Model: | - |
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Brand: | ZSpharmac |
Origin: | - |
Category: | Chemicals / Chemical Waste / Cosmetics Chemicals |
Label: | - |
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Min. Order: | 1 pc |
Last Online:20 Oct, 2021 |
Product Name: | Oleanolic acid |
CAS: | 508-02-1 |
MF: | C30H48O3 |
MW: | 456.7 |
EINECS: | 208-081-6 |
Product Categories: | Cosmetic raw materials; plant extracts |
Description | Oleanolic acid or oleanic acid is a naturally occurring pentacyclic triterpenoid with the formula of C30H48O3. It was found in the non-glyceride fraction of olive pomace oil and is widely distributed in food and plants where it exists as a free acid or as an aglycone precursor for triterpenoid saponins, in which it can be linked to one or more sugar chains. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. Oleanolic acid and its derivatives possess several promising pharmacological activities, such as hepatoprotective effects, and anti-inflammatory, antioxidant, or anticancer activities. |
Uses | A triterpenoid known for its anti-inflammatory properties, is commonly present in several medicinal plants. Inhibits secretory phospholipase A2. |
Uses | A triterpenoid known for its anti-inflammatory properties, is commonly present in several medicinal plants. |
Indications | It is included in the Pharmacopoeia of the People’s Republic of China (Part 2, volume 3), the British Pharmacopoeia (2017), and the European Pharmacopoeia (8.7th ed.). It is mainly used for the adjuvant treatment of acute infectious icteric hepatitis and acute and chronic hepatitis. It also can be utilized in psoriasis, rheumatoid arthritis, nephritic edema, ascites, stomach with turbid, metrorrhagia, bruises, carbuncle, soreness and weakness of the waist and knees, fetal irritability and so on. |
Definition | ChEBI: A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. |
General Description | Oleanolic acid is a hydroxyl pentacyclic triterpenoic acid (HPTA), which exhibits antibacterial, antitumor and antileishmanial activity. |
Biochem/physiol Actions | Triterpenoid isolated from medicinal plants. Antitumor and hepatoprotective agent. Oleanolic acid has therapeutic potential for neurodegenerative diseases. |
Pharmacology | Liver protection: Pretreatment of 100?mg/kg once a day for 3?days can protect the liver and decrease the activity of enzymes. It achieves by increasing the amount of metallothioneins and liver glucoside transferases to prevent glutathione emptying, to inhibit several subtypes of P450 oxidase, and to prevent combination with toxic substances.
Antimicrobial and antiviral effect: Oleanolic acid may inhibit the proliferation or production of NO induced by interferon or in the macrophages by competitively binding to the enzymes necessary for the growth and reproduction of microorganisms or virus and play an anti-inflammatory and antiviral role. EC50 of HIV-1- infected H9 cells is 3.4?mol/L. Effects on metabolism of glucose and lipid: The treatment of 50–100?mg/kg for 4?days achieves the glucosidase activity inhibition, reduction of glucose absorption, inhibition of glycogen phosphorylase, activation of glycogen synthesis, inhibition of protein tyrosine phosphatase 1B, regulation of insulin signaling pathway, and increase of insulin sensitivity, and it may also be achieved by inhibiting the transport of glucose from the stomach to the intestine and transport activity of intestinal villi. 200?mg/kg suspension administrated by gavage for 4?weeks decreases the level of triglycerides, cholesterol, and β-lipoprotein in high-fat animal, and it contributes to increased platelet swimming rate and decreased blood viscosity Effects on immunologic function: 60?mg/kg intraperitoneal injection may regulate the immune system by inhibiting type I allergic reaction, promoting proliferation of lymphocyte and inhibiting enzyme C-3? in the traditional complement pathway. Antioxidant effect: It fights against lipid peroxidation by scavenging free radicals. Other functions: 10–5?mol/L oleanolic acid may inhibit the activity of DNA ligase I active site. It exerts anticancer and anti-mutation effects, and IC50 value is2.2×105 ?mol/L in inhibiting ornithine decarboxylase (ODC) induced by external TPA at the transcriptional level. Oleanolic acid in polyvinylpyrrolidone suspension at the dose of 16?mg/kg by intragastric administration for 30?days also reversibly decreases quality and exercise capacity of mouse sperms. It is reported that it is consistent with the single compartment model, or noncompartmental model, and may be distributed in the compound in accordance with the two compartment models. Eventually, it will be eliminated by P450 oxidase in the liver. |