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:
Molecular Weight:
396.43
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.25
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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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General description
The fruit hulls of mangosteen contain three major bioactive compounds namely, α-, β-, and γ-mangostin.[1]
Application
γ-Mangostin has been used to study its inhibitory effect on Transthyretin (TTR) fibrillization, a homotetrameric protein involved in human hereditary amyloidosis.[2]
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.[1]
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.
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Warning
hcodes
pcodes
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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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
Z X Lu et al.
Chemico-biological interactions, 114(1-2), 121-140 (1998-09-23)
A series of prenylated xanthones are variously potent inhibitors of the catalytic subunit (cAK) of rat liver cyclic AMP-dependent protein kinase (PKA), rat brain Ca2+ and phospholipid-dependent protein kinase C (PKC), chicken gizzard myosin light chain kinase (MLCK), wheat embryo
Gamma-mangostin, a micronutrient of mangosteen fruit, induces apoptosis in human colon cancer cells.
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
N Chairungsrilerd et al.
British journal of pharmacology, 123(5), 855-862 (1998-04-16)
1. Intracerebronventricular (i.c.v.) injection of gamma-mangostin (10-40 nmol/mouse), a major compound of the fruit hull of Garcinia mangostana Lin., like ketanserin (10, 20 nmol/mouse, i.c.v.) inhibited 5-fluoro-alpha-methyltryptamine (5-FMT) (45 mg kg(-1), i.p.)-induced head-twitch response in mice in the presence or
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