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01542

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Chrysophanol

analytical standard

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Synonym(s):
1,8-Dihydroxy-3-methylanthraquinone, 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:
329747324
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

192-196 °C

suitability

conforms to structure for Proton NMR spectrum

application(s)

food and beverages

format

neat

storage temp.

2-8°C

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

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General description

Chrysophanol is an anthraquinone compound and occurs naturally in Chinese herb Rheum officinale. It shows antimicrobial activity, and is an active component in many crude drugs having purgative properties.

Application

It may be used as reference standard in analyzing bioactive components (hyperin, nobiletin, hesperidin, emodin, chrysophanol, resveratrol, curcumine, and physcion) in Danning tablets using HPLC-UV and HPLC-ESI-MS.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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Chrysophanol induces necrosis through the production of ROS and alteration of ATP levels in J5 human liver cancer cells.
Lu CC
Molecular Nutrition And Food Research, 54(7), 967-976 (2010)
Simultaneous analysis of eight bioactive compounds in Danning tablet by HPLC-ESI-MS and HPLC-UV.
Liu R
Journal of Pharmaceutical and Biomedical Analysis, 43(3), 1007-1012 (2007)
Chrysophanol, an antimicrobial anthraquinone from the root extract of Colubrina greggii.
Garcia-Sosa, Karlina, et al.
Journal of the Mexican Chemical Society, 50.2, 76-78 (2006)
Yuanyuan Zhang et al.
Colloids and surfaces. B, Biointerfaces, 103, 94-98 (2012-12-04)
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.
Hui Zhang et al.
Molecules (Basel, Switzerland), 17(1), 843-850 (2012-01-19)
An ethyl acetate extract of the roots of Rumex dentatus L. was investigated. Three compounds were identified by their spectroscopic data as chrysophanol (1), 6-methyl-7-acetyl-1, 8-dihydroxy-3-methoxy naphthalene-1-O-β-D(L)-glucoside (2) and 6-methyl-7-acetyl-1, 8-dihydroxy naphthalene-1-O-β-D(L)-glucoside (3) were found in the plant for the
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