Molecule ID: 6437368

IUPAC Name: (2R)-2-hydroxy-3-[(2R,6R)-6-hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl]-2H-furan-5-one

Description: The molecule is a sesterterpenoid isolated from the marine sponge Luffariella variabilis and which has been shown to exhibit inhibitory activity towards phospholipase A2. It has a role as a metabolite, an EC 3.1.1.4 (phospholipase A2) inhibitor, an EC 5.99.1.2 (DNA topoisomerase) inhibitor and an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor. It is a butenolide, a lactol and a sesterterpenoid.

SMILES: CC1=C(CC/C(C)=C/CCC2=CC[C@H](C3=CC(=O)O[C@H]3O)O[C@H]2O)C(C)(C)CCC1

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

InChI: InChI=1S/C25H36O5/c1-16(10-12-20-17(2)8-6-14-25(20,3)4)7-5-9-18-11-13-21(29-23(18)27)19-15-22(26)30-24(19)28/h7,11,15,21,23-24,27-28H,5-6,8-10,12-14H2,1-4H3/b16-7+/t21-,23-,24-/m1/s1

Molecular Properties:
- Polar Surface Area: 76.0 Ų
- LogP: 3.5