177931-17-8

Basic information

• Product Name: SAUCHINONE
• Synonyms: SAUCHINONE;(5aR,7R,8S,8aR,14aS,14bR)-5a,6,7,8,8a,14b-Hexahydro-7,8-dimethyl-5H-Benzo[kl]bis[1,3]dioxolo[4,5-b:4′,5′-g]xanthen-5-one;(5aα,7α,8β,8aβ,14aS*,14bβ)-5a,6,7,8,8a,14b-Hexahydro-7,8-dimethyl-5H-benzo[kl]bis[1,3]dioxolo[4,5-b:4′,5′-g]xanthen-5-one;Sauchinone, 98%, from Saururus chinensis (Lour. ) Baill
• CAS NO: 177931-17-8
• Molecular Formula: C20H20O6
• Molecular Weight: 356.3692
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 177931-17-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 224-226℃
• Boiling Point: 498.1±45.0 °C(Predicted)
• Appearance: white to beige/
• Density: 1.43±0.1 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble5mg/mL, clear (warmed)
• CAS DataBase Reference: SAUCHINONE(CAS DataBase Reference)
• NIST Chemistry Reference: SAUCHINONE(177931-17-8)
• EPA Substance Registry System: SAUCHINONE(177931-17-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 177931-17-8(Hazardous Substances Data)

Usage

Description

Sauchinone is a lignan compound that has been isolated from the aerial parts of S. chinensis, a plant traditionally used in Asian medicine. It exhibits a range of biological activities, such as anti-inflammatory, anti-angiogenic, and anti-nociceptive properties. The compound has demonstrated its potential in various cellular processes, including blocking NF-κB activation in LPS-stimulated macrophages, inducing heme oxygenase-1 transcription in endothelial cells, and attenuating oxidative-stress-induced damage in myoblasts. Additionally, Sauchinone undergoes extensive metabolism in vivo and has been shown to significantly reduce myocardial infarct size induced by ischemia/reperfusion in mice.

Uses

Used in Pharmaceutical Applications:
Sauchinone is used as a therapeutic agent for its anti-inflammatory, anti-angiogenic, and anti-nociceptive activities, making it a potential candidate for the treatment of various inflammatory and pain-related conditions.
Used in Cardiovascular Applications:
Sauchinone is used as a cardioprotective agent for its ability to significantly reduce myocardial infarct size induced by ischemia/reperfusion in mice, suggesting its potential use in the treatment and prevention of cardiovascular diseases.
Used in Cellular Processes Regulation:
Sauchinone is used as a regulator of cellular processes, such as blocking NF-κB activation in LPS-stimulated macrophages, inducing heme oxygenase-1 transcription in endothelial cells, and attenuating oxidative-stress-induced damage in myoblasts, which may have implications in the treatment of various diseases with an inflammatory or oxidative stress component.
Used in Antioxidant Applications:
Sauchinone is used as an antioxidant agent for its ability to attenuate oxidative-stress-induced damage in myoblasts, which may contribute to its potential use in the prevention and treatment of oxidative stress-related conditions and diseases.

InChI:InChI=1/C20H20O6/c1-9-3-11-13(21)5-17-20(25-8-24-17)19(11)18(10(9)2)12-4-15-16(23-7-22-15)6-14(12)26-20/h4-6,9-11,18-19H,3,7-8H2,1-2H3/t9-,10+,11+,18+,19+,20+/m1/s1

Upstream product

• 193757-32-3 4,5-methylenedioxy-2-(1-propenyl)phenol 

Relevant articles and documents

A concise synthesis of the natural product carpanone using solid-supported reagents and scavengers

Polymer-supported reagents have been applied to the synthesis of the natural product carpanone resulting in a clean and efficient synthesis without the requirement for conventional purification techniques.