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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:
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.

Other Notes

This compound is commonly found in plants of the genus: aloe

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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)
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
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)
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
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
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