Page last updated: 2024-12-08

oleanolic acid 3-acetate

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Description

oleanolic acid 3-acetate: from Gardenia jasminoides; RN given for (3beta)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID151202
CHEMBL ID486822
SCHEMBL ID828971
MeSH IDM0149405

Synonyms (25)

Synonym
olean-12-en-28-oic acid, 3-(acetyloxy)-, (3beta)-
oleanolic acid 3-acetate
(4as,6ar,6as,6br,8ar,10s,12ar,14bs)-10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
3-o-acetyloleanolic acid
(4as,6ar,6as,6br,8ar,10s,12ar,14bs)-10-acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
CHEMBL486822
acetyl oleanolic acid
bdbm50102741
4339-72-4
AKOS016036262
SCHEMBL828971
AC-34649
3beta-acetoxyolean-12-en-28-acid
BS-16825
mfcd09752429
(4as,6as,6br,8ar,10s,12ar,12br,14bs)-10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2h)-carboxylic acid
3-?o-?acetyloleanolic acid
CS-0023022
HY-N2618
C75167
3-(acetyloxy)olean-12-en-28-oic acid
DTXSID20963002
3--cetyloleanolic acid
A872702
3-o-acetyloleanolic acid; 3beta-3-acetoxyolean-12-en-28-oic acid
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)IC50 (µMol)21.50000.00053.49849.7600AID1166644
Protease Human immunodeficiency virus 1IC50 (µMol)102.00000.00000.81769.8500AID1075595; AID436490
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
positive regulation of JUN kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
actin cytoskeleton organizationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of endocytosisTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of vascular endothelial growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulum unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of intracellular protein transportTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cellular response to unfolded proteinTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
platelet-derived growth factor receptor-beta signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor recyclingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of MAP kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of type I interferon-mediated signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
growth hormone receptor signaling pathway via JAK-STATTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of protein tyrosine kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of ERK1 and ERK2 cascadeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of hepatocyte growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of endoplasmic reticulum stress-induced intrinsic apoptotic signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of PERK-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylation involved in inactivation of protein kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of receptor catabolic processTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
RNA bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
zinc ion bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
enzyme bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
receptor tyrosine kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cadherin bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
ephrin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein phosphatase 2A bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
non-membrane spanning protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
plasma membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial matrixTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytosolTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial cristaTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endosome lumenTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
sorting endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmic side of endoplasmic reticulum membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein-containing complexTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (68)

