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6147-11-1,MFCD00135200
Catalog No.:AA00IASM

6147-11-1 | Alpha-mangostin

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1mg
98%
in stock  
$7.00   $5.00
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10mg
98%(HPLC)
in stock  
$24.00   $17.00
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25mg
98%
in stock  
$27.00   $19.00
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50mg
98%
in stock  
$44.00   $31.00
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100mg
98%
in stock  
$64.00   $45.00
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250mg
98%
in stock  
$94.00   $66.00
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1g
98%
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$232.00   $163.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IASM
Chemical Name:
Alpha-mangostin
CAS Number:
6147-11-1
Molecular Formula:
C24H26O6
Molecular Weight:
410.4596
MDL Number:
MFCD00135200
SMILES:
COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)O
Properties
Computed Properties
 
Complexity:
677  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
5  
XLogP3:
6.3  

Downstream Synthesis Route

[1]NipponKagakuKaishi/JournaloftheChemicalSocietyofJapan,1931,vol.52,p.548,552    BulletinoftheChemicalSocietyofJapan,1932,vol.7,p.1,7

[1]BioorganicandMedicinalChemistryLetters,2014,vol.24,p.2062-2065

[2]Patent:KR2015/122946,2015,A.Locationinpatent:Paragraph0098;0099;0134;0135

[3]ChemicalandPharmaceuticalBulletin,2013,vol.61,p.194-203

[4]JournalofMedicinalChemistry,2015,vol.58,p.739-752

[5]JournalofMedicinalChemistry,2016,vol.59,p.171-193

[6]RSCAdvances,2018,vol.8,p.41377-41388

[7]NaturalProductResearch,2020,vol.34,p.1380-1388

[8]NipponKagakuKaishi/JournaloftheChemicalSocietyofJapan,1931,vol.52,p.554,557    JustusLiebigsAnnalenderChemie,1932,vol.496,p.122,136

[9]JournalofPharmacyandPharmacology,1996,vol.48,p.861-865

[10]Molecules,2017,vol.22

[1]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,1987,vol.26,p.281-282

[1]Patent:CN103880807,2016,B.Locationinpatent:Paragraph0026-0028;0032-0034;0052-0057

[2]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,1986,vol.25,p.1157-1158

[1]AustralianJournalofChemistry,1998,vol.51,p.249-254

Literature

Title: β-mangostin suppresses human hepatocellular carcinoma cell invasion through inhibition of MMP-2 and MMP-9 expression and activating the ERK and JNK pathways.

Journal: Environmental toxicology 20171101

Title: Neuroprotective Effects of Alpha-Mangostin on MPP(+)-Induced Apoptotic Cell Death in Neuroblastoma SH-SY5Y Cells.

Journal: Journal of toxicology 20150101

Title: α-Mangostin-induced apoptosis is mediated by estrogen receptor α in human breast cancer cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20140401

Title: Molecular screening of insecticides with sigma glutathione S-transferases (GST) in cotton aphid Aphis gossypii using docking.

Journal: Bioinformation 20140101

Title: Anti-cancer effects of naturally occurring compounds through modulation of signal transduction and miRNA expression in human colon cancer cells.

Journal: The Journal of nutritional biochemistry 20131101

Title: Phytochemical, antimicrobial and antiprotozoal evaluation of Garcinia mangostana pericarp and α-mangostin, its major xanthone derivative.

Journal: Molecules (Basel, Switzerland) 20130902

Title: Oxidative stress contributes to outcome severity in a Drosophila melanogaster model of classic galactosemia.

Journal: Disease models & mechanisms 20130101

Title: Potent activity against multidrug-resistant Mycobacterium tuberculosis of α-mangostin analogs.

Journal: Chemical & pharmaceutical bulletin 20130101

Title: Antiproliferative effect of α-mangostin on canine osteosarcoma cells.

Journal: Research in veterinary science 20121001

Title: Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.

Journal: Bioorganic & medicinal chemistry letters 20120615

Title: Anthelminthic properties of mangostin and mangostin diacetate.

Journal: Parasitology international 20120601

Title: alpha-Mangostin enhances betulinic acid cytotoxicity and inhibits cisplatin cytotoxicity on HCT 116 colorectal carcinoma cells.

Journal: Molecules (Basel, Switzerland) 20120308

Title: Α-mangostin, a polyphenolic xanthone derivative from mangosteen, attenuates β-amyloid oligomers-induced neurotoxicity by inhibiting amyloid aggregation.

