Molecule ID: 121225503

IUPAC Name: 2-[[(3aR,4S,9aS,9bR)-4-hydroxy-3,6-dimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[8,7-b]furan-9-yl]methoxy]-2-oxoacetic acid

Description: The molecule is a sesquiterpene lactone obtained by formal condensation of one of the carboxy groups of oxalic acid with the 15-hydroxy group of 11beta,13-dihydrolactucin. Found in chicory. It has a role as a plant metabolite. It is an azulenofuran, a cyclic terpene ketone, an enone, a secondary alcohol, a sesquiterpene lactone and an oxo monocarboxylic acid. It derives from a lactucin and an oxalic acid.

SMILES: CC1=C2C(=O)C=C(COC(=O)C(=O)O)[C@@H]2[C@H]2OC(=O)C(C)[C@@H]2[C@@H](O)C1

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

InChI: InChI=1S/C17H18O8/c1-6-3-9(18)12-7(2)16(22)25-14(12)13-8(4-10(19)11(6)13)5-24-17(23)15(20)21/h4,7,9,12-14,18H,3,5H2,1-2H3,(H,20,21)/t7?,9-,12+,13-,14-/m0/s1

Molecular Properties:
- Polar Surface Area: 127.0 Ų
- LogP: -0.1