Page last updated: 2024-11-12

1-(2-cyano-3,12-dioxooleana-1,9-dien-28-oyl) imidazole

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Cross-References

ID SourceID
PubMed CID9958995
CHEMBL ID1720855
SCHEMBL ID2582911
MeSH IDM0447898

Synonyms (34)

Synonym
smr001566062
CHEMBL1720855
mls002702501 ,
nsc-727038
cddo-im
nsc727038
cddo-imidazolide
1-(2-cyano-3,12,28-trioxooleana-1,9(11)-dien-28-yl)-1h-imidazole
S9723
ksc-241-081-1
KUC109744N
443104-02-7
2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid imidazolide
SCHEMBL2582911
cddo im
(4ar,6ar,6as,6br,8as,12as,14bs)-8a-(imidazole-1-carbonyl)-3,13-diketo-4,4,6a,6b,11,11,14b-heptamethyl-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile
bdbm80086
(4ar,6ar,6as,6br,8as,12as,14bs)-8a-(imidazole-1-carbonyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile
(4ar,6ar,6as,6br,8as,12as,14bs)-8a-imidazol-1-ylcarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-3,13-bis(oxidanylidene)-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile
(4ar,6ar,6as,6br,8as,12as,14bs)-8a-[1-imidazolyl(oxo)methyl]-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile
cddo-im, 1
cid_9958995
HY-15725
DTXSID60433315
(4ar,6as,6br,8as,12as,12br,14bs)-8a-(1h-imidazole-1-carbonyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-2-carbonitrile
E76863
cddo-im; rta 403; tp 235
EX-A2717
MS-29978
tp-235
rta-403
cddo-imidazoliderta-403
rta-403; tp-235; cddo-imidazolide
AC-36686
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (26)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, JmjC domain-containing histone demethylation protein 3AHomo sapiens (human)Potency56.23410.631035.7641100.0000AID504339
Nrf2Homo sapiens (human)Potency0.56380.09208.222223.1093AID624171; AID651593; AID651597
glp-1 receptor, partialHomo sapiens (human)Potency2.51190.01846.806014.1254AID624417
WRNHomo sapiens (human)Potency39.81070.168331.2583100.0000AID651768
GLS proteinHomo sapiens (human)Potency10.00000.35487.935539.8107AID624170
TDP1 proteinHomo sapiens (human)Potency0.61590.000811.382244.6684AID686978; AID686979
Smad3Homo sapiens (human)Potency5.62340.00527.809829.0929AID588855
regulator of G-protein signaling 4Homo sapiens (human)Potency31.62280.531815.435837.6858AID504845
IDH1Homo sapiens (human)Potency4.10950.005210.865235.4813AID686970
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency44.66840.354828.065989.1251AID504847
nuclear factor erythroid 2-related factor 2 isoform 2Homo sapiens (human)Potency5.80480.00419.984825.9290AID504444
flap endonuclease 1Homo sapiens (human)Potency89.12510.133725.412989.1251AID588795
serine/threonine-protein kinase PLK1Homo sapiens (human)Potency1.68340.168316.404067.0158AID720504
DNA polymerase eta isoform 1Homo sapiens (human)Potency3.54810.100028.9256213.3130AID588591
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency14.12540.050127.073689.1251AID588590
gemininHomo sapiens (human)Potency0.58440.004611.374133.4983AID624296; AID624297
DNA dC->dU-editing enzyme APOBEC-3G isoform 1Homo sapiens (human)Potency3.54810.058010.694926.6086AID602310
Rap guanine nucleotide exchange factor 3Homo sapiens (human)Potency56.23416.309660.2008112.2020AID720709
Glycoprotein hormones alpha chainHomo sapiens (human)Potency0.31624.46688.344810.0000AID624291
[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)
Chain A, RNA-directed RNA polymerase NS5Dengue virus 2 16681-PDK53IC50 (µMol)38.19002.370054.1398100.0000AID588689
fatty acid synthaseHomo sapiens (human)IC50 (µMol)2.31000.16605.647218.2000AID624326; AID624327
C-C chemokine receptor type 6Homo sapiens (human)IC50 (µMol)11.500011.500014.300017.1000AID504728
rac GTPase-activating protein 1 isoform aHomo sapiens (human)IC50 (µMol)20.75007.390057.8904301.2400AID624330
Ghrelin O-acyltransferaseHomo sapiens (human)IC50 (µMol)38.00006.00007.50008.0000AID1639664; AID1802486
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
NAD(P)H dehydrogenase [quinone] 1Mus musculus (house mouse)CD0.00170.00020.23892.6500AID589398; AID591193
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (37)

