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M3824

Sigma-Aldrich

α-Mangostin

≥98% (HPLC)

Synonym(s):

α-MG, alpha-Mangostin

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About This Item

Empirical Formula (Hill Notation):
C24H26O6
CAS Number:
6147-11-1
Molecular Weight:
410.46
EC Number:
448-420-7
MDL number:
MFCD00135200
UNSPSC Code:
12352212
PubChem Substance ID:
329817982
NACRES:
NA.25
Pricing and availability is not currently available.

assay

≥98% (HPLC)

form

powder

solubility

methanol: 1 mg/mL, clear, very light yellow

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

COc1c(O)cc2Oc3cc(O)c(C\C=C(\C)C)c(O)c3C(=O)c2c1C\C=C(/C)C

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

InChI key

GNRIZKKCNOBBMO-UHFFFAOYSA-N

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General description

α-Mangostin (α-MG) is the most abundant phytochemical derived from the pericarp of Garcinia mangostana L..[1] It is a tetraoxygenated diprenylated xanthone.[2] The chemical structure of α-MG molecule is 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- 9H-xanthen-9-one.[2]

Application

α-Mangostin has been used:
  • to study its protective effect against oxidative stress mediated-retinal cell death[3]
  • to study its role as an antigenotoxic agent in DNA protection against oxidative damage[4]
  • to understand its anti-bacterial activity against Staphylococcus epidermidis RP62A[5]

Biochem/physiol Actions

α-Mangostin displays various pharmacological properties both in in vitro and in vivo studies.[6] These include antimicrobial, anticarcinogenic, antidiabetic, neuroprotective, hepatoprotective[1] and anti-inflammatory properties.[7]
Xanthone derivative isolated from mangosteen (Garcinia mangostana). Antioxidant and anti-inflammatory.
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2536V
WXBF0975V
WXBD6883V
WXBD5557V
WXBD2826V

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Aungkana Krajarng et al.
Research in veterinary science, 93(2), 788-794 (2012-02-22)
Osteosarcoma is the most frequently diagnosed primary bone tumor in dog. Since chemotherapeutics are quite limited due to high cost and severe toxicity, therefore, the ultimate goal is to discover cost-effective therapeutics with less toxicity. We have studied the effect
Murugesan Sivaranjani et al.
Frontiers in microbiology, 10, 150-150 (2019-02-23)
Background: Alpha-mangostin (α-MG) is a natural xanthone reported to exhibit rapid bactericidal activity against Gram-positive bacteria, and may therefore have potential clinical application in healthcare sectors. This study sought to identify the impact of α-MG on Staphylococcus epidermidis RP62A through
Jeremy J Johnson et al.
Carcinogenesis, 33(2), 413-419 (2011-12-14)
There is a need to characterize promising dietary agents for chemoprevention and therapy of prostate cancer (PCa). We examined the anticancer effect of α-mangostin, derived from the mangosteen fruit, in human PCa cells and its role in targeting cell cycle-related
Fabiola Gutierrez-Orozco et al.
Journal of agricultural and food chemistry, 61(16), 3891-3900 (2013-04-13)
Information about the anti-inflammatory activity and metabolism of α-mangostin (α-MG), the most abundant xanthone in mangosteen fruit, in human cells is limited. On the basis of available literature, we hypothesized that α-MG will inhibit the secretion of pro-inflammatory mediators by
alpha-Mangostin from Garcinia mangostana Linn: an updated review of its pharmacological properties
Ibrahim MY, et al.,
Arabian Journal of Chemistry, 317-329 (2016)
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