Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C15H10O5 |
| Molecular Weight | 270.2369 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OCC1=CC(O)=C2C(=O)C3=C(C=CC=C3O)C(=O)C2=C1
InChI
InChIKey=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
| Molecular Formula | C15H10O5 |
| Molecular Weight | 270.2369 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Aloe emodin is a hydroxyanthraquinone found in Aloe vera leaves. It plays an important role in the regulation of cell growth and death. It has been reported to promote the anti-cancer effects in various cancer cells by inducing apoptosis. Aloe emodin selectively inhibits human neuroectodermal tumor cell growth in tissue cultures and in animal models. It has significant antileukemic activity against the P-388 lymphocytic leukemia in mice. Anti-glioma action of Aloe emodin involves ERK-independent induction of both apoptosis and autophagy, as well as ERK inhibition-mediated differentiation of glioma cells. Aloe-emodin can not pass through the blood-brain barrier.
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Quantitative HPLC determination and extraction of anthraquinones in Senna alata leaves. | 2009-03 |
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| Structure-activity relationships of anthraquinones on the suppression of DNA-binding activity of the aryl hydrocarbon receptor induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin. | 2009-03 |
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| Pharmacokinetics of anthraquinones in Xiexin decoction and in different combinations of its constituent herbs. | 2009-03 |
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| Profiling the metabolic differences of anthraquinone derivatives using liquid chromatography/tandem mass spectrometry with data-dependent acquisition. | 2009-02 |
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| Chemical constituents isolated from Polygala japonica leaves and their inhibitory effect on nitric oxide production in vitro. | 2009-02 |
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| Anti-angiogenic effects of rhubarb and its anthraquinone derivatives. | 2009-01-21 |
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| Antitumor and antimetastatic actions of anthrone-C-glucoside, cassialoin isolated from Cassia garrettiana heartwood in colon 26-bearing mice. | 2008-11 |
|
| Aloe-emodin is an interferon-inducing agent with antiviral activity against Japanese encephalitis virus and enterovirus 71. | 2008-10 |
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| Anthraquinone pharmacokinetics in Xiexin decoction and the different combinations of its constituent herbs. | 2008-09-10 |
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| Anthraquinone-benzisochromanquinone dimers from the roots of Berchemia floribunda. | 2008-09 |
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| Development and validation of a UPLC method for quality control of rhubarb-based medicine: fast simultaneous determination of five anthraquinone derivatives. | 2008-08-05 |
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| Simultaneous determination of anthraquinones in radix Polygoni multiflori by capillary gas chromatography coupled with flame ionization and mass spectrometric detection. | 2008-07-18 |
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| Rapid simultaneous quantification of five active constituents in rat plasma by high-performance liquid chromatography/tandem mass spectrometry after oral administration of Da-Cheng-Qi decoction. | 2008-07-15 |
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| Ultrasonic extraction and separation of anthraquinones from Rheum palmatum L. | 2008-07 |
|
| Structure-activity models of oral clearance, cytotoxicity, and LD50: a screen for promising anticancer compounds. | 2008-06-13 |
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| Anti-proliferative effects of estrogen receptor-modulating compounds isolated from Rheum palmatum. | 2008-06 |
|
| Comment on "Aloe-emodin induces in vitro G2/M arrest and alkaline phosphatase activation in human oral cancer KB cells" [Xiao B, Guo J, Liu D, Zhang S. Oral Oncol 2007;43(9):905-10]. | 2008-06 |
|
| Inhibitory effect of aloe-emodin on metastasis potential in HO-8910PM cell line. | 2008-05-09 |
|
| Suppression of C-myc expression associates with anti-proliferation of aloe-emodin on gastric cancer cells. | 2008-05 |
|
| Preparation of 1,8-di-O-alkylaloe-emodins and 15-amino-, 15-thiocyano-, and 15-selenocyanochrysophanol derivatives from aloe-emodin and studying their cytotoxic effects. | 2008-04 |
|
| Modeling the interactions of herbal drugs to beta-ketoacyl ACP synthase of Mycobacterium tuberculosis H37Rv. | 2008-04 |
|
| [Theoretical and experimental studies on solubility parameters of multiple components for traditional Chinese materia medica with HPLC]. | 2008-03 |
