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Chrysophanic acid

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Chrysophanic acid Basic information

Product Name:
Chrysophanic acid
Synonyms:
  • CHRYSOPHANIC ACID
  • CHRYSOPHANOL
  • RHUBARB EXTRACT
  • 1,8-dihydroxy-3-methyl-10-anthracenedione
  • 1,8-Dihydroxy-3-methyl-9,10-anthraquinone
  • 1,8-dihydroxy-3-methyl-anthraquinon
  • 2-Methyl-4,5-dihydroxyanthraquinone
  • 3-Methyl-1,8-dihydroxyanthraquinone
CAS:
481-74-3
MF:
C15H10O4
MW:
254.24
EINECS:
207-572-2
Product Categories:
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Aloe Vera
  • Bioactive Small Molecules
  • Building Blocks
  • C15 to C38
  • Carbonyl Compounds
  • Cell Biology
  • Chemical Synthesis
  • DIG-DY
  • Ketones
  • Nutrition Research
  • Organic Building Blocks
  • Phytochemicals by Plant (Food/Spice/Herb)
  • The group of Polydatin
  • Anthraquinones, Hydroquinones and Quinones
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
481-74-3.mol
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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. 
2-8°C
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.
CAS DataBase Reference
481-74-3(CAS DataBase Reference)
EPA Substance Registry System
Chrysophanic acid (481-74-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38-36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
CB6725000
8-10
HS Code 
29146990

MSDS

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Chrysophanic acid Usage And Synthesis

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 acidSupplier

Shanghai ChengShao Biological Technology Co., Ltd. Gold
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