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A7687

Sigma-Aldrich

Aloe-emodin

≥95% (HPLC)

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Synonym(s):
1,8-Dihydroxy 3-hydroxymethylanthraquinone, 1,8-Dihydroxy-3-(hydroxymethyl)anthraquinone, 3-Hydroxymethylchrysazine, Rhabarberone
Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
Molecular Weight:
270.24
Beilstein/REAXYS Number:
2059062
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.79

biological source

plant root (Rheum palmatum)

Quality Level

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

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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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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