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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

Quality Level

200

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.. 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. α-mangostin has been shown to induce apoptosis via the mitochondrial pathway, reduce cell proliferation and inhibit tumorigenesis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Xiaofang Quan et al.
PloS one, 7(3), e33376-e33376 (2012-03-20)
α-Mangostin, isolated from the hulls of Garcinia mangostana L., was found to have in vitro cytotoxicity against 3T3-L1 cells as well as inhibiting fatty acid synthase (FAS, EC 2.3.1.85). Our studies showed that the cytotoxicity of α-mangostin with IC(50) value
Ali Ghasemzadeh et al.
Molecules (Basel, Switzerland), 23(8) (2018-07-26)
Since α-mangostin in mangosteen fruits was reported to be the main compound able to provide natural antioxidants, the microwave-assisted extraction process to obtain high-quality α-mangostin from mangosteen pericarp (Garcinia mangostana L.) was optimized using a central composite design and response
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