ChemicalBook > CAS DataBase List > Chrysophanic acid

Chrysophanic acid

Product Name
Chrysophanic acid
CAS No.
481-74-3
Chemical Name
Chrysophanic acid
Synonyms
CHRYSOPHANOL;RHUBARB EXTRACT;M13;Chrysophal;SEMEN CASSIAE EXTRACT;3-METHYLCHRYSAZIN;M 13;M-13;c.i.75400;NSC 37132
CBNumber
CB9760903
Molecular Formula
C15H10O4
Formula Weight
254.24
MOL File
481-74-3.mol
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Chrysophanic acid Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38-36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
CB6725000
F 
8-10
HS Code 
29146990
Hazardous Substances Data
481-74-3(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
229075
Product name
1,8-Dihydroxy-3-methylanthraquinone
Purity
98%
Packaging
50mg
Price
$55.2
Updated
2024/03/01
Sigma-Aldrich
Product number
229075
Product name
1,8-Dihydroxy-3-methylanthraquinone
Purity
98%
Packaging
1g
Price
$747
Updated
2024/03/01
TCI Chemical
Product number
C2505
Product name
Chrysophanic Acid
Purity
>96.0%(HPLC)
Packaging
100mg
Price
$102
Updated
2024/03/01
Cayman Chemical
Product number
19870
Product name
Chrysophanol
Purity
≥98%
Packaging
50mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
19870
Product name
Chrysophanol
Purity
≥98%
Packaging
100mg
Price
$61
Updated
2024/03/01
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Chrysophanic acid Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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View Lastest Price from Chrysophanic acid manufacturers

Hebei Kingfiner Technology Development Co.Ltd
Product
Chrysophanic acid 481-74-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2024-05-24
Shanghai Standard Technology Co., Ltd.
Product
Chrysophanol 481-74-3
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-10-08
Shanghai Standard Technology Co., Ltd.
Product
Chrysophanol 481-74-3
Price
US $0.00/mg
Min. Order
5mg
Purity
Analytical Standard
Supply Ability
10 g
Release date
2019-10-08

481-74-3, Chrysophanic acidRelated Search:

RHUBARB EXTRACT Hyaluronic acid Solvent Red 43 1-Hydroxy anthraquinone Citric acid Mitoxantrone 2-Methyl anthraquinone Ethyl 2-(Chlorosulfonyl)acetate Mitoxantrone hydrochloride 1,8-Dihydroxyanthraquinone DITHIANON Folic acid Chrysophanein Chrysophal 8-O-glucoside Ascoric Acid NOGALAMYCIN FRANGULIN A RHUBARB EXTRACT,Rhein，Chrysophanic acid，Emodic acid，Rheinic acid，Cassic acid，Chrysophanol

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  • RHUBARB EXTRACT
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  • 9,10-ANTHRACENEDIONE,1,8-DIHYDROXY-3-METHYL
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  • Chrysophanic acid, froM RheuM palMatuM
  • Chrysophanic acid, 98%, from Rheum palmatum L.
  • Chrysophanic acid, 98%, from Rheum palmatum
  • SEMEN CASSIAE EXTRACT
  • Chrysophanic acid 481-74-3
  • Chrysophanol (Chrysophanic acid)
  • CHRYSOPHANOL:9,10-ANTHRACENEDIONE,1,8-DIHYDROXY-3-METHYL
  • Natural Yellow 23.
  • CHRYSOPHANOL(SH)
  • 9,10-ANTHRACENEDIONE,1,8-
  • CHRYSOPHANIC ACID hplc
  • CHRYSOPHANOL WITH HPLC
  • 1,8-dihydroxy-3-methyl-anthracene-9,10-dione
  • Chrysophanic acid,98%
  • Chrysophanic acid1,8-Dihydroxy-3-methylanthraquinone
  • Rheum Chrysophanol
  • Chrysophal
  • CHRYSOPHANOL(RG)
  • NSC 37132
  • NSC 646567
  • Chrysophanic acid (Chrysophanol)
  • Chrysophanic Acid &gt
  • CHYRSOLPHANOL
  • M 13
  • M13
  • M-13
  • Monotritylthymidine
  • Herba cistanche saponins
  • 3-Methylchrysazin|||Chrysophanic Acid|||Turkey Rhubarb
  • Chrysophanol-RM
  • 481-74-3
  • C15H10O4
  • C15 to C38
  • Carbonyl Compounds
  • Building Blocks
  • Organic Building Blocks
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