|
| Aloin induces apoptosis in Jurkat cells. | 2008-03 |
|
| Purification of hydroxyanthraquinones and cinnamic acid from the roots of Rheum officinale Baill. | 2008-02 |
|
| Studies of the interaction between Aloe-emodin and DNA and preparation of DNA biosensor for detection of PML-RARalpha fusion gene in acute promyelocytic leukemia. | 2008-01-15 |
|
| Determination of pharmacologically active compounds in root extracts of Cassia alata L. by use of high performance liquid chromatography. | 2008-01-15 |
|
| Mitochondria, PPARs, and Cancer: Is Receptor-Independent Action of PPAR Agonists a Key? | 2008 |
|
| Inhibitory effect of schisandrin B on gastric cancer cells in vitro. | 2007-12-28 |
|
| Large-scale separation of hydroxyanthraquinones from Rheum palmatum L. by pH-zone-refining counter-current chromatography. | 2007-12-28 |
|
| Anticancer effect of aloe-emodin on cervical cancer cells involves G2/M arrest and induction of differentiation. | 2007-12 |
|
| Chaperones are the target in aloe-emodin-induced human lung nonsmall carcinoma H460 cell apoptosis. | 2007-11-14 |
|
| Aloe-emodin suppressed NMDA-induced apoptosis of retinal ganglion cells through regulation of ERK phosphorylation. | 2007-11 |
|
| Aloe-emodin-induced apoptosis in human gastric carcinoma cells. | 2007-11 |
|
| Aloe-emodin induces in vitro G2/M arrest and alkaline phosphatase activation in human oral cancer KB cells. | 2007-10 |
|
| Anti-cancer properties of anthraquinones from rhubarb. | 2007-09 |
|
| Affinity chromatography with immobilized DNA stationary phase for biological fingerprinting analysis of traditional Chinese medicines. | 2007-06-22 |
|
| Phenolic constituents in dried flowers of aloe vera (Aloe barbadensis) and their in vitro antioxidative capacity. | 2007-06 |
|
| Chemical constituents of cape aloe and their synergistic growth-inhibiting effect on Ehrlich ascites tumor cells. | 2007-05 |
|
| Simultaneous quantification of five anthraquinones in rat plasma by high-performance liquid chromatography with fluorescence detection. | 2007-05 |
|
| Application of 1-alkyl-3-methylimidazolium-based ionic liquids as background electrolyte in capillary zone electrophoresis for the simultaneous determination of five anthraquinones in Rhubarb. | 2007-04-30 |
|
| Aloe-emodin metabolites protected N-methyl-d-aspartate-treated retinal ganglion cells by Cu-Zn superoxide dismutase. | 2007-04 |
|
| Simultaneous determination of anthraquinones in rhubarb by high-performance liquid chromatography and capillary electrophoresis. | 2007-03-23 |
|
| Determination of the anthraquinones aloe-emodin and aloin-A by liquid chromatography with mass spectrometric and diode array detection. | 2007-03-22 |
|
| Growth inhibitory effects of gastric cancer cells with an increase in S phase and alkaline phosphatase activity repression by aloe-emodin. | 2007-01 |
|
| Effect of a polyphenol-rich extract from Aloe vera gel on experimentally induced insulin resistance in mice. | 2007 |
|
| Final report on the safety assessment of AloeAndongensis Extract, Aloe Andongensis Leaf Juice,aloe Arborescens Leaf Extract, Aloe Arborescens Leaf Juice, Aloe Arborescens Leaf Protoplasts, Aloe Barbadensis Flower Extract, Aloe Barbadensis Leaf, Aloe Barbadensis Leaf Extract, Aloe Barbadensis Leaf Juice,aloe Barbadensis Leaf Polysaccharides, Aloe Barbadensis Leaf Water, Aloe Ferox Leaf Extract, Aloe Ferox Leaf Juice, and Aloe Ferox Leaf Juice Extract. | 2007 |
|
| Preparative isolation and purification of hydroxyanthraquinones from Rheum tanguticum Maxim. on normal phase silica gel: using a Flash Master Personal system. | 2007 |
|
| Evaluation of the anti-angiogenic effect of aloe-emodin. | 2006-12 |
|
| [Induction of hairy roots and anthraquinone production in Rheum palmatum]. | 2006-09 |
|
| Aloe-emodin affects the levels of cytokines and functions of leukocytes from Sprague-Dawley rats. | 2006-08-12 |
Sample Use Guides
The colony growth was only partially reduced at high concentrations of aloe-emodin, with ED50s of 80 and 120 uM, respectively, for bone marrow- and cord blood-derived colony forming unit granulocyte/macrophages. In contrast, the colony-forming activity of neuroblastoma cells (SJ-N-KP) was inhibited at a much lower concentration of aloe-emodin (ED50 of 7 uM).
| Substance Class |
Chemical
Created
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Edited
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| Record UNII |
C8IYT9CR7C
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| Record Status |
Validated (UNII)
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| Record Version |
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m1570
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DTXSID2030695
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ALOE EMODIN
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