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
Download Molfile XML SDF
Formula C124H226N2O51P2
Net Charge 0
Average Mass 2623.05160
Monoisotopic Mass 2621.463
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