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CHEBI:61556 - (KDO)2-(palmitoleoyl-myristoyl)-lipid A

Default Structure
ChEBI IDCHEBI:61556
ChEBI Name(KDO)2-(palmitoleoyl-myristoyl)-lipid A
Stars
ASCII Name(KDO)2-(palmitoleoyl-myristoyl)-lipid A
DefinitionA lipid A derivative, comprising lipid A glycosylated with two 3-deoxy-D-manno-octulosonic acid (KDO) residues and having the dodecanoyl group replaced by palmitoleoyl.
Last Modified3 September 2015
SubmitterSteve
DownloadsMolfile
FormulaC114H208N2O39P2
Net Charge0
Average Mass2292.841
Monoisotopic Mass2291.38295
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)CCCCCCC/C=C\CCCCCC)[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/C114H208N2O39P2/c1-7-13-19-25-31-37-39-40-42-48-54-59-65-71-95(126)145-85(69-63-57-51-45-35-29-23-17-11-5)75-94(125)116-100-108(150-98(129)76-86(70-64-58-52-46-36-30-24-18-12-6)146-96(127)72-66-60-53-47-41-38-32-26-20-14-8-2)106(154-156(137,138)139)92(82-144-113(111(133)134)78-90(102(131)105(152-113)89(123)80-118)151-114(112(135)136)77-87(121)101(130)104(153-114)88(122)79-117)148-109(100)143-81-91-103(132)107(149-97(128)74-84(120)68-62-56-50-44-34-28-22-16-10-4)99(110(147-91)155-157(140,141)142)115-93(124)73-83(119)67-61-55-49-43-33-27-21-15-9-3/h37,39,83-92,99-110,117-123,130-132H,7-36,38,40-82H2,1-6H3,(H,115,124)(H,116,125)(H,133,134)(H,135,136)(H2,137,138,139)(H2,140,141,142)/b39-37-/t83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,113-,114-/m1/s1
InChIKeyYMYMIWUIGJUAIZ-LSPGFKFTSA-N
ChEBI Ontology
Outgoing Relation(s)
(KDO)2-(palmitoleoyl-myristoyl)-lipid A (CHEBI:61556) is a lipid As (CHEBI:25051)
(KDO)2-(palmitoleoyl-myristoyl)-lipid A (CHEBI:61556) is a tetradecanoate ester (CHEBI:87691)
(KDO)2-(palmitoleoyl-myristoyl)-lipid A (CHEBI:61556) is conjugate acid of (KDO)2-(palmitoleoyl-myristoyl)-lipid A(6−) (CHEBI:61522)
Incoming Relation(s)
(KDO)2-(palmitoleoyl-myristoyl)-lipid A(6−) (CHEBI:61522) is conjugate base of (KDO)2-(palmitoleoyl-myristoyl)-lipid A (CHEBI:61556)
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-[(9Z)-hexadec-9-enoyloxy]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