478-45-5

Basic information

• Product Name: EMODICACID
• Synonyms: EMODICACID;4,5,7-Trihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid;9,10-Dihydro-4,5,7-trihydroxy-9,10-dioxo-2-anthracenecarboxylic acid;Emodinic acid
• CAS NO: 478-45-5
• Molecular Formula: C₁₅H₈O₇
• Molecular Weight: 300.221
• Mol File: 478-45-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 345-350 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 689.3°Cat760mmHg
• Flash Point: 384.7°C
• Appearance: /
• Density: 1.798g/cm³
• Vapor Pressure: 5.96E-20mmHg at 25°C
• Refractive Index: 1.798
• PKA: 3.10±0.20(Predicted)
• CAS DataBase Reference: EMODICACID(CAS DataBase Reference)
• NIST Chemistry Reference: EMODICACID(478-45-5)
• EPA Substance Registry System: EMODICACID(478-45-5)

Safety Data

• Hazardous Substances Data: 478-45-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H8O7/c16-5-3-7-10(9(18)4-5)14(20)12-8(17)2-1-6(15(21)22)11(12)13(7)19/h1-4,16-18H,(H,21,22)

Upstream product

• 518-82-1 1,6,8-trihydroxy-3-methyl-9,10-anthraquinone 
• 17636-18-9 parietinic acid 
• 202974-82-1 4,5,7-trimethoxy-9,10-dicarbonyl-9,10-dihydroanthracene-2-carboxylic acid 
• 132319-49-4 4,5,7-trimethoxy-9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde 
• 121210-61-5 3-(dibromomethyl)-1,6,8-trimethoxyanthracene-9,10-dione 
• 6414-42-2 1,3,8-trimethoxy-6-methyl-9,10-anthraquinone 
• 152039-21-9 Ethyl 9,10-dihydro-4-hydroxy-5,7-dimethoxy-9,10-dioxo-2-anthracenecarboxylate 
• 152039-22-0 Ethyl 9,10-dihydro-4,5-dihydroxy-7-methoxy-9,10-dioxo-2-anthracenecarboxylate 
• 152039-11-7 Ethyl 6-chloro-5,8-dihydro-4-hydroxy-5,8-dioxo-2-naphthalenecarboxylate 
• 6030-60-0 1,6,8-triacetoxy-3-methyl-9,10-anthraquinone 
• 61350-19-4 4,5,7-triacetoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid 

Relevant articles and documents

A biocatalytic approach towards the preparation of natural deoxyanthraquinones and their impact on cellular viability

Herein, a two-step chemoenzymatic process for the synthesis of medicinally important 3-deoxygenated anthra-9,10-quinones is developed. It involves a regio- and stereoselective reduction of hydroanthraquinones to (R)-configured dihydroanthracenones using an anthrol reductase of T. islandicus, followed by oxidation and dehydration to obtain deoxyanthraquinones in 65-80% yield. Comparison of the cell viability of normal human kidney HEK293 cells between anthraquinones and their deoxy derivatives revealed less toxicity for the latter.

Identification and characterization of an anthrol reductase from: Talaromyces islandicus (Penicillium islandicum) WF-38-12

An NADPH-dependent oxidoreductase from Talaromyces islandicus WF-38-12 has been identified through genome analysis. It has been shown to catalyze a regio- and stereoselective reduction of anthrols (formed in situ by the reduction of anthraquinones in the presence of Na2S2O4) to (R)-dihydroanthracenones, with high enantiomeric excess (>99%). The implications of results on the biosynthesis of deoxygenated (bis)anthraquinones and modified (bis)anthraquinones are discussed.

Rhein Conjugates, Preparation Method Thereof and Their Uses in Producing Medicines for Treating Diabetic Nephrosis, Intestinal Adhesion and Osteoarthritis

The conjugates of present invention are formed by the combination of rhein or their analogues with the organic bases or amino acids in molecular force between them. The methods for preparing the conjugates and their uses for manufacturing medicines in the treatment of diabetic nephrosis, recovery of gastrointestinal function and prevention of intestinal adhesion, as well as treatment of osteoarthritis, rheumatic arthritis and rheumatoid arthritis are also described. Rhein or their analogues as the left part of general formula (I) is selected from (1) the compounds of rhein or their analogues, in which one or two substituents of R2?R3 and R6?R7 are COOH at least two substituents of R1?8 are —H; or (2) the rhein-containing extract derived from plants. In general formula (I), M represents nitrogen-containing organic bases or basic amino acids.