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CHEBI:62199 - galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate

ChEBI IDCHEBI:62199
ChEBI Namegalactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate
Stars
ASCII Namegalactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate
DefinitionA lipid A where the free primary hydroxy group of lipid A has a branched nonasaccharide attached.
Last Modified29 September 2015
SubmitterSteve
DownloadsMolfile
FormulaC155H280N2O83P4
Net Charge0
Average Mass3623.772
Monoisotopic Mass3621.67012
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]([C@@H](O)CO)[C@@H](OP(=O)(O)O)[C@H](O[C@H]3O[C@H]([C@@H](O)CO[C@H]4O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](OP(=O)(O)O)[C@H](O[C@H]4O[C@H](CO[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C155H280N2O83P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-106(176)217-89(66-60-54-48-42-35-29-23-17-11-5)72-108(178)225-136-110(157-104(174)71-88(65-59-53-47-41-34-28-22-16-10-4)216-105(175)67-61-55-49-43-36-30-24-18-12-6)143(213-83-100-115(183)135(224-107(177)70-87(166)64-58-52-46-40-33-27-21-15-9-3)109(144(221-100)240-244(209,210)211)156-103(173)69-86(165)63-57-51-45-39-32-26-20-14-8-2)223-102(134(136)237-241(200,201)202)85-215-154(152(196)197)74-96(234-155(153(198)199)73-90(167)111(179)129(235-155)92(169)76-159)133(132(236-154)94(171)78-161)229-149-126(194)138(141(238-242(203,204)205)130(227-149)93(170)77-160)232-150-127(195)139(142(239-243(206,207)208)131(228-150)95(172)82-212-146-123(191)119(187)121(189)128(226-146)91(168)75-158)231-148-125(193)137(116(184)101(222-148)84-214-145-122(190)117(185)112(180)97(79-162)218-145)230-151-140(120(188)114(182)99(81-164)220-151)233-147-124(192)118(186)113(181)98(80-163)219-147/h86-102,109-151,158-172,179-195H,7-85H2,1-6H3,(H,156,173)(H,157,174)(H,196,197)(H,198,199)(H2,200,201,202)(H2,203,204,205)(H2,206,207,208)(H2,209,210,211)/t86-,87-,88-,89-,90-,91+,92-,93+,94-,95+,96-,97-,98-,99-,100-,101-,102-,109-,110-,111-,112+,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-,154-,155-/m1/s1
InChIKeyDNFPUONWCBGXPM-LJFYZQFPSA-N
ChEBI Ontology
Outgoing Relation(s)
galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62199) is a dodecanoate ester (CHEBI:87659)
galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62199) is a lipid As (CHEBI:25051)
galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62199) is conjugate acid of galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate(10−) (CHEBI:62003)
Incoming Relation(s)
galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate(10−) (CHEBI:62003) is conjugate base of galactosyl-(glucosyl)3-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62199)
IUPAC Name 
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-[α-D-galactopyranosyl-(1→6)-[α-D-glucopyranosyl-(1→2)-α-D-glucopyranosyl-(1→3)]-α-D-glucopyranosyl-(1→3)-[L-glycero-α-D-manno-heptopyranosyl-(1→7)]-4-O-phosphono-L-glycero-α-D-manno-heptopyranosyl-(1→3)-4-O-phosphono-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