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CHEBI:58540 - (Kdo)2-lipid A(6−) (E. coli)

ChEBI IDCHEBI:58540
ChEBI Name(Kdo)2-lipid A(6−) (E. coli)
Stars
ASCII Name(Kdo)2-lipid A(6-) (E. coli)
DefinitionA carbohydrate acid derivative anion that is the hexa-anion of Kdo2-lipid A arising from deprotonation of both the carboxyl and phosphate functions.
Last Modified8 September 2022
DownloadsMolfile
FormulaC110H196N2O39P2
Net Charge-6
Average Mass2232.701
Monoisotopic Mass2231.29234
SMILESCCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[C@H](OP(=O)([O-])[O-])[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]
InChIInChI=1S/C110H202N2O39P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-92(123)142-82(66-60-54-48-42-35-29-23-17-11-5)72-94(125)146-104-96(112-90(121)71-81(65-59-53-47-41-34-28-22-16-10-4)141-91(122)67-61-55-49-43-36-30-24-18-12-6)105(144-88(102(104)150-152(133,134)135)78-140-109(107(129)130)74-86(98(127)101(148-109)85(119)76-114)147-110(108(131)132)73-83(117)97(126)100(149-110)84(118)75-113)139-77-87-99(128)103(145-93(124)70-80(116)64-58-52-46-40-33-27-21-15-9-3)95(106(143-87)151-153(136,137)138)111-89(120)69-79(115)63-57-51-45-39-32-26-20-14-8-2/h79-88,95-106,113-119,126-128H,7-78H2,1-6H3,(H,111,120)(H,112,121)(H,129,130)(H,131,132)(H2,133,134,135)(H2,136,137,138)/p-6/t79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,109-,110-/m1/s1
InChIKeyDIXUKJUHGLIZGU-OIPVZEHTSA-H
ChEBI Ontology
Outgoing Relation(s)
(Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540) is a an α-Kdo-(2→4)-α-Kdo-(2→6)-lipid A(6−) (CHEBI:176431)
(Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540) is a anionic phospholipid (CHEBI:62643)
(Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540) is a carbohydrate acid derivative anion (CHEBI:63551)
(Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540) is a dicarboxylic acid dianion (CHEBI:28965)
(Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540) is conjugate base of (Kdo)2-lipid A (E. coli) (CHEBI:27963)
Incoming Relation(s)
(Kdo)2-lipid A (E. coli) (CHEBI:27963) is conjugate acid of (Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540)
IUPAC Name 
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→6)-2-deoxy-2-[(3R)-3-(dodecanoyloxy)tetradecanamido]-4-O-phosphonato-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-β-D-glucopyranosyl-(1→6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphonato-α-D-glucopyranose
UniProt Name  Source
α-Kdo-(2→4)-α-Kdo-(2→6)-lipid A (E. coli)UniProt