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MilliporeSigma

M6824

gamma-Mangostin

≥98% (HPLC)

Synonym(s):

1,3,6,7-Tetrahydroxy-2,8-bis(3,3-dimethylallyl)xanthone, Demethylmangostin, Normangostin

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About This Item

Empirical Formula (Hill Notation):
C23H24O6
CAS Number:
31271-07-5
Molecular Weight:
396.43
UNSPSC Code:
12352200
NACRES:
NA.25
MDL number:
MFCD00951752

Key Documents

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Product Name

gamma-Mangostin, ≥98% (HPLC)

InChI

1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3

SMILES string

OC1=CC(OC2=CC(O)=C(CC=C(C)C)C(O)=C2C3=O)=C3C(CC=C(C)C)=C1O

InChI key

VEZXFTKZUMARDU-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

off-white to yellow

solubility

methanol: 1 mg/mL, colorless to yellow

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

Quality Level

100

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1 of 4

This Item
PHL80496M3824PHL89247
gamma-Mangostin ≥98% (HPLC)

Sigma-Aldrich

M6824

gamma-Mangostin

gamma-Mangostin phyproof® Reference Substance

PHL80496

gamma-Mangostin

α-Mangostin ≥98% (HPLC)

Sigma-Aldrich

M3824

α-Mangostin

Mangostin phyproof® Reference Substance

PHL89247

Mangostin

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

form

powder

form

-

form

powder

form

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

food and beverages

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

food and beverages

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

solubility

methanol: 1 mg/mL, colorless to yellow

solubility

-

solubility

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

solubility

-

Application

γ-Mangostin has been used to study its inhibitory effect on Transthyretin (TTR) fibrillization, a homotetrameric protein involved in human hereditary amyloidosis.[1]

Biochem/physiol Actions

The xanthone derivatives, namely α-, β-, and γ-mangostin have various biological activities including antiproliferative and anti-inflammatory activity, enhancement of natural killer (NK) cell activity, and antiviral effect against human immunodeficiency virus (HIV). γ-Mangostin is also reported to inhibit cyclooxygenase (COX-2) activity and NO production, which in turn reduces the level of prostaglandin E2. It is found to induce cell death in human colon cancer cells.[2]
Xanthone derivative isolated from the mangosteen hull (Garcinia mangostana). Exhibits antioxidant and anticancer properties. Mangosteen xanthones inhibit inflammation in human adipocytes which is important in understanding obesity-associated inflammation and the development of insulin resistance.

General description

The fruit hulls of mangosteen contain three major bioactive compounds namely, α-, β-, and γ-mangostin.[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3322V
WXBF0047V
WXBF2218V
WXBD7898V
WXBD7131V

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Monrudee Sukma et al.
Journal of ethnopharmacology, 135(2), 450-454 (2011-03-29)
γ-Mangostin is a xanthone found in the fruit hulls of Garcinia mangostana L., which have long been used in Southeast Asia as a traditional medicine for the treatment of abdominal pain, dysentery, wound infections, fever and convulsions. Recent studies have
Keigo Nakatani et al.
Molecular pharmacology, 66(3), 667-674 (2004-08-24)
We investigated the effect of gamma-mangostin purified from the fruit hull of the medicinal plant Garcinia mangostana on spontaneous prostaglandin E(2) (PGE(2)) genase release and inducible cyclooxy-2 (COX-2) gene expression in C6 rat glioma cells. An 18-h treatment with gamma-mangostin
Hui-Fang Chang et al.
Molecules (Basel, Switzerland), 15(12), 8953-8966 (2010-12-09)
Gliomas are a common type of primary brain tumor with glioblastoma multiforme accounting for the majority of human brain tumors. In this paper, high grade human malignant glioblastomas (MGs) including U87 MG and GBM 8401 were used to evaluate the
Akkarach Bumrungpert et al.
The Journal of nutrition, 139(6), 1185-1191 (2009-05-01)
The xanthones, alpha- and gamma-mangostin (MG), are major bioactive compounds found in mangosteen and are reported to have antiinflammatory properties in several murine models. Given the association between obesity, chronic low-grade inflammation, and insulin resistance, we examined the effects of
N Chairungsrilerd et al.
Naunyn-Schmiedeberg's archives of pharmacology, 357(1), 25-31 (1998-02-12)
Gamma-mangostin, purified from the fruit hull of the medicinal plant Garcinia mangostana caused a parallel rightwards shift of the concentration/response curve for the contraction elicited by 5-hydroxytryptamine (5-HT) in the rabbit aorta (pA2 = 8.2) without affecting the contractile responses
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