Molecule ID: 50994837

IUPAC Name: [(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-[(Z)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enoyl]oxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl (Z)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enoate

Description: The molecule is a beta-D-glucoside in which the anomeric position is substituted by a 4-hydroxyphenoxy residue and the positions 2 and 6 are substituted by [(2Z)-3-(2-hydroxy-5-methoxyphenyl)prop-2-enoyl]oxy residues. Isolated from Grevillea, it exhibits antimalarial activity. It has a role as a metabolite and an antimalarial. It is a beta-D-glucoside, an enoate ester, a monosaccharide derivative, a polyphenol and an aromatic ether.

SMILES: COc1ccc(O)c(/C=C\C(=O)OC[C@H]2O[C@@H](Oc3ccc(O)cc3)[C@H](OC(=O)/C=C\c3cc(OC)ccc3O)[C@@H](O)[C@@H]2O)c1

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

InChI: InChI=1S/C32H32O13/c1-40-22-9-11-24(34)18(15-22)3-13-27(36)42-17-26-29(38)30(39)31(32(44-26)43-21-7-5-20(33)6-8-21)45-28(37)14-4-19-16-23(41-2)10-12-25(19)35/h3-16,26,29-35,38-39H,17H2,1-2H3/b13-3-,14-4-/t26-,29-,30+,31-,32-/m1/s1

Molecular Properties:
- Polar Surface Area: 191.0 Ų
- LogP: 3.4