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Merck
CN

M3824

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
NACRES:
NA.25
PubChem Substance ID:
329817982
UNSPSC Code:
12352212
EC Number:
448-420-7
MDL number:
MFCD00135200

Key Documents

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InChI key

GNRIZKKCNOBBMO-UHFFFAOYSA-N

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

SMILES string

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

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

Quality Level

200

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General description

α-Mangostin (α-MG) is the most abundant phytochemical derived from the pericarp of Garcinia mangostana L.. It is a tetraoxygenated diprenylated xanthone. 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.

Application

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

Biochem/physiol Actions

α-Mangostin displays various pharmacological properties both in in vitro and in vivo studies. These include antimicrobial, anticarcinogenic, antidiabetic, neuroprotective, hepatoprotective and anti-inflammatory properties.
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

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
Hitomi Kurose et al.
Journal of biomedicine & biotechnology, 2012, 672428-672428 (2012-05-12)
The development of molecularly targeted drugs has greatly advanced cancer therapy, despite these drugs being associated with some serious problems. Recently, increasing attention has been paid to the anticancer effects of natural products. α-Mangostin, a xanthone isolated from the pericarp
Kuo-Jun Zhang et al.
Planta medica, 83(3-04), 188-202 (2016-11-09)
Cancer chemoprevention is a promising strategy taken to block, reverse, or retard carcinogenesis. α-Mangostin, a natural xanthone isolated from the pericarps of mangosteen, represents one of the most studied chemopreventive agents. This compound has been reported to interfere with all
DNA Protection against Oxidative Damage Using the Hydroalcoholic Extract of Garcinia mangostana and Alpha-Mangostin.
Carvalho-Silva R
Evidence-Based Complementary and Alternative Medicine : ECAM, 2016, 3430405-3430405 (2016)
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