3-Hydroxy-12-oleanene-23,28-dioic acidCAS# 226562-47-6 |
Quality Control & MSDS
3D structure
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| Cas No. | 226562-47-6 | SDF | Download SDF |
| PubChem ID | 71307355 | Appearance | Powder |
| Formula | C30H46O5 | M.Wt | 486.7 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (6aR,6bS,8aS,12aR,14aR,14bR)-3-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid | ||
| SMILES | CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1)C)C(=O)O)C | ||
| Standard InChIKey | PAIBKVQNJKUVCE-QPHRCCSXSA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
3-Hydroxy-12-oleanene-23,28-dioic acid Dilution Calculator
3-Hydroxy-12-oleanene-23,28-dioic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.0547 mL | 10.2733 mL | 20.5465 mL | 41.0931 mL | 51.3663 mL |
| 5 mM | 0.4109 mL | 2.0547 mL | 4.1093 mL | 8.2186 mL | 10.2733 mL |
| 10 mM | 0.2055 mL | 1.0273 mL | 2.0547 mL | 4.1093 mL | 5.1366 mL |
| 50 mM | 0.0411 mL | 0.2055 mL | 0.4109 mL | 0.8219 mL | 1.0273 mL |
| 100 mM | 0.0205 mL | 0.1027 mL | 0.2055 mL | 0.4109 mL | 0.5137 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Cytotoxic activity of moronic acid and identification of the new triterpene 3,4-seco-olean-18-ene-3,28-dioic acid from Phoradendron reichenbachianum.[Pubmed:11488459]
Planta Med. 2001 Jul;67(5):443-6.
The cytotoxic compound moronic acid (1) and the new tetracyclic triterpene 3,4-seco-olean-18-ene-3,28-dioic acid (2), were isolated from the aerial parts of the medicinal plant Phoradendron reichenbachianum (mistletoe, Loranthaceae) through a bioassay-guided fractionation. In addition, squalene, glycerol trilinoleate, morolic acid, betulonaldehyde, betulinaldehyde, alpha-germanicol, lupeol, beta-sitosterol and beta-sitosteril glucopyranoside, were identified in this plant species. The structures were elucidated on the basis of chemical and spectroscopic evidence.
3beta-hydroxylup-20(29)-ene-27,28-dioic acid dimethyl ester, a novel natural product from Plumbago zeylanica inhibits the proliferation and migration of MDA-MB-231 cells.[Pubmed:20670616]
Chem Biol Interact. 2010 Dec 5;188(3):412-20.
Plumbago zeylanica, a traditional Indian herb is being used for the therapy of rheumatism and has been approved for anti-tumor activity. However, the molecular mechanisms involved in the biological action are not very well understood. In this study, the anti-invasive activities of P. zeylanica methanolic extract (PME) and pure compound 3beta-hydroxylup-20(29)-ene-27,28-dioic acid (PZP) isolated from it are investigated in vitro. PME and PZP were noted to have the ability to induce apoptosis as assessed by flow cytometry. Further, the molecular mechanism of apoptosis induced by PME and PZP was found by the loss of mitochondrial membrane potential with the down regulation of Bcl-2, increased expression of Bad, release of cytochrome c, activation of caspase-3 and cleavage of PARP leading to DNA fragmentation. Importantly, both PME and PZP were observed to suppress MDA-MB-231 cells adhesion to the fibronectin-coated substrate and also inhibited the wound healing migration and invasion of MDA-MB-231 cells through the reconstituted extracellular matrix. Gelatin zymography revealed that PME and PZP decreased the secretion of matrix metalloproteinases-2 (MMP-2) and metalloproteinases-9 (MMP-9). Interestingly both PME and PZP exerted an inhibitory effect on the protein levels of p-PI3K, p-Akt, p-JNK, p-ERK1/2, MMP-2, MMP-9, VEGF and HIF-1alpha that are consistent with the observed anti-metastatic effect. Collectively, these data provide the molecular basis of the anti-proliferative and anti-metastatic effects of PME and PZP.
Inhibitory effects of 3alpha-hydroxy-lup-20(29)-en-23, 28-dioic acid on lipopolysaccharide-induced TNF-alpha, IL-1beta, and the high mobility group box 1 release in macrophages.[Pubmed:28345393]
Biosci Biotechnol Biochem. 2017 Jul;81(7):1305-1313.
We investigated the anti-inflammatory effects of 3alpha-hydroxy-lup-20(29)-en-23, 28-dioic acid (HLEDA)-a lupane-type triterpene isolated from leaves of Acanthopanax gracilistylus W. W.Smith (AGS), as well as the underlying molecular mechanisms in lipopolysaccharide (LPS)-induced RAW264.7 cells. Our results demonstrated that HLEDA concentration-dependently reduced the production of nitric oxide (NO), signi fi cantly suppressed LPS-induced expression of TNF-alpha and IL-1beta at the mRNA and protein levels in RAW264.7 cells. Further analysis revealed that HLEDA could reduce the secretion of High Mobility Group Box 1 (HMGB1). Additionally, the results showed that HLEDA efficiently decreased nuclear factor-kappaB (NF-kappaB) activation by inhibiting the degradation and phosphorylation of IkappaBalpha. These results suggest that HLEDA exerts anti-inflammatory properties in LPS-induced macrophages, possibly through inhibition of the NF-kappaB signaling pathway, which mediates the expression of pro-inflammatory cytokines. These results warrant further studies that would concern candidate therapy for diseases, such as fulminant hepatitis and rheumatology of triterpenoids in AGS.
[Effect of 3-hydroxy-lup-20(29)en-23-28-dioic acid on rat experimental gastric ulcers].[Pubmed:2150356]
Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 1990 Jun;12(3):198-202.
3-hydroxy-lup-20(29) en-23-28-dioic acid (HLEDA) at doses of 50-100 mg/kg was found to be an effective anti-ulcer agent in three rat experimental gastric ulcer models: the indomethacin-induced, pyloric ligation-induced, and absolute alcohol-induced ulcers. Its anti-ulcer activities were similar to those of carbenoxolone. HLEDA was shown to increase the hexosamine levels in gastric juice collected from pylorus ligated stomachs. No influence on gastric secretion and peptic activity was observed. Carbenoxolone was found to significantly inhibit the elimination of Na+ and K+ in rat urine. HLEDA had no effect on the elimination of Na+ and K+.
