Mangostin

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Mangostin

IUPAC name 3,6,8-Trihydroxy-2-methoxy-1,7- bis(3-methylbut-2-enyl)xanthen-9-one
Identifiers
CAS number	6147-11-1^Y
PubChem	5281650
ChemSpider	4444969^Y
ChEBI	CHEBI:67547^N
ChEMBL	CHEMBL323197^Y
Jmol-3D images	Image 1
SMILES CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C (C(=C(C=C3O2)O)OC)CC=C(C)C)O)C
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^Y Key: GNRIZKKCNOBBMO-UHFFFAOYSA-N^Y InChI=1/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 Key: GNRIZKKCNOBBMO-UHFFFAOYAL
Properties
Molecular formula	C₂₄H₂₆O₆
Molar mass	410.45 g/mol
Appearance	Yellow crystalline solid
Density	1.265 g/ml
Melting point	182 °C; 360 °F; 455 K
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Mangostin is a natural xanthonoid, a type of organic compound isolated from various parts of the mangosteen tree (Garcinia mangostana). It is a yellow crystalline solid with a xanthone core structure. Mangostin and a variety of other xanthones from mangosteen have been investigated for biological properties including antioxidant, anti-bacterial, anti-inflammatory, and anticancer activities.^[1] There are no positive correlations found as a result of this study. In animal studies, mangostin has been found to be a central nervous system depressant which causes sedation, decreased motor activity, and ptosis.^[2]

The rind of partially ripe mangosteen fruit yields mangostin and also the related compound β-mangostin. The rind of fully ripe fruits contains the xanthonoids gartanin, 8-disoxygartanin and normangostin. A derivative of mangostin, mangostin-3,6-di-O-glucoside, is a central nervous system depressant and causes a rise in blood pressure.

References

↑ Jung H, Su B, Keller W, Mehta R, Kinghorn A (2006). "Antioxidant xanthones from the pericarp of Garcinia mangostana (Mangosteen)". J. Agric. Food Chem. 54 (6): 2077–82. doi:10.1021/jf052649z. PMID 16536578.
↑ Shankaranarayan D, Gopalakrishnan C, Kameswaran L. (1979). "Pharmacological profile of mangostin and its derivatives". Arch Int Pharmacodyn Ther. 239 (2): 257–269. PMID 314790.

v t e Types of xanthonoids

Aglycones	Apetalinone A, B, C and D Bellidifolin Calozeyloxanthone Desoxygambogenin Desoxymorellin Euxanthone Forbesione Gambogellic acid Gambogenic acid Gambogenin Gambogenin dimethyl acetal Gambogic acid Gambogin Gaudichaudiic acid A, B, C, D and E Gaudichaudione A, B, C, D, E, F, G and H Hanburin Isogambogenin Isojacareubin Isomorellin Isomoreollin B Methylswertianin Morellic acid Morellin dimethyl acetal Moreollic acid Norathyriol Psorospermin 2,3′,4,6-tetrahydroxybenzophenone Tomentonone Zeyloxanthonone

Glycosides	Indian yellow Isomangiferin Mangiferin Mangostin-3,6-di-O-glucoside Wubangziside A Wubangziside B

Acetylated	Mangostin

Misc.	Gartanin 8-disoxygartanin Normangostin

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