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=CC2=C(C(O)=C1)C(=O)C3=C(C=CC=C3O)C2=O
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 |
|---|---|---|
| Activity of wen-pi-tang, and purified constituents of rhei rhizoma and glycyrrhizae radix against glucose-mediated protein damage. | 2005 |
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| Spectroscopic characterization of effective components anthraquinones in Chinese medicinal herbs binding with serum albumins. | 2005 Nov |
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| [Screening of antineoplastic components in Radix et Rhizoma Rhei using chromatographic fingerprints]. | 2005 Sep |
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| Determination of five anthraquinones in medicinal plants by capillary zone electrophoresis with beta-cyclodextrin addition. | 2006 Aug 4 |
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| Evaluation of the anti-angiogenic effect of aloe-emodin. | 2006 Dec |
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| [Studies on chemical constituents of hairy root of Cassia obtusifolia]. | 2006 Feb |
|
| Aloe-emodin induced DNA damage through generation of reactive oxygen species in human lung carcinoma cells. | 2006 Jul 28 |
|
| Aloe-emodin affects the levels of cytokines and functions of leukocytes from Sprague-Dawley rats. | 2006 Jul-Aug |
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| [Induction of hairy roots and anthraquinone production in Rheum palmatum]. | 2006 Sep |
|
| 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 |
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| Preparative isolation and purification of hydroxyanthraquinones from Rheum tanguticum Maxim. on normal phase silica gel: using a Flash Master Personal system. | 2007 |
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| 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 Apr 30 |
|
| Anticancer effect of aloe-emodin on cervical cancer cells involves G2/M arrest and induction of differentiation. | 2007 Dec |
|
| Inhibitory effect of schisandrin B on gastric cancer cells in vitro. | 2007 Dec 28 |
|
| Large-scale separation of hydroxyanthraquinones from Rheum palmatum L. by pH-zone-refining counter-current chromatography. | 2007 Dec 28 |
|
| Growth inhibitory effects of gastric cancer cells with an increase in S phase and alkaline phosphatase activity repression by aloe-emodin. | 2007 Jan |
|
| Simultaneous determination of eight active components in Chinese medicine 'YIQING' capsule using high-performance liquid chromatography. | 2007 Jan 4 |
|
| Determination of the anthraquinones aloe-emodin and aloin-A by liquid chromatography with mass spectrometric and diode array detection. | 2007 Jan-Feb |
|
| Phenolic constituents in dried flowers of aloe vera (Aloe barbadensis) and their in vitro antioxidative capacity. | 2007 Jun |
|
| Simultaneous quantification of five anthraquinones in rat plasma by high-performance liquid chromatography with fluorescence detection. | 2007 May |
|
| Aloe-emodin suppressed NMDA-induced apoptosis of retinal ganglion cells through regulation of ERK phosphorylation. | 2007 Nov |
|
| Chaperones are the target in aloe-emodin-induced human lung nonsmall carcinoma H460 cell apoptosis. | 2007 Nov 14 |
|
| Mitochondria, PPARs, and Cancer: Is Receptor-Independent Action of PPAR Agonists a Key? | 2008 |
|
| 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 Apr |
|
| Modeling the interactions of herbal drugs to beta-ketoacyl ACP synthase of Mycobacterium tuberculosis H37Rv. | 2008 Apr |
|
| Anthraquinone pharmacokinetics in Xiexin decoction and the different combinations of its constituent herbs. | 2008 Apr-Jun |
|
| Development and validation of a UPLC method for quality control of rhubarb-based medicine: fast simultaneous determination of five anthraquinone derivatives. | 2008 Aug 5 |
|
| Purification of hydroxyanthraquinones and cinnamic acid from the roots of Rheum officinale Baill. | 2008 Feb |
|
| 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 Jan 15 |
|
| Determination of pharmacologically active compounds in root extracts of Cassia alata L. by use of high performance liquid chromatography. | 2008 Jan 15 |
|
| Ultrasonic extraction and separation of anthraquinones from Rheum palmatum L. | 2008 Jul |
|
| 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 Jul 15 |
|
| Simultaneous determination of anthraquinones in radix Polygoni multiflori by capillary gas chromatography coupled with flame ionization and mass spectrometric detection. | 2008 Jul 18 |
|
| Anti-proliferative effects of estrogen receptor-modulating compounds isolated from Rheum palmatum. | 2008 Jun |
|
| 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 Jun |
|
| Structure-activity models of oral clearance, cytotoxicity, and LD50: a screen for promising anticancer compounds. | 2008 Jun 13 |
|
| [Theoretical and experimental studies on solubility parameters of multiple components for traditional Chinese materia medica with HPLC]. | 2008 Mar |
|
| Aloin induces apoptosis in Jurkat cells. | 2008 Mar |
|
| Suppression of C-myc expression associates with anti-proliferation of aloe-emodin on gastric cancer cells. | 2008 May |
|
| Inhibitory effect of aloe-emodin on metastasis potential in HO-8910PM cell line. | 2008 May-Jun |
|
| Antitumor and antimetastatic actions of anthrone-C-glucoside, cassialoin isolated from Cassia garrettiana heartwood in colon 26-bearing mice. | 2008 Nov |
|
| Aloe-emodin is an interferon-inducing agent with antiviral activity against Japanese encephalitis virus and enterovirus 71. | 2008 Oct |
|
| Anthraquinone-benzisochromanquinone dimers from the roots of Berchemia floribunda. | 2008 Sep |
|
| Profiling the metabolic differences of anthraquinone derivatives using liquid chromatography/tandem mass spectrometry with data-dependent acquisition. | 2009 Feb |
|
| Chemical constituents isolated from Polygala japonica leaves and their inhibitory effect on nitric oxide production in vitro. | 2009 Feb |
|
| Anti-angiogenic effects of rhubarb and its anthraquinone derivatives. | 2009 Jan 21 |
|
| Quantitative HPLC determination and extraction of anthraquinones in Senna alata leaves. | 2009 Mar |
|
| 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 Mar |
|
| Pharmacokinetics of anthraquinones in Xiexin decoction and in different combinations of its constituent herbs. | 2009 Mar |
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
by
admin
on
Edited
Fri Dec 15 19:13:42 UTC 2023
by
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on
Fri Dec 15 19:13:42 UTC 2023
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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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100000126120
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SUB33041
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10207
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ALOE EMODIN
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C8IYT9CR7C
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C518327
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C8IYT9CR7C
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