26296-54-8

Basic information

• Product Name: Physcion 8-o-beta-D-monoglucoside
• Synonyms: 1-Hydroxy-3-Methoxy-6-Methyl-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)oxy)anthracene-9,10-dione;Physcionin;Physcion-8-O-β-D- glucoside;C10384;Physcion 8-glucoside;Physcion 8-o-beta-D-monoglucoside;3-Methyl-6-methoxy-1,8-dihydroxyanthraquinone 1-glucoside;Physcion-1-O-beta-D-Glucopyranoside
• CAS NO: 26296-54-8
• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.40408
• Mol File: 26296-54-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 235℃
• Boiling Point: 796.3°Cat760mmHg
• Flash Point: 280.3°C
• Appearance: /
• Density: 1.567±0.06 g/cm3 (20 ºC 760 Torr)
• PKA: 6.29±0.20(Predicted)
• CAS DataBase Reference: Physcion 8-o-beta-D-monoglucoside(CAS DataBase Reference)
• NIST Chemistry Reference: Physcion 8-o-beta-D-monoglucoside(26296-54-8)
• EPA Substance Registry System: Physcion 8-o-beta-D-monoglucoside(26296-54-8)

Safety Data

• Hazardous Substances Data: 26296-54-8(Hazardous Substances Data)

Usage

General Description

Physcion 8-o-beta-D-monoglaciside is a chemical compound known as a bioactive anthraquinone glycoside. It's derived from plants such as Rheum palmatum, often used in traditional Chinese medicine. Physcion 8-o-beta-D-monoglucoside has exhibited various pharmacological properties such as anti-inflammatory, anti-viral, anti-tumor, antioxidant, and neuroprotective effects in preliminary scientific studies. However, more comprehensive research is needed to fully understand and confirm its medicinal potential and safety.

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Relevant articles and documents

In vitro glucuronidation of five rhubarb anthraquinones by intestinal and liver microsomes from humans and rats

Anthraquinones naturally distribute in many plants including rhubarb and have widespread applications throughout industry and medicine. Recent studies provided new insights in potential applications of these traditional laxative constituents. Glucuronidation was the main metabolic pathway of rhubarb anthraquinones in vivo. This study examined the activity and regioselectivity of glucuronidation of rhubarb anthraquinones (aloe-emodin, emodin, chrysophanol, physcion, rhein) in liver and intestinal microsomes from rats and humans, by comparing with the core structure danthron. All anthraquinones formed mono-glucuronides and, except for rhein, the conjugation sites of the main metabolites were unambiguously identified. Two minor glucuronides of emodin were first reported together with the dominant emodin-3-O-β-d-glucuronide. The substitution on the anthraquinone ring was crucial to the activity and regioselectivity of glucuronidation. In general, the activity was decreased greatly with a β-COOH (rhein), while enhanced dramatically with a β-OH (emodin). Glucuronidation showed an absolute preference towards β-OH, followed by α-OH and β-alcoholic OH. The glucuronidation activity and regioselectivity also varied slightly with organs and species. All glucuronides of aloe-emodin, emodin, chrysophanol and physcion were formed by multiple human UGT isoforms with 1A9 being the most prominent in most cases. The UGT2B subfamily (2B7 and 2B15) only showed high activity towards a β-OH. In conclusion, the substitution at the anthraquinone ring was crucial to the rate and preference of glucuronidation. The high glucuronidation activity of UGT1A9 towards anthraquinones highlighted potential drug interactions.