Molecule ID: 101689

IUPAC Name: (1R,12R)-16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-1-ol

Description: The molecule is a member of the class of pterocarpans that is the 3-O-methyl ether of (+)-6a-hydroxymaackiain (the 6aR,12aR stereoisomer). A phytoalexin found in pods of garden peas (Pisum sativum) and other plants of the pea family, including Tephrosia candida. It has a role as a phytoalexin and a plant metabolite. It is a member of pterocarpans, a tertiary alcohol and an aromatic ether. It derives from a (+)-6a-hydroxymaackiain.

SMILES: COc1ccc2c(c1)OC[C@]1(O)c3cc4c(cc3O[C@H]21)OCO4

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

InChI: InChI=1S/C17H14O6/c1-19-9-2-3-10-12(4-9)20-7-17(18)11-5-14-15(22-8-21-14)6-13(11)23-16(10)17/h2-6,16,18H,7-8H2,1H3/t16-,17+/m1/s1

Molecular Properties:
- Polar Surface Area: 66.4 Ų
- LogP: 1.7