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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:
481-72-1
Molecular Weight:
270.24
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329770287
EC Number:
207-571-7
Beilstein/REAXYS Number:
2059062
MDL number:
MFCD00017373

Key Documents

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Product Name

Aloe-emodin, analytical standard

InChI key

YDQWDHRMZQUTBA-UHFFFAOYSA-N

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

SMILES string

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

grade

analytical standard

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

Quality Level

100

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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.

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.

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4692V
BCCK9269
WXBF2098V
BCCG3672
BCCF4877

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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)
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)
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)
Naraganahalli R Thimmegowda et al.
Chemical biology & drug design, 85(5), 638-644 (2014-10-18)
In this study, we have synthesized novel water soluble derivatives of natural compound aloe emodin 4(a-j) by coupling with various amino acid esters and substituted aromatic amines, in an attempt to improve the anticancer activity and to explore the structure-activity
Timurs Maculins et al.
Cell chemical biology, 27(11), 1441-1451 (2020-07-30)
Protein-protein interactions (PPIs) govern intracellular life, and identification of PPI inhibitors is challenging. Roadblocks in assay development stemming from weak binding affinities of natural PPIs impede progress in this field. We postulated that enhancing binding affinity of natural PPIs via
View All Related Papers

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