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Merck

229075

1,8-Dihydroxy-3-methylanthraquinone

98%

Synonym(s):

3-Methylchrysazin, Chrysophanic acid

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About This Item

Empirical Formula (Hill Notation):
C15H10O4
CAS Number:
481-74-3
Molecular Weight:
254.24
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
57648009
EC Number:
207-572-2
Beilstein/REAXYS Number:
1252300
MDL number:
MFCD00001208

Product Name

1,8-Dihydroxy-3-methylanthraquinone, 98%

InChI key

LQGUBLBATBMXHT-UHFFFAOYSA-N

InChI

1S/C15H10O4/c1-7-5-9-13(11(17)6-7)15(19)12-8(14(9)18)3-2-4-10(12)16/h2-6,16-17H,1H3

SMILES string

Cc1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1

assay

98%

form

crystalline

color

yellow-orange

solubility

chloroform: 1%

antibiotic activity spectrum

neoplastics
viruses

mode of action

enzyme | inhibits

Quality Level

100

Gene Information

human ... ELA2(1991)

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Application

Chrysophanic acid, a natural anthraquinone, is used to study anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells . It is also used to study the inhibition of replication of poliovirus types 2 and 3 (Picornaviridae) in vitro .

Biochem/physiol Actions

Anticancer activity for chrysophanic acid is via the EGFR/mTOR mediated signaling transduction pathway . Chrysophanic acid has two hydrophobic positions on the molecule (C-6 and the methyl group attached to C-3) which are responsible for the compound′s activity against poliovirus .

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX8855
MKCQ2032
MKCJ0649
MKCM8598
MKCJ0650

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Haoxie Xu et al.
Food chemistry, 281, 28-35 (2019-01-20)
Anthraquinones, a class of naturally occurring polyphenolic compounds, exhibit a wide range of bioactivities. However, most free anthraquinones are lipophilic bioactive compounds. Bovine β-lactoglobulin (βLG), a major whey protein, has a high affinity for small hydrophobic compounds. In this study
Anne C Jones et al.
Die Naturwissenschaften, 99(7), 583-586 (2012-06-23)
The nonnative hemlock woolly adelgid (Adelges tsugae Annand, Hemiptera: Sternorrhyncha: Adelgidae) has been a significant mortality agent of eastern hemlock (Tsuga canadensis Carriere) throughout a large portion of its geographic range. During a study investigating adelgid vigor in relation to
Su-Jin Kim et al.
Molecules (Basel, Switzerland), 15(9), 6436-6451 (2010-09-30)
Chrysophanol is a member of the anthraquinone family and has multiple pharmacological effects, but the exact mechanism of the anti-inflammatory effects of chrysophanol has yet to be thoroughly elucidated. In this study, we attempted to determine the effects of chrysophanol
Tiffany Chien-Ting Lo et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 893-894, 101-106 (2012-03-23)
Chrysophanol has high pharmaceutical values. However, it was difficult to use the traditional extraction method to extract high-concentration chrysophanol. Therefore, the purpose of this study is to purify and separate chrysophanol in traditional herb, Rheum Palmatum LINN, by using supercritical
Hee-Yun Kim et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 68(5), 387-395 (2019-03-16)
AST2017-01 is developed to be used for treatment and prevention of allergic diseases and composed of processed-Cordyceps militaris and processed-Rumex crispus. But, effect of AST2017-01 remains unclear in an allergic rhinitis (AR). So, this study aimed to explore the effects
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