1. Materials information
Names
Name | ursolic acid |
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Synonym | More Synonyms |
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Ursolic Acid Biological Activity
Description | Ursolic acid(Bungeolic acid) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. IC50 value:Target:in vitro: UA induced phosphorylation of AMP-activated protein kinase alpha (AMPKα) and suppressed the protein expression of DNA methyltransferase 1 (DNMT1) in the dose-dependent manner [1]. The combination of ursolic acid (0.5 μM) and leucine (10 μM) proved to be the most effective in promoting myogenic differentiation. The combination of ursolic acid and leucine significantly increased CK activity than treatment with either agent alone. The level of myosin heavy chain, a myogenic differentiation marker protein, was also enhanced by the combination of ursolic acid and leucine [2]. Ursolic acid efficiently induced apoptosis, possibly via the downregulation of B-cell lymphoma 2 (Bcl-2), the upregulation of Bcl-2-associated X protein and the proteolytic activation of caspase-3. Furthermore, the activation of p38 mitogen-activated protein kinase and c-Jun N-terminal kinase was increased by the administration of ursolic acid. In addition, ursolic acid significantly suppressed the invasive phenotype of the SNU-484 cells and significantly decreased the expression of matrix metalloproteinase (MMP)-2 [3]. ursolic acid (UA) potently induces the apoptosis of gastric cancer SGC-7901 cells. Further mechanistic studies revealed that the ROCK1/PTEN signaling pathway plays a critical role in UA-mediated mitochondrial translocation of cofilin-1 and apoptosis [4].in vivo: UA treatment markedly improved the survival of septic rats, and attenuated CLP-induced lung injury, including reduction of lung wet/dry weight ratio, infiltration of leukocytes and proteins, myeloperoxidase activity, and malondialdehyde content. In addition, UA significantly decreased the serum levels of tumor necrosis factor-α, interleukin-6, and interleukin-1β, inhibited the expression of inducible nitric oxide synthase and cyclooxygenase-2 in the lung, which are involved in the productions of nitric oxide and prostaglandin E2 [5]. |
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Related Catalog | Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Terpenoids and Glycosides Research Areas >> Cancer |
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References | [1]. Yie Y, et al. Ursolic acid inhibited growth of hepatocellular carcinoma HepG2 cells through AMPKα-mediated reduction of DNA methyltransferase 1. Mol Cell Biochem. 2014 Dec 30. [2]. Kim M, et al. The combination of ursolic acid and leucine potentiates the differentiation of C2C12 murine myoblasts through the mTOR signaling pathway. Int J Mol Med. 2015 Mar;35(3):755-62. [3]. Kim ES, et al. Ursolic acid inhibits the invasive phenotype of SNU-484 human gastric cancer cells. Oncol Lett. 2015 Feb;9(2):897-902. [4]. Li R, et al. Ursolic Acid Promotes Apoptosis of SGC-7901 Gastric Cancer Cells through ROCK/PTEN Mediated Mitochondrial Translocation of Cofilin-1. Asian Pac J Cancer Prev. 2014;15(22):9593-7. [5]. Hu Z, et al. Ursolic acid improves survival and attenuates lung injury in septic rats induced by cecal ligation and puncture. J Surg Res. 2014 Oct 22. pii: S0022-4804(14)00967-6. |
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Chemical & Physical Properties
Density | 1.1±0.1 g/cm3 |
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Boiling Point | 556.9±50.0 °C at 760 mmHg |
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Melting Point | 292 °C (dec.)(lit.) |
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Molecular Formula | C30H48O3 |
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Molecular Weight | 456.700 |
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Flash Point | 304.7±26.6 °C |
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Exact Mass | 456.360352 |
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PSA | 57.53000 |
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LogP | 9.01 |
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Vapour Pressure | 0.0±3.4 mmHg at 25°C |
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Index of Refraction | 1.555 |
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Storage condition | 2~8°C |
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Water Solubility | insoluble |
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MSDS
Ursolic Acid MSDS(Chinese) |
Safety Information
Hazard Statements | H413 |
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Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
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Hazard Codes | Xi |
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Risk Phrases | R36/37/38 |
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Safety Phrases | S24/25 |
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RIDADR | NONH for all modes of transport |
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WGK Germany | - |
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RTECS | YU9520000 |
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HS Code | 2942000000 |
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Precursor & DownStream
Precursor 3 |
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CAS#:1198208-27-3 3'-methyl-2'-bu... CAS#:28288-99-5 3-O-β-D-glucopy... CAS#:127-09-3 Sodium acetate
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DownStream 9 | Previous 1/3 Next |
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CAS#:4547-24-4 Corosolic acid CAS#:508-02-1 Oleanic acid CAS#:1724-17-0 Methyl oleanolate CAS#:582-16-1 2,7-Dimethylnap...
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2. Packaging of materials
For powders: normal is 25kgs/Drum or bag, or larger/smaller package as request.
For liquids: normal 25kgs/drum, 180-300kgs/bucket, or IBC, determined by the nature of the product.
Or smaller package 1kg/bottle, 10kgs/bottle as request.
3. Shipping & Delivery
Provide door to door service
Suitable for goods under 50kg
Delivery: 3-7 days
Cost: low cost
Provide airport to airport service
Suitable for goods over 50kg
Delivery: 3-14 days
Cost: high cost
Provide seaport to seaport service
Suitable for goods over 100kg
Delivery: 2-45 days
Cost: low cost
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