Molecule ID: 24850616

IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6R)-4-benzoyloxy-3,5-dihydroxy-6-[(4-methoxyphenyl)methoxy]oxan-2-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Description: The molecule is an O-acyl carbohydrate consisting of 6-O-beta-D-glucopyranuronosyl-beta-D-glucopyranose attached to a 4-methoxybenzyl and a benzoyl group at positions 1 and 3 respectively. Isolated from Symplocos racemosa, it exhibits inhibitory activity against chymotrypsin. It has a role as a metabolite and an EC 3.4.21.1 (chymotrypsin) inhibitor. It is an O-acyl carbohydrate, a disaccharide derivative, a benzoate ester and a monomethoxybenzene.

SMILES: COc1ccc(CO[C@@H]2O[C@H](CO[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](OC(=O)c3ccccc3)[C@H]2O)cc1

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

InChI: InChI=1S/C27H32O14/c1-36-15-9-7-13(8-10-15)11-37-27-21(32)22(40-25(35)14-5-3-2-4-6-14)17(28)16(39-27)12-38-26-20(31)18(29)19(30)23(41-26)24(33)34/h2-10,16-23,26-32H,11-12H2,1H3,(H,33,34)/t16-,17-,18+,19+,20-,21-,22+,23+,26-,27-/m1/s1

Molecular Properties:
- Polar Surface Area: 211.0 Ų
- LogP: -0.3