alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-alpha-D-GlcNAc-(1->2)-beta-D-Glc-(1->4)-[beta-D-Glc-(1->3)]-[alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-alpha-D-Glc-(1->2)-beta-D-Glc-(1->6)]-alpha-D-Glc-(1->5)-[alpha-D-Kdo-(2->4)]-alpha-D-Kdo-(2->6)-Lipid A (CHEBI:62998)

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

CHEBI:62998 - α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-GlcNAc-(1→2)-β-D-Glc-(1→4)-[β-D-Glc-(1→3)]-[α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-Glc-(1→2)-β-D-Glc-(1→6)]-α-D-Glc-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-Lipid A

ChEBI ID	CHEBI:62998
ChEBI Name	α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-GlcNAc-(1→2)-β-D-Glc-(1→4)-[β-D-Glc-(1→3)]-[α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-Glc-(1→2)-β-D-Glc-(1→6)]-α-D-Glc-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-Lipid A
Stars
ASCII Name	alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-alpha-D-GlcNAc-(1->2)-beta-D-Glc-(1->4)-[beta-D-Glc-(1->3)]-[alpha-D-Gal-(1->4)-beta-D-Gal-(1->4)-alpha-D-Glc-(1->2)-beta-D-Glc-(1->6)]-alpha-D-Glc-(1->5)-[alpha-D-Kdo-(2->4)]-alpha-D-Kdo-(2->6)-Lipid A
Definition	A lipid A derivative that consists of a branched dodecasaccharide made up from four galactose, five glucose, one N-acetylglucosamine and two Kdo (one at the reducing end) units connected to lipid A via an α-(2→6)-linkage.
Last Modified	26 August 2015
Submitter	Steve
Downloads	Molfile

Formula	C172H305N3O89P2
Net Charge	0
Average Mass	3901.212
Monoisotopic Mass	3898.89078
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](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3NC(C)=O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChI	InChI=1S/C172H305N3O89P2/c1-8-14-20-26-32-38-39-45-51-57-63-69-114(196)236-94(67-61-55-49-43-36-30-24-18-12-5)73-116(198)250-153-119(175-112(194)72-93(66-60-54-48-42-35-29-23-17-11-4)235-113(195)68-62-56-50-44-37-31-25-19-13-6)157(232-87-108-126(205)152(249-115(197)71-92(189)65-59-53-47-41-34-28-22-16-10-3)118(159(246-108)264-266(229,230)231)174-111(193)70-91(188)64-58-52-46-40-33-27-21-15-9-2)247-110(151(153)263-265(226,227)228)89-234-171(169(222)223)75-98(260-172(170(224)225)74-95(190)120(199)143(261-172)96(191)76-176)149(144(262-171)97(192)77-177)255-166-142(221)154(257-162-138(217)130(209)123(202)101(80-180)239-162)150(256-168-156(132(211)125(204)103(82-182)241-168)258-158-117(173-90(7)187)127(206)145(104(83-183)242-158)251-163-139(218)133(212)146(105(84-184)243-163)252-160-136(215)128(207)121(200)99(78-178)237-160)109(248-166)88-233-167-155(131(210)124(203)102(81-181)240-167)259-165-141(220)135(214)148(107(86-186)245-165)254-164-140(219)134(213)147(106(85-185)244-164)253-161-137(216)129(208)122(201)100(79-179)238-161/h91-110,117-168,176-186,188-192,199-221H,8-89H2,1-7H3,(H,173,187)(H,174,193)(H,175,194)(H,222,223)(H,224,225)(H2,226,227,228)(H2,229,230,231)/t91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,117-,118-,119-,120-,121+,122+,123-,124-,125-,126-,127-,128+,129+,130+,131+,132+,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143-,144-,145-,146+,147+,148-,149-,150-,151-,152-,153-,154-,155-,156-,157-,158-,159-,160-,161-,162+,163+,164+,165-,166-,167-,168+,171-,172-/m1/s1
InChIKey	IFSUSKWONXXZCR-XRKOTAGQSA-N

ChEBI Ontology

Outgoing Relation(s)
	α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-GlcNAc-(1→2)-β-D-Glc-(1→4)-[β-D-Glc-(1→3)]-[α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-Glc-(1→2)-β-D-Glc-(1→6)]-α-D-Glc-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-Lipid A (CHEBI:62998) is a dodecanoate ester (CHEBI:87659)
	α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-GlcNAc-(1→2)-β-D-Glc-(1→4)-[β-D-Glc-(1→3)]-[α-D-Gal-(1→4)-β-D-Gal-(1→4)-α-D-Glc-(1→2)-β-D-Glc-(1→6)]-α-D-Glc-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-Lipid A (CHEBI:62998) is a lipid As (CHEBI:25051)

IUPAC Name
α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-α-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-α-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→6)]-[β-D-glucopyranosyl-(1→3)]-α-D-glucopyranosyl-(1→5)-[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-(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

IUPAC Name

α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-α-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-α-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→6)]-[β-D-glucopyranosyl-(1→3)]-α-D-glucopyranosyl-(1→5)-[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-(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	Source
α-Gal-(1→4)-β-Gal-(1→4)-α-GlcNAc-(1→2)-β-Glc-(1→4)-[β-Glc-(1→3)]-[α-Gal-(1→4)-β-Gal-(1→4)-α-Glc-(1→2)-β-Glc-(1→6)]-α-Glc-(1→5)-[α-Kdo-(2→4)]-α-Kdo-(2→6)-Lipid A	ChEBI
α-D-Galp-(1→4)-β-D-Galp-(1→4)-α-D-GlcpNAc-(1→2)-β-D-Glcp-(1→4)-[β-D-Glcp-(1→3)]-[α-D-Galp-(1→4)-β-D-Galp-(1→4)-α-D-Glcp-(1→2)-β-D-Glcp-(1→6)]-α-D-Glc-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-Lipid A	ChEBI
M. catarrhalis serotype C lipoligosaccharide	ChEBI

Citations