Assay IDTitleYearJournalArticle
AID376069Antibacterial activity against Porphyromonas gingivalis after 48 hrs by microtiter plate method1999Journal of natural products, Oct, Volume: 62, Issue:10
Activity of triterpenoid glycosides from the root bark of Mussaenda macrophylla against two oral pathogens.
AID1187413Inhibition of LPS-induced IL1-beta release in mouse RAW264.7 cells compound preincubated at 20 ug/ml for 1 hr before LPS treatment measured after 6 to 12 hrs by sandwich immunoassay2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID338356Cytotoxicity against human Raji cells assessed as cell viability at 1000 mol ratio after 48 hrs relative to TPA
AID1617461Antiproliferative activity against human MDA-MB-231 cells incubated for 72 hrs by SRB assay2019Journal of natural products, 11-22, Volume: 82, Issue:11
Discovery of an Oleanolic Acid/Hederagenin-Nitric Oxide Donor Hybrid as an EGFR Tyrosine Kinase Inhibitor for Non-Small-Cell Lung Cancer.
AID1310455Cytotoxicity against human HepG2 cells assessed as growth inhibition after 72 hrs by MTT assay2016European journal of medicinal chemistry, Aug-08, Volume: 118Semi-synthesis and antiproliferative evaluation of PEGylated pentacyclic triterpenes.
AID1187407Inhibition of LPS-induced NO production in mouse RAW264.7 cells compound preincubated for 1 hr before LPS treatment by Griess reaction2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1187408Inhibition of LPS-induced NO production in mouse J774A1 cells compound preincubated for 1 hr before LPS treatment by Griess reaction2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID338353Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as early antigen activation at 10 mol ratio after 48 hrs relative to TPA
AID1166643Inhibition of purified human GST-tagged PTP-1B assessed as reversibility of enzyme activity using p-nitrophenylphosphate as substrate at 10 times IC50 after 1 hr incubation followed by 250 fold dilution by spectrophotometry2014European journal of medicinal chemistry, Nov-24, Volume: 87Synthesis of oleanolic acid derivatives: In vitro, in vivo and in silico studies for PTP-1B inhibition.
AID1075591Induction of apoptosis in mouse B16F10 cells assessed as early apoptotic cells at IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 3.9 +/- 0.4%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1187412Inhibition of LPS-induced TNF-alpha release in mouse J774A1 cells compound preincubated at 20 ug/ml for 1 hr before LPS treatment measured after 6 to 12 hrs by sandwich immunoassay2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID1075590Induction of apoptosis in mouse B16F10 cells assessed as early apoptotic cells at 2 X IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 3.9 +/- 0.4%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1371010Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced superoxide anion generation by measuring superoxide dismutase SOD-inhibitable ferricytochrome c reduction incubated for 5 mins before fMLP/CB stimulation for 3 mins 2017Journal of natural products, 04-28, Volume: 80, Issue:4
Chemical Constituents and Anti-inflammatory Principles from the Fruits of Forsythia suspensa.
AID338352Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as early antigen activation at 100 mol ratio after 48 hrs relative to TPA
AID1156800Anticancer activity against human HepG2 cells assessed as cell viability after 48 hrs by MTT assay2014European journal of medicinal chemistry, Aug-18, Volume: 83Prediction of anti-tumor chemical probes of a traditional Chinese medicine formula by HPLC fingerprinting combined with molecular docking.
AID338355Cytotoxicity against human Raji cells assessed as cell viability at 5000 mol ratio after 48 hrs relative to TPA
AID1310456Potency index, ratio of oleanolic acid IC50 to compound IC50 for mouse B16F10 cells2016European journal of medicinal chemistry, Aug-08, Volume: 118Semi-synthesis and antiproliferative evaluation of PEGylated pentacyclic triterpenes.
AID1075586Induction of apoptosis in mouse B16F10 cells assessed as total apoptotic cells at 2 X IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 13.7 +/- 2.7%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID338358Cytotoxicity against human Raji cells assessed as cell viability at 10 mol ratio after 48 hrs relative to TPA
AID398030Spasmolytic activity in rabbit jejunum assessed as inhibition of K+-induced muscle contraction at 1 mg/mL after 30 mins2002Journal of natural products, Dec, Volume: 65, Issue:12
Structure and spasmolytic activity of eucalyptanoic acid from Eucalyptus camaldulensis var. obtusa and synthesis of its active derivative from oleanolic acid.
AID398029Spasmolytic activity in rabbit jejunum assessed as inhibition of calcium influx-mediated spontaneous muscle contraction at 1 mg/mL after 30 mins2002Journal of natural products, Dec, Volume: 65, Issue:12
Structure and spasmolytic activity of eucalyptanoic acid from Eucalyptus camaldulensis var. obtusa and synthesis of its active derivative from oleanolic acid.
AID266475Inhibition of rabbit muscle GPa2006Bioorganic & medicinal chemistry letters, Jun-01, Volume: 16, Issue:11
Pentacyclic triterpenes. Part 3: Synthesis and biological evaluation of oleanolic acid derivatives as novel inhibitors of glycogen phosphorylase.
AID379564Antihyperglycemic activity in Streptozotocin-induced diabetic Wistar rat assessed as decrease in blood glucose level at 31 mg/kg, po after 7 hrs2006Journal of natural products, Dec, Volume: 69, Issue:12
