Molecule ID: 53466545

IUPAC Name: [(4R,4aR,5S,7R,8S,8aR)-4-(acetyloxymethyl)-4,5-dihydroxy-7,8-dimethyl-8-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,5,6,7,8a-hexahydro-1H-naphthalen-4a-yl]methyl (E)-2-methylbut-2-enoate

Description: The molecule is a diterpene lactone isolated from the whole plant Ajuga ciliata. It has a role as a plant metabolite. It is a diterpene lactone, a carbobicyclic compound, a butenolide, an acetate ester, an enoate ester and a diol. It derives from a tiglic acid.

SMILES: C/C=C(\C)C(=O)OC[C@@]12[C@H](CCC[C@]1(O)COC(C)=O)[C@@](C)(CCC1=CC(=O)OC1)[C@H](C)C[C@@H]2O

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

InChI: InChI=1S/C27H40O8/c1-6-17(2)24(31)35-16-27-21(8-7-10-26(27,32)15-34-19(4)28)25(5,18(3)12-22(27)29)11-9-20-13-23(30)33-14-20/h6,13,18,21-22,29,32H,7-12,14-16H2,1-5H3/b17-6+/t18-,21-,22+,25+,26+,27+/m1/s1

Molecular Properties:
- Polar Surface Area: 119.0 Ų
- LogP: 3.1