Molecule ID: 134716638

IUPAC Name: (4S)-4-(5,5-dimethylcyclohexen-1-yl)cyclohexene-1-carboxylic acid

Description: The molecule is a sesquiterpene phytoalexin that is (S)-beta-macrocarpene in which the methyl group that is attached to a double bond has undergone formal oxidation to give the corresponding carboxylic acid. It is produced by maize (Zea mays) to provide biochemical protection against fungal infection. It is an alpha,beta-unsaturated monocarboxylic acid and a sesquiterpene phytoalexin. It derives from a (S)-beta-macrocarpen-15-ol. It is a conjugate acid of a zealexin A1(1-).

SMILES: CC1(C)CCC=C([C@@H]2CC=C(C(=O)O)CC2)C1

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

InChI: InChI=1S/C15H22O2/c1-15(2)9-3-4-13(10-15)11-5-7-12(8-6-11)14(16)17/h4,7,11H,3,5-6,8-10H2,1-2H3,(H,16,17)/t11-/m1/s1

Molecular Properties:
- Polar Surface Area: 37.3 Ų
- LogP: 3.7