Journal: Neuropharmacology 20120201

Title: Solid dispersions of α-mangostin improve its aqueous solubility through self-assembly of nanomicelles.

Journal: Journal of pharmaceutical sciences 20120201

Title: α-Mangostin, a xanthone from mangosteen fruit, promotes cell cycle arrest in prostate cancer and decreases xenograft tumor growth.

Journal: Carcinogenesis 20120201

Title: Apoptosis, antimicrobial and antioxidant activities of phytochemicals from Garcinia malaccensis Hk.f.

Journal: Asian Pacific journal of tropical medicine 20120201

Title: α-Mangostin induces apoptosis and suppresses differentiation of 3T3-L1 cells via inhibiting fatty acid synthase.

Journal: PloS one 20120101

Title: Alterations in cell cycle and induction of apoptotic cell death in breast cancer cells treated with α-mangostin extracted from mangosteen pericarp.

Journal: Journal of biomedicine & biotechnology 20120101

Title: Inhibition of human aldose reductase-like protein (AKR1B10) by α- and γ-mangostins, major components of pericarps of mangosteen.

Journal: Biological & pharmaceutical bulletin 20120101

Title: Free radical scavenger properties of α-mangostin: thermodynamics and kinetics of HAT and RAF mechanisms.

Journal: The journal of physical chemistry. B 20111103

Title: Protective effect of α-mangostin on cardiac reperfusion damage by attenuation of oxidative stress.

Journal: Journal of medicinal food 20111101

Title: Cytotoxic effect of xanthones from pericarp of the tropical fruit mangosteen (Garcinia mangostana Linn.) on human melanoma cells.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110901

Title: [Study on ultraviolet-screening effect of extracts from mangosteen (Garcinia mangostana Linn.) pericarp].

Journal: Wei sheng yan jiu = Journal of hygiene research 20110701

Title: Microbial metabolism of α-mangostin isolated from Garcinia mangostana L.

Journal: Phytochemistry 20110601

Title: Cytotoxic and NF-κB inhibitory constituents of the stems of Cratoxylum cochinchinense and their semisynthetic analogues.

Journal: Journal of natural products 20110527

Title: α-Mangostin induces apoptosis in human chondrosarcoma cells through downregulation of ERK/JNK and Akt signaling pathway.

Journal: Journal of agricultural and food chemistry 20110525

Title: Apoptotic effect of alpha-mangostin on head and neck squamous carcinoma cells.

Journal: Archives of oral biology 20110501

Title: Pharmacokinetics of α-mangostin in rats after intravenous and oral application.

Journal: Molecular nutrition & food research 20110501

Title: Effects of α-mangostin on apoptosis induction of human colon cancer.

Journal: World journal of gastroenterology 20110428

Title: α-Mangostin, a dietary xanthone, induces autophagic cell death by activating the AMP-activated protein kinase pathway in glioblastoma cells.

Journal: Journal of agricultural and food chemistry 20110309

Title: Antimicrobial actions of α-mangostin against oral streptococci.

Journal: Canadian journal of microbiology 20110301

Title: α-Mangostin extracted from the pericarp of the mangosteen (Garcinia mangostana Linn) reduces tumor growth and lymph node metastasis in an immunocompetent xenograft model of metastatic mammary cancer carrying a p53 mutation.

Journal: BMC medicine 20110101

Title: A search for mosquito larvicidal compounds by blocking the sterol carrying protein, AeSCP-2, through computational screening and docking strategies.

Journal: Pharmacognosy research 20110101

Title: Apoptotic effects of γ-mangostin from the fruit hull of Garcinia mangostana on human malignant glioma cells.

Journal: Molecules (Basel, Switzerland) 20101207

Title: Fatty acid synthase inhibitors of phenolic constituents isolated from Garcinia mangostana.

Journal: Bioorganic & medicinal chemistry letters 20101015

Title: The alpha-mangostin prevention on cisplatin-induced apoptotic death in LLC-PK1 cells is associated to an inhibition of ROS production and p53 induction.

Journal: Chemico-biological interactions 20101006

Title: 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.

Journal: Cell biochemistry and biophysics 20100901

Title: New medicinal properties of mangostins: analgesic activity and pharmacological characterization of active ingredients from the fruit hull of Garcinia mangostana L.

Journal: Pharmacology, biochemistry, and behavior 20100401

Title: Activity of mangosteen xanthones and teleocidin a-2 in death receptor expression enhancement and tumor necrosis factor related apoptosis-inducing ligand assays.

