ChemicalBook--->CAS DataBase List--->6147-11-1

6147-11-1

6147-11-1 Structure

6147-11-1 Structure
IdentificationMore
[Name]

Mangostin
[CAS]

6147-11-1
[Synonyms]

1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9H-xanthen-9-one
1,3,6-TRIHYDROXY-7-METHOXY-2,8-DI(3-METHYL-2-BUTENYL)XANTHONE
Mangosteen
mangostin
MANGOSTINE
Momordica Fruit P.E.
Fructus Monordicae extract
1,3,6-Trihydroxy-7-methoxy-2,8-bis(3,3-dimethylallyl)xanthone
1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one
NSC 139154
NSC 27593
NSC 30552
α-Mangosten
a-Mangosten
a-Mangostin
1,3,6-Trihydroxy-2,8-diprenyl-7-methoxy-9H-xanthene-9-one
7-Methoxy-1,3,6-trihydroxy-2,8-bis(3-methyl-2-butenyl)-9H-xanthene-9-one
[EINECS(EC#)]

683-120-1
[Molecular Formula]

C24H26O6
[MDL Number]

MFCD00135200
[Molecular Weight]

410.46
[MOL File]

6147-11-1.mol
Chemical PropertiesBack Directory
[Appearance]

Yellow Crystalline Solid
[Melting point ]

180-182°C
[Boiling point ]

640.1±55.0 °C(Predicted)
[density ]

1.265±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

methanol: soluble1mg/mL, clear, very light yellow
[form ]

powder
[pka]

7.22±0.20(Predicted)
[color ]

faint yellow to yellow
[Usage]

It was isolated from Garcinia mangostana Linn (Guttiferae). It is an anti-inflammatory agent
[λmax]

346nm(MeOH)(lit.)
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
[Cosmetics Ingredients Functions]

SKIN CONDITIONING
[InChI]

InChI=1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3
[InChIKey]

GNRIZKKCNOBBMO-UHFFFAOYSA-N
[SMILES]

C1(=O)C2=C(C=C(O)C(OC)=C2C/C=C(/C)\C)OC2=C1C(O)=C(C/C=C(/C)\C)C(O)=C2
[CAS DataBase Reference]

6147-11-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P301+P330+P331+P310
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

1
[RTECS ]

ZD6122420
[HS Code ]

29329990
[Hazardous Substances Data]

6147-11-1(Hazardous Substances Data)
Hazard InformationBack Directory
[Description]

α-Mangostin (6147-11-1) is a xanthone natural product that has historically been used in traditional folk medicine.1 It is a potent agonist of human STING (Stimulator of Interferon Genes) and also weakly activates mouse STING.2 Induces IFN-β production and repolarizes human monocyte-derived M2 macrophages to M1. Improves insulin secretion and protects INS-1 cells from streptozotocin-induced damage.3 Suppresses the metastasis of human renal carcinoma cells.4 Synergizes with kinase inhibitors in suppression of proliferation of SK-MEL-2 malignant melanoma cells.5
[Chemical Properties]

Yellow Crystalline Solid
[Uses]

antifungal, antilarval
[Uses]

It was isolated from Garcinia mangostana Linn (Guttiferae). It is an anti-inflammatory agent
[Definition]

ChEBI: Alpha-mangostin is a member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities. It has a role as an antineoplastic agent, an antimicrobial agent, an antioxidant and a plant metabolite. It is a member of xanthones, a member of phenols and an aromatic ether.
[General Description]

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
[Biochem/physiol Actions]

Xanthone derivative isolated from mangosteen (Garcinia mangostana). Antioxidant and anti-inflammatory. α-mangostin has been shown to induce apoptosis via the mitochondrial pathway, reduce cell proliferation and inhibit tumorigenesis.
[storage]

Store at 2-8°C
[References]

1) Mohan et al. (2018), An anti-inflammatory molecular mechanism of action of α-mangostin, the major xanthone from the pericarp of Garcinia mangostana: an in silico, in vitro and in vivo approach; Food Funct., 9 3860 2) Zhang et al. (2018), Identification of α-Mangostin as an Agonist of Human STING; Chem. Med. Chem.,?13 2057 3) Lee et al. (2018), Alpha-Mangostin Improves Insulin Secretion and Protects INS-1 Cells from Streptozotocin-induced Damage; J. Mol. Sci., 19 E1484 4) Chen et al. (2017), Alpha-Mangostin Suppresses the Metastasis of Human renal Carcinoma Cells by Targeting MEK/ERK Expression and MMP-9 Transcription Activity; Cell Physiol. Biochem., 44 1460 5) Xia and Sun (2018), Synergistic inhibition of cell proliferation by combined targeting with kinase inhibitors and dietary xanthone is a promising strategy for melanoma treatment; Clin. Exp. Dermatol., 43 149
Spectrum DetailBack Directory
[Spectrum Detail]

Mangostin(6147-11-1)1HNMR
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