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CHEBI:27963 - (Kdo)2-lipid A (E. coli)

ChEBI IDCHEBI:27963
ChEBI Name(Kdo)2-lipid A (E. coli)
Stars
ASCII Name(Kdo)2-lipid A (E. coli)
Secondary ChEBI IDsCHEBI:4476, CHEBI:23656
Last Modified20 January 2017
DownloadsMolfile
FormulaC110H202N2O39P2
Net Charge0
Average Mass2238.749
Monoisotopic Mass2237.33600
SMILES[H][C@]1([C@H](O)CO)O[C@@](O[C@@H]2C[C@](OC[C@H]3O[C@@H](OC[C@H]4O[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]4O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]3OP(=O)(O)O)(C(=O)O)O[C@]([H])([C@H](O)CO)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
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)/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-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Roles Classification
Biological Role:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
ChEBI Ontology
Outgoing Relation(s)
(Kdo)2-lipid A (E. coli) (CHEBI:27963) has functional parent lipid A (E. coli) (CHEBI:134256)
(Kdo)2-lipid A (E. coli) (CHEBI:27963) has role Escherichia coli metabolite (CHEBI:76971)
(Kdo)2-lipid A (E. coli) (CHEBI:27963) is a dodecanoate ester (CHEBI:87659)
(Kdo)2-lipid A (E. coli) (CHEBI:27963) is a lipid As (CHEBI:25051)
(Kdo)2-lipid A (E. coli) (CHEBI:27963) is a tetradecanoate ester (CHEBI:87691)
(Kdo)2-lipid A (E. coli) (CHEBI:27963) is conjugate acid of (Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540)
Incoming Relation(s)
phosphoethanolamine-Kdo2-lipid A (CHEBI:47762) has functional parent (Kdo)2-lipid A (E. coli) (CHEBI:27963)
(Kdo)2-lipid A(6−) (E. coli) (CHEBI:58540) is conjugate base of (Kdo)2-lipid A (E. coli) (CHEBI:27963)
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-phosphono-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-β-D-glucopyranosyl-(1→6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphono-α-D-glucopyranose
Synonyms  Source
Di[3-deoxy-D-manno-octulosonyl]-lipid AKEGG COMPOUND
KDO2-lipid (A)KEGG COMPOUND
(Kdo)2-lipid AChEBI
Manual XrefsDatabases
C06026KEGG COMPOUND
LMSL02000001LIPID MAPS
Registry NumbersSources
Beilstein:8896076Beilstein