Processvia Protein(s)Taxonomy
angiogenesisRap guanine nucleotide exchange factor 3Homo sapiens (human)
adaptive immune responseRap guanine nucleotide exchange factor 3Homo sapiens (human)
signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayRap guanine nucleotide exchange factor 3Homo sapiens (human)
associative learningRap guanine nucleotide exchange factor 3Homo sapiens (human)
Rap protein signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of actin cytoskeleton organizationRap guanine nucleotide exchange factor 3Homo sapiens (human)
negative regulation of syncytium formation by plasma membrane fusionRap guanine nucleotide exchange factor 3Homo sapiens (human)
intracellular signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of GTPase activityRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of angiogenesisRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of angiogenesisRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of protein export from nucleusRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of stress fiber assemblyRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of phosphatidylinositol 3-kinase/protein kinase B signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
positive regulation of syncytium formation by plasma membrane fusionRap guanine nucleotide exchange factor 3Homo sapiens (human)
establishment of endothelial barrierRap guanine nucleotide exchange factor 3Homo sapiens (human)
cellular response to cAMPRap guanine nucleotide exchange factor 3Homo sapiens (human)
Ras protein signal transductionRap guanine nucleotide exchange factor 3Homo sapiens (human)
regulation of insulin secretionRap guanine nucleotide exchange factor 3Homo sapiens (human)
G protein-coupled receptor signaling pathwayGlycoprotein hormones alpha chainHomo sapiens (human)
positive regulation of cell population proliferationGlycoprotein hormones alpha chainHomo sapiens (human)
hormone-mediated signaling pathwayGlycoprotein hormones alpha chainHomo sapiens (human)
regulation of signaling receptor activityGlycoprotein hormones alpha chainHomo sapiens (human)
positive regulation of steroid biosynthetic processGlycoprotein hormones alpha chainHomo sapiens (human)
positive regulation of cell migrationGlycoprotein hormones alpha chainHomo sapiens (human)
thyroid gland developmentGlycoprotein hormones alpha chainHomo sapiens (human)
luteinizing hormone secretionGlycoprotein hormones alpha chainHomo sapiens (human)
organ growthGlycoprotein hormones alpha chainHomo sapiens (human)
follicle-stimulating hormone signaling pathwayGlycoprotein hormones alpha chainHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIGlycoprotein hormones alpha chainHomo sapiens (human)
negative regulation of organ growthGlycoprotein hormones alpha chainHomo sapiens (human)
follicle-stimulating hormone secretionGlycoprotein hormones alpha chainHomo sapiens (human)
thyroid hormone generationGlycoprotein hormones alpha chainHomo sapiens (human)
peptide hormone processingGhrelin O-acyltransferaseHomo sapiens (human)
peptidyl-serine octanoylationGhrelin O-acyltransferaseHomo sapiens (human)
lipid modificationGhrelin O-acyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
guanyl-nucleotide exchange factor activityRap guanine nucleotide exchange factor 3Homo sapiens (human)
protein bindingRap guanine nucleotide exchange factor 3Homo sapiens (human)
protein domain specific bindingRap guanine nucleotide exchange factor 3Homo sapiens (human)
cAMP bindingRap guanine nucleotide exchange factor 3Homo sapiens (human)
hormone activityGlycoprotein hormones alpha chainHomo sapiens (human)
protein bindingGlycoprotein hormones alpha chainHomo sapiens (human)
follicle-stimulating hormone activityGlycoprotein hormones alpha chainHomo sapiens (human)
O-acyltransferase activityGhrelin O-acyltransferaseHomo sapiens (human)
acyltransferase activity, transferring groups other than amino-acyl groupsGhrelin O-acyltransferaseHomo sapiens (human)
serine O-acyltransferase activityGhrelin O-acyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
plasma membraneRap guanine nucleotide exchange factor 3Homo sapiens (human)
cortical actin cytoskeletonRap guanine nucleotide exchange factor 3Homo sapiens (human)
plasma membraneRap guanine nucleotide exchange factor 3Homo sapiens (human)
microvillusRap guanine nucleotide exchange factor 3Homo sapiens (human)
endomembrane systemRap guanine nucleotide exchange factor 3Homo sapiens (human)
membraneRap guanine nucleotide exchange factor 3Homo sapiens (human)
lamellipodiumRap guanine nucleotide exchange factor 3Homo sapiens (human)
filopodiumRap guanine nucleotide exchange factor 3Homo sapiens (human)
extracellular exosomeRap guanine nucleotide exchange factor 3Homo sapiens (human)
extracellular regionGlycoprotein hormones alpha chainHomo sapiens (human)
extracellular spaceGlycoprotein hormones alpha chainHomo sapiens (human)
Golgi lumenGlycoprotein hormones alpha chainHomo sapiens (human)
follicle-stimulating hormone complexGlycoprotein hormones alpha chainHomo sapiens (human)
pituitary gonadotropin complexGlycoprotein hormones alpha chainHomo sapiens (human)
extracellular spaceGlycoprotein hormones alpha chainHomo sapiens (human)
endoplasmic reticulumGhrelin O-acyltransferaseHomo sapiens (human)
endoplasmic reticulum membraneGhrelin O-acyltransferaseHomo sapiens (human)
endoplasmic reticulum membraneGhrelin O-acyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (40)

