A xanthone with diverse biological activities
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β-Mangostin

Item No. 25071

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one
CAS Number
20931-37-7
Molecular Formula
C25H28O6
Formula Weight
424.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
244, 259, 316 nm
SMILES
OC1=C2C(OC(C=C(O)C(OC)=C3C/C=C(C)/C)=C3C2=O)=CC(OC)=C1C/C=C(C)/C
InChi Code
InChI=1S/C25H28O6/c1-13(2)7-9-15-18(29-5)12-20-22(23(15)27)24(28)21-16(10-8-14(3)4)25(30-6)17(26)11-19(21)31-20/h7-8,11-12,26-27H,9-10H2,1-6H3
InChi Key
YRKKJHJIWCRNCW-UHFFFAOYSA-N
Origin
Plant/Garcinia mangostana (mangosteen)
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $267

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    5 mg

    $1,062

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    10 mg

    $1,593

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    Product Description

    β-Mangostin is a xanthone originally isolated from G. mangostana with diverse biological activites.1,2,3,4,5,6 It inhibits growth of methicillin-resistant S. aureus (MRSA) and methicillin-susceptible S. aureus (MSSA; MICs = 6.25-12.5 and 6.25-25 μg/ml, respectively), P. falciparum (IC50 = 3 μg/ml), and M. tuberculosis (MIC = 6.25 μg/ml).1,2,3 β-Mangostin inhibits fatty acid synthase (FASN) with an IC50 value of 24.83 μM.4 It induces cell cycle arrest at the G2/M phase and intrinsic and mitochondrial apoptosis in MCF-7 breast cancer cells.5 β-Mangostin also inhibits LPS-induced nitric oxide and prostaglandin E2 (PGE2; Item No. 14010) production in RAW264.7 cells and reduces neutrophil infiltration and TNF-α and IL-1β production in a mouse model of carrageenan-induced peritonitis.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Iinuma, M., Tosa, H., Tanaka, T., et al. Antibacterial activity of xanthones from guttiferaeous plants against methicillin-resistant Staphylococcus aureus. J. Pharm. Pharmacol. 48(8), 861-865 (1996).

    2. Likhitwitayawuid, K., Phadungcharoen, T., and Krungkrai, J. Antimalarial xanthones from Garcinia cowa. Planta. Med. 64(1), 70-72 (1998).

    3. Suksamrarn, S., Suwannapoch, N., Phakhodee, W., et al. Antimycobacterial activity of prenylated xanthones from the fruits of Garcinia mangostana. Chem. Pharm. Bull. (Tokyo) 51(7), 857-859 (2003).

    4. Jiang, H.Z., Quan, X.F., Tian, W.X., et al. Fatty acid synthase inhibitors of phenolic constituents isolated from Garcinia mangostana. Bioorg. Med. Chem. Lett. 20(20), 6045-6047 (2010).

    5. Syam, S., Bustamam, A., Abdullah, R., et al. β-Mangostin induces p53-dependent G2/M cell cycle arrest and apoptosis through ROS mediated mitochondrial pathway and NfkB suppression in MCF-7 cells. J. Funct. Foods 6(1), 290-304 (2014).

    6. Syam, S., Bustamam, A., Abdullah, R., et al. β Mangostin suppress LPS-induced inflammatory response in RAW 264.7 macrophages in vitro and carrageenan-induced peritonitis in vivo. J. Ethnopharmacol. 153(2), 435-445 (2014).