CHRYSOPHANIC ACID
Synonyms. Chrysophanic acid; 1,8-Dihydroxy-3-methyl-9,10-anthracenedione; 1,8-Dihydroxy-3-methylanthraquinone; 3-Methylchrysazin; 4,5-Dihydroxy-2-methylanthraquinone; C.I. 75400; C.I. Natural Yellow 23; Chrysophanol; Turkey rhubarb;

CHRYSOPHANIC ACID
 

PRODUCT IDENTIFICATION

CAS RN

 481-74-3

EINECS RN

 207-572-2

FORMULA

 C15H10O4

MOLE WEIGHT

 254.24

H.S CODE

 2914.69.9000

SMILES

 c12c(C(c3c(cccc3C1=O)O)=O)c(cc(c2)C)O

CLASSIFICATION

 Natural anthraquinone

EXTRA NOTES

 Chrysophanic acid, a natural anthraquinone, is used to study anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells. It is also used to study the inhibition of replication of poliovirus types 2 and 3 (Picornaviridae) in vitro

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

yellow powder

MELTING POINT

 196 C

BOILING POINT

  

DENSITY

 

SOLUBILITY IN WATER

 
SOLVENT SOLUBILITY  

VAPOR DENSITY

 

log P(octanol-water)

 4.49

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

 
STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong Oxidizing agents
POLYMERIZATION

Has not been reported

NFPA RATINGS

Health hazard: 0, Flammability: 0, Physical hazards: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Rhubarb

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Chrysophanic acid

PubChem Compound Summary - Chrysophanol

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Chrysophanol

http://www.ebi.ac.uk/ -  Chrysophanol

http://www.ncbi.nlm.nih.gov/ - Chrysophanol

http://www.mdpi.com/
Chrysophanol is a member of the anthraquinone family and has multiple pharmacological effects, but the exact mechanism of the anti-inflammatory effects of chrysophanol has yet to be thoroughly elucidated. In this study, we attempted to determine the effects of chrysophanol on dextran sulfate sodium (DSS)-induced colitis and lipopolysaccharide (LPS)-induced inflammatory responses in mouse peritoneal macrophages. The findings of this study demonstrated that chrysophanol effectively attenuated overall clinical scores as well as various pathological markers of colitis. Additionally, chrysophanol inhibited the production of tumor necrosis factor (TNF)-a, interleukin (IL)-6 and the expression of cyclooxygenase (COX)-2 levels induced by LPS. We showed that this anti-inflammatory effect of chrysophanol is through suppression of the activation of NF-kB and caspase-1 in LPS-stimulated macrophages. These results provide novel insights into the pharmacological actions of chrysophanol as a potential molecule for use in the treatment of inflammatory diseases.

http://umir.umac.mo/
Rhubarb, a well-known Chinese herbal medicine, is also used in Europe and other places of the world. Anthraquinones derivatives are thought to be the major active components. A pressurized liquid extraction (PLE) and capillary zone electrophoresis (CZE) separation were developed for simultaneous determination of five anthraquinones including aloe-emodin, emodin, chrysophanol, physcion, and rhein in Rhubarb. The effects of the experimental variables on PLE and CZE have been optimized. The optimum conditions of PLE were: solvent, methanol; temperature, 1407C; particle size, 0.13–0.2 mm; static extraction time, 5 min; pressure, 1500 psi; and one extraction. The best separation of the five anthraquinones could be obtained using 50 mM borate buffer (pH 8.2) containing 25% isopropyl alcohol and 25% acetontrile as modifier, while the separation voltage was 25 kV and the temperature was at 207C. The method developed is accurate, simple, and reproducible, and could be used for quality control of Rhubarb and its medical preparations.

 

 

SALES SPECIFICATION

APPEARANCE

yellow powder

ASSAY

98.0% min
LOSS ON DRYING

0.3% max
MELTING POINT

194 - 198 C
HERB SOURCE Rheum palmatum L.

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD SYMBOL

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

Not known

GHS

  

SIGNAL WORD

Warning

PICTOGRAMS

HAZARD STATEMENTS

H315-H319

P STATEMENTS

P305-P351-P338
EC DIRECTIVES

 
HAZARD CODES

RISK PHRASES

 36/38

SAFETY PHRASES

 26-36

 

PACKING

 

 

PRICE INFORMATION