gamma-mangostin
9H-xanthen-9-one, 1,3,6,7-tetrahydroxy-2,8-bis(3-methyl-2-buten-1-yl)-
 
Notes:
Constit. of Garcinia mangostana (mangosteen)
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      Product(s):
      31271-07-5 gamma-Mangostin 98%
      gamma-Mangostin isolated from the fruits of Garcinia mangostana. HIV protease inhibitor;
       
       
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CAS Number: 31271-07-5Picture of molecule3D/inchi
Nikkaji Web: J19.951F
MDL: MFCD00951752
XlogP3-AA: 5.90 (est)
Molecular Weight: 396.43948000
Formula: C23 H24 O6
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 648.00 to  649.00 °C. @ 760.00 mm Hg (est)
Flash Point: 440.00 °F. TCC ( 226.40 °C. ) (est)
logP (o/w): 5.744 (est)
Soluble in:
 alcohol
 water, 0.000451 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Mangostin, gamma- 96%
BOC Sciences
For experimental / research use only.
gamma-Mangostin 98%
Odor: characteristic
Use: gamma-Mangostin isolated from the fruits of Garcinia mangostana. HIV protease inhibitor;
Carbosynth
For experimental / research use only.
gamma-Mangostin
Coompo
For experimental / research use only.
gamma-Mangostin from Plants ≥96%
Sigma-Aldrich: Sigma
For experimental / research use only.
gamma-Mangostin ≥98% (HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for gamma-mangostin usage levels up to:
 not for fragrance use.
 
