Mangostin

Base Information

• Chemical Name: Mangostin
• CAS No.: 6147-11-1
• Molecular Formula: C24H26O6
• Molecular Weight: 410.467
• Hs Code.: 29329990
• European Community (EC) Number: 448-420-7,683-120-1
• UNII: U6RIV93RU1
• ChEMBL ID: CHEMBL323197
• DSSTox Substance ID: DTXSID00210420
• Metabolomics Workbench ID: 47063
• Nikkaji Number: J8.348H
• NSC Number: 139154,30552,27593
• Pharos Ligand ID: Q23A3XQZG1DF
• Wikidata: Q909638
• Wikipedia: Mangostin
• Mol file: 6147-11-1.mol

Synonyms:1,3,6,7-tetrahydroxy-2,5-bis(3-methyl-2-butenyl)-9H-xanthen-9-one;1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2- butenyl)-9H-xanthen-9-one;7-O-methyl-4-desprenylcostatin;7-O-methyl-gamma-mangostin;alfa-mangostin;alpha-mangosten;alpha-mangostin;gamma-mangostin;mangostin

Chemical Property of Mangostin

Chemical Property:

• Appearance/Colour: Yellow crystalline solid
• Vapor Pressure: 5.59E-17mmHg at 25°C
• Melting Point: 180-182 °C
• Refractive Index: 1.624
• Boiling Point: 640.1 °C at 760 mmHg
• PKA: 7.22±0.20(Predicted)
• Flash Point: 220.3 °C
• PSA: 100.13000
• Density: 1.265 g/cm³
• LogP: 5.08900
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble1mg/mL, clear, very light yellow
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 410.17293854
• Heavy Atom Count: 30
• Complexity: 677

Purity/Quality:

95%-98% ^*data from raw suppliers

Mangostin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C(=C(C(=C3)O)OC)CC=C(C)C)O)C
• Description: α-Mangostin (6147-11-1) is a xanthone natural product that has historically been used in traditional folk medicine.1 It is a potent agonist of human STING (Stimulator of Interferon Genes) and also weakly activates mouse STING.2 Induces IFN-β production and repolarizes human monocyte-derived M2 macrophages to M1. Improves insulin secretion and protects INS-1 cells from streptozotocin-induced damage.3 Suppresses the metastasis of human renal carcinoma cells.4 Synergizes with kinase inhibitors in suppression of proliferation of SK-MEL-2 malignant melanoma cells.5
• Uses: It was isolated from Garcinia mangostana Linn (Guttiferae). It is an anti-inflammatory agent antifungal, antilarval α-Mangostin has been used:to study its protective effect against oxidative stress mediated-retinal cell deathto study its role as an antigenotoxic agent in DNA protection against oxidative damageto understand its anti-bacterial activity against Staphylococcus epidermidis?RP62A

Technology Process of Mangostin

There total 35 articles about Mangostin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

dimethylmangostin (15404-76-9) → α-mangostin (6147-11-1)

Guidance literature:

With 1-thiopropane; sodium hydride; In N,N-dimethyl-formamide; for 6h; Inert atmosphere; Reflux;

Reference yield: 57.1%

3,6,7-tri-O-acetyl-α-mangostin (107389-90-2) → α-mangostin (6147-11-1)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h; Concentration; Reagent/catalyst; Solvent; Reflux;

Reference yield: 50.4%

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate (31271-10-0) → α-mangostin (6147-11-1)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h; Reflux;

upstream raw materials:

3,6,7-tri-O-acetyl-α-mangostin

[4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone

3,5-dihydroxyphenol

2,4-bis(benzyloxy)phenol

Downstream raw materials:

3,4-dihydro-5,9-dihydroxy-7-(3-hydroxy-3-methylbutyl)-8-methoxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one

3-isomangostin

3,4-dihydro-5,9-dihydroxy-8-methoxy-7-(3-methoxy-3-methylbutyl)-2,2-dimethyl-2H,6H-pyrano-[3,2-b]xanthen-6-one

isonormangostin