Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C24H26O6 |
| Molecular Weight | 410.4596 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C(CC=C(C)C)C2=C(OC3=C(C2=O)C(O)=C(CC=C(C)C)C(O)=C3)C=C1O
InChI
InChIKey=GNRIZKKCNOBBMO-UHFFFAOYSA-N
InChI=1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3
α-Mangostin is a bioactive compound isolated from Garcinia mangostana L. known as the queen of fruits. Traditionally, numerous parts of G. mangostana have been utilized to treat various ailments such as abdominal pain, food allergies, arthritis, leucorrhoea, gonorrhea, diarrhea, and chronic ulcer. Experiments on animal have revealed that alpha-mangostin, an acid sphingomyelinase inhibitor, plays a protective role in diabetic neuropathy by relieving ER stress induced-renal cell apoptosis. Besides, it used against gastric ulcer, but this study was discontinued. α-Mangostin is also a histamine H1 receptor antagonist and is a specific inhibitor of lysine-specific demethylase 1 (LSD1), which has been reported to be overexpressed in several human cancers. α-mangostin has anti-carcinogenic effects against several cancers, including breast, colorectal cancers, and renal cell carcinoma. Thus, α-mangostin can be used to produce more potent LSD1 inhibitors with potential anticancer activity.
CNS Activity
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P35367 Gene ID: 3269.0 Gene Symbol: HRH1 Target Organism: Homo sapiens (Human) |
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Target ID: P17405 Gene ID: 6609.0 Gene Symbol: SMPD1 Target Organism: Homo sapiens (Human) |
14.1 µM [IC50] | ||
Target ID: O60341|||Q96AW4 Gene ID: 23028.0 Gene Symbol: KDM1A Target Organism: Homo sapiens (Human) |
2.81 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Palliative | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Active constituents against HIV-1 protease from Garcinia mangostana. | 1996 Aug |
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| Biological activities of alpha-mangostin derivatives against acidic sphingomyelinase. | 2003 Oct 6 |
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| Alpha-mangostin induces Ca2+-ATPase-dependent apoptosis via mitochondrial pathway in PC12 cells. | 2004 May |
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| Preferential target is mitochondria in alpha-mangostin-induced apoptosis in human leukemia HL60 cells. | 2004 Nov 15 |
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| Inhibitory effects of crude alpha-mangostin, a xanthone derivative, on two different categories of colon preneoplastic lesions induced by 1, 2-dimethylhydrazine in the rat. | 2004 Oct-Dec |
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| Xanthones induce cell-cycle arrest and apoptosis in human colon cancer DLD-1 cells. | 2005 Nov 1 |
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| Antimicrobial effects of Thai medicinal plants against acne-inducing bacteria. | 2005 Oct 3 |
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| Garcinone B reduces prostaglandin E2 release and NF-kappaB-mediated transcription in C6 rat glioma cells. | 2006 Feb 20 |
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| Prenylated xanthone derivatives with antiplasmodial activity from Allanblackia monticola STANER L.C. | 2006 Jan |
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| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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| Effects of alpha-mangostin from mangosteen pericarp extract and imidacloprid on Nilaparvata lugens (Stal.) and non-target organisms: toxicity and detoxification mechanism. | 2007 |
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| Cardioprotective effect of alpha-mangostin, a xanthone derivative from mangosteen on tissue defense system against isoproterenol-induced myocardial infarction in rats. | 2007 |
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| HPLC analysis of selected xanthones in mangosteen fruit. | 2007 Jun |
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| Oligomeric proanthocyanidins from mangosteen pericarps. | 2007 Sep 19 |
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| Ameliorative prospective of alpha-mangostin, a xanthone derivative from Garcinia mangostana against beta-adrenergic cathecolamine-induced myocardial toxicity and anomalous cardiac TNF-alpha and COX-2 expressions in rats. | 2008 Aug |
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| Apoptotic effects on B-cell chronic lymphocytic leukemia (B-CLL) cells of heterocyclic compounds isolated from Guttiferaes. | 2008 Dec |
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| Xanthones from the botanical dietary supplement mangosteen (Garcinia mangostana) with aromatase inhibitory activity. | 2008 Jul |
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| Anti-cancer effects of xanthones from pericarps of mangosteen. | 2008 Mar |
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| Garcinia mangostana: a source of potential anti-cancer lead compounds against CEM-SS cell line. | 2008 May-Jun |
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| Cancer is a preventable disease that requires major lifestyle changes. | 2008 Sep |
