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:62996)

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CHEBI:62996 - 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:62996
ChEBI Name	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-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 decasaccharide made up from two galactose, give 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	C160H285N3O79P2
Net Charge	0
Average Mass	3576.930
Monoisotopic Mass	3574.78513
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](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/C160H285N3O79P2/c1-8-14-20-26-32-38-39-45-51-57-63-69-110(182)218-92(67-61-55-49-43-36-30-24-18-12-5)73-112(184)230-143-115(163-108(180)72-91(66-60-54-48-42-35-29-23-17-11-4)217-109(181)68-62-56-50-44-37-31-25-19-13-6)147(214-85-104-122(191)142(229-111(183)71-90(175)65-59-53-47-41-34-28-22-16-10-3)114(149(226-104)242-244(211,212)213)162-107(179)70-89(174)64-58-52-46-40-33-27-21-15-9-2)227-106(141(143)241-243(208,209)210)87-216-159(157(204)205)75-96(238-160(158(206)207)74-93(176)116(185)135(239-160)94(177)76-164)139(136(240-159)95(178)77-165)233-154-134(203)144(235-151-131(200)125(194)119(188)99(80-168)221-151)140(234-156-146(127(196)121(190)101(82-170)223-156)236-148-113(161-88(7)173)123(192)117(186)97(78-166)219-148)105(228-154)86-215-155-145(126(195)120(189)100(81-169)222-155)237-153-133(202)129(198)138(103(84-172)225-153)232-152-132(201)128(197)137(102(83-171)224-152)231-150-130(199)124(193)118(187)98(79-167)220-150/h89-106,113-156,164-172,174-178,185-203H,8-87H2,1-7H3,(H,161,173)(H,162,179)(H,163,180)(H,204,205)(H,206,207)(H2,208,209,210)(H2,211,212,213)/t89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,113-,114-,115-,116-,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+,159-,160-/m1/s1
InChIKey	MZLUQSPMZUOHBY-PIPKEZGASA-N

ChEBI Ontology

Outgoing Relation(s)
	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:62996) is a dodecanoate ester (CHEBI:87659)
	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:62996) is a lipid As (CHEBI:25051)

IUPAC Name
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

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-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-Glcp-(1→5)-[α-D-Kdo-(2→4)]-α-D-Kdo-(2→6)-Lipid A	ChEBI
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
M. catarrhalis serotype A lipoligosaccharide	ChEBI

Citations