Antihyperglycemic activity and chemical constituents of Eysenhardtia platycarpa.
AID1075588Induction of apoptosis in mouse B16F10 cells assessed as late apoptotic cells at 2 X IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 9.8 +/- 2.2%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1075584Induction of apoptosis in mouse B16F10 cells assessed as necrotic cells at 2 X IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 4.0 +/- 0.6%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID436490Inhibition of HIV1 protease2009European journal of medicinal chemistry, Oct, Volume: 44, Issue:10
Synthesis and evaluation of A-seco type triterpenoids for anti-HIV-1protease activity.
AID1075583Induction of ROS generation in mouse B16F10 cells at IC50 to 2 X IC50 after 72 hrs by rhodamine123/propidium iodide staining-based FACS analysis2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1310454Cytotoxicity against human HT-29 cells assessed as growth inhibition after 72 hrs by MTT assay2016European journal of medicinal chemistry, Aug-08, Volume: 118Semi-synthesis and antiproliferative evaluation of PEGylated pentacyclic triterpenes.
AID1166645Inhibition of TC-PTP (unknown origin) using p-nitrophenylphosphate as substrate by spectrophotometry2014European journal of medicinal chemistry, Nov-24, Volume: 87Synthesis of oleanolic acid derivatives: In vitro, in vivo and in silico studies for PTP-1B inhibition.
AID1617460Antiproliferative activity against human A549 cells harbouring wild type EGFR incubated for 72 hrs by SRB assay2019Journal of natural products, 11-22, Volume: 82, Issue:11
Discovery of an Oleanolic Acid/Hederagenin-Nitric Oxide Donor Hybrid as an EGFR Tyrosine Kinase Inhibitor for Non-Small-Cell Lung Cancer.
AID1500873Inhibition of recombinant human CETP at 10 uM using fluorescent cholesteryl containing HDL after 3 hrs by fluorescence assay2017European journal of medicinal chemistry, Oct-20, Volume: 139Discovery of pentacyclic triterpene 3β-ester derivatives as a new class of cholesterol ester transfer protein inhibitors.
AID201654Compound was tested for its cytotoxicity against human malignant melanoma cell line SK-MEL; NA = Not active1999Bioorganic & medicinal chemistry letters, Jul-19, Volume: 9, Issue:14
Synthesis and evaluation of potential complement inhibitory semisynthetic analogs of oleanolic acid.
AID1075592Induction of apoptosis in mouse B16F10 cells assessed as normal cells at IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 77.9 +/- 1.5%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1166642Inhibition of purified human GST-tagged PTP-1B using p-nitrophenylphosphate as substrate at 50 uM by spectrophotometry2014European journal of medicinal chemistry, Nov-24, Volume: 87Synthesis of oleanolic acid derivatives: In vitro, in vivo and in silico studies for PTP-1B inhibition.
AID232989The compound was tested for its apoptotic activity; no DNA migration observed1999Bioorganic & medicinal chemistry letters, Jul-19, Volume: 9, Issue:14
Synthesis and evaluation of potential complement inhibitory semisynthetic analogs of oleanolic acid.
AID1371011Anti-inflammatory activity in human neutrophils assessed as inhibition of fMLP/CB-induced elastase release pre-incubated for 5 mins before fMLP/CB stimulation using MeO-Suc-Ala-Ala-Pro-Val-pnitroanilide as substrate2017Journal of natural products, 04-28, Volume: 80, Issue:4
Chemical Constituents and Anti-inflammatory Principles from the Fruits of Forsythia suspensa.
AID1166644Inhibition of purified human GST-tagged PTP-1B using p-nitrophenylphosphate as substrate by spectrophotometry2014European journal of medicinal chemistry, Nov-24, Volume: 87Synthesis of oleanolic acid derivatives: In vitro, in vivo and in silico studies for PTP-1B inhibition.
AID338350Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as early antigen activation at 5000 mol ratio after 48 hrs relative to TPA
AID338357Cytotoxicity against human Raji cells assessed as cell viability at 100 mol ratio after 48 hrs relative to TPA
AID1075594Induction of apoptosis in mouse B16F10 cells assessed as normal cells at 2 X IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 77.9 +/- 1.5%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1617464Antiproliferative activity against human MCF7 cells incubated for 72 hrs by SRB assay2019Journal of natural products, 11-22, Volume: 82, Issue:11
Discovery of an Oleanolic Acid/Hederagenin-Nitric Oxide Donor Hybrid as an EGFR Tyrosine Kinase Inhibitor for Non-Small-Cell Lung Cancer.
AID338351Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as early antigen activation at 1000 mol ratio after 48 hrs relative to TPA
AID1310453Cytotoxicity against mouse B16F10 cells assessed as growth inhibition after 72 hrs by MTT assay2016European journal of medicinal chemistry, Aug-08, Volume: 118Semi-synthesis and antiproliferative evaluation of PEGylated pentacyclic triterpenes.
AID224273Percent inhibition of nitric oxide production induced by IFN-uM concentration2000Journal of medicinal chemistry, May-04, Volume: 43, Issue:9
Novel synthetic oleanane and ursane triterpenoids with various enone functionalities in ring A as inhibitors of nitric oxide production in mouse macrophages.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1310460Potency index, ratio of oleanolic acid IC50 to compound IC50 for human HepG2 cells2016European journal of medicinal chemistry, Aug-08, Volume: 118Semi-synthesis and antiproliferative evaluation of PEGylated pentacyclic triterpenes.
