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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (Kdo)2-lipid A (E. coli)
ChEBI ID CHEBI:27963
ChEBI ASCII Name (Kdo)2-lipid A (E. coli)
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4476, CHEBI:23656
Supplier Information
Download Molfile XML SDF
Formula C110H202N2O39P2
Net Charge 0
Average Mass 2238.71840
Monoisotopic Mass 2237.336
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)/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-N
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
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 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 Sources
(Kdo)2-lipid A ChEBI
Di[3-deoxy-D-manno-octulosonyl]-lipid A KEGG COMPOUND
KDO2-lipid (A) KEGG COMPOUND
Manual Xrefs Databases
C06026 KEGG COMPOUND
LMSL02000001 LIPID MAPS
View more database links
Registry Number Type Source
8896076 Beilstein Registry Number Beilstein
Last Modified
20 January 2017