Molecule ID: 42640473

IUPAC Name: (E)-N-[(2R,3S,4aS,8R,8aR)-8-chloro-2,4a-dihydroxy-5-oxo-3,4,8,8a-tetrahydro-2H-chromen-3-yl]dodec-2-enamide

Description: The molecule is an organic heterobicyclic compound that is a lactol isolated from the entomopathogenic fungus Isaria tenuipes and exhibits antimalarial and antineoplastic activities. It has a role as a metabolite, an antimalarial and an antineoplastic agent. It is a lactol, an organochlorine compound, an organic heterobicyclic compound, an enamide, an enone, a tertiary alpha-hydroxy ketone and a secondary carboxamide. It derives from a trans-2-dodecenoic acid.

SMILES: CCCCCCCCC/C=C/C(O)=N[C@H]1C[C@@]2(O)C(=O)C=C[C@@H](Cl)[C@@H]2O[C@H]1O

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

InChI: InChI=1S/C21H32ClNO5/c1-2-3-4-5-6-7-8-9-10-11-18(25)23-16-14-21(27)17(24)13-12-15(22)19(21)28-20(16)26/h10-13,15-16,19-20,26-27H,2-9,14H2,1H3,(H,23,25)/b11-10+/t15-,16+,19+,20-,21-/m1/s1

Molecular Properties:
- Polar Surface Area: 95.9 Ų
- LogP: 3.9