Molecule ID: 10001150

IUPAC Name: (3R,3aR,6R,6aS)-6-(3-hydroxy-4,5-dimethoxyphenyl)-3-(3-hydroxy-5-methoxyphenyl)-3,3a,6,6a-tetrahydro-1H-furo[3,4-c]furan-4-one

Description: The molecule is a lignan that is tetrahydro-1H,3H-furo[3,4-c]furan-1-one substituted by a 3-hydroxy-4,5-dimethoxyphenyl at position 3 and a 3-hydroxy-4,5-dimethoxyphenyl group at position 5. Isolated from the rhizomes of Imperata cylindrica, it exhibits vasodilative activity. It has a role as a metabolite and a vasodilator agent. It is a lignan, a gamma-lactone, a member of methoxybenzenes and a member of phenols.

SMILES: COc1cc(O)cc([C@@H]2OC[C@@H]3[C@H]2C(=O)O[C@H]3c2cc(O)c(OC)c(OC)c2)c1

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

InChI: InChI=1S/C21H22O8/c1-25-13-5-10(4-12(22)8-13)19-17-14(9-28-19)18(29-21(17)24)11-6-15(23)20(27-3)16(7-11)26-2/h4-8,14,17-19,22-23H,9H2,1-3H3/t14-,17-,18+,19+/m1/s1

Molecular Properties:
- Polar Surface Area: 104.0 Ų
- LogP: 2.0