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229075

Sigma-Aldrich

1,8-Dihydroxy-3-methylanthrachinon

98%

Synonym(e):

3-Methylchrysazin, Chrysophansäure

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About This Item

Empirische Formel (Hill-System):
C15H10O4
CAS-Nummer:
481-74-3
Molekulargewicht:
254.24
Beilstein:
1252300
EG-Nummer:
207-572-2
MDL-Nummer:
MFCD00001208
UNSPSC-Code:
51102829
PubChem Substanz-ID:
57648009
NACRES:
NA.85

Assay

98%

Form

crystalline

Farbe

yellow-orange

Löslichkeit

chloroform: 1%

Wirkungsspektrum von Antibiotika

neoplastics
viruses

Wirkungsweise

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

InChIKey

LQGUBLBATBMXHT-UHFFFAOYSA-N

Angaben zum Gen

human ... ELA2(1991)

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Anwendung

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. Wirkung

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 .

Sonstige Hinweise

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Chinalizarin ≥95% (HPLC)

Sigma-Aldrich

Q2763

Chinalizarin

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
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
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
Rami Yaka et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 21(9), 2033-2041 (2007-03-14)
Traumatic brain injury triggers a massive glutamate efflux, activation of NMDA receptor channels, and cell death. Recently, we reported that NMDA receptors in mice are down-regulated from hours to days following closed head injury (CHI), and treatment with NMDA improved
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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