Assay IDTitleYearJournalArticle
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.
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.
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.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID589398Induction of NQO1 activity in in mouse Hepa-1c1c7 cells after 48 hrs2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
AID281329Induction of HO1 in CD1 mouse liver at at 1 umol, po after 6 hrs2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Novel tricyclic compounds having acetylene groups at C-8a and cyano enones in rings A and C: highly potent anti-inflammatory and cytoprotective agents.
AID589397Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of IFN-gamma induced NO production after 24 hrs by Griess reaction2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
AID281330Induction of HO1 in CD1 mouse stomach at 1 umol, po after 6 hrs2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Novel tricyclic compounds having acetylene groups at C-8a and cyano enones in rings A and C: highly potent anti-inflammatory and cytoprotective agents.
AID1357234Inhibition of Keap1/Nrf2 interaction in human HaCaT cells assessed as increase in NQO1 protein expression at 10 uM incubated for 6 hrs by immunoblot assay2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Replacement of a Naphthalene Scaffold in Kelch-like ECH-Associated Protein 1 (KEAP1)/Nuclear Factor (Erythroid-derived 2)-like 2 (NRF2) Inhibitors.
AID281328Inhibition of interferon gamma-stimulated NO production in RAW 264.7 cells after 24 hrs2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Novel tricyclic compounds having acetylene groups at C-8a and cyano enones in rings A and C: highly potent anti-inflammatory and cytoprotective agents.
AID589477Toxicity in F344 rat assessed as effect on body weight at 0.3 to 60 umol administered via gavage2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
AID1228975Antiproliferative activity against human WPMY-1 cells after 72 hrs by CCK8 assay2015Journal of medicinal chemistry, Jun-11, Volume: 58, Issue:11
Synthesis and Biological Evaluation of Novel Olean-28,13β-lactams as Potential Antiprostate Cancer Agents.
AID1357236Inhibition of Keap1/Nrf2 interaction in human HaCaT cells assessed as increase in NRF2 protein expression at 10 uM incubated for 24 hrs by immunoblot assay2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Replacement of a Naphthalene Scaffold in Kelch-like ECH-Associated Protein 1 (KEAP1)/Nuclear Factor (Erythroid-derived 2)-like 2 (NRF2) Inhibitors.
AID1228973Antiproliferative activity against human BxPC3 cells after 72 hrs by CCK8 assay2015Journal of medicinal chemistry, Jun-11, Volume: 58, Issue:11
Synthesis and Biological Evaluation of Novel Olean-28,13β-lactams as Potential Antiprostate Cancer Agents.
AID1228972Antiproliferative activity against human H460 cells after 72 hrs by CCK8 assay2015Journal of medicinal chemistry, Jun-11, Volume: 58, Issue:11
Synthesis and Biological Evaluation of Novel Olean-28,13β-lactams as Potential Antiprostate Cancer Agents.
AID589416Toxicity in F344 rat assessed as growth rate at 0.3 to 60 umol administered via gavage2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
AID140447Inhibitory activity against production of nitric oxide induced by interferon gamma in mouse macrophages2002Bioorganic & medicinal chemistry letters, Apr-08, Volume: 12, Issue:7
A novel dicyanotriterpenoid, 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-onitrile, active at picomolar concentrations for inhibition of nitric oxide production.
AID589405Induction of HO-1 expression in CD-1 mouse liver at 1 umol administered via gavage measured after 6 hrs by Western blotting2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
AID1228971Antiproliferative activity against human DU145 cells after 72 hrs by CCK8 assay2015Journal of medicinal chemistry, Jun-11, Volume: 58, Issue:11
Synthesis and Biological Evaluation of Novel Olean-28,13β-lactams as Potential Antiprostate Cancer Agents.
AID591192Inhibition of NO production in INFgamma-stimulated mouse RAW264.7 cells measured after 24 hrs by Griess reaction method2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Synthesis and biological evaluation of 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-4-ethynylimidazole. A novel and highly potent anti-inflammatory and cytoprotective agent.
AID591195Stability of the compound at 4 degC2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Synthesis and biological evaluation of 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-4-ethynylimidazole. A novel and highly potent anti-inflammatory and cytoprotective agent.
