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M6824

Sigma-Aldrich

gamma-Mangostin

≥98% (HPLC)

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Synonym(s):
1,3,6,7-Tetrahydroxy-2,8-bis(3,3-dimethylallyl)xanthone, Demethylmangostin, Normangostin
Empirical Formula (Hill Notation):
C23H24O6
CAS Number:
Molecular Weight:
396.43
MDL number:
NACRES:
NA.25

Quality Level

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

SMILES string

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

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

InChI key

VEZXFTKZUMARDU-UHFFFAOYSA-N

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1 of 4

This Item
M3824PHL80496PHL89247
vibrant-m

M6824

gamma-Mangostin

vibrant-m

M3824

α-Mangostin

vibrant-m

PHL80496

gamma-Mangostin

vibrant-m

PHL89247

Mangostin

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

assay

≥95.0% (HPLC)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

food and beverages

application(s)

food and beverages

Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

solubility

methanol: 1 mg/mL, colorless to yellow

solubility

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

solubility

-

solubility

-

General description

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

Application

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

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.
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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Keigo Nakatani et al.
Biochemical pharmacology, 63(1), 73-79 (2002-01-05)
The fruit hull of mangosteen, Garcinia mangostana L., has been used for many years as a medicine for treatment of skin infection, wounds, and diarrhea in Southeast Asia. In the present study, we examined the effect of gamma-mangostin, a tetraoxygenated
N Chairungsrilerd et al.
Planta medica, 62(5), 471-472 (1996-10-01)
A crude methanolic extract of the fruit hull of Mangosteen, Garcinia mangostana L. inhibited the contractions of isolated thoracic rabbit aorta induced by histamine and serotonin. The extract of the fruit hull has been fractionated by silica gel chromatography, monitoring
Lih-Geeng Chen et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46(2), 688-693 (2007-11-22)
The fruit hull of Garcinia mangostana Linn (Guttiferae) is used as an anti-inflammatory drug in Southeast Asia. Two xanthones, alpha- and gamma-mangostins, were isolated from the fruit hull of G. mangostana, and both significantly inhibited nitric oxide (NO) and PGE(2)
K Furukawa et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 110 Suppl 1, 153P-158P (1998-03-21)
A crude methanolic extract of the fruit hull of Garcinia mangostana L. inhibited the contraction of the isolated rabbit aorta induced by histamine and serotonin. The extract has been fractionated by silica gel chromatography, monitoring the pharmacological activity to give
Hui-Fang Chang et al.
Molecules (Basel, Switzerland), 17(7), 8010-8021 (2012-07-05)
Recently colorectal cancer rates have increased rapidly in Taiwan. The treatment of colorectal cancer includes surgery, radiation therapy and chemotherapy. Mangosteen (Garcinia mangostana) is a famous Asian tropical fruit. γ-Mangostin is a xanthone derivative isolated from the fruit hull. In

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