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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
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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..[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]

Anwendung

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. Wirkung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

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

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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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
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
N Chairungsrilerd et al.
European journal of pharmacology, 314(3), 351-356 (1996-10-31)
In the isolated rabbit thoracic aorta and guinea-pig trachea, alpha-mangostin inhibited histamine-induced contractions in a concentration-dependent manner in the presence or absence of cimetidine, a histamine H2 receptor antagonist. But KCl-, phenylephrine- or carbachol-induced contractions were not affected by alpha-mangostin.
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

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