Molecule ID: 86289632

IUPAC Name: [(2S,3R,4R,5S,6S)-2-[(2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5S,6S)-2-[(2R,3R,4R,5S,6R)-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-3-acetyloxy-5-hydroxy-6-methyloxan-4-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] acetate

Description: The molecule is a polysaccharide derivative comprised of a [2)-alpha-L-Rhap(III)-(1->2)-alpha-L-Rhap(II)-(1->3)-alpha-L-Rhap(I)-(1->3)-beta-D-GlcpNAc-(1->] tetrasaccharide repeat modified by the (1->4) linkage of an alpha-D-glucosyl group to the GlcNAc residue and by addition of acetyl groups to O-2 of 80% of the Rha(I) residues and to either O-3 or O-4 of many of the Rha(III) residues (70% to O-3; 15% to O-4). The structure provided is representative of that in Shigella flexneri serotype 1b 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](C)O[C@@H](O[C@@H]4[C@@H](N=C(C)O)[C@H](O)O[C@H](CO)[C@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3OC(C)=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][#Branch2][O][C@H1][C@H1][Branch2][=Branch1][=Branch1][O][C@@H1][C@@H1][Branch1][C][O][C@H1][Branch1][C][C][O][C@@H1][Branch2][Ring2][=N][O][C@@H1][C@@H1][Branch1][#Branch1][N][=C][Branch1][C][C][O][C@H1][Branch1][C][O][O][C@H1][Branch1][Ring1][C][O][C@H1][Ring1][=N][O][C@H1][O][C@H1][Branch1][Ring1][C][O][C@@H1][Branch1][C][O][C@H1][Branch1][C][O][C@H1][Ring1][#Branch2][O][C@@H1][Ring2][Ring2][C][O][C][Branch1][C][C][=O][O][C@@H1][Branch1][C][C][C@H1][Branch1][C][O][C@H1][Ring2][Ring2][#C][O][C@@H1][Ring2][Branch1][=Branch2][O]

InChI: InChI=1S/C36H59NO25/c1-9-18(43)23(48)30(62-34-25(50)28(55-13(5)41)19(44)10(2)52-34)35(53-9)61-29-20(45)11(3)54-36(31(29)56-14(6)42)60-27-17(37-12(4)40)32(51)57-16(8-39)26(27)59-33-24(49)22(47)21(46)15(7-38)58-33/h9-11,15-36,38-39,43-51H,7-8H2,1-6H3,(H,37,40)/t9-,10-,11-,15+,16+,17+,18-,19-,20-,21+,22-,23+,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35-,36-/m0/s1

Molecular Properties:
- Polar Surface Area: 387.0 Ų
- LogP: -6.9