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| Thin-layer chromatography-densitometric analysis of alpha-mangostin content in Garcinia mangostana fruit rind extracts. | 2008 Sep-Oct |
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| Mitigation of mitochondrial dysfunction and regulation of eNOS expression during experimental myocardial necrosis by alpha-mangostin, a xanthonic derivative from Garcinia mangostana. | 2009 |
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| Cytotoxic geranylated xanthones and O-alkylated derivatives of alpha-mangostin. | 2009 Aug |
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| Antioxidant activity of mangostin in cell-free system and its effect on K562 leukemia cell line in photodynamic therapy. | 2009 Dec |
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| The natural xanthone alpha-mangostin reduces oxidative damage in rat brain tissue. | 2009 Feb |
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| Anti-oxidative and anti-inflammatory activities of some isolated constituents from the stem bark of Allanblackia monticola Staner L.C (Guttiferae). | 2009 Feb |
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| Alpha-mangostin suppresses PC-3 human prostate carcinoma cell metastasis by inhibiting matrix metalloproteinase-2/9 and urokinase-plasminogen expression through the JNK signaling pathway. | 2009 Feb 25 |
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| Validation of LC for the determination of alpha-mangostin in mangosteen peel extract: a tool for quality assessment of Garcinia mangostana L. | 2009 Mar |
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| Antibacterial activity of Thai medicinal plants against methicillin-resistant Staphylococcus aureus. | 2009 Mar |
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| Bioaccessibility, biotransformation, and transport of alpha-mangostin from Garcinia mangostana (Mangosteen) using simulated digestion and Caco-2 human intestinal cells. | 2009 May |
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| Antifungal activity of alpha-mangostin against Candida albicans. | 2009 Sep |
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| ROS scavenging capacity and neuroprotective effect of alpha-mangostin against 3-nitropropionic acid in cerebellar granule neurons. | 2009 Sep |
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| Anti-acne-inducing bacterial activity of mangosteen fruit rind extracts. | 2010 |
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| New medicinal properties of mangostins: analgesic activity and pharmacological characterization of active ingredients from the fruit hull of Garcinia mangostana L. | 2010 Apr |
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| Apoptotic effects of γ-mangostin from the fruit hull of Garcinia mangostana on human malignant glioma cells. | 2010 Dec 7 |
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| Free radical scavenging and anti-acne activities of mangosteen fruit rind extracts prepared by different extraction methods. | 2010 Feb |
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| Mangifera indica (mango). | 2010 Jan |
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| Antioxidant, free radical-scavenging activity and cytotoxicity of different solvent extracts and their phenolic constituents from the fruit hull of mangosteen (Garcinia mangostana). | 2010 Jan |
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| alpha-Mangostin, a novel dietary xanthone, suppresses TPA-mediated MMP-2 and MMP-9 expressions through the ERK signaling pathway in MCF-7 human breast adenocarcinoma cells. | 2010 Jan-Feb |
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| The alpha-mangostin prevention on cisplatin-induced apoptotic death in LLC-PK1 cells is associated to an inhibition of ROS production and p53 induction. | 2010 Oct 6 |
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| Alpha-mangostin suppresses phorbol 12-myristate 13-acetate-induced MMP-2/MMP-9 expressions via alphavbeta3 integrin/FAK/ERK and NF-kappaB signaling pathway in human lung adenocarcinoma A549 cells. | 2010 Sep |
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| Oxidative stress contributes to outcome severity in a Drosophila melanogaster model of classic galactosemia. | 2013 Jan |
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| Anti-cancer effects of naturally occurring compounds through modulation of signal transduction and miRNA expression in human colon cancer cells. | 2013 Nov |
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| Phytochemical, antimicrobial and antiprotozoal evaluation of Garcinia mangostana pericarp and α-mangostin, its major xanthone derivative. | 2013 Sep 2 |
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| α-Mangostin-induced apoptosis is mediated by estrogen receptor α in human breast cancer cells. | 2014 Apr |
|
| Neuroprotective Effects of Alpha-Mangostin on MPP(+)-Induced Apoptotic Cell Death in Neuroblastoma SH-SY5Y Cells. | 2015 |
Sample Use Guides
type 2 diabetic rats: Alpha-mangostin (200 mg/kg BW/day) were fed followed by i.p. injection of streptozotocin
Route of Administration:
Oral
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3371 (Number of products:1)
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SUBSTANCE RECORD
