105609-34-5

Basic information

• Product Name: (3beta,5xi,18alpha,19alpha)-urs-20-en-3-yl acetate
• CAS NO: 105609-34-5
• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.7541
• Mol File: 105609-34-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 502.4°C at 760 mmHg
• Flash Point: 254.5°C
• Density: 1.02g/cm³
• Vapor Pressure: 3.19E-10mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: (3beta,5xi,18alpha,19alpha)-urs-20-en-3-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (3beta,5xi,18alpha,19alpha)-urs-20-en-3-yl acetate(105609-34-5)
• EPA Substance Registry System: (3beta,5xi,18alpha,19alpha)-urs-20-en-3-yl acetate(105609-34-5)

Safety Data

• Hazardous Substances Data: 105609-34-5(Hazardous Substances Data)

Usage

Description

(3beta,5xi,18alpha,19alpha)-urs-20-en-3-yl acetate, commonly known as ursolic acid acetate, is a naturally occurring pentacyclic triterpenoid compound derived from various plants. It exhibits a wide range of pharmacological properties, such as anti-inflammatory, anti-cancer, and anti-oxidant activities, along with potential therapeutic effects on skin disorders, diabetes, obesity, and protective effects on the liver, nervous system, and heart.

Uses

Used in Pharmaceutical Applications:
Ursolic acid acetate is used as a therapeutic agent for its anti-inflammatory, anti-cancer, and anti-oxidant properties. It has shown potential in treating various skin disorders, diabetes, and obesity, as well as providing hepatoprotective, neuroprotective, and cardioprotective effects.
Used in Medicinal Chemistry and Drug Development:
Ursolic acid acetate is utilized as a compound of interest in the field of medicinal chemistry and drug development due to its diverse biological activities and potential therapeutic applications.
Used in Skin Care Industry:
In the skin care industry, ursolic acid acetate is used as an active ingredient for its anti-inflammatory and skin-protective properties, making it suitable for products targeting skin health and treatment of various skin conditions.
Used in Nutraceuticals and Dietary Supplements:
Ursolic acid acetate is used as an ingredient in nutraceuticals and dietary supplements for its potential health benefits, including anti-cancer, anti-oxidant, and anti-inflammatory effects, as well as its ability to support healthy blood sugar and weight management.

Upstream product

• 64-18-6 formic acid 
• 99946-08-4 acetic acid-(20-hydroxy-20ξH-taraxastanyl-(3β)-ester) 
• 71-43-2 benzene 
• 1059-14-9 taraxasterol 
• 10376-47-3 epi-Φ-taraxastane-3β,20-diol 
• 6426-43-3 taraxasterol acetate 
• 464-98-2 pseudo-taraxasterol 
• 108-24-7 acetic anhydride 
• 110-86-1 pyridine 
• 1617-68-1 lupeol acetate 

Relevant articles and documents

TRITERPENOIDS FROM MANGIFERA INDICA

A new pentacyclic triterpenoid, hopane-1β,3β,22-triol, was isolated from the neutral fraction of the n-hexane extract of the stem bark of Mangifera indica.From the acidic fraction of the same extract four new tetracyclic triterpenoids, 3α,22(R or S)-dihydroxycycloart-24E-en-26-oic acid, 3β,22(R or S)-dihydroxycycloart-24E-en-26-oic acid, 3β,23(R or S)-dihydroxycycloart-24E-en-26-oic acid and 3α,27-dihydroxycycloart-24E-en-26-oic acid were isolated.The structures were elucidated by spectroscopic and chemical methods. - Keywords: Mangifera indica; Anacardiaceae; triterpenoids.

TRITERPINOIDS FROM MANGIFERA INDICA

Key Word Index - Mangifera indica; Anacardiaceae; triterpinoids. - From the neutral fraction of the n-hexane extract of stem bark of Mangifera indica (var./cv Banganpalli) six new tetracyclic triterpenoids, cycloart-24-ene-3β,26-diol, the C-24 epimers of cycloart-25-ene-3β,24,27-triol, the C-24 epimers of cycloartane-3β,24,25-triol and 3-ketodammar-24E-ene-20S,26-diol together with known compounds cycloartenol, α-amyrin, β-amyrin, sitosterol, 3β-hydroxycycloart-25-en-26-al, dammarenediol II, the C-24 epimers of cycloart-25-ene-3β,24-diol, 24-methylenecycloartane-3β,26-diol, ψ-taraxastane-3β,20-diol and ocotillol II have been isolated.The acidic fraction of the same extract, on esterification with diazomethane followed by chromatography, yielded methyl mangiferonate, methyl isomangiferolate, methyl mangiferolate and diazomethane adduct of methyl mangiferolate.The structures were elucidated by spectroscopic and chemical methods.

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Wagner-Meerwein Rearrangements in Taraxasterol and Pseudotaraxasterol

Both taraxasterol (I) and pseudotaraxasterol (II) give A-nor-3,4-dichloro products (IV) and (VI) respectivly when heated with PCl5 in n-hexane.With POCl3 in pyridine I and II give the same product (VII) without contraction of ring-A while solvolysis of their respective tosylates (X and XII) gives a different, but identical product (XI) from both, attended by contraction of ring-A.Both the tosylates (X and XII) are found to undergo, detosylation when passed through a column of silica gel giving VII and V respectively.The Wagner-Meerwein rearrangements noticed in thesetwo compounds have been rationalised mechanistically.