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M6824

Sigma-Aldrich

gamma-Mangostin

≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C23H24O6
Numéro CAS:
31271-07-5
Poids moléculaire :
396.43
Numéro MDL:
MFCD00951752
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.25

Pureté

≥98% (HPLC)

Forme

powder

Couleur

off-white to yellow

Solubilité

methanol: 1 mg/mL, colorless to yellow

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

VEZXFTKZUMARDU-UHFFFAOYSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Conseils de prudence

P301 + P312 + P330

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Takeshi Yokoyama et al.
Scientific reports, 5, 13570-13570 (2015-08-28)
Transthyretin (TTR) is a homotetrameric protein involved in human hereditary amyloidoses. The discovery and development of small molecules that inhibit the amyloid fibril formation of TTR is one of the therapeutic strategies for these diseases. Herein, we discovered that γ-mangostin
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
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
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