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| | Chrysophanic acid Basic information |
| | Chrysophanic acid Chemical Properties |
| Melting point | 194-198 °C | | Boiling point | 357.45°C (rough estimate) | | density | 1.2693 (rough estimate) | | refractive index | 1.4872 (estimate) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | chloroform: soluble1% | | pka | 6.63±0.20(Predicted) | | form | crystalline | | color | yellow-orange | | Water Solubility | <0.1 g/100 mL at 18 ºC | | λmax | 429nm(MeOH)(lit.) | | Merck | 14,2258 | | BRN | 1252300 | | Stability: | Stable. Incompatible with strong oxidizing agents. | | LogP | 4.720 (est) | | CAS DataBase Reference | 481-74-3(CAS DataBase Reference) | | EPA Substance Registry System | Chrysophanic acid (481-74-3) |
| | Chrysophanic acid Usage And Synthesis |
| Description | Chrysophanol is an anthraquinone that has been found in R. palmatum and has diverse biological activities. It induces necrosis in J5 human liver cancer cells when used at concentrations of 25, 50, 75, 100, and 200 μM. Chrysophanol (5, 10, and 50 μM) reduces LPS-induced production of nitric oxide (NO) and prostaglandin E2 (PGE2; ) and inhibits LPS-induced DNA oxidation in BV-2 microglia. In vivo, chrysophanol (5 mg/kg) decreases colonic levels of IL-6 and activation of NF-κB and reduces weight loss, diarrhea, and rectal bleeding in a mouse model of colitis induced by dextran sulfate (DSS; ). Chrysophanol (0.1, 1, and 10 mg/kg) increases survival, reduces brain tissue loss, and ameliorates motor balance deficits in a mouse model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO). | | Chemical Properties | yellow crystalline solid or brown powder | | Uses | Chrysophanic acid, a natural anthraquinone, is used to study anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells 1. It is also used to study the inhibition of replication of poliovirus types 2 and 3 (Picornaviridae) in vitro 2. | | Uses | antineoplastic, antibacterial | | Uses | A topical ointment used in the treatment of dermal conditions such as eczema and herpes. | | Definition | ChEBI: A trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity. | | Synthesis Reference(s) | Tetrahedron Letters, 20, p. 4911, 1979 DOI: 10.1016/S0040-4039(01)86747-2 | | General Description | Golden yellow plates or brown powder. Melting point 196°C. Slightly soluble in water. Pale yellow aqueous solutions turn red on addition of alkali. Solutions in concentrated sulfuric acid are red. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | Chrysophanic acid is incompatible with strong oxidizing agents. | | Fire Hazard | Flash point data for Chrysophanic acid are not available; however, Chrysophanic acid is probably combustible. | | Purification Methods | Crystallise chrysophanic acid from EtOH or *benzene and has m 195.6-196.2o, after sublimation it in a vacuum. The yellow mono-acetate has m 188-190o (from MeOH or Me2CO). It forms Ni2+, Co2+ and Cu2+ complexes. [Beilstein 8 H 470, 8 I 725, 8 II 510, 8 III 3808, 8 IV 3277.] |
| | Chrysophanic acid Preparation Products And Raw materials |
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