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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name heptosyl-(KDO)2-lipid A
ChEBI ID CHEBI:61528
ChEBI ASCII Name heptosyl-(KDO)2-lipid A
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C117H214N2O45P2
Net Charge 0
Average Mass 2430.88500
Monoisotopic Mass 2429.399
InChI InChI=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
InChIKey HPDZKCJEWNZSML-YOZKHJKSSA-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]1O)C(O)=O)C(O)=O)[C@H](O)CO
ChEBI Ontology
Outgoing 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 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 A ChEBI
Last Modified
03 September 2015