Obtusin (70588-05-5)

The IUPAC name of Obtusin is 1,7-Dihydroxy-2,3,8-trimethoxy-6-methylanthracene-9,10-dione. With the CAS registry number 70588-05-5, it is also named as 9,10-Anthracenedione,1,7-dihydroxy-2,3,8- trimethoxy-6-methyl-. In addition, its molecular formula is C₁₈H₁₆O₇ and molecular weight is 344.31.

The other characteristics of Obtusin can be summarized as: (1)ACD/LogP: 4.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4; (4)ACD/LogD (pH 7.4): 2.38; (5)ACD/BCF (pH 5.5): 606.29; (6)ACD/BCF (pH 7.4): 14.52; (7)ACD/KOC (pH 5.5): 3193.3; (8)ACD/KOC (pH 7.4): 76.48; (9)H bond acceptors: 7; (10)H bond donors: 2; (11)Freely Rotating Bonds: 5; (12)Polar Surface Area: 80.29 Å²; (13)Index of Refraction: 1.633; (14)Molar Refractivity: 87.29 cm³; (15)Molar Volume: 244.2 cm³; (16)Polarizability: 34.6×10^-24cm³; (17)Surface Tension: 59.9 dyne/cm; (18)Density: 1.409 g/cm³; (19)Flash Point: 227 °C; (20)Enthalpy of Vaporization: 94.58 kJ/mol; (21)Boiling Point: 614.9 °C at 760 mmHg; (22)Vapour Pressure: 1.03E-15 mmHg at 25 °C.

Preparation of Obtusin: this chemical can be prepared by 5-Hydroxy-6,7-dimethoxy-[1,4]naphthoquinone and 1-Methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-buta-1,3-diene.



This reaction needs DDQ. The yield is 71 %.

People can use the following data to convert to the molecule structure.
(1)SMILES:O=C2c1cc(OC)c(OC)c(O)c1C(=O)c3c2cc(c(O)c3OC)C
(2)InChI:InChI=1/C18H16O7/c1-7-5-8-12(18(25-4)13(7)19)15(21)11-9(14(8)20)6-10(23-2)17(24-3)16(11)22/h5-6,19,22H,1-4H3
(3)InChIKey:CFLNHFUPWNRWJA-UHFFFAOYAW
(4)Std. InChI:InChI=1S/C18H16O7/c1-7-5-8-12(18(25-4)13(7)19)15(21)11-9(14(8)20)6-10(23-2)17(24-3)16(11)22/h5-6,19,22H,1-4H3
(5)Std. InChIKey:CFLNHFUPWNRWJA-UHFFFAOYSA-N