Molecule ID: 44586905

IUPAC Name: (1S,17S,19R)-3,19-dihydroxy-7-methoxy-17-methyl-12,16,21-trioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6(11),7,9,13-hexaen-5-one

Description: The molecule is a bridged organic heteropentacyclic compund that is 3,4,5,6-tetrahydro-2H,8H-2,6-epoxyoxocino[3,2-b]xanthen-8-one substituted by hydroxy groups at positions 4 and 7, a methoxy group at position 9 and a methyl group at position 2 (the 2S,4R,6S stereoisomer). It is isolated from the marine derived fungus Chaetomium and has antiprotozoal activity. It has a role as a metabolite and an antiprotozoal drug. It is a member of phenols, an organic heteropentacyclic compound, a cyclic ketone, a bridged compound and a cyclic ketal.

SMILES: COc1cccc2oc3cc4c(c(O)c3c(=O)c12)[C@@H]1C[C@@H](O)C[C@](C)(O4)O1

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

InChI: InChI=1S/C20H18O7/c1-20-8-9(21)6-13(26-20)16-14(27-20)7-12-17(19(16)23)18(22)15-10(24-2)4-3-5-11(15)25-12/h3-5,7,9,13,21,23H,6,8H2,1-2H3/t9-,13+,20+/m1/s1

Molecular Properties:
- Polar Surface Area: 94.4 Ų
- LogP: 2.8