The molecule is a branched oligosaccharide derivative consisting of nine residues corresponding to the core region of Salmonella lipopolysaccharide molecules and used as a model compound in investigations on the conjugation of the O-antigen to the CRM197 carrier protein. (It should be noted that the site and degree of phosphorylation of the Hep(III) residue are uncertain, while for the PPEtN group the percentage substitution can vary according to the strain of origin and the growth conditions.)
IUPAC name: (2R,4R,5R,6R)-5-[(2S,3S,4R,5R,6R)-4-[(2R,3S,4R,6R)-4-[(3R,4S,5R,6R)-4-[(2R,3R,4S,5R,6R)-3-[(2R,3R,4S,5S,6R)-3-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-[(1S)-2-[(3S,4S,5S,6R)-6-[(1S)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1-hydroxyethyl]-3-hydroxy-5-phosphonooxyoxan-2-yl]oxy-5-[[2-aminoethoxy(hydroxy)phosphoryl]oxy-hydroxyphosphoryl]oxy-6-[(1S)-1,2-dihydroxyethyl]-3-hydroxyoxan-2-yl]oxy-6-[(1R)-1,2-dihydroxyethyl]-2,4-dihydroxyoxane-2-carboxylic acid
SMILES: CC(O)=N[C@H]1[C@@H](O[C@H]2[C@@H](O[C@H]3[C@@H](O[C@H]4[C@H](O)[C@@H](CO[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)OC(O[C@H]5C(OP(=O)(O)O)[C@@H]([C@@H](O)COC6O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]6O)O[C@H](O[C@@H]6[C@H](O)[C@@H](O[C@H]7[C@@H]([C@H](O)CO)O[C@@](O)(C(=O)O)C[C@H]7O)O[C@H]([C@@H](O)CO)[C@H]6OP(=O)(O)OP(=O)(O)OCCN)[C@H]5O)[C@@H]4O)O[C@H](CO)[C@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O
SELFIES: [C][C][Branch1][C][O][=N][C@H1][C@@H1][Branch2][#C][Branch1][O][C@H1][C@@H1][Branch2][=N][S][O][C@H1][C@@H1][Branch2][N][O][O][C@H1][C@H1][Branch1][C][O][C@@H1][Branch2][Ring1][=Branch1][C][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][O][C][Branch2][#Branch2][C][O][C@H1][C][Branch1][#Branch2][O][P][=Branch1][C][=O][Branch1][C][O][O][C@@H1][Branch2][Ring1][=C][C@@H1][Branch1][C][O][C][O][C][O][C@H1][Branch1][#Branch1][C@@H1][Branch1][C][O][C][O][C@@H1][Branch1][C][O][C@H1][Branch1][C][O][C@@H1][Ring1][N][O][O][C@H1][Branch2][=Branch1][=Branch2][O][C@@H1][C@H1][Branch1][C][O][C@@H1][Branch2][Ring1][=N][O][C@H1][C@@H1][Branch1][#Branch1][C@H1][Branch1][C][O][C][O][O][C@@][Branch1][C][O][Branch1][=Branch1][C][=Branch1][C][=O][O][C][C@H1][Ring1][=C][O][O][C@H1][Branch1][#Branch1][C@@H1][Branch1][C][O][C][O][C@H1][Ring2][Ring1][O][O][P][=Branch1][C][=O][Branch1][C][O][O][P][=Branch1][C][=O][Branch1][C][O][O][C][C][N][C@H1][Ring2][=Branch1][Ring2][O][C@@H1][Ring2][#Branch1][#Branch2][O][O][C@H1][Branch1][Ring1][C][O][C@H1][Branch1][C][O][C@@H1][Ring2][Branch2][Branch1][O][O][C@H1][Branch1][Ring1][C][O][C@@H1][Branch1][C][O][C@@H1][Ring2][Branch2][S][O][O][C@H1][Branch1][Ring1][C][O][C@@H1][Branch1][C][O][C@@H1][Ring2][=Branch2][O][O]
InChI: InChI=1S/C63H111N2O60P3/c1-14(73)65-25-31(84)26(79)20(8-69)108-54(25)120-50-34(87)28(81)23(11-72)111-61(50)121-51-35(88)29(82)22(10-71)110-60(51)117-47-30(83)24(13-106-55-37(90)32(85)27(80)21(9-70)109-55)112-57(39(47)92)118-48-40(93)59(116-45(52(48)123-126(98,99)100)19(78)12-105-56-38(91)33(86)36(89)42(113-56)16(75)5-66)119-49-41(94)58(114-43-15(74)4-63(97,62(95)96)122-46(43)18(77)7-68)115-44(17(76)6-67)53(49)124-128(103,104)125-127(101,102)107-3-2-64/h15-61,66-72,74-94,97H,2-13,64H2,1H3,(H,65,73)(H,95,96)(H,101,102)(H,103,104)(H2,98,99,100)/t15-,16+,17+,18-,19+,20-,21-,22-,23-,24-,25-,26-,27+,28-,29+,30-,31-,32+,33+,34+,35+,36+,37-,38+,39-,40+,41+,42-,43-,44-,45-,46-,47+,48-,49-,50-,51-,52?,53-,54-,55+,56?,57?,58+,59-,60-,61-,63-/m1/s1
Topological polar surface area: 1010.0
XLogP: -25.6