Methyl oleanonate
Based on 1 Customer Validation
Methyl oleanonate is a natural triterpene PPARγ agonist isolated from the species of Pistacia lentiscus var. Chia. Methyl oleanonate is a modified oleanolic acid derivative with anti-cancer effects.
For research use only. We do not sell to patients.
- Purity: 99.93%
- CAS No.: 1721-58-0
- Formula: C31H48O3
- Molecular Weight:468.71
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
|
PPARγ |
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| 518A2 | EC50 |
4.11 μM
Compound: 9
|
Cytotoxicity against human 518A2 cells assessed as cell survival after 96 hrs by SRB assay
Cytotoxicity against human 518A2 cells assessed as cell survival after 96 hrs by SRB assay
|
[PMID: 26177446] |
| HeLa | IC50 |
>100 μM
Compound: 3
|
Cytotoxicity against human HeLa cells after 48 hrs by MTT assay
Cytotoxicity against human HeLa cells after 48 hrs by MTT assay
|
[PMID: 24487188] |
| HT-29 | EC50 |
4.47 μM
Compound: 9
|
Cytotoxicity against human HT-29 cells assessed as cell survival after 96 hrs by SRB assay
Cytotoxicity against human HT-29 cells assessed as cell survival after 96 hrs by SRB assay
|
[PMID: 26177446] |
| HT-29 | IC50 |
>100 μM
Compound: 3
|
Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
|
[PMID: 24487188] |
| J774.A1 | IC50 |
33.5 μM
Compound: 4
|
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 |
82.47 μM
Compound: 4
|
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] |
| MCF7 | EC50 |
5.44 μM
Compound: 9
|
Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by SRB assay
Cytotoxicity against human MCF7 cells assessed as cell survival after 96 hrs by SRB assay
|
[PMID: 26177446] |
| MCF7 | IC50 |
78.7 μM
Compound: 3
|
Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay
Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay
|
[PMID: 24487188] |
| MDA-MB-231 | IC50 |
>100 μM
Compound: 3
|
Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay
Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay
|
[PMID: 24487188] |
| MDA-MB-453 | IC50 |
>100 μM
Compound: 3
|
Cytotoxicity against human MDA-MB-453 cells after 48 hrs by MTT assay
Cytotoxicity against human MDA-MB-453 cells after 48 hrs by MTT assay
|
[PMID: 24487188] |
| ME-180 | IC50 |
>100 μM
Compound: 3
|
Cytotoxicity against human ME180 cells after 48 hrs by MTT assay
Cytotoxicity against human ME180 cells after 48 hrs by MTT assay
|
[PMID: 24487188] |
| PC-3 | IC50 |
>100 μM
Compound: 3
|
Cytotoxicity against human PC3 cells after 48 hrs by MTT assay
Cytotoxicity against human PC3 cells after 48 hrs by MTT assay
|
[PMID: 24487188] |
| RAW264.7 | IC50 |
31.7 μM
Compound: 4
|
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 |
79.3 μM
Compound: 4
|
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] |
Chemical Information
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CAS No. 1721-58-0
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Appearance Solid
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Molecular Weight 468.71
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Formula C31H48O3
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Color White to off-white
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SMILES
CC1(C)C(CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)CC[C@@](C(OC)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H])=O
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Synonyms
3-Oxoolean-12-en-28-oic acid methyl ester
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : 2.5 mg/mL (5.33 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (274 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Rasmus K Petersen, et al. Pharmacophore-driven identification of PPARγ agonists from natural sources. J Comput Aided Mol Des. 2011 Feb;25(2):107-16. [Content Brief]
[2]. Barbara Bednarczyk-Cwynar, et al. Anticancer effect of A-ring or/and C-ring modified oleanolic acid derivatives on KB, MCF-7 and HeLa cell lines. Org Biomol Chem. 2012 Mar 21;10(11):2201-5 [Content Brief]
Complete Stock Solution Preparation Table
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, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.1335 mL | 10.6676 mL | 21.3352 mL | 53.3379 mL |
| 5 mM | 0.4267 mL | 2.1335 mL | 4.2670 mL | 10.6676 mL |