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10538-59-7

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10538-59-7 Usage

Description

7-ketolithocholic Methyl ester is a derivative of Lithocholic Acid, which is a cholic acid derivative. It is known as a TGR5 modulator and is represented by Nutriacholic Acid Methyl Ester (N925550).

Uses

Used in Pharmaceutical Industry:
7-ketolithocholic Methyl ester is used as a TGR5 modulator for its potential role in regulating various physiological processes. TGR5 is a bile acid receptor that has been linked to the regulation of glucose and energy homeostasis, as well as other functions such as inflammation and cell proliferation. By modulating TGR5, 7-ketolithocholic Methyl ester may have therapeutic applications in treating metabolic disorders, liver diseases, and other conditions related to bile acid metabolism.
Used in Research Applications:
7-ketolithocholic Methyl ester is used as a research tool for studying the role of bile acids and their receptors in cellular processes. It can help researchers understand the mechanisms underlying the actions of TGR5 and its potential as a therapeutic target for various diseases.
Used in Drug Development:
7-ketolithocholic Methyl ester may be used in the development of new drugs targeting TGR5. As a modulator of this receptor, it could potentially be used to create medications that improve metabolic health, reduce inflammation, or treat specific liver diseases. Further research and development would be necessary to determine its efficacy and safety as a drug candidate.

Check Digit Verification of cas no

The CAS Registry Mumber 10538-59-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,5,3 and 8 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 10538-59:
(7*1)+(6*0)+(5*5)+(4*3)+(3*8)+(2*5)+(1*9)=87
87 % 10 = 7
So 10538-59-7 is a valid CAS Registry Number.

10538-59-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-ketolithocholic methyl ester

1.2 Other means of identification

Product number -
Other names .methyl 7-oxo-3α-hydroxy-5β-cholanoate

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:10538-59-7 SDS

10538-59-7Relevant articles and documents

Facial synthesis of key intermediate of obeticholic acid via Pd-catalyzed Kumada-Tamao-Corriu cross-coupling reaction

Di, Xiangjie,Han, Jie,Huang, Qingfei,Wang, Qiwei,Wang, Yuanhua,Wei, Xia,Zhong, Liu,Zhu, Jin,Zou, Sheng

, (2020)

Obeticholic acid (OCA) is used to treatment for Primary Biliary Cholangitis and other Famesoid X Receptor related diseases. Through the palladium catalyzed Kumada-Tamao-Corriu cross-coupling reaction, a novel and efficient method for synthesis of OCA with satisfied yield was successfully developed. The absolute configuration of the key intermediate was confirmed by Single-crystal X-ray Diffraction. It affords good strategy for large-scale synthesis of OCA.

BILE ACIDS LXIX. SELECTIVE K-SELECTRIDE REDUCTION OF 3,7-DIKETO STEROIDS

Tal, Daniel M.,Frisch, G. Douglas,Elliott, William H.

, p. 851 - 854 (1984)

The K-Selectride reduction at low temperature (-45 C) of 7-oxo-5α-cholestan-3β-yl acetate and methyl 7-oxo-3α-hydroxy-5β-cholanoate resulted in almost quantitative yield of the 7α-alcohol in the 5α-compound but only moderate yield of the 5β-analog.The simultaneous reduction of two carbonyl in the 3 and 7 positions afforded good to excellent yields of the diaxial diol in planar steroids (methyl 3,7-dioxo-5α-cholanoate, 3,7-dioxo-5α-cholestane and methyl 3,7-dioxo-5α-cholestan-27-oate) and only 14percent of 3α,7α-(OH)2 from methyl 3,7-dioxo-5β-cholanoate.

(E)-7-Ethylidene-lithocholic Acid (7-ELCA) Is a Potent Dual Farnesoid X Receptor (FXR) Antagonist and GPBAR1 Agonist Inhibiting FXR-Induced Gene Expression in Hepatocytes and Stimulating Glucagon-like Peptide-1 Secretion From Enteroendocrine Cells

Dracinsky, Martin,Drastik, Martin,Kaspar, Miroslav,Klepetarova, Blanka,Kronenberger, Thales,Kudova, Eva,Micuda, Stanislav,Pavek, Petr,Stefela, Alzbeta

, (2021/09/08)

Bile acids (BAs) are key signaling steroidal molecules that regulate glucose, lipid, and energy homeostasis via interactions with the farnesoid X receptor (FXR) and G-protein bile acid receptor 1 (GPBAR1). Extensive medicinal chemistry modifications of the BA scaffold led to the discovery of potent selective or dual FXR and GPBAR1 agonists. Herein, we discovered 7-ethylidene-lithocholic acid (7-ELCA) as a novel combined FXR antagonist/GPBAR1 agonist (IC50 = 15?μM/EC50 = 26?nM) with no off-target activation in a library of 7-alkyl substituted derivatives of BAs. 7-ELCA significantly suppressed the effect of the FXR agonist obeticholic acid in BSEP and SHP regulation in human hepatocytes. Importantly, 7-ELCA significantly stimulated the production of glucagon-like peptide-1 (GLP-1), an incretin with insulinotropic effect in postprandial glucose utilization, in intestinal enteroendocrine cells. We can suggest that 7-ELCA may be a prospective approach to the treatment of type II diabetes as the dual modulation of GPBAR1 and FXR has been supposed to be effective in the synergistic regulation of glucose homeostasis in the intestine.

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