All Photos(2)
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:
2059062
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
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
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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.
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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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)
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
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