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138965-89-6

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138965-89-6 Usage

General Description

Coronarin D ethyl ether is a chemical compound derived from the natural plant Coronopus didymus. It belongs to the class of organic compounds known as flavonoids, which are commonly found in fruits, vegetables, and beverages such as tea and wine. Coronarin D ethyl ether has been studied for its potential pharmacological properties, including anti-inflammatory and anti-cancer activities. It has shown promise in inhibiting the growth of cancer cells and reducing inflammation, making it a potentially valuable compound for the development of new pharmaceuticals. Further research is needed to fully understand the mechanisms of action and potential therapeutic applications of Coronarin D ethyl ether.

Check Digit Verification of cas no

The CAS Registry Mumber 138965-89-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,9,6 and 5 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 138965-89:
(8*1)+(7*3)+(6*8)+(5*9)+(4*6)+(3*5)+(2*8)+(1*9)=186
186 % 10 = 6
So 138965-89-6 is a valid CAS Registry Number.

138965-89-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name (3E)-5-Ethoxy-3-{2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedeca hydro-1-naphthalenyl]ethylidene}dihydro-2(3H)-furanone

1.2 Other means of identification

Product number -
Other names coronarin-D ethyl ether

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:138965-89-6 SDS

138965-89-6Downstream Products

138965-89-6Relevant articles and documents

The identification of naturally occurring labdane diterpenoid calcaratarin D as a potential anti-inflammatory agent

Tran, Quy T.N.,Wong, W.S. Fred,Chai, Christina L.L.

, p. 33 - 44 (2019/04/25)

In this study we report, for the first time, the synthesis of the natural product calcaratarin D via a stereo- and regio-selective aldol condensation with (S)-β-hydroxy-γ-butyrolactone as key steps. A concise synthetic route (under 10 steps) to a series of structurally related normal-labdane diterpenes was also developed and their anti-inflammatory activities were evaluated in an in vitro model of inflammation. The structure-activity relationships (SARs) pertaining to the labdane scaffold were elucidated and results suggest that an α-alkylidene-β-hydroxy-γ-butyrolactone system is necessary for potent activity in the labdanes. Our studies identified the natural product calcaratarin D (1) as a promising anti-inflammatory agent, which effectively modulates the production of pro-inflammatory mediators (e.g., TNF-α, IL-6, NO) at both transcriptional and translational levels. These inhibitory effects are likely to occur via the suppression of nuclear factor kappa B (NF-κB) activation by reducing the p65 nuclear translocation but not its phosphorylation or protein expression. Calcaratarin D exhibited significantly greater inhibition of NF-κB activation than andrographolide, a well-known NF-κB inhibitor from the labdane family, suggesting that a normal-configuration labdane ring or the absence of hydroxyl groups at C-3 and C-19 positions is favorable for potent NF-κB inhibition. We further investigated the effects of calcaratarin D on the upstream signalling pathways and found that the compound selectively suppressed the LPS-induced activation of PI3K/Akt pathway without affecting much of the MAPK (i.e., ERK, JNK, and p38) activation. These findings demonstrate that calcaratarin D exerts its anti-inflammatory effects via a selective Akt-NF-κB-mediated mechanism and potentially offers a new therapeutic strategy for the management of inflammatory diseases.

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