892869-48-6

Basic information

• Product Name: 2-Hydroxyethyl oleanolate
• Synonyms: 2-Hydroxyethyl oleanolate;(3β)-3-Hydroxy-olean-12-en-28-oic acid 2-hydroxyethyl ester;2-Hydroxyethyl (3beta)-3-hydroxyolean-12-en-28-oate;(3beta)-3-Hydroxy-olean-12-en-28-oic acid 2-hydroxyethyl ester
• CAS NO: 892869-48-6
• Molecular Formula: C32H52O4
• Molecular Weight: 500.75
• Product Categories: Pentacyclic triterpenes
• Mol File: 892869-48-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Hydroxyethyl oleanolate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxyethyl oleanolate(892869-48-6)
• EPA Substance Registry System: 2-Hydroxyethyl oleanolate(892869-48-6)

Safety Data

• Hazardous Substances Data: 892869-48-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxyethyl oleanolate is used as an anti-inflammatory agent for its ability to reduce inflammation in experimental studies. Its anti-inflammatory properties make it a promising candidate for the development of treatments for various inflammatory conditions.
Used in Oncology:
2-Hydroxyethyl oleanolate is used as an anti-cancer agent for its potential to inhibit the growth of cancer cells. It has shown promising results in experimental studies, warranting further research to explore its efficacy in treating different types of cancer.
Used in Skincare Industry:
2-Hydroxyethyl oleanolate is used as a skincare ingredient for its moisturizing and anti-inflammatory properties. Its potential to reduce inflammation and provide hydration makes it a valuable component in skincare formulations aimed at improving skin health and appearance.

Upstream product

• 875753-08-5 2-bromoethyl 3β-hydroxyolean-12-en-28-oate 
• 508-02-1 Oleanolic acid 
• 540-51-2 2-bromoethanol 

Relevant articles and documents

Combination of amino acid/dipeptide with nitric oxide donating oleanolic acid derivatives as PepT1 targeting antitumor prodrugs

By taking advantage of the cytotoxic effect of nitric oxide (NO) and PepT1 for molecule-targeted drug delivery, a series of amino acid/dipeptide diester prodrugs of NO-donating oleanolic acid derivatives were designed and synthesized. Two prodrugs 6a and 8a showed potent cytotoxcity, which is probably due to their high PepT1 affinity and NO-releasing ability. Furthermore, the aqueous solubility of the prodrugs was also significantly enhanced because of the hydrophilic amino acid/dipeptide promoiety.

Design and Synthesis of Novel Oleanolic Acid-Linked Disulfide, Thioether, or Selenium Ether Moieties as Potent Cytotoxic Agents

A series of novel oleanolic acid (OA)-linked disulfide, thioether, or selenium ether derivatives was synthesized, and their antiproliferative activity was evaluated against human liver cancer (BEL-7402 and HepG-2), colon cancer (HCT116), and normal liver (L02) cell lines using methyl thiazolyl tetrazolium assay (MTT). Preliminary bioassay results revealed that OA derivatives modified at the C3?OH position, i. e., compound a4 containing sulfide ether, exhibited the best antiproliferative activity against BEL-7402 cells, with an IC50 value of 5.70±0.82 μM. Further flow cytometry assays revealed that compound a4 exerted its antiproliferative effects by inducing cell cycle arrest in the G2/M phase leading to apoptosis. Moreover, compared with the lead compound OA and the positive control drug 5-fluorouracil (5-FU), the OA derivatives demonstrated potent antiproliferative activities against the cancer cell lines.

Pentacyclic triterpenes. Part 3: Synthesis and biological evaluation of oleanolic acid derivatives as novel inhibitors of glycogen phosphorylase

Oleanolic acid and its synthetic derivatives have been identified as novel inhibitors of glycogen phosphorylase. Within this series of compounds, 4 (IC50 = 3.3 μM) is the most potent GPa inhibitor. Preliminary structure-activity relationships of the oleanolic acid derivatives are discussed.