AID1357235Inhibition of Keap1/Nrf2 interaction in human HaCaT cells assessed as increase in NQO1 protein expression at 10 uM incubated for 24 hrs by immunoblot assay2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Replacement of a Naphthalene Scaffold in Kelch-like ECH-Associated Protein 1 (KEAP1)/Nuclear Factor (Erythroid-derived 2)-like 2 (NRF2) Inhibitors.
AID1357237Inhibition of Keap1/Nrf2 interaction in human HaCaT cells assessed as increase in GCLM protein expression at 10 uM incubated for 24 hrs by immunoblot assay2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Replacement of a Naphthalene Scaffold in Kelch-like ECH-Associated Protein 1 (KEAP1)/Nuclear Factor (Erythroid-derived 2)-like 2 (NRF2) Inhibitors.
AID589410Antitumor activity against aflatoxin B1-induced tumorigenesis in F344 rat liver assessed as reduction in tumor burden at 10 umol/kg administered via gavage relative to control2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
AID589406Induction of HO-1 expression in CD-1 mouse stomach at 1 umol administered via gavage measured after 6 hrs by Western blotting2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
AID1728767Anti-necroptotic activity in mouse L929 cells assessed as inhibition of TNFalpha/Z-VAD-fmk (TZ)-induced necroptosis by measuring increase in cell viability measured after 12 hrs by celltiter-glo luminescent cell viability assay2021European journal of medicinal chemistry, Feb-15, Volume: 212Discovery of bardoxolone derivatives as novel orally active necroptosis inhibitors.
AID591194Induction of HO1 activity in mouse RAW264.7 cells at 30 to 100 nM after 16 hrs2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Synthesis and biological evaluation of 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-4-ethynylimidazole. A novel and highly potent anti-inflammatory and cytoprotective agent.
AID1228974Antiproliferative activity against human Bel7404 cells after 72 hrs by CCK8 assay2015Journal of medicinal chemistry, Jun-11, Volume: 58, Issue:11
Synthesis and Biological Evaluation of Novel Olean-28,13β-lactams as Potential Antiprostate Cancer Agents.
AID1728762Anti-necroptotic activity in human HT-29 cells assessed as inhibition of TNFalpha/SM-164/Z-VAD-fmk (TSZ)-induced necroptosis by measuring increase in cell viability measured after 12 hrs by celltiter-glo luminescent cell viability assay2021European journal of medicinal chemistry, Feb-15, Volume: 212Discovery of bardoxolone derivatives as novel orally active necroptosis inhibitors.
AID591193Induction of NQO1 activity in mouse Hepa-1c1c7 cells assessed as concentration require to double the specific enzyme activity after 48 hrs2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
Synthesis and biological evaluation of 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-4-ethynylimidazole. A novel and highly potent anti-inflammatory and cytoprotective agent.
AID1357233Inhibition of Keap1/Nrf2 interaction in human HaCaT cells assessed as increase in NRF2 protein expression at 10 uM incubated for 6 hrs by immunoblot assay2018Journal of medicinal chemistry, 09-13, Volume: 61, Issue:17
Replacement of a Naphthalene Scaffold in Kelch-like ECH-Associated Protein 1 (KEAP1)/Nuclear Factor (Erythroid-derived 2)-like 2 (NRF2) Inhibitors.
AID1424315Anti-inflammatory activity in mouse RAW264.7 cells assessed as inhibition of nitric oxide production2017European journal of medicinal chemistry, Dec-15, Volume: 142Oleanane-, ursane-, and quinone methide friedelane-type triterpenoid derivatives: Recent advances in cancer treatment.
AID1802486GOAT Activity Assay from Article 10.1021/acs.biochem.6b01008: \\Synthetic Triterpenoid Inhibition of Human Ghrelin O-Acyltransferase: The Involvement of a Functionally Required Cysteine Provides Mechanistic Insight into Ghrelin Acylation.\\2017Biochemistry, 02-21, Volume: 56, Issue:7
Synthetic Triterpenoid Inhibition of Human Ghrelin O-Acyltransferase: The Involvement of a Functionally Required Cysteine Provides Mechanistic Insight into Ghrelin Acylation.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (23.08)29.6817
2010's8 (61.54)24.3611
2020's2 (15.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.97

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 Index11.97 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.61 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.97)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (7.69%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (92.31%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]