Molecule ID: 70678720

IUPAC Name: 12-[2-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyethyl]-5,8-dihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one

Description: The molecule is a member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by a 2-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyethyl group at position 12, hydroxy groups at positions 5 and 8 and geminal methyl groups at position 2. It is isolated from the stem bark of Calophyllum brasiliense and exhibits significant inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation in Raji cells. It has a role as a metabolite and an antineoplastic agent. It is a polyphenol, a member of pyranoxanthones, an epoxide and a secondary alcohol.

SMILES: CC1(C)C=Cc2c(c(CC(O)[C@@H]3OC3(C)C)c3oc4ccc(O)cc4c(=O)c3c2O)O1

SELFIES: [C][C][Branch1][C][C][C][=C][C][=C][Branch2][Ring2][O][C][Branch1][#C][C][C][Branch1][C][O][C@@H1][O][C][Ring1][Ring1][Branch1][C][C][C][=C][O][C][=C][C][=C][Branch1][C][O][C][=C][Ring1][#Branch1][C][=Branch1][C][=O][C][Ring1][N][=C][Ring2][Ring1][Branch2][O][O][Ring2][Ring1][=C]

InChI: InChI=1S/C24H24O7/c1-23(2)8-7-12-18(27)17-19(28)13-9-11(25)5-6-16(13)29-21(17)14(20(12)30-23)10-15(26)22-24(3,4)31-22/h5-9,15,22,25-27H,10H2,1-4H3/t15?,22-/m0/s1

Molecular Properties:
- Polar Surface Area: 109.0 Ų
- LogP: 3.7