Molecule ID: 135908687

IUPAC Name: (3E,10Z)-3-(1-hydroxy-3-methylbut-2-enylidene)-10-(hydroxymethylidene)-4,7-dimethylbenzo[b][1,4]benzodioxepine-2,6,9-trione

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 7, methyl groups at positions 1 and 9, a 3-methylbut-2-enoyl group at position 8, a formyl group at position 4 and an oxo group at position 11. Isolated from Chaetomium brasiliense, it exhibits antimalarial, antimycobacterial and cytotoxic activities. It has a role as a Chaetomium metabolite, an antimalarial, an antimycobacterial drug and an antineoplastic agent. It is a member of depsidones, an organic heterotricyclic compound, a polyphenol, an enone, an aldehyde and an aromatic ketone.

SMILES: CC(C)=C/C(O)=c1/c(C)c2oc(=O)c3c(C)cc(=O)/c(=C\O)c=3oc-2cc1=O

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

InChI: InChI=1S/C21H18O7/c1-9(2)5-14(24)18-11(4)19-16(7-15(18)25)27-20-12(8-22)13(23)6-10(3)17(20)21(26)28-19/h5-8,22,24H,1-4H3/b12-8+,18-14+

Molecular Properties:
- Polar Surface Area: 110.0 Ų
- LogP: 2.5