AID1617463Antiproliferative activity against human KB-VIN10 cells incubated for 72 hrs by SRB assay2019Journal of natural products, 11-22, Volume: 82, Issue:11
Discovery of an Oleanolic Acid/Hederagenin-Nitric Oxide Donor Hybrid as an EGFR Tyrosine Kinase Inhibitor for Non-Small-Cell Lung Cancer.
AID1156795Retention time of the compound by chromatography2014European journal of medicinal chemistry, Aug-18, Volume: 83Prediction of anti-tumor chemical probes of a traditional Chinese medicine formula by HPLC fingerprinting combined with molecular docking.
AID1674253Neuroprotective activity against amyloid beta (1 to 42 residues)-induced cell death in mouse HT22 cells assessed as increase in cell viability at 1 uM after 24 hrs by MTT assay (Rvb = 51.2%)2020Journal of natural products, 07-24, Volume: 83, Issue:7
Neuroprotective Effects of Triterpenoids from
AID1075587Induction of apoptosis in mouse B16F10 cells assessed as total apoptotic cells at IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 13.7 +/- 2.7%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1187409Cytotoxicity mouse RAW264.7 cells assessed as cell viability by MTT assay relative to control2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID1075593Cytotoxicity against mouse B16F10 cells after 72 hrs by MTT assay2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1500868Inhibition of recombinant human CETP after 3 hrs using fluorescent cholesteryl containing HDL after 3 hrs by fluorescence assay2017European journal of medicinal chemistry, Oct-20, Volume: 139Discovery of pentacyclic triterpene 3β-ester derivatives as a new class of cholesterol ester transfer protein inhibitors.
AID1187411Inhibition of LPS-induced TNF-alpha release in mouse RAW264.7 cells compound preincubated at 20 ug/ml for 1 hr before LPS treatment measured after 6 to 12 hrs by sandwich immunoassay2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID1075585Induction of apoptosis in mouse B16F10 cells assessed as necrotic cells at IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 4.0 +/- 0.6%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1187414Inhibition of LPS-induced IL1-beta release in mouse J774A1 cells compound preincubated at 20 ug/ml for 1 hr before LPS treatment measured after 6 to 12 hrs by sandwich immunoassay2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID1617462Antiproliferative activity against human KB cells incubated for 72 hrs by SRB assay2019Journal of natural products, 11-22, Volume: 82, Issue:11
Discovery of an Oleanolic Acid/Hederagenin-Nitric Oxide Donor Hybrid as an EGFR Tyrosine Kinase Inhibitor for Non-Small-Cell Lung Cancer.
AID1187410Cytotoxicity against mouse J774A1 cells assessed as cell viability by MTT assay relative to control2014Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17
Oleanolic acid analogs as NO, TNF-α and IL-1β inhibitors: synthesis, biological evaluation and docking studies.
AID338354Inhibition of EBV-early antigen activation in human Raji cells assessed as early antigen activation at 1 uM ratio after 48 hrs
AID750462Antiviral activity against pseudo HCV infected in human 293T cells assessed as inhibition of HCV pseudo particles entry at 10 uM after 72 hrs by luciferase reporter gene assay2013Journal of medicinal chemistry, Jun-13, Volume: 56, Issue:11
Development of oleanane-type triterpenes as a new class of HCV entry inhibitors.
AID1604321Antiparasitic activity against Toxoplasma gondii2019European journal of medicinal chemistry, Dec-01, Volume: 183Recent progress on anti-Toxoplasma drugs discovery: Design, synthesis and screening.
AID376070Antibacterial activity against Streptococcus mutans after 48 hrs by microtiter plate method1999Journal of natural products, Oct, Volume: 62, Issue:10
Activity of triterpenoid glycosides from the root bark of Mussaenda macrophylla against two oral pathogens.
AID1075589Induction of apoptosis in mouse B16F10 cells assessed as late apoptotic cells at IC50 after 72 hrs by annexin V-FITC/propidium iodide staining-based FACS analysis (Rvb = 9.8 +/- 2.2%)2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID90586The compound was tested in vitro for its inhibition of the classical pathway activation of human complement; Not active1999Bioorganic & medicinal chemistry letters, Jul-19, Volume: 9, Issue:14
Synthesis and evaluation of potential complement inhibitory semisynthetic analogs of oleanolic acid.
AID1075595Inhibition of HIV1 recombinant protease expressed in Escherichia coli using Abz-Ala-Arg-Val-Nle-Tyr(NO2)-Glu-Ala-Nle-NH2 as substrate by FRET assay2014European journal of medicinal chemistry, Mar-03, Volume: 74Semi-synthesis of acylated triterpenes from olive-oil industry wastes for the development of anticancer and anti-HIV agents.
AID1310458Potency index, ratio of oleanolic acid IC50 to compound IC50 for human HT-29 cells2016European journal of medicinal chemistry, Aug-08, Volume: 118Semi-synthesis and antiproliferative evaluation of PEGylated pentacyclic triterpenes.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (35)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (2.86)18.7374
1990's3 (8.57)18.2507
2000's7 (20.00)29.6817
2010's21 (60.00)24.3611
2020's3 (8.57)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.74

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 Index11.74 (24.57)
Research Supply Index3.61 (2.92)
Research Growth Index5.35 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.74)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (5.56%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other34 (94.44%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]