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CHEBI:62203 - glucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A

ChEBI IDCHEBI:62203
ChEBI Nameglucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A
Stars
ASCII Nameglucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A
DefinitionA lipid A where the free primary hydroxy group of lipid A has a branched hexasaccharide attached.
Last Modified29 September 2015
SubmitterSteve
DownloadsMolfile
FormulaC137H249N2O65P3
Net Charge0
Average Mass3057.370
Monoisotopic Mass3055.54532
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](O)[C@H](O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]3O)[C@@H]2O)(C(=O)O)C[C@@H](O)[C@H]1O
InChIInChI=1S/C137H249N2O65P3/c1-7-13-19-25-31-37-38-44-50-56-62-68-100(156)187-86(66-60-54-48-42-35-29-23-17-11-5)72-102(158)192-124-104(139-98(154)71-85(65-59-53-47-41-34-28-22-16-10-4)186-99(155)67-61-55-49-43-36-30-24-18-12-6)128(184-81-95-107(161)123(191-101(157)70-84(146)64-58-52-46-40-33-27-21-15-9-3)103(129(189-95)204-207(180,181)182)138-97(153)69-83(145)63-57-51-45-39-32-26-20-14-8-2)190-96(122(124)202-205(174,175)176)82-185-136(134(170)171)74-93(199-137(135(172)173)73-87(147)105(159)118(200-137)89(149)76-141)121(120(201-136)91(151)78-143)196-133-115(169)126(127(203-206(177,178)179)119(195-133)90(150)77-142)198-132-114(168)125(197-131-112(166)108(162)106(160)94(79-144)188-131)113(167)117(194-132)92(152)80-183-130-111(165)109(163)110(164)116(193-130)88(148)75-140/h83-96,103-133,140-152,159-169H,7-82H2,1-6H3,(H,138,153)(H,139,154)(H,170,171)(H,172,173)(H2,174,175,176)(H2,177,178,179)(H2,180,181,182)/t83-,84-,85-,86-,87-,88+,89-,90+,91-,92+,93-,94-,95-,96-,103-,104-,105-,106-,107-,108+,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-,136-,137-/m1/s1
InChIKeyQHKUHEQURQLSFA-WAOODQFWSA-N
ChEBI Ontology
Outgoing Relation(s)
glucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A (CHEBI:62203) is a dodecanoate ester (CHEBI:87659)
glucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A (CHEBI:62203) is a lipid As (CHEBI:25051)
glucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A (CHEBI:62203) is a tetradecanoate ester (CHEBI:87691)
glucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A (CHEBI:62203) is conjugate acid of glucosyl-(heptosyl)2-4-phosphonatoheptosyl-(KDO)2-lipid A(8−) (CHEBI:61999)
Incoming Relation(s)
glucosyl-(heptosyl)2-4-phosphonatoheptosyl-(KDO)2-lipid A(8−) (CHEBI:61999) is conjugate base of glucosyl-(heptosyl)2-4-phosphoheptosyl-(KDO)2-lipid A (CHEBI:62203)
IUPAC Name 
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-[α-D-glucopyranosyl-(1→3)-[L-glycero-D-manno-heptopyranosyl-(1→7)]-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