CHEBI:61523 - (heptosyl)2-(KDO)2-lipid A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (heptosyl)2-(KDO)2-lipid A
ChEBI ID CHEBI:61523
Definition A lipid A derivative having an L-α-D-Hep-(1→3)-L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-Kdo attached to the free primary hydroxy group of lipid A.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C124H226N2O51P2
Net Charge 0
Average Mass 2623.05160
Monoisotopic Mass 2621.46277
InChI InChI=1S/C124H226N2O51P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-96(141)164-84(66-60-54-48-42-35-29-23-17-11-5)72-98(143)168-115-100(126-94(139)71-83(65-59-53-47-41-34-28-22-16-10-4)163-95(140)67-61-55-49-43-36-30-24-18-12-6)117(161-79-91-102(145)114(167-97(142)70-82(132)64-58-52-46-40-33-27-21-15-9-3)99(118(165-91)177-179(158,159)160)125-93(138)69-81(131)63-57-51-45-39-32-26-20-14-8-2)166-92(113(115)176-178(155,156)157)80-162-123(121(151)152)74-90(173-124(122(153)154)73-85(133)101(144)110(174-124)88(136)77-129)112(111(175-123)89(137)78-130)171-120-107(150)116(106(149)109(170-120)87(135)76-128)172-119-105(148)103(146)104(147)108(169-119)86(134)75-127/h81-92,99-120,127-137,144-150H,7-80H2,1-6H3,(H,125,138)(H,126,139)(H,151,152)(H,153,154)(H2,155,156,157)(H2,158,159,160)/t81-,82-,83-,84-,85-,86+,87+,88-,89-,90-,91-,92-,99-,100-,101-,102-,103+,104+,105+,106-,107+,108-,109-,110-,111-,112-,113-,114-,115-,116+,117-,118-,119-,120-,123-,124-/m1/s1
InChIKey HHPCMWTVGVTYIC-CFEULOSXSA-N
SMILES [H][C@@]1(O[C@@](C[C@@H](O)[C@H]1O)(O[C@@H]1C[C@@](OC[C@H]2O[C@@H](OC[C@H]3O[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]3O)[C@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H]2OP(O)(O)=O)(O[C@]([H])([C@H](O)CO)[C@@H]1O[C@H]1O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O[C@H]2O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O)C(O)=O)C(O)=O)[C@H](O)CO
ChEBI Ontology
Outgoing (heptosyl)2-(KDO)2-lipid A (CHEBI:61523) is a dodecanoate ester (CHEBI:87659)
(heptosyl)2-(KDO)2-lipid A (CHEBI:61523) is a lipid As (CHEBI:25051)
(heptosyl)2-(KDO)2-lipid A (CHEBI:61523) is a tetradecanoate ester (CHEBI:87691)
(heptosyl)2-(KDO)2-lipid A (CHEBI:61523) is conjugate acid of (heptosyl)2-(KDO)2-lipid A(6−) (CHEBI:61507)
Incoming (heptosyl)2-(KDO)2-lipid A(6−) (CHEBI:61507) is conjugate base of (heptosyl)2-(KDO)2-lipid A (CHEBI:61523)
IUPAC Name
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-[L-glycero-α-D-manno-heptopyranosyl-(1→3)-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
Synonyms Sources
(Hep)2-(KDO)2-lipid A ChEBI
L-α-D-Hep-(1→3)-L-α-D-Hep-(1→5)-[α-Kdo-(2→4)]-α-Kdo-(2→6)-lipid A ChEBI
Last Modified
03 September 2015