Name | oleanolic acid |
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Synonyms |
oleanoic acid
Oleanol CARYOPHYLLIN Oleanic acid 3-beta-Hydroxyolean-12-en-28-oic acid Oleanolicacid Taraligenin Guagenin Araligenin Oleanolic Acid Hydrate MoMorgenin MFCD00064914 Taragenin Gledigeni Oleanolic Oleanolic Acid EINECS 208-081-6 |
Description | Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities. |
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Related Catalog | |
Target |
Human Endogenous Metabolite |
In Vitro | Oleanolic acid (OA) suppresses the proliferation of lung cancer cells in both dose- and time-dependent manners, along with an increase in miR-122 abundance. CCNG1 and MEF2D, two putative miR-122 targets, are found to be downregulated by OA treatment [1]. OA induces autophagy in normal tissue-derived cells without cytotoxicity. OA-induced autophagy is shown to decrease the proliferation of KRAS-transformed normal cells and to impair their invasion and anchorage-independent growth[2]. |
In Vivo | Mouse model experiments also demonstrat that OA suppresses the growth of KRAS-transformed breast epithelial cell MCF10A-derived tumor xenograft by inducing autophagy [2]. Activation of MAPK pathways, including p-38 MAPK, JNK and ERK, is triggered by OA in both a dose and time-dependent fashion in all the tested cancer cells. OA induces p38 MAPK activation promoted mitochondrial translocation of Bax and Bim, and inhibits Bcl-2 function by enhancing their phosphorylation. OA can induce reactive oxygen species (ROS)-dependent ASK1 activation, and this event is indispensable for p38 MAPK-dependent apoptosis in cancer cells[3].It is also proved that p38 MAPK knockdown A549 tumors are resistant to the growth-inhibitory effect of OA[3]. In OA-treated EAM mice the number of Treg cells and the production of IL-10 and IL-35 are markedly increased, while proinflammatory and profibrotic cytokines are significantly reduced[4]. |
References |
Density | 1.1±0.1 g/cm3 |
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Boiling Point | 553.5±50.0 °C at 760 mmHg |
Melting Point | >300 °C(lit.) |
Molecular Formula | C30H48O3 |
Molecular Weight | 456.700 |
Flash Point | 302.6±26.6 °C |
Exact Mass | 456.360352 |
PSA | 57.53000 |
LogP | 9.06 |
Vapour Pressure | 0.0±3.4 mmHg at 25°C |
Index of Refraction | 1.557 |
Storage condition | 2-8°C |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
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Hazard Codes | Xi:Irritant |
Risk Phrases | R36/37/38 |
Safety Phrases | S26-S36 |
RIDADR | NONH for all modes of transport |
WGK Germany | 2 |
RTECS | RK0177965 |
HS Code | 2918199090 |
Precursor 5 | |
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DownStream 10 | |
HS Code | 2918199090 |
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Summary | 2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0% |