Molecule ID: 11703004

IUPAC Name: [(1S,2E,10R)-10-acetyl-3-methyl-7-methylidene-6-oxocyclodec-2-en-1-yl] (E)-4-hydroxy-4-methylpent-2-enoate

Description: The molecule is a sesquiterpenoid that is a carboxylic ester obtained by the formal condensation of the 6-hydroxy group of cyclodec-4-en-1-one which is also substituted by an acetyl, a methyl and a methylidene group at positions 7, 4 and 10 respectively with the carboxy group of pent-2-enoic acid substituted with a hydroxy and a methyl group at position 4. It is an antiplasmodial drug isolated from a Caribbean gorgonian coral Eunicea sp. It has a role as a metabolite and an antiplasmodial drug. It is a cyclic ketone, a carboxylic ester, a tertiary alcohol and a sesquiterpenoid.

SMILES: C=C1CC[C@@H](C(C)=O)[C@@H](OC(=O)/C=C/C(C)(C)O)/C=C(\C)CCC1=O

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

InChI: InChI=1S/C20H28O5/c1-13-6-9-17(22)14(2)7-8-16(15(3)21)18(12-13)25-19(23)10-11-20(4,5)24/h10-12,16,18,24H,2,6-9H2,1,3-5H3/b11-10+,13-12+/t16-,18-/m0/s1

Molecular Properties:
- Polar Surface Area: 80.7 Ų
- LogP: 1.6