Molecule ID: 50200

IUPAC Name: 4,9-dihydroxy-3-methoxy-1,7-dimethyl-2-(3-methylbut-2-enoyl)-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde

Description: The molecule is a member of the class of depsidones that is 11H-dibenzo[b,e][1,4]dioxepine substituted by hydroxy groups at positions 3 and 9, a methoxy group at position 8, methyl groups at positions 1 and 6, a 3-methylbut-2-enoyl group at position 7, an oxo group at position 11 and a formyl group at position 4. Isolated from Chaetomium brasiliense, it exhibits antimalarial and cytotoxic activities. It has a role as an antimalarial, an antineoplastic agent and a Chaetomium metabolite. It is an aldehyde, an aromatic ether, a member of depsidones, an enone, an organic heterotricyclic compound, a polyphenol and an aromatic ketone.

SMILES: COc1c(O)c2c(c(C)c1C(=O)C=C(C)C)Oc1c(C=O)c(O)cc(C)c1C(=O)O2

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

InChI: InChI=1S/C22H20O8/c1-9(2)6-14(25)16-11(4)18-21(17(26)20(16)28-5)30-22(27)15-10(3)7-13(24)12(8-23)19(15)29-18/h6-8,24,26H,1-5H3

Molecular Properties:
- Polar Surface Area: 119.0 Ų
- LogP: 4.1