Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Biochemical Engineering >  Plant extracts >  Chrysophanic acid

Chrysophanic acid

Basic information Safety Supplier Related

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
  • Anthraquinones, Hydroquinones and Quinones
  • The group of Polydatin
  • Phytochemicals by Plant (Food/Spice/Herb)
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors
Mol File:
481-74-3.mol
More
Less

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%
form 
crystalline
pka
6.63±0.20(Predicted)
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)
More
Less

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
Hazardous Substances Data
481-74-3(Hazardous Substances Data)

MSDS

More
Less

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 acidSupplier

Guizhou Dida Technology Co., Ltd Gold
Tel
0851-8475-2296 18096062265
Email
646585516@qq.com
cuicheng bio Gold
Tel
13186333400
Email
m13108465082@163.com
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd Gold
Tel
18049165724 13186333400
Email
cuichengbio@163.com
Shanghai Yanchun Biopharmaceutical Technology Co., Ltd Gold
Tel
4001-009266 17349750668
Email
product@sci-e.com
Shaanxi Pioneer Biotech Co., Ltd. Gold
Tel
029-029-86629612 18202932191
Email
sales3@pioneerbiotech.com