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229075

Sigma-Aldrich

1,8-Dihydroxy-3-methylanthraquinone

98%

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Synonym(s):
3-Methylchrysazin, Chrysophanic acid
Empirical Formula (Hill Notation):
C15H10O4
CAS Number:
481-74-3
Molecular Weight:
254.24
Beilstein:
1252300
EC Number:
207-572-2
MDL number:
MFCD00001208
PubChem Substance ID:
57648009
NACRES:
NA.85

Quality Level

100

Assay

98%

form

crystalline

color

yellow-orange

solubility

chloroform: 1%

antibiotic activity spectrum

neoplastics
viruses

Mode of action

enzyme | inhibits

SMILES string

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

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

InChI key

LQGUBLBATBMXHT-UHFFFAOYSA-N

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

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Acetylene black (AB) nanoparticles were readily dispersed into water in the presence of dihexadecyl hydrogen phosphate. After evaporation of water, the surface of glassy carbon electrode (GCE) was coated with AB nanoparticles as confirmed from the scanning electron microscopy measurements.
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