Molecule ID: 86289639

IUPAC Name: (2S,3R,4S,5R,6R)-6-[(2R,3R,4R,5R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-5-acetyloxy-3-[(2R,3R,4R,5R,6S)-3-[(2S,3R,4R,5S,6S)-4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxyoxane-2-carboxylic acid

Description: The molecule is a polysaccharide derivative comprised of a [2)-alpha-L-Rhap(III)-(1->2)-alpha-L-Rhap(II)-(1->3)-beta-D-GalpA-(1->3)-beta-D-GalpNAc-(1->] tetrasaccharide repeat modified by the addition of an acetyl group to either O-3 or O-4 of many of the Rha(III) residues (60% to O-3; 30% to O-4). The structure provided is representative of that in Shigella flexneri serotype 6 and shows the most common repeating unit. It has a role as an antigen.

SMILES: CC(=O)O[C@@H]1[C@@H](O)[C@H](C)O[C@@H](O[C@H]2[C@@H](O[C@@H]3[C@H](O)[C@@H](OC(C)=O)[C@H](O[C@H]4[C@@H](O)[C@@H](CO)O[C@@H](O)[C@@H]4N=C(C)O)O[C@@H]3C(=O)O)O[C@@H](C)[C@H](O)[C@H]2O)[C@@H]1O

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

InChI: InChI=1S/C30H47NO22/c1-7-14(36)17(39)23(52-28-19(41)21(47-10(4)34)15(37)8(2)45-28)29(46-7)51-22-18(40)24(48-11(5)35)30(53-25(22)26(42)43)50-20-13(31-9(3)33)27(44)49-12(6-32)16(20)38/h7-8,12-25,27-30,32,36-41,44H,6H2,1-5H3,(H,31,33)(H,42,43)/t7-,8-,12+,13+,14-,15-,16-,17+,18-,19+,20+,21+,22+,23+,24+,25-,27+,28-,29+,30+/m0/s1

Molecular Properties:
- Polar Surface Area: 345.0 Ų
- LogP: -5.5