Recommendation for gamma-mangostin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5464078
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 1,3,6,7-tetrahydroxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
Chemidplus: 0031271075
RTECS: ZD6122330 for cas# 31271-07-5
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References:
 1,3,6,7-tetrahydroxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5464078
Pubchem (sid): 135021472
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB35795
FooDB: FDB014545
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 mangosteen
Search Trop  Picture
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Synonyms:
g-mangosin
2,8-bis(3-methyl-2-butenyl)-1,3,6,7-tetrahydroxy-9H-xanthen-9-one
1,3,6,7-tetrahydroxy-2,5-bis(3-methyl-2-butenyl)-9H-xanthen-9-one
1,3,6,7-tetrahydroxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
1,3,6,7-tetrahydroxy-2,8-bis(3-methylbut-2-enyl)-9H-xanthen-9-one
1,3,6,7-tetrahydroxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
9H-xanthen-9-one, 1,3,6,7-tetrahydroxy-2,8-bis(3-methyl-2-buten-1-yl)-
9H-xanthen-9-one, 1,3,6,7-tetrahydroxy-2,8-bis(3-methyl-2-butenyl)-
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Articles:
PubMed: Prenylated xanthones from mangosteen as promising cholinesterase inhibitors and their molecular docking studies.
PubMed: Cytotoxic prenylated xanthones from the pericarps of Garcinia mangostana.
PubMed: Rapid identification of cholinesterase inhibitors from the seedcases of mangosteen using an enzyme affinity assay.
PubMed: γ-Mangostin from Garcinia mangostana pericarps as a dual agonist that activates Both PPARα and PPARδ.
PubMed: Altered mRNA expression related to the apoptotic effect of three xanthones on human melanoma SK-MEL-28 cell line.
PubMed: Antitumour and free radical scavenging effects of γ-mangostin isolated from Garcinia mangostana pericarps against hepatocellular carcinoma cell.
PubMed: Antileptospiral activity of xanthones from Garcinia mangostana and synergy of gamma-mangostin with penicillin G.
PubMed: Pharmacokinetic properties of pure xanthones in comparison to a mangosteen fruit extract in rats.
PubMed: Distribution of major xanthones in the pericarp, aril, and yellow gum of mangosteen (Garcinia mangostana linn.) fruit and their contribution to antioxidative activity.
PubMed: Mechanisms of vasorelaxation to gamma-mangostin in the rat aorta.
PubMed: Inhibition of human aldose reductase-like protein (AKR1B10) by α- and γ-mangostins, major components of pericarps of mangosteen.
PubMed: New "hyphenated" CPC-HPLC-DAD-MS strategy for simultaneous isolation, analysis and identification of phytochemicals: application to xanthones from Garcinia mangostana.
PubMed: Mangosteen xanthones mitigate ovalbumin-induced airway inflammation in a mouse model of asthma.
PubMed: In vitro and in vivo anti-colon cancer effects of Garcinia mangostana xanthones extract.
PubMed: Inflammation-related disorders in the tryptophan catabolite pathway in depression and somatization.
PubMed: Investigation of biological activities of dichloromethane and ethyl acetate fractions of Platonia insignis Mart. seed.
PubMed: Gamma-mangostin, a micronutrient of mangosteen fruit, induces apoptosis in human colon cancer cells.
PubMed: Antibacterial activity of xanthones from Garcinia mangostana (L.) and their structure-activity relationship studies.
PubMed: Xanthones in mangosteen juice are absorbed and partially conjugated by healthy adults.
PubMed: Antifibrotic constituents from Garcinia mangostana.
PubMed: Combined microwave-assisted extraction and high-speed counter-current chromatography for separation and purification of xanthones from Garcinia mangostana.
PubMed: Cytotoxic effect of xanthones from pericarp of the tropical fruit mangosteen (Garcinia mangostana Linn.) on human melanoma cells.
PubMed: γ-Mangostin increases serotonin 2A/2C, muscarinic, histamine and bradykinin receptor mRNA expression.
PubMed: Apoptotic effects of γ-mangostin from the fruit hull of Garcinia mangostana on human malignant glioma cells.
PubMed: A new prenylated xanthone from Garcinia xipshuanbannaensis Y.H. Li.
PubMed: Preparative separation of major xanthones from mangosteen pericarp using high-performance centrifugal partition chromatography.
PubMed: Xanthones from mangosteen inhibit inflammation in human macrophages and in human adipocytes exposed to macrophage-conditioned media.
PubMed: New medicinal properties of mangostins: analgesic activity and pharmacological characterization of active ingredients from the fruit hull of Garcinia mangostana L.
PubMed: Panaxanthone isolated from pericarp of Garcinia mangostana L. suppresses tumor growth and metastasis of a mouse model of mammary cancer.
PubMed: Bioaccessibility, biotransformation, and transport of alpha-mangostin from Garcinia mangostana (Mangosteen) using simulated digestion and Caco-2 human intestinal cells.
PubMed: Xanthones from mangosteen prevent lipopolysaccharide-mediated inflammation and insulin resistance in primary cultures of human adipocytes.
PubMed: Anti-cancer effects of xanthones from pericarps of mangosteen.
PubMed: Effects of compounds from Garcinia mangostana on inflammatory mediators in RAW264.7 macrophage cells.
PubMed: Xanthones from the botanical dietary supplement mangosteen (Garcinia mangostana) with aromatase inhibitory activity.
PubMed: Garcinia mangostana: a source of potential anti-cancer lead compounds against CEM-SS cell line.
PubMed: Inhibitory effect of xanthones isolated from the pericarp of Garcinia mangostana L. on rat basophilic leukemia RBL-2H3 cell degranulation.
PubMed: Anti-inflammatory activity of mangostins from Garcinia mangostana.
PubMed: Xanthones with quinone reductase-inducing activity from the fruits of Garcinia mangostana (Mangosteen).
PubMed: Antioxidant xanthones from the pericarp of Garcinia mangostana (Mangosteen).
PubMed: Garcinone B reduces prostaglandin E2 release and NF-kappaB-mediated transcription in C6 rat glioma cells.
PubMed: Xanthones induce cell-cycle arrest and apoptosis in human colon cancer DLD-1 cells.
PubMed: A geranylated biphenyl derivative from Garcinia malvgostana.
PubMed: Antimalarial xanthones from Calophyllum caledonicum and Garcinia vieillardii.
PubMed: gamma-Mangostin inhibits inhibitor-kappaB kinase activity and decreases lipopolysaccharide-induced cyclooxygenase-2 gene expression in C6 rat glioma cells.
PubMed: Inhibition of cyclooxygenase and prostaglandin E2 synthesis by gamma-mangostin, a xanthone derivative in mangosteen, in C6 rat glioma cells.
PubMed: Inhibition of eukaryote protein kinases and of a cyclic nucleotide-binding phosphatase by prenylated xanthones.
PubMed: Effect of gamma-mangostin through the inhibition of 5-hydroxy-tryptamine2A receptors in 5-fluoro-alpha-methyltryptamine-induced head-twitch responses of mice.
PubMed: [Novel types of receptor antagonists from the medicinal plant Garcinia mangostana].
PubMed: Gamma-mangostin, a novel type of 5-hydroxytryptamine 2A receptor antagonist.
PubMed: Histaminergic and serotonergic receptor blocking substances from the medicinal plant Garcinia mangostana.
PubMed: Active constituents against HIV-1 protease from Garcinia mangostana.
PubMed: Inhibition of wheat embryo calcium-dependent protein kinase and other kinases by mangostin and gamma-mangostin.
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