A xanthone with diverse biological activities
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γ-Mangostin

Item No. 26675

Technical Information
Formal Name
1,3,6,7-tetrahydroxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one
CAS Number
31271-07-5
Molecular Formula
C23H24O6
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:40): 0.02 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): sparing solubility
SMILES
OC1=C2C(OC(C=C(O)C(O)=C3C/C=C(C)/C)=C3C2=O)=CC(O)=C1C/C=C(C)/C
InChi Code
InChI=1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3
InChi Key
VEZXFTKZUMARDU-UHFFFAOYSA-N
Origin
Plant/Mangosteen skin
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    γ-Mangostin is a xanthone that has been found in G. mangostana and has diverse biological activities.1,2,3,4 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in vitro with an IC50 value of 23.6 μM.1 γ-Mangostin is cytotoxic to HL-60, SMMC-7721, A549, MCF-7, and SW480 cancer cells and BEAS-2B non-cancerous pulmonary epithelial cells in vitro (IC50s = 7.39, 6.57, 10.07, 5.33, 8.4, and 7.43 μM, respectively).2 It inhibits LPS-induced expression of IL-6, IL-10, and TNF-α in human macrophages in a concentration-dependent manner.3 Macrophage-conditioned media from macrophages pre-incubated with γ-mangostin (30 μM) prior to stimulation with LPS has a reduced ability to induce inflammation and insulin resistance in primary human adipocytes. γ-Mangostin (5 and 10 mg/kg) inhibits carbon tetrachloride-induced increases in serum levels of aspartate transaminase (AST) and alanine aminotransferase (ALT) and decreases in hepatic superoxide dismutase 2 (SOD2) activity and glutathione (GSH) content in a mouse model of liver fibrosis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, X. Comparative study of 1,1-diphenyl-2-picryl-hydrazyl radical (DPPH•) scavenging capacity of the antioxidant xanthones family. Chemistry Select 3(46), 13081-13086 (2018).

    2. Chi, X.-Q., Zi, C.-T., Li, H.-M., et alDesign, synthesis and structure–activity relationships of mangostin analogs as cytotoxic agents. RSC Adv. 8(72), 41377-41388 (2018).

    3. Bumrungpert, A., Kalpravidh, R.W., Chuang, C.-C., et alXanthones from mangosteen inhibit inflammation in human macrophages and in human adipocytes exposed to macrophage-conditioned media. J. Nutr. 140(4), 842-847 (2010).

    4. Wang, A., Zhou, F., Li, D., et alγ-Mangostin alleviates liver fibrosis through Sirtuin 3-superoxide-high mobility group box 1 signaling axis. Toxicol. Appl. Pharmacol. 363, 142-153 (2019).