Cat. No.: HY-N1487

Oleanonic acid

(Synonyms: 3-Oxooleanolic acid)

2 Cited Publications

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Based on 2 publication(s) in Google Scholar

Oleanonic acid (3-Oxooleanolic acid) is an orally available triterpene that has anti-inflammatory and insecticidal properties. In vitro, oleanonic acid can improve oxidative stress, autophagy defects, ferroptosis, mitochondrial damage, and endoplasmic reticulum stress induced by Amyloid-β, and in vivo, it can alleviate myocardial hypertrophy in rats.

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Pureté: 99.91%
CAS No.: 17990-42-0
Formule: C₃₀H₄₆O₃
Masse moléculaire:454.68

Stockage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

Oleanonic acid Chemical Structure

CAS No.: 17990-42-0

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Activité biologique
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (2)
Solvant et solubilité
- In Vitro
- In Vivo
Pureté et documentation
Références
Help & FAQs
Classifications
Bioz

Activité biologique

Description

IC₅₀ & Target

HIV-1

Voir tous les produits spécifiques à Isoform HIV :

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	>20 μg/mL Compound: Oleanonic acid	Cytotoxicity against human A549 cells by MTT assay Cytotoxicity against human A549 cells by MTT assay	[PMID: 21106454]
A549	IC₅₀	49.5 μM Compound: 4a	Cytotoxicity against human A549 cells incubated for 72 hrs by MTS assay Cytotoxicity against human A549 cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
A549	IC₅₀	50 μM Compound: 3a	Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]
BJ	IC₅₀	>50 μM Compound: 4a	Cytotoxicity against human BJ cells incubated for 72 hrs by MTS assay Cytotoxicity against human BJ cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
BJ	IC₅₀	>50 μM Compound: 3a	Cytotoxicity against human BJ cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human BJ cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]
Ca9-22	IC₅₀	18.04 μg/mL Compound: Oleanonic acid	Cytotoxicity against human Ca9-22 cells by MTT assay Cytotoxicity against human Ca9-22 cells by MTT assay	[PMID: 21106454]
CCRF-CEM	IC₅₀	15.1 μM Compound: 4a	Cytotoxicity against human CCRF-CEM cells incubated for 72 hrs by MTS assay Cytotoxicity against human CCRF-CEM cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
CCRF-CEM	IC₅₀	9.5 μM Compound: 3a	Cytotoxicity against human CCRF-CEM cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human CCRF-CEM cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]
CEM-DNR	IC₅₀	17 μM Compound: 3a	Cytotoxicity against human CEM-DNR cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human CEM-DNR cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]
H9	EC₅₀	0.11 μg/mL Compound: 27	Cytotoxicity against mock-infected human H9 cells after 4 days Cytotoxicity against mock-infected human H9 cells after 4 days	[PMID: 9748372]
H9	IC₅₀	0.8 μg/mL Compound: 27	Antiviral activity against HIV1 3B in human H9 cells after 4 days by p24 antigen ELISA Antiviral activity against HIV1 3B in human H9 cells after 4 days by p24 antigen ELISA	[PMID: 9748372]
HCT-116	IC₅₀	>50 μM Compound: 4a	Cytotoxicity against p53 knockout human HCT116 cells incubated for 72 hrs by MTS assay Cytotoxicity against p53 knockout human HCT116 cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
HCT-116	IC₅₀	45 μM Compound: 3a	Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]
HCT-116	IC₅₀	45.1 μM Compound: 4a	Cytotoxicity against human HCT116 cells incubated for 72 hrs by MTS assay Cytotoxicity against human HCT116 cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
Hep 3B2	IC₅₀	>20 μg/mL Compound: Oleanonic acid	Cytotoxicity against human Hep3B cells by MTT assay Cytotoxicity against human Hep3B cells by MTT assay	[PMID: 21106454]
HepG2	IC₅₀	>20 μg/mL Compound: Oleanonic acid	Cytotoxicity against human HepG2 cells by MTT assay Cytotoxicity against human HepG2 cells by MTT assay	[PMID: 21106454]
J774.A1	IC₅₀	38.8 μM Compound: 3	Inhibition of LPS-induced NO production in mouse J774A1 cells compound preincubated for 1 hr before LPS treatment by Griess reaction Inhibition of LPS-induced NO production in mouse J774A1 cells compound preincubated for 1 hr before LPS treatment by Griess reaction	[PMID: 25113933]
J774.A1	IC₅₀	87.72 μM Compound: 3	Cytotoxicity against mouse J774A1 cells assessed as cell viability by MTT assay relative to control Cytotoxicity against mouse J774A1 cells assessed as cell viability by MTT assay relative to control	[PMID: 25113933]
K562	IC₅₀	>50 μM Compound: 4a	Cytotoxicity against human K562 cells incubated for 72 hrs by MTS assay Cytotoxicity against human K562 cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
K562	IC₅₀	>50 μM Compound: 3a	Cytotoxicity against human K562 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human K562 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]
MCF7	IC₅₀	>20 μg/mL Compound: Oleanonic acid	Cytotoxicity against human MCF7 cells by MTT assay Cytotoxicity against human MCF7 cells by MTT assay	[PMID: 21106454]
MDA-MB-231	IC₅₀	>20 μg/mL Compound: Oleanonic acid	Cytotoxicity against human MDA-MB-231 cells by MTT assay Cytotoxicity against human MDA-MB-231 cells by MTT assay	[PMID: 21106454]
MRC5	IC₅₀	>50 μM Compound: 4a	Cytotoxicity against human MRC5 cells incubated for 72 hrs by MTS assay Cytotoxicity against human MRC5 cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
MRC5	IC₅₀	>50 μM Compound: 3a	Cytotoxicity against human MRC5 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human MRC5 cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]
RAW264.7	IC₅₀	38.5 μM Compound: 3	Inhibition of LPS-induced NO production in mouse RAW264.7 cells compound preincubated for 1 hr before LPS treatment by Griess reaction Inhibition of LPS-induced NO production in mouse RAW264.7 cells compound preincubated for 1 hr before LPS treatment by Griess reaction	[PMID: 25113933]
RAW264.7	IC₅₀	89.6 μM Compound: 3	Cytotoxicity mouse RAW264.7 cells assessed as cell viability by MTT assay relative to control Cytotoxicity mouse RAW264.7 cells assessed as cell viability by MTT assay relative to control	[PMID: 25113933]
SK-MEL	IC₅₀	31 μM Compound: 19	Compound was tested for its cytotoxicity against human malignant melanoma cell line SK-MEL Compound was tested for its cytotoxicity against human malignant melanoma cell line SK-MEL	[PMID: 10450948]
U2OS	IC₅₀	48.5 μM Compound: 4a	Cytotoxicity against human U2OS cells incubated for 72 hrs by MTS assay Cytotoxicity against human U2OS cells incubated for 72 hrs by MTS assay	[PMID: 31677446]
U2OS	IC₅₀	49 μM Compound: 3a	Cytotoxicity against human U2OS cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay Cytotoxicity against human U2OS cells assessed as reduction in cell viability incubated for 72 hrs by MTS assay	[PMID: 36174412]

