89786-83-4

Basic information

• Product Name: 2α,3α,24-Trihydroxyurs-12-en-28-oic acid
• Synonyms: 2α,3α,24-Trihydroxyurs-12-en-28-oic acid;2,3,24-Trihydroxy-12-ursen-28-oic acid;2alpha,3alpha,24-Trihydroxyurs-12-en-28-oic acid
• CAS NO: 89786-83-4
• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.71
• Mol File: 89786-83-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 288-290 °C(Solv: methanol (67-56-1))
• Boiling Point: 609.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• PKA: 4.66±0.70(Predicted)
• CAS DataBase Reference: 2α,3α,24-Trihydroxyurs-12-en-28-oic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2α,3α,24-Trihydroxyurs-12-en-28-oic acid(89786-83-4)
• EPA Substance Registry System: 2α,3α,24-Trihydroxyurs-12-en-28-oic acid(89786-83-4)

Safety Data

• Hazardous Substances Data: 89786-83-4(Hazardous Substances Data)

Usage

General Description

2α,3α,24-Trihydroxyurs-12-en-28-oic acid is a triterpenoid compound found in various natural sources such as plants. It is a derivative of ursolic acid, a well-known compound with various pharmacological activities. This chemical has been studied for its anti-inflammatory, anti-cancer, and anti-diabetic properties. It has been shown to have potential in inhibiting the growth of cancer cells and reducing inflammation in experimental models. Additionally, it has been investigated for its potential in regulating glucose metabolism and insulin sensitivity, which could have implications in the treatment of diabetes. Overall, the compound has shown promise in various biological activities and is the subject of continued research for its potential therapeutic applications.

Upstream product

• 16830-15-2 asiaticoside 

Downstream Products

• 20016-63-1 methyl 2α,3β,23-trihydroxyurs-12-en-28-oate 
• 22418-03-7 methyl 2α,3β,23-triacetoxyurs-12-ene-28-oate 
• 57688-73-0 2α,3β,24-triacetyloxy-urs-12-en-28-oic acid 
• 89786-74-3 methyl 2α,3α,24-triacetoxyurs-12-en-28-oate 
• 209901-49-5 asiatic acid benzyl ester 
• 1370522-51-2 N-(2α,3β,23-triacetoxyurs-12-ene-28-oyl)benzylamine 
• 1370522-52-3 N-(2α,3β,23-triacetoxyurs-12-ene-28-oyl)p-toluidine 
• 19533-98-3 methyl 2α-hydroxy-3β,23-isopropylidenedioxyurs-12-ene-28-oate 
• 1575689-22-3 methyl 2α-O-(N-fluorenonemethyoxycarbonyl)-phenyglycylurs-3β,23-isopropylidenedioxyurs-12-ene-28-oate 
• 1575689-23-4 methyl 2-O-phenyglycylurs-3,23-isopropylidenedioxyurs-12-ene-28-oate 

Relevant articles and documents

Method for preparing asiatic acid by hydrolyzing asiaticoside

The invention discloses a method for preparing asiatic acid by hydrolyzing asiaticoside. The method comprises the following steps: 1) mixing asiaticoside, lauryl sodium sulfate and NaOH, adding water for dissolution, and hydrolyzing at normal temperature for 10-15 minutes; 2) regulating the pH value of the hydrolysate to 2-5, standing, filtering, and collecting the precipitate; and 3) dissolving the precipitate in ethanol, filtering, adding water to the filtrate, crystallizing, filtering to obtain the crystal, and drying to obtain the finished product. The method can quickly cut off glycosidic bonds under the conditions of normal temperature and pressure, has the advantages of mild hydrolytic process and thorough hydrolysis, and can not generate configurative changes of asiatic acid.

An Asiatic acid derivatives

The invention provides derivatives based on an asiatic acid structure for modification. Pharmacological activity experiments prove that the compounds provided by the invention (in particular to 5a, 5b, 5d and 5f) have relatively good antifibrotic activity; and furthermore, in comparison with asiatic acid, the compounds disclosed by the invention have the advantages that the lipid solubility is improved, and new choices are provided for clinical medicines.

Design, synthesis, and biofunctional evaluation of novel pentacyclic triterpenes bearing O-[4-(1-piperazinyl)-4-oxo-butyryl moiety as antiproliferative agents

A series of pentacyclic triterpenoids derivatives bearing O-[4-(1-piperazinyl)-4-oxo-butyryl moiety has been synthesized and investigated for their potential antiproliferative activities. Pentacyclic triterpenoids derivative compounds were synthesized by a four or six step synthetic procedure. The activity studies were evaluated using Cell Counting Kit-8 method, and Western blotting analysis on A549 cells, MCF-7 cells and Hela cells. Compounds methyl 3-O-[4-(1-piperazinyl)-4-oxo-butyryl]olean-12-ene-28-oate (OA-4) and compound 2-O-[4-(1-piperazinyl)-4-oxo-butyryl]-3,23-dihydroxyurs-12-ene-28-oate (AA-5) were found to be promising antiproliferative agents. These compounds show potentiality for further optimization as antitumor drugs.