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Merck
CN

A7687

Aloe-emodin

≥95% (HPLC)

Synonym(s):

1,8-Dihydroxy 3-hydroxymethylanthraquinone, 1,8-Dihydroxy-3-(hydroxymethyl)anthraquinone, 3-Hydroxymethylchrysazine, Rhabarberone

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About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
EC Number:
207-571-7
Beilstein/REAXYS Number:
2059062
MDL number:
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biological source

plant root (Rheum palmatum)

Quality Segment

assay

≥95% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

yellow to brown

storage temp.

2-8°C

SMILES string

OCc1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1

InChI

1S/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2

InChI key

YDQWDHRMZQUTBA-UHFFFAOYSA-N

General description

Aloe-emodin is a hydroxyanthraquinone found naturally in aloe plants.

Application

Aloe-emodin has been used as a standard in high performance liquid chromatography (HPLC) for separation and identification of phenolic compounds in Aloe arborescens Miller var. natalensis Berger (Kidachi aloe).

Biochem/physiol Actions

Aloe-emodin exhibits antibacterial, antiviral, anti-inflammatory and hepatoprotective effects.
Laxative/cathartic compound; increases the contraction of intestinal smooth muscle by releasing endogenous acetylcholine. Anti-tumor activity is associated with an increased production of reactive oxygen species (ROS) that, in turn, reduces the mitochondrial transmembrane electrical potential, thus inducing a permeability transition that sets in motion a series of events culminating in cellular apoptosis. Genotoxicity and mutagenicity appear to be due to the inhibition of topoisomerase II activity by aloe emodin.


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pictograms

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signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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