CHEBI:62201 - galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A
ChEBI ID CHEBI:62201
ChEBI ASCII Name galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A
Definition A lipid A where the free primary hydroxy group of lipid A has a branched heptasaccharide attached.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C143H260N2O73P4
Net Charge 0
Average Mass 3299.465
Monoisotopic Mass 3297.56447
InChI InChI=1S/C143H260N2O73P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-102(162)199-87(66-60-54-48-42-35-29-23-17-11-5)72-104(164)205-128-106(145-100(160)71-86(65-59-53-47-41-34-28-22-16-10-4)198-101(161)67-61-55-49-43-36-30-24-18-12-6)133(195-82-97-110(168)127(204-103(163)70-85(152)64-58-52-46-40-33-27-21-15-9-3)105(134(201-97)218-222(191,192)193)144-99(159)69-84(151)63-57-51-45-39-32-26-20-14-8-2)203-98(126(128)215-219(182,183)184)83-197-142(140(178)179)74-94(212-143(141(180)181)73-88(153)107(165)121(213-143)90(155)76-147)125(124(214-142)92(157)78-149)209-138-118(176)129(131(216-220(185,186)187)122(207-138)91(156)77-148)211-139-119(177)130(210-137-117(175)112(170)109(167)96(202-137)81-196-135-115(173)111(169)108(166)95(79-150)200-135)132(217-221(188,189)190)123(208-139)93(158)80-194-136-116(174)113(171)114(172)120(206-136)89(154)75-146/h84-98,105-139,146-158,165-177H,7-83H2,1-6H3,(H,144,159)(H,145,160)(H,178,179)(H,180,181)(H2,182,183,184)(H2,185,186,187)(H2,188,189,190)(H2,191,192,193)/t84-,85-,86-,87-,88-,89+,90-,91+,92-,93+,94-,95-,96-,97-,98-,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-,134-,135+,136+,137-,138-,139-,142-,143-/m1/s1
InChIKey ANYWVBWOMFKRSV-MAMQQNSWSA-N
SMILES [C@H]1([C@H]([C@H]([C@@H]([C@H](O1)[C@H](CO)O)O)O)O)OC[C@@H]([C@H]2O[C@@H]([C@H]([C@H]([C@@H]2OP(O)(=O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O)O)O)O[C@@H]5[C@@H]([C@H](O[C@@H]([C@H]5OP(=O)(O)O)[C@H](CO)O)O[C@@H]6[C@@H](C[C@](O[C@@]6([C@@H](CO)O)[H])(OC[C@@H]7[C@@H](OP(=O)(O)O)[C@H](OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@@H]8[C@H]([C@@H]([C@H]([C@H](O8)OP(=O)(O)O)NC(=O)C[C@@H](CCCCCCCCCCC)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O)O7)C(O)=O)O[C@]9(C(O)=O)C[C@@H](O)[C@H]([C@](O9)([C@H](O)CO)[H])O)O)O
ChEBI Ontology
Outgoing galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A (CHEBI:62201) is a dodecanoate ester (CHEBI:87659)
galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A (CHEBI:62201) is a lipid As (CHEBI:25051)
galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A (CHEBI:62201) is a tetradecanoate ester (CHEBI:87691)
galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A (CHEBI:62201) is conjugate acid of galactosyl-glucosyl-heptosyl-(phosphonatoheptosyl)2-(KDO)2-lipid A(10−) (CHEBI:62001)
Incoming galactosyl-glucosyl-heptosyl-(phosphonatoheptosyl)2-(KDO)2-lipid A(10−) (CHEBI:62001) is conjugate base of galactosyl-glucosyl-heptosyl-(phosphoheptosyl)2-(KDO)2-lipid A (CHEBI:62201)
IUPAC Name
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-[α-D-galactopyranosyl-(1→6)-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
Last Modified
29 September 2015