EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:61528 - heptosyl-(KDO)2-lipid A

ChEBI IDCHEBI:61528
ChEBI Nameheptosyl-(KDO)2-lipid A
Stars
ASCII Nameheptosyl-(KDO)2-lipid A
DefinitionA lipid A derivative having an L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-Kdo moiety attached to the free primary hydroxy group of lipid A.
Last Modified3 September 2015
SubmitterSteve
DownloadsMolfile
FormulaC117H214N2O45P2
Net Charge0
Average Mass2430.916
Monoisotopic Mass2429.39939
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@H]2O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C117H214N2O45P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-94(132)153-83(66-60-54-48-42-35-29-23-17-11-5)72-96(134)157-110-98(119-92(130)71-82(65-59-53-47-41-34-28-22-16-10-4)152-93(131)67-61-55-49-43-36-30-24-18-12-6)111(150-78-89-100(136)109(156-95(133)70-81(124)64-58-52-46-40-33-27-21-15-9-3)97(112(154-89)164-166(147,148)149)118-91(129)69-80(123)63-57-51-45-39-32-26-20-14-8-2)155-90(108(110)163-165(144,145)146)79-151-116(114(140)141)74-88(160-117(115(142)143)73-84(125)99(135)105(161-117)86(127)76-121)107(106(162-116)87(128)77-122)159-113-103(139)101(137)102(138)104(158-113)85(126)75-120/h80-90,97-113,120-128,135-139H,7-79H2,1-6H3,(H,118,129)(H,119,130)(H,140,141)(H,142,143)(H2,144,145,146)(H2,147,148,149)/t80-,81-,82-,83-,84-,85+,86-,87-,88-,89-,90-,97-,98-,99-,100-,101+,102+,103+,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,116-,117-/m1/s1
InChIKeyHPDZKCJEWNZSML-YOZKHJKSSA-N
ChEBI Ontology
Outgoing Relation(s)
heptosyl-(KDO)2-lipid A (CHEBI:61528) is a dodecanoate ester (CHEBI:87659)
heptosyl-(KDO)2-lipid A (CHEBI:61528) is a lipid As (CHEBI:25051)
heptosyl-(KDO)2-lipid A (CHEBI:61528) is a tetradecanoate ester (CHEBI:87691)
heptosyl-(KDO)2-lipid A (CHEBI:61528) is conjugate acid of heptosyl-(KDO)2-lipid A(6−) (CHEBI:61502)
Incoming Relation(s)
heptosyl-(KDO)2-lipid A(6−) (CHEBI:61502) is conjugate base of heptosyl-(KDO)2-lipid A (CHEBI:61528)
IUPAC Name 
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-[L-glycero-α-D-manno-heptopyranosyl-(1→5)]-3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→6)-2-deoxy-2-{[(3R)-3-(dodecanoyloxy)tetradecanoyl]amino}-4-O-phosphono-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-β-D-glucopyranosyl-(1→6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-{[(3R)-3-hydroxytetradecanoyl]amino}-1-O-phosphono-α-D-glucopyranose
Synonym  Source
L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-Kdo-(2→6)-lipid AChEBI