6619-95-0

Basic information

• Product Name: Deacetylxylopic acid
• Synonyms: Deacetylxylopic acid
• CAS NO: 6619-95-0
• Molecular Formula: C20H30O3
• Molecular Weight: 318.45
• Mol File: 6619-95-0.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Deacetylxylopic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Deacetylxylopic acid(6619-95-0)
• EPA Substance Registry System: Deacetylxylopic acid(6619-95-0)

Safety Data

• Hazardous Substances Data: 6619-95-0(Hazardous Substances Data)

Usage

General Description

Deacetylxylopic acid is a chemical compound that belongs to the class of natural products known as lignans, which are found in plants. It is derived from the xylopicalignans, which are a group of lignans that have been isolated from various plant sources. Deacetylxylopic acid has been studied for its potential therapeutic properties, including its antioxidant, anti-inflammatory, and anti-cancer activities. Deacetylxylopic acid has shown promise in preclinical studies for its ability to inhibit the growth of cancer cells, reduce inflammation, and protect cells from oxidative damage. Further research is needed to fully understand the potential benefits and mechanisms of action of deacetylxylopic acid.

Upstream product

• 6619-96-1 Methyl 15β-hydroxy-ent-kaur-16-en-19-oate 
• 6619-97-2 15β–acetoxy–(–)–kaur–16–en–l9–oic acid 
• 5095-09-0 kaurenoic acid 
• 6619-97-2 15α-Acetoxy-Δ¹⁶-kauren-18α-saeure 
• 6619-97-2 ent-15α-acetoxy-kaur-16-en-19-oic acid 

Downstream Products

• 22376-47-2 methyl ent-15-oxokaur-16-en-19-oate 

Relevant articles and documents

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Synthesis of a new allelopathic agent from the biotransformation of ent-15α-hydroxy-16-kauren-19-oic acid with Fusarium proliferatum

The use of kaurane diterpenes as substrates in fungal biotransformation to achieve bioactive compounds has been widely reported. In this work, the natural product kaurenoic acid, a diterpene widely distributed in the plant Kingdom, was chemically converted into ent-15α-hydroxy-kaur-16-en-19-oic acid (1). Substrate 1 was subjected to biotransformation by the fungus Fusarium proliferatum, furnishing a new derivative, ent-2α,15α-dihydroxy-kaur-16-en-19-oic acid (2). The structure of metabolite 2 was deduced on the basis of spectroscopy and MS data. Derivative 2 showed allelopathic activity on germination and growth of root and stem of lettuce (Lactuca sativa), inhibiting 100% of germination and growth of roots and stem, at higher concentration assayed (10?4?mol/L).

Ent-Kaurene Glycosides from Ageratina cylindrica

The aqueous extract of the leaves of Ageratina cylindrica afforded six new ent-kaurenoic acid glycosides together with the known diterpenoid paniculoside V, the flavonoid astragalin, chlorogenic acid, and l-chiro-inositol. The structures were elucidated mainly by NMR and MS methods, and the absolute configuration was established by vibrational circular dichroism spectroscopy. The new compounds showed moderate antiprotozoal activity against Entamoeba histolytica and Giardia lamblia trophozoites.

Discovery and structure-activity relationships of ent-Kaurene diterpenoids as potent and selective 11β-HSD1 inhibitors: Potential impact in diabetes

The biological screening of a collection of nature occurring diterpenoids against 11β-HSD1 resulted in the discovery of the lead compound 1b, which pointed to the therapeutic potential for type 2 diabetes. Subsequently, an optimization project was initiated. Starting from compound 1b and its counterpart 2, the hemi-synthesis was performed on kaurenic acid scaffolds yielding 36 derivatives. Further evaluations on both human and mouse 11β-HSD revealed that seven urea derivatives exhibited significant improved potency and selectivity. Especially, the urea 19a has an IC50 (human 11β-HSD1) = 9.4 nM and selectivity index (human 11β-HSD) > 10,649. The 2D and 3D binding models of the complex 19a/11β-HSD1 were generated using docking simulations. Based on the results, the structural-activity relationships (SARs) of compounds 1b and 2 were also discussed.