In Vitro

Oleanonic acid inhibits HIV-1 infection in PBMCs in vitro, with EC₅₀ values for naturally infected PBMCs and monocytes/macrophages being 22.7 mM, 24.6 mM, and 57.4 mM, respectively. Furthermore, it can inhibit the production of leukotriene B4 by mouse peritoneal leukocytes, with an IC₅₀ of 17 μM^[2].
Oleanonic acid has strong anti-insect activity against Rhipicephalus (Kreyszig) and Amazon ticks, with IC₅₀ values of 18.5 µM and 29.9 µM^[3].
Oleanonic acid (0-45 μM, 24 h) inhibits the increase of NF-κB transcription activity in cardiomyocytes treated with phenylephrine (PE) and reduces the mRNA expression of hypertrophic genes like atrial natriuretic factor (ANF) and brain natriuretic peptide (BNP) in a dose-dependent manner^[4].
Oleanonic acid (15 μM, 24 h) inhibits the phosphorylation of protein kinase Cζ (PKCζ) at the Thr410 site in cardiomyocytes, subsequently reducing NF-κB activation in PE-treated cardiomyocytes^[4].
Oleanonic acid (1-5 μM, 48 h) reduces APP expression in SH-SY5Y cells, lessens damage induced by oxidative stress, repairs autophagy defects, and inhibits ferroptosis^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Real Time qPCR^[4]

Cell Line:

NRCMs
Concentration:

0, 5, 15, 45 μM
Incubation Time:

24 h
Result:

Inhibited NF-κB transcriptional activity and reduced the expression of hypertrophic genes such as Atrial Natriuretic Factor (ANF) and Brain Natriuretic Peptide (BNP).

Western Blot Analysis^[4]

Cell Line:

NRCMs
Concentration:

15 μM
Incubation Time:

24 h
Result:

Inhibited the phosphorylation of the Thr410 site protein kinase PKCζ, and suppressed NF-κB.

Western Blot Analysis^[5]

Cell Line:

SH-SY5Y, SH-SY5Y-APP
Concentration:

1, 2.5, 5 μM
Incubation Time:

48 h
Result:

Reduced APP expression, inhibited mTOR phosphorylation, increased autophagy markers ATG5 and LC3-II, suppressed Nrf2 and HO-1, and restored the levels of GPX4, NCOA, and COX2.

