CHEBI:62200 - galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate
ChEBI ID CHEBI:62200
ChEBI ASCII Name galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate
Definition A lipid A where the free primary hydroxy group of lipid A has a branched octasaccharide attached.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C149H270N2O78P4
Net Charge 0
Average Mass 3461.606
Monoisotopic Mass 3459.61730
InChI InChI=1S/C149H270N2O78P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-104(169)208-88(66-60-54-48-42-35-29-23-17-11-5)72-106(171)215-132-108(151-102(167)71-87(65-59-53-47-41-34-28-22-16-10-4)207-103(168)67-61-55-49-43-36-30-24-18-12-6)138(204-82-98-112(175)131(214-105(170)70-86(159)64-58-52-46-40-33-27-21-15-9-3)107(139(211-98)229-233(200,201)202)150-101(166)69-85(158)63-57-51-45-39-32-26-20-14-8-2)213-100(130(132)226-230(191,192)193)84-206-148(146(187)188)74-95(223-149(147(189)190)73-89(160)109(172)125(224-149)91(162)76-153)129(128(225-148)93(164)78-155)219-144-122(185)134(136(227-231(194,195)196)126(217-144)92(163)77-154)222-145-123(186)135(137(228-232(197,198)199)127(218-145)94(165)81-203-141-119(182)116(179)117(180)124(216-141)90(161)75-152)221-143-121(184)133(220-142-120(183)115(178)111(174)97(80-157)210-142)113(176)99(212-143)83-205-140-118(181)114(177)110(173)96(79-156)209-140/h85-100,107-145,152-165,172-186H,7-84H2,1-6H3,(H,150,166)(H,151,167)(H,187,188)(H,189,190)(H2,191,192,193)(H2,194,195,196)(H2,197,198,199)(H2,200,201,202)/t85-,86-,87-,88-,89-,90+,91-,92+,93-,94+,95-,96-,97-,98-,99-,100-,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-,140+,141+,142-,143-,144-,145-,148-,149-/m1/s1
InChIKey SCHCLYNSYWDAGC-BYLJMSECSA-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[C@@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O[C@@H]6[C@@H]([C@H](O[C@@H]([C@H]6OP(=O)(O)O)[C@H](CO)O)O[C@@H]7[C@@H](C[C@](O[C@@]7([C@@H](CO)O)[H])(OC[C@@H]8[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]9[C@H]([C@@H]([C@H]([C@H](O9)OP(=O)(O)O)NC(=O)C[C@@H](CCCCCCCCCCC)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O)O8)C(O)=O)O[C@]%10(C(O)=O)C[C@@H](O)[C@H]([C@](O%10)([C@H](O)CO)[H])O)O)O
ChEBI Ontology
Outgoing galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62200) is a dodecanoate ester (CHEBI:87659)
galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62200) is a lipid As (CHEBI:25051)
galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62200) is conjugate acid of galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate(10−) (CHEBI:62002)
Incoming galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate(10−) (CHEBI:62002) is conjugate base of galactosyl-(glucosyl)2-(heptosyl)3-(KDO)2-lipid A-bisphosphate (CHEBI:62200)
IUPAC Name
3-deoxy-α-D-manno-oct-2-ulopyranonosyl-(2→4)-[α-D-galactopyranosyl-(1→6)-[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
Last Modified
29 September 2015