Journal: Journal of natural products 20100326

Title: Effects of alpha-mangostin on mitochondrial energetic metabolism.

Journal: Mitochondrion 20100301

Title: The biological activity of alpha-mangostin, a larvicidal botanic mosquito sterol carrier protein-2 inhibitor.

Journal: Journal of medical entomology 20100301

Title: Free radical scavenging and anti-acne activities of mangosteen fruit rind extracts prepared by different extraction methods.

Journal: Pharmaceutical biology 20100201

Title: 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.

Journal: Journal of food science 20100101

Title: Anti-acne-inducing bacterial activity of mangosteen fruit rind extracts.

Journal: Medical principles and practice : international journal of the Kuwait University, Health Science Centre 20100101

Title: Antioxidant, free radical-scavenging activity and cytotoxicity of different solvent extracts and their phenolic constituents from the fruit hull of mangosteen (Garcinia mangostana).

Journal: Pharmaceutical biology 20100101

Title: Mangifera indica (mango).

Journal: Pharmacognosy reviews 20100101

Title: Antioxidant activity of mangostin in cell-free system and its effect on K562 leukemia cell line in photodynamic therapy.

Journal: Acta biochimica et biophysica Sinica 20091201

Title: Cytotoxic xanthone constituents of the stem bark of Garcinia mangostana (mangosteen).

Journal: Journal of natural products 20091101

Title: Bioavailability and antioxidant effects of a xanthone-rich Mangosteen (Garcinia mangostana) product in humans.

Journal: Journal of agricultural and food chemistry 20091014

Title: ROS scavenging capacity and neuroprotective effect of alpha-mangostin against 3-nitropropionic acid in cerebellar granule neurons.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20090901

Title: Antifungal activity of alpha-mangostin against Candida albicans.

Journal: Journal of oral science 20090901

Title: Cytotoxic geranylated xanthones and O-alkylated derivatives of alpha-mangostin.

Journal: Chemical & pharmaceutical bulletin 20090801

Title: Bioaccessibility, biotransformation, and transport of alpha-mangostin from Garcinia mangostana (Mangosteen) using simulated digestion and Caco-2 human intestinal cells.

Journal: Molecular nutrition & food research 20090501

Title: Antibacterial activity of Thai medicinal plants against methicillin-resistant Staphylococcus aureus.

Journal: Fitoterapia 20090301

Title: Validation of LC for the determination of alpha-mangostin in mangosteen peel extract: a tool for quality assessment of Garcinia mangostana L.

Journal: Journal of chromatographic science 20090301

Title: 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.

Journal: Journal of agricultural and food chemistry 20090225

Title: Anti-oxidative and anti-inflammatory activities of some isolated constituents from the stem bark of Allanblackia monticola Staner L.C (Guttiferae).

Journal: Inflammopharmacology 20090201

Title: The natural xanthone alpha-mangostin reduces oxidative damage in rat brain tissue.

Journal: Nutritional neuroscience 20090201

Title: Mitigation of mitochondrial dysfunction and regulation of eNOS expression during experimental myocardial necrosis by alpha-mangostin, a xanthonic derivative from Garcinia mangostana.

Journal: Drug and chemical toxicology 20090101

Title: Renoprotection by alpha-Mangostin is related to the attenuation in renal oxidative/nitrosative stress induced by cisplatin nephrotoxicity.

Journal: Free radical research 20090101

Title: Apoptotic effects on B-cell chronic lymphocytic leukemia (B-CLL) cells of heterocyclic compounds isolated from Guttiferaes.

Journal: Leukemia research 20081201

Title: Cancer is a preventable disease that requires major lifestyle changes.

Journal: Pharmaceutical research 20080901

Title: 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.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20080801

Title: Xanthones from the botanical dietary supplement mangosteen (Garcinia mangostana) with aromatase inhibitory activity.

Journal: Journal of natural products 20080701

Title: Inhibitory effect of xanthones isolated from the pericarp of Garcinia mangostana L. on rat basophilic leukemia RBL-2H3 cell degranulation.

Journal: Bioorganic & medicinal chemistry 20080415

Title: Anti-cancer effects of xanthones from pericarps of mangosteen.

Journal: International journal of molecular sciences 20080301

Title: Anti-inflammatory activity of mangostins from Garcinia mangostana.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080201

Title: Garcinia mangostana: a source of potential anti-cancer lead compounds against CEM-SS cell line.

