assessed as cell viability at 0.3 uM by CCK8 assay relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
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.
AID404408Increase in 2-deoxyglucose uptake in mouse 3T3L1 cells by liquid scintillation counter2008Bioorganic & 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.
AID609510Inhibition of human recombinant HDAC3 expressed in baculovirus infected insect High5 cells using Ac-Lys-Tyr-Lys(epsilon-acetyl)-AMC as substrate at 20 ug/ml by fluorescence assay2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors.
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.
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.
AID765255Cytotoxicity against mouse 3T3L1 cells assessed as cell viability at 30 uM by CCK8 assay relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives 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.
AID609508Cytotoxicity against human HCT116 cells after 24 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors.
AID765258Cytotoxicity against mouse 3T3L1 cells assessed as cell viability at 1 uM by CCK8 assay relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
AID765260Adipogenetic activity in mouse 3T3L1 cells assessed as increase in triglyceride level at 30 uM relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
AID765256Cytotoxicity against mouse 3T3L1 cells assessed as cell viability at 10 uM by CCK8 assay relative to control2013Bioorganic & medicinal chemistry letters, Sep-01, Volume: 23, Issue:17
Adipogenetic effects of retrofractamide A derivatives in 3T3-L1 cells.
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.
AID404410Induction of adiponectin release to medium in mouse 3T3L1 cells at 10 uM by ELISA2008Bioorganic & 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 (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (41.67)29.6817
2010's7 (58.33)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: 11.94

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 Index11.94 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.94)

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%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]