gamma-Mangostin

Base Information

• Chemical Name: gamma-Mangostin
• CAS No.: 31271-07-5
• Molecular Formula: C23H24O6
• Molecular Weight: 396.44
• European Community (EC) Number: 683-165-7
• UNII: G7HS6P8ZEC
• DSSTox Substance ID: DTXSID50185194
• Nikkaji Number: J19.951F
• Wikidata: Q27136016
• Pharos Ligand ID: FB9BLN5ZMBUT
• Metabolomics Workbench ID: 47062
• ChEMBL ID: CHEMBL260553
• Mol file: 31271-07-5.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 gamma-Mangostin

Chemical Property:

• Vapor Pressure: 2.07E-17mmHg at 25°C
• Melting Point: 206-208 °C
• Refractive Index: 1.655
• Boiling Point: 648.4 °C at 760 mmHg
• PKA: 7.05±0.20(Predicted)
• Flash Point: 226.4 °C
• Density: 1.326 g/cm³
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble1mg/mL, colorless to yellow
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 396.15728848
• Heavy Atom Count: 29
• Complexity: 662

Purity/Quality:

98%,99%, ^*data from raw suppliers

Gamma-mangostin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

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)O)CC=C(C)C)O)C

Technology Process of gamma-Mangostin

There total 5 articles about gamma-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) → γ-mangostin (31271-07-5)

Guidance literature:

With sodium methylate; In dimethyl sulfoxide; for 4h; Inert atmosphere; Reflux;

Reference yield: 54.0%

α-mangostin (6147-11-1) → γ-mangostin (31271-07-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; ethanethiol; for 5h; Inert atmosphere; Reflux;

Reference yield:

1,7-dihydroxy-3,6-dimethoxy-9H-xanthen-9-one (42833-92-1) → γ-mangostin (31271-07-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium iodide; potassium hydroxide / acetone / 12 h / Reflux

2: aluminum (III) chloride / N,N-dimethyl-aniline / 4 h / Reflux; Inert atmosphere

3: potassium carbonate / acetone / 4 h / Reflux

4: sodium methylate / dimethyl sulfoxide / 4 h / Inert atmosphere; Reflux

With aluminum (III) chloride; sodium methylate; potassium carbonate; potassium iodide; potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-aniline; acetone;

upstream raw materials:

α-mangostin

dimethylmangostin

1,7-dihydroxy-3,6-dimethoxy-9H-xanthen-9-one

3,6-dimethoxy-1,7-dihydroxy-2,8-diallyl-9H-xanthone

Downstream raw materials:

BR-xanthone A

1-hydroxy-3,6,7-tri-O-benzyl-2,8-bis(3-methyl-2-butenyl)-9-xanthone

1-hydroxy-3,6,7-tri-O-benzoyl-2,8-bis(3-methyl-2-butenyl)-9-xanthone

Refernces

• 1、 -. "Phosphoglyceromutase 1 inhibitor and application in related diseases thereof". Paragraph 0025-0027. . Retrieved 2019/01/13.
• 2、 -. "Mangostin the whole synthetic method". Paragraph 0073-0075. . Retrieved 2016/12/01.