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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (Kdo)2-lipid A(6−) (E. coli)
ChEBI ID CHEBI:58540
ChEBI ASCII Name (Kdo)2-lipid A(6-) (E. coli)
Definition A carbohydrate acid derivative anion that is the hexa-anion of Kdo2-lipid A arising from deprotonation of both the carboxyl and phosphate functions.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C110H196N2O39P2
Net Charge -6
Average Mass 2232.67080
Monoisotopic Mass 2231.289
InChI InChI=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
InChIKey DIXUKJUHGLIZGU-OIPVZEHTSA-H
SMILES CCCCCCCCCCCCCC(=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[C@@H](O[C@@]3(C[C@@H](O)[C@@H](O)[C@H](O3)[C@H](O)CO)C([O-])=O)[C@@H](O)[C@H](O2)[C@H](O)CO)C([O-])=O)[C@H]1OP([O-])([O-])=O
ChEBI Ontology
Outgoing (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 (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
Synonym Source
α-Kdo-(2→4)-α-Kdo-(2→6)-lipid A UniProt
Last Modified
20 January 2017