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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
Beilstein:
2059062
EC Number:
207-571-7
MDL number:
MFCD00017373
UNSPSC Code:
85151701
PubChem Substance ID:
329770287
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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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.

Recommended products

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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

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Physcion ≥98.0% (TLC)

Sigma-Aldrich

17797

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Emodin United States Pharmacopeia (USP) Reference Standard

USP

1235059

Emodin

Aloin A phyproof® Reference Substance

PHL89558

Aloin A

Rhein

Sigma-Aldrich

R7269

Rhein

Aloin United States Pharmacopeia (USP) Reference Standard

USP

1013727

Aloin

Rhein technical grade

Sigma-Aldrich

275611

Rhein

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
Khalilah Haris et al.
Asian Pacific journal of cancer prevention : APJCP, 15(11), 4499-4505 (2014-06-28)
Glioblastoma, the most aggressive and malignant form of glioma, appears to be resistant to various chemotherapeutic agents. Hence, approaches have been intensively investigated to targeti specific molecular pathways involved in glioblastoma development and progression. Aloe emodin is believed to modulate

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