1,3,6-trihydroxy-7-(2H3)methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

• ChemBase ID: 172528
• Molecular Formular: C24H26O6
• Molecular Mass: 410.45964
• Monoisotopic Mass: 410.17293855
• SMILES: c1(c(cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)O)O)OC
• Canonical SMILES: COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)O
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,6-trihydroxy-7-(^2H₃)methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
• IUPAC Traditional name: 1,3,6-trihydroxy-7-(^2H₃)methoxy-2,8-bis(3-methylbut-2-en-1-yl)xanthen-9-one
• Synonyms: 1,3,6-Trihydroxy-7-(methoxy-d3)-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one; 1,3,6-Trihydroxy-7-(methoxy-d3)-2,8-bis(3,3-dimethylallyl)xanthone; α-Mangosten-d3; α-Mangostin-d3; NSC 139154-d3; NSC 27593-d3; NSC 30552-d3; Mangostin-d3

Database IDs

• PubChem SID: 164228438
• PubChem CID: 46782100

CALCULATED PROPERTIES

• Acid pKa: 7.280544
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 5.9912987
• LogD (pH = 7.4): 5.577819
• Log P: 5.998407
• Molar Refractivity: 117.7078 cm^3
• Polarizability: 44.24457 Å^3
• Polar Surface Area: 96.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Alcohol; Chloroform; Ether; Ethyl Acetate,
• Apperance: Yellow Crystalline Solid
• Melting Point: 181.6-182.6°C

DETAILS

Toronto Research Chemicals - M164502

It was isolated from Garcinia mangostana Linn (Guttiferae). It is a labelled anti-inflammatory agent.

REFERENCES

• Chairungsrilerd, N., et al.: Planta Med., 62, 471 (1996)
• Chen, Y., et al.: Biochem. Pharmacol., 59, 1445 (1996)
• Matsumoto, K., et al.: Bioorg. Med. Chem., 12, 5799 (1996)
• Ramprasath, V., et al.: Biol. Pharm. Bull., 27, 2028 (1996)