Journal: Journal of Asian natural products research 20080101

Title: Thin-layer chromatography-densitometric analysis of alpha-mangostin content in Garcinia mangostana fruit rind extracts.

Journal: Journal of AOAC International 20080101

Title: Oligomeric proanthocyanidins from mangosteen pericarps.

Journal: Journal of agricultural and food chemistry 20070919

Title: Characterized mechanism of alpha-mangostin-induced cell death: caspase-independent apoptosis with release of endonuclease-G from mitochondria and increased miR-143 expression in human colorectal cancer DLD-1 cells.

Journal: Bioorganic & medicinal chemistry 20070815

Title: HPLC analysis of selected xanthones in mangosteen fruit.

Journal: Journal of separation science 20070601

Title: Antimalarial and vasorelaxant constituents of the leaves of Allanblackia monticola (Guttiferae).

Journal: Annals of tropical medicine and parasitology 20070101

Title: Cardioprotective effect of alpha-mangostin, a xanthone derivative from mangosteen on tissue defense system against isoproterenol-induced myocardial infarction in rats.

Journal: Journal of biochemical and molecular toxicology 20070101

Title: Effects of alpha-mangostin from mangosteen pericarp extract and imidacloprid on Nilaparvata lugens (Stal.) and non-target organisms: toxicity and detoxification mechanism.

Journal: Communications in agricultural and applied biological sciences 20070101

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: Prenylated xanthones as potential antiplasmodial substances.

Journal: Planta medica 20060801

Title: Garcinone B reduces prostaglandin E2 release and NF-kappaB-mediated transcription in C6 rat glioma cells.

Journal: Neuroscience letters 20060220

Title: Prenylated xanthone derivatives with antiplasmodial activity from Allanblackia monticola STANER L.C.

Journal: Chemical & pharmaceutical bulletin 20060101

Title: Natural products that reduce rotavirus infectivity identified by a cell-based moderate-throughput screening assay.

Journal: Virology journal 20060101

Title: The novel botanical insecticide for the control brown planthopper (Nilaparvata lugens Stal.).

Journal: Communications in agricultural and applied biological sciences 20060101

Title: Xanthones induce cell-cycle arrest and apoptosis in human colon cancer DLD-1 cells.

Journal: Bioorganic & medicinal chemistry 20051101

Title: Antimicrobial effects of Thai medicinal plants against acne-inducing bacteria.

Journal: Journal of ethnopharmacology 20051003

Title: Preferential target is mitochondria in alpha-mangostin-induced apoptosis in human leukemia HL60 cells.

Journal: Bioorganic & medicinal chemistry 20041115

Title: Alpha-mangostin induces Ca2+-ATPase-dependent apoptosis via mitochondrial pathway in PC12 cells.

Journal: Journal of pharmacological sciences 20040501

Title: 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.

Journal: Asian Pacific journal of cancer prevention : APJCP 20040101

Title: Biological activities of alpha-mangostin derivatives against acidic sphingomyelinase.

Journal: Bioorganic & medicinal chemistry letters 20031006

Title: Induction of apoptosis by xanthones from mangosteen in human leukemia cell lines.

Journal: Journal of natural products 20030801

Title: Antimycobacterial activity of prenylated xanthones from the fruits of Garcinia mangostana.

Journal: Chemical & pharmaceutical bulletin 20030701

Title: Chemical constituents of Garcinia fusca: structure elucidation of eight new xanthones and their cancer chemopreventive activity.

Journal: Journal of natural products 20030201

Title: Steroid hormone activity of flavonoids and related compounds.

Journal: Breast cancer research and treatment 20000701

Title: Active constituents against HIV-1 protease from Garcinia mangostana.

Journal: Planta medica 19960801

Title: Kim HJ, et al. Discovery of α-mangostin as a novel competitive inhibitor against mutant isocitrate dehydrogenase-1. Bioorg Med Chem Lett. 2015 Dec 1;25(23):5625-31.

Title: Lee HN, et al. Antitumor and apoptosis-inducing effects of α-mangostin extracted from the pericarp of the mangosteen fruit (Garcinia mangostana L.) in YD-15 tongue mucoepidermoid carcinoma cells. Int J Mol Med. 2016 Apr;37(4):939-48.

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Tags:6147-11-1 Molecular Formula|6147-11-1 MDL|6147-11-1 SMILES|6147-11-1 Alpha-mangostin