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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
Molecular Weight:
254.24
MDL Number:
MFCD00001208
MOL File:
481-74-3.mol
Last updated:2024-05-20 18:13:44

Chrysophanic acid 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)
FDA UNII N1ST8V8RR2
EPA Substance Registry System Chrysophanic acid (481-74-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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
NFPA 704
0
2 0

Chrysophanic acid price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 229075 1,8-Dihydroxy-3-methylanthraquinone 98% 481-74-3 50mg $55.2 2024-03-01 Buy
Sigma-Aldrich 229075 1,8-Dihydroxy-3-methylanthraquinone 98% 481-74-3 1g $747 2024-03-01 Buy
TCI Chemical C2505 Chrysophanic Acid >96.0%(HPLC) 481-74-3 100mg $102 2024-03-01 Buy
Cayman Chemical 19870 Chrysophanol ≥98% 481-74-3 50mg $32 2024-03-01 Buy
Cayman Chemical 19870 Chrysophanol ≥98% 481-74-3 100mg $61 2024-03-01 Buy
Product number Packaging Price Buy
229075 50mg $55.2 Buy
229075 1g $747 Buy
C2505 100mg $102 Buy
19870 50mg $32 Buy
19870 100mg $61 Buy

Chrysophanic acid Chemical Properties,Uses,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

A topical ointment used in the treatment of dermal conditions such as eczema and herpes.

Uses

antineoplastic, antibacterial

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.

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.]

71013-35-9
481-74-3
Synthesis of Chrysophanic acid from chrysophanol dimethyl ether

Chrysophanic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 394)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
+8618829768577 gao490372054@gamil.com China 1250 58
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
+86-19164747840 +86-13119157289 13119157289@163.com China 2971 58
Hebei Kingfiner Technology Development Co.Ltd
+86-15532196582 +86-15373005021 lisa@kingfinertech.com China 3001 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21689 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691 yklbiotech@163.com CHINA 296 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58

Related articles

View Lastest Price from Chrysophanic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Chrysophanic acid pictures 2024-05-20 Chrysophanic acid
481-74-3
US $0.00-0.00 / kg 1kg 0.99 50000kg Hebei Kingfiner Technology Development Co.Ltd
Coniferyl ferulate pictures 2024-04-28 Coniferyl ferulate
481-74-3
US $0.00-0.00 / g 1g 98% 2000 Changsha Staherb Natural Ingredients Co., Ltd.
Chrysophanol pictures 2023-02-24 Chrysophanol
481-74-3
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
  • Chrysophanic acid pictures
  • Chrysophanic acid
    481-74-3
  • US $0.00-0.00 / kg
  • 0.99
  • Hebei Kingfiner Technology Development Co.Ltd
  • Coniferyl ferulate pictures
  • Coniferyl ferulate
    481-74-3
  • US $0.00-0.00 / g
  • 98%
  • Changsha Staherb Natural Ingredients Co., Ltd.
  • Chrysophanol pictures
  • Chrysophanol
    481-74-3
  • US $0.00 / mg
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.

Chrysophanic acid Spectrum

CHRYSOPHANIC ACID 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 4,5-Dihydroxy-2-methylanthraquinone Anthraquinone,1,8-dihydroxy-3-methyl- c.i.75400 c.i.naturalyellow23 Chrysophansαure turkeyrhubarb Dihydroxy-3-Methylanthraquinone Chrysophanicacid,3-Methylchrysazin 3-METHYLCHRYSAZINE 9,10-ANTHRACENEDIONE,1,8-DIHYDROXY-3-METHYL 1,8-DIHYDROXY-3-METHYL-9,10-ANTHRACENEDIONE 1,8-DIHYDROXY-3-METHYLANTHRAQUINONE Chrysophanic acid, froM RheuM palMatuM 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 CHRYSOPHANOL(RG) NSC 37132 NSC 646567 Chrysophanic acid (Chrysophanol) Chrysophanic acid, 98%, from Rheum palmatum L. Chrysophanic acid, 98%, from Rheum palmatum Chrysophanic acid 481-74-3 Chrysophanol (Chrysophanic acid) Chrysophanic Acid > CHYRSOLPHANOL M 13 M-13 Monotritylthymidine CHRYSOPHANOL RHUBARB EXTRACT 3-METHYLCHRYSAZIN Chrysophal SEMEN CASSIAE EXTRACT M13 Herba cistanche saponins 481-74-3 C15H10O4 C15 to C38 Carbonyl Compounds Building Blocks Organic Building Blocks Ketones Aromatics Intermediates & Fine Chemicals