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(3beta)-3-(acetyloxy)-11-oxours-12-en-28-oic acid, also known as ursodeoxycholic acid (UDCA), is a naturally occurring bile acid that is both produced in the body and available as a pharmaceutical supplement. Derived from chenodeoxycholic acid, UDCA is characterized by an acetyloxy group attached to the 3-beta hydroxyl group, which enhances its absorption and efficacy. This bile acid plays a crucial role in the treatment of various liver and bile-related disorders due to its ability to reduce cholesterol production in the liver and its anti-inflammatory and immunomodulatory effects.

35959-01-4

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35959-01-4 Usage

Uses

Used in Gallstone Disease Treatment:
UDCA is utilized as a therapeutic agent for gallstone disease, specifically in dissolving cholesterol gallstones. Its cholesterol-lowering properties help reduce the formation of new stones and facilitate the dissolution of existing ones.
Used in Liver Condition Treatment:
In the treatment of certain liver conditions, UDCA serves as a hepatoprotective agent. It is particularly effective in managing primary biliary cholangitis, an autoimmune liver disease, by reducing inflammation and modulating the immune response.
Used in Nonalcoholic Fatty Liver Disease Treatment:
UDCA is also used as a potential treatment for nonalcoholic fatty liver disease, where it may help improve liver function and reduce liver fat accumulation.
Used in Cholestatic Liver Diseases Treatment:
For cholestatic liver diseases, which are characterized by impaired bile flow, UDCA acts as a therapeutic agent. It aids in the reduction of bile acid toxicity and inflammation, thereby improving liver function and overall patient outcomes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, UDCA is used as an active pharmaceutical ingredient for the development of medications targeting liver and bile-related disorders. Its versatile nature makes it a valuable compound in the formulation of various therapeutic products.

Check Digit Verification of cas no

The CAS Registry Mumber 35959-01-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,5,9,5 and 9 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 35959-01:
(7*3)+(6*5)+(5*9)+(4*5)+(3*9)+(2*0)+(1*1)=144
144 % 10 = 4
So 35959-01-4 is a valid CAS Registry Number.

35959-01-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,4-dichloro-2-fluorobenzene

1.2 Other means of identification

Product number -
Other names 3-acetyl-11-keto-ursolic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:35959-01-4 SDS

35959-01-4Downstream Products

35959-01-4Relevant academic research and scientific papers

Synthesis of novel ursolic acid heterocyclic derivatives with improved abilities of antiproliferation and induction of p53, p21waf1 and NOXA in pancreatic cancer cells

Leal, Ana S.,Wang, Rui,Salvador, Jorge A.R.,Jing, Yongkui

, p. 5774 - 5786 (2012/11/06)

A series of new heterocyclic derivatives of ursolic acid 1 were synthesized and evaluated for their antiproliferative activity against AsPC-1 pancreatic cancer cells. Compounds 24-32, with an α,β unsaturated ketone in conjugation with an heterocyclic ring in ring A have improved antiproliferative activities. Compound 32 is the most active compound with an IC50 of 1.9 μM which is sevenfold more active than ursolic acid 1. Compound 32 arrests cell cycle in G1 phase and induces apoptosis in AsPC-1 cells with upregulation of p53, p21waf1 and NOXA protein levels.

Synthesis and in vitro cytotoxicity of novel ursolic acid derivatives

Meng, Yanqiu,Song, Yanling,Yan, Zhaokai,Xia, Yan

experimental part, p. 4033 - 4040 (2010/10/03)

In an effort to improve potential hepatoprotective and anti-tumor activities, eight novel ursolic acid (UA) derivatives were designed and synthesized with substitution at positions of C-3, C-11and C-28 of UA. Their structures were confirmed using IR, MS and 1H-NMR and elemental analysis. Their in vitro cytotoxicity against various cancer cell lines (HeLa, SKOV3 and BGC-823) was evaluated by the standard MTT assay. Among them, compound 13 exhibited more potent cytotoxicity than ursolic acid.

Oxyfunctionalization products of terpenoids with dimethyldioxirane and their biological activity

Ogawa, Shoujiro,Hosoi, Keiji,Ikeda, Noriaki,Makino, Mitsuko,Fujimoto, Yasuo,Iida, Takashi

, p. 247 - 250 (2007/10/03)

Oxyfunctionalization of the bioactive terpenoids, ursolic acid acetate (1), oleanolic acid acetate (5), lupeol acetate (12), and kaurenic acid (17), with dimethyldioxirane (DMDO) was investigated. Treatment of the terpenoids with DMDO under mild conditions afforded a variety of oxidation and oxydegradation products to yield naturally occurring and/or novel compounds in one step. After chromatographic separation, the structures of the individual isolated products were determined using spectroscopic methods including several homonuclear ( 1H-1H) and heteronuclear (1H-13C) shift-correlated 2D-NMR techniques. The inhibitory activity of the terpenoid derivatives against α-glucosidase was investigated and compounds 1, 3, 7, and 9 were found to exhibit potent activity.

PROLONGED TREATMENT OF ACETYLMETHYL URSOLIC ACID WITH H2O2/ACETIC ACID - A FACILE ONE-POT SYNTHESIS OF 15α-HYDROXY ANALOGUE

Siddiqui, Salimuzzaman,Siddiqui, Bina Shaheen,Adil, Qayyum,Begum, Sabira

, p. 3569 - 3580 (2007/10/02)

With a view to obtain new compounds bearing potential applications in the biogenetic type synthesis of natural products, acetylmethyl ursolic acid (1) was subjected to prolonged treatment with H2O2/AcOH on boiling water bath.Several such products (2, 3, 5 and 7) have thus been obtained.A new one-pot partial synthesis of 15α-hydroxy Δ12-analogues of pentacyclic triterpenes of amyrin series has been achieved. 13C-NMR spectral data of the major product are also described.

Phase-transfer Catalysed Oxidation with Chromic Trioxide: A Simple Procedure for Allylic Oxidation in α-Amyrin and β-Amyrin Series

Singh, Chandan

, p. 300 - 301 (2007/10/02)

Oxidation of α-amyrin acetate (3), β-amyrin acetate (1), ursolic acid acetate (5), hederagenin diacetate (7) and brahmic acid triacetate (9) by aqueous chromic trioxide in the presence of cetyltrimethylammonium bromide as phase-transfer catalyst in CCl4 furnishes the 11-oxo derivatives in more than 80percent yield.

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