Molecule ID: 134160283

IUPAC Name: (2S,3R,4R,5R,6S)-3-[(2R,3R,4S,5R,6R)-3-acetamido-5-amino-4-hydroxy-6-methyloxan-2-yl]oxy-6-[(2S,3R,4S,5R,6S)-2-[2-[2-[(2S,3R,4S,5R,6S)-4-[(2S,3R,4R,5R,6S)-5-[(2R,3R,4S,5R,6R)-3-acetamido-5-amino-4-hydroxy-6-methyloxan-2-yl]oxy-6-carboxy-3,4-dihydroxyoxan-2-yl]oxy-6-carboxy-3,5-dihydroxyoxan-2-yl]oxyethyldisulfanyl]ethoxy]-6-carboxy-3,5-dihydroxyoxan-4-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid

Description: The molecule is an oligosaccharide derivative consisting of two 2-acetamido-4-amino-2,4-dideoxy-alpha-D-fucosyl-(1->4)-alpha-D-galacturonosyl-(1->3)-alpha-D-galacturonosyloxy trisaccharide units linked via a dithiodiethyl divalent group. One of a panel of synthetic oligosaccharide derivatives designed to reveal a critical role of the rare aminosugar 2-acetamido-4-amino-2,4-dideoxy-D-fucose (2-acetamido-4-amino-2,4,6-trideoxy-D-galactose; D-AAT) for serotype 1 immune recognition (PMID:29632881). It is an organic disulfide and an oligosaccharide derivative.

SMILES: CC(O)=N[C@H]1[C@@H](O[C@@H]2[C@H](O)[C@@H](O)[C@@H](O[C@H]3[C@@H](O)[C@@H](C(=O)O)O[C@H](OCCSSCCO[C@H]4O[C@H](C(=O)O)[C@H](O)[C@H](O[C@H]5O[C@H](C(=O)O)[C@H](O[C@H]6O[C@H](C)[C@H](N)[C@H](O)[C@H]6N=C(C)O)[C@H](O)[C@H]5O)[C@H]4O)[C@@H]3O)O[C@@H]2C(=O)O)O[C@H](C)[C@H](N)[C@@H]1O

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

InChI: InChI=1S/C44H70N4O32S2/c1-9-13(45)17(51)15(47-11(3)49)39(71-9)75-29-19(53)21(55)43(79-33(29)37(65)66)73-27-23(57)31(35(61)62)77-41(25(27)59)69-5-7-81-82-8-6-70-42-26(60)28(24(58)32(78-42)36(63)64)74-44-22(56)20(54)30(34(80-44)38(67)68)76-40-16(48-12(4)50)18(52)14(46)10(2)72-40/h9-10,13-34,39-44,51-60H,5-8,45-46H2,1-4H3,(H,47,49)(H,48,50)(H,61,62)(H,63,64)(H,65,66)(H,67,68)/t9-,10-,13+,14+,15-,16-,17+,18+,19-,20-,21-,22-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33+,34+,39-,40-,41+,42+,43+,44+/m1/s1

Molecular Properties:
- Polar Surface Area: 623.0 Ų
- LogP: -14.2