Molecule ID: 6436219

IUPAC Name: (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one

Description: The molecule is a macrolide consisting of a 14-membered bicyclic lactone attached to the rare 2-thiazolidinone moiety. It is obtained from the Red Sea sponge Latrunculia magnifica. It has a role as a metabolite, an actin polymerisation inhibitor and a toxin. It is a macrolide, a cyclic hemiketal, an oxabicycloalkane and a thiazolidinone.

SMILES: C/C1=C/C(=O)O[C@@H]2C[C@@H](CC[C@H](C)/C=C\CC1)O[C@@](O)([C@@H]1CSC(O)=N1)C2

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

InChI: InChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1

Molecular Properties:
- Polar Surface Area: 110.0 Ų
- LogP: 2.9