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01542

Supelco

Chrysophanol

analytical standard

Synonym(s):

1,8-Dihydroxy-3-methylanthraquinone, 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
Beilstein/REAXYS Number:
1252300
EC Number:
207-572-2
MDL number:
MFCD00001208
UNSPSC Code:
85151701
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Slide 1 of 6

1 of 6

Physcion phyproof® Reference Substance

PHL89757

Physcion

Emodin United States Pharmacopeia (USP) Reference Standard

USP

1235059

Emodin

Rhein

Sigma-Aldrich

R7269

Rhein

Aloe-emodin phyproof® Reference Substance

PHL89157

Aloe-emodin

Diacerein impurity B European Pharmacopoeia (EP) Reference Standard

Y0001596

Diacerein impurity B

Emodin 8-glucoside ≥95% (LC/MS-UV)

Sigma-Aldrich

SMB00546

Emodin 8-glucoside

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)
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 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)
Myung Sun Lee et al.
Phytotherapy research : PTR, 25(6), 833-837 (2010-11-23)
Inactivation of epidermal growth factor receptor (EGFR) is a prime method used in colon cancer therapy. Here it is shown that chrysophanic acid, a natural anthraquinone, has anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells. Chrysophanic acid preferentially blocked
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
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