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Merck

M3824

Sigma-Aldrich

α-Mangostin

≥98% (HPLC)

Synonym(e):

α-MG, alpha-Mangostin

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About This Item

Empirische Formel (Hill-System):
C24H26O6
CAS-Nummer:
Molekulargewicht:
410.46
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352212
PubChem Substanz-ID:
NACRES:
NA.25

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Löslichkeit

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

Anwendung(en)

metabolomics
vitamins, nutraceuticals, and natural products

Lagertemp.

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

InChIKey

GNRIZKKCNOBBMO-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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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)
Yuan Fang et al.
Scientific reports, 6, 21018-21018 (2016-02-19)
It is known that oxidative stress plays a pivotal role in age-related macular degeneration (AMD) pathogenesis. Alpha-mangostin is the main xanthone purified from mangosteen known as anti-oxidative properties. The aim of the study was to test the protective effect of
Abdalrahim F A Aisha et al.
Journal of pharmaceutical sciences, 101(2), 815-825 (2011-11-15)
α-Mangostin is an oxygenated heterocyclic xanthone with remarkable pharmacological properties, but poor aqueous solubility and low oral bioavailability hinder its therapeutic application. This study sought to improve the compound's solubility and study the mechanism underlying solubility enhancement. Solid dispersions of
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
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

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