In Vivo

Oleanonic acid (15-45 mg/kg, oral, daily, 8 weeks) inhibits the PKCζ-NF-κB signaling pathway in rats and effectively improves cardiac hypertrophy^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

AAC rats^[4]
Dosage:

15, 45 mg/kg; daily; 8 weeks
Administration:

Oral
Result:

Reduced heart size and visibly decreased the thickness of the left ventricular wall, and in a dose-dependent manner, there was also a reduction in myocardial cell diameter and the heart weight to body weight ratio (HW/BW) under 400x HE staining.

Chemical Information

CAS No. 17990-42-0
Appearance Solid
Masse moléculaire 454.68
Formule C₃₀H₄₆O₃
Color White to off-white
SMILES

CC1(C)C(CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)CC[C@@](C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H])=O
Synonyms

3-Oxooleanolic acid
Structure Classification
- Terpenoids
- Triterpenes
Initial Source
- Plants
- other families
Livraison

Room temperature in continental US; may vary elsewhere.

Stockage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Publications (2)

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Journal Impact Factor

Pharmacol Res

Time-dependent proteomics and drug response in expanding cancer cells. [Abstract]

2024 Jun:204:107208. PMID: 38729587
Vet Microbiol

The Chinese medicine monomer Schisandrin C inhibits PRRSV infection by regulating the OGT-PI3K/AKT/mTOR signaling pathway. [Abstract]

2026 May:316:110992. PMID: 41865607

Solvant et solubilité

In Vitro:

DMSO : 50 mg/mL (109.97 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : ≥ mg/mL

* "≥" means soluble, but saturation unknown.

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

2.1993 mL

10.9967 mL

21.9935 mL

5 mM

0.4399 mL

2.1993 mL

4.3987 mL

10 mM

0.2199 mL

1.0997 mL

2.1993 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Calculateur de molarité

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Calculateur de dilution

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (5.50 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: 2.5 mg/mL (5.50 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (5.50 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Pureté et documentation

Select Batch:

Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (284 KB)
SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
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COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Instruction de manipulation (2659 KB)

Références

[1]. Giner-Larza EM et al.Oleanonic acid, a 3-oxotriterpene from Pistacia, inhibits leukotriene synthesis and has anti-inflammatory activity.Eur J Pharmacol.Sep 28;428(1):137-43.doi:10.1016/S0014-2999(01)01290-0(2001) [Content Brief]

[2]. Fabio Mengoni.Anti-HIV Activity of Oleanolic Acid on Infected Human Mononuclear Cells.Planta Med 68(2): 111-114.DOI: 10.1055/s-2002-20256(2002) [Content Brief]

[3]. Cristiano S. FUNARI, et al. Oleanonic acid from Lippia lupulina (Verbenaceae).shows strong in vitro antileishmanial and antitrypanosomal activity. Acta Amazonica. 46 (4) .Oct-Dec 2016

[4]. Hui Gao, et al. Oleanonic acid ameliorates pressure overload-induced cardiac hypertrophy in rats: The role of PKCζ-NF-κB pathway. Mol Cell Endocrinol. 2018 Jul 15:470:259-268. [Content Brief]

[5]. Liqing Tao, et al. Oleanonic acid ameliorates mutant Aβ precursor protein-induced oxidative stress, autophagy deficits, ferroptosis, mitochondrial damage, and ER stress in vitro. Biochim Biophys Acta Mol Basis Dis. 2024 Dec;1870(8):167459. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	2.1993 mL	10.9967 mL	21.9935 mL	54.9837 mL
	5 mM	0.4399 mL	2.1993 mL	4.3987 mL	10.9967 mL
	10 mM	0.2199 mL	1.0997 mL	2.1993 mL	5.4984 mL
	15 mM	0.1466 mL	0.7331 mL	1.4662 mL	3.6656 mL
	20 mM	0.1100 mL	0.5498 mL	1.0997 mL	2.7492 mL
	25 mM	0.0880 mL	0.4399 mL	0.8797 mL	2.1993 mL
	30 mM	0.0733 mL	0.3666 mL	0.7331 mL	1.8328 mL
	40 mM	0.0550 mL	0.2749 mL	0.5498 mL	1.3746 mL
	50 mM	0.0440 mL	0.2199 mL	0.4399 mL	1.0997 mL
	60 mM	0.0367 mL	0.1833 mL	0.3666 mL	0.9164 mL
	80 mM	0.0275 mL	0.1375 mL	0.2749 mL	0.6873 mL
	100 mM	0.0220 mL	0.1100 mL	0.2199 mL	0.5498 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Keywords

Oleanonic acid

2 Cited Publications

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Publications Citing Use of MedChemExpress (MCE) Oleanonic acid

Voir tous les produits spécifiques à Isoform HIV

Activité biologique

Chemical Information

Publications (2)

Solvant et solubilité

Pureté et documentation

Références

Help & FAQs

Complete Stock Solution Preparation Table

Oleanonic acid Related Classifications

HY-N1487 Related Classifications