Name | ursolic acid |
---|---|
Synonyms |
Masterin
URSON Merotaine Neoage UR EINECS 201-034-0 PRUNOL MICROMEROL Ursolicacid Ursolic acid MALOL MFCD00009621 Ursolic |
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]. |
---|---|
Related Catalog | |
References |
Density | 1.1±0.1 g/cm3 |
---|---|
Boiling Point | 556.9±50.0 °C at 760 mmHg |
Melting Point | 292 °C (dec.)(lit.) |
Molecular Formula | C30H48O3 |
Molecular Weight | 456.700 |
Flash Point | 304.7±26.6 °C |
Exact Mass | 456.360352 |
PSA | 57.53000 |
LogP | 9.01 |
Vapour Pressure | 0.0±3.4 mmHg at 25°C |
Index of Refraction | 1.555 |
Storage condition | 2~8°C |
Water Solubility | insoluble |
Hazard Statements | H413 |
---|---|
Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
Hazard Codes | Xi |
Risk Phrases | R36/37/38 |
Safety Phrases | S24/25 |
RIDADR | NONH for all modes of transport |
WGK Germany | - |
RTECS | YU9520000 |
HS Code | 2942000000 |
~75% 77-52-1 |
Literature: Yan, Shiqiang; Ding, Ning; Zhang, Wei; Wang, Peng; Li, Yingxia; Li, Ming Carbohydrate Research, 2012 , vol. 354, p. 6 - 20 |
~71% 77-52-1 |
Literature: Sengupta, Pasupati; Sen, Manju; Das, Saktipada Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 721 - 722 |
~% 77-52-1 |
Literature: Synthetic Communications, , vol. 43, # 1 p. 26 - 33 |
~1% 77-52-1 |
Literature: Meksuriyen, Duangdeun; Nanayakkara, N. P. Dhammika; Phoebe, Charles H.; Cordell, Geoffrey A. Phytochemistry (Elsevier), 1986 , vol. 25, # 7 p. 1685 - 1690 |
~% 77-52-1 |
Literature: Egyptian Journal of Chemistry, , vol. 54, # 1 p. 99 - 113 |
~% 77-52-1 |
Literature: Journal of the Chemical Society, Chemical Communications, , # 14 p. 1141 - 1143 |
Precursor 3 | |
---|---|
DownStream 9 | |
HS Code | 2942000000 |
---|