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Merck
CN

93938

Aloe-emodin

analytical standard

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:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
207-571-7
Beilstein/REAXYS Number:
2059062
MDL number:
Technical Service
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grade

analytical standard

Quality Level

assay

≥97.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

color

light orange to dark orange

application(s)

food and beverages

format

neat

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 and an active component present in Aloe vera leaves and root/rhizome of Rheum palmatum, possessing specific in vitro and in vivo antineuroectodermal tumor activity.

Application

Aloe-emodin may be used as a reference standard in the determination of aloe-emodin in Aloe vera extracts and commercial formulations using high-performance liquid chromatography (HPLC) coupled with tandem UV absorption and fluorimetric detection.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This compound is commonly found in plants of the genus: aloe


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pictograms

Exclamation mark

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



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Determination of aloe emodin in Aloe vera extracts and commercial formulations by HPLC with tandem UV absorption and fluorescence detection.
Mandrioli R, et al.
Food Chemistry, 126(1), 387-393 (2011)
Effects and mechanisms of aloe-emodin on cell death in human lung squamous cell carcinoma.
Lee Z-H, et al.
European Journal of Pharmacology, 431(3), 287-295 (2001)
Aloe-emodin is a new type of anticancer agent with selective activity against neuroectodermal tumors.
Pecere T, et al.
Cancer Research, 60(11), 2800-2804 (2000)



Global Trade Item Number

SKUGTIN
93938-10MG04061833283424