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HomeProduct name listMangostin

Mangostin

  • CAS NO.:6147-11-1
  • Empirical Formula: C24H26O6
  • Molecular Weight: 410.46
  • MDL number: MFCD00135200
  • EINECS: 683-120-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-04 20:04:50
Mangostin Structural

What is Mangostin?

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

Chemical properties

Yellow Crystalline Solid

The Uses of Mangostin

α-Mangostin has been used:

  • to study its protective effect against oxidative stress mediated-retinal cell death
  • to study its role as an antigenotoxic agent in DNA protection against oxidative damage
  • to understand its anti-bacterial activity against Staphylococcus epidermidis?RP62A

The Uses of Mangostin

It was isolated from Garcinia mangostana Linn (Guttiferae). It is an anti-inflammatory agent

The Uses of Mangostin

antifungal, antilarval

What are the applications of Application

Mangostin is an anti-inflammatory agent

Definition

ChEBI: Alpha-mangostin is a member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities. It has a role as an antineoplastic agent, an antimicrobial agent, an antioxidant and a plant metabolite. It is a member of xanthones, a member of phenols and an aromatic ether.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Xanthone derivative isolated from mangosteen (Garcinia mangostana). Antioxidant and anti-inflammatory. α-mangostin has been shown to induce apoptosis via the mitochondrial pathway, reduce cell proliferation and inhibit tumorigenesis.

storage

Store at -20°C

References

1) Mohan et al. (2018), An anti-inflammatory molecular mechanism of action of α-mangostin, the major xanthone from the pericarp of Garcinia mangostana: an in silico, in vitro and in vivo approach; Food Funct., 9 3860 2) Zhang et al. (2018), Identification of α-Mangostin as an Agonist of Human STING; Chem. Med. Chem.,?13 2057 3) Lee et al. (2018), Alpha-Mangostin Improves Insulin Secretion and Protects INS-1 Cells from Streptozotocin-induced Damage; J. Mol. Sci., 19 E1484 4) Chen et al. (2017), Alpha-Mangostin Suppresses the Metastasis of Human renal Carcinoma Cells by Targeting MEK/ERK Expression and MMP-9 Transcription Activity; Cell Physiol. Biochem., 44 1460 5) Xia and Sun (2018), Synergistic inhibition of cell proliferation by combined targeting with kinase inhibitors and dietary xanthone is a promising strategy for melanoma treatment; Clin. Exp. Dermatol., 43 149

Properties of Mangostin

Melting point: 180-182°C
Boiling point: 640.1±55.0 °C(Predicted)
Density  1.265±0.06 g/cm3(Predicted)
storage temp.  2-8°C
solubility  methanol: soluble1mg/mL, clear, very light yellow
form  powder
pka 7.22±0.20(Predicted)
color  faint yellow to yellow
λmax 346nm(MeOH)(lit.)
Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChI 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
CAS DataBase Reference 6147-11-1(CAS DataBase Reference)

Safety information for Mangostin

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral

Computed Descriptors for Mangostin

InChIKey GNRIZKKCNOBBMO-UHFFFAOYSA-N
SMILES C1(=O)C2=C(C=C(O)C(OC)=C2C/C=C(/C)\C)OC2=C1C(O)=C(C/C=C(/C)\C)C(O)=C2

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