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CHEBI:134257 - lipid A(4−) (E. coli)

ChEBI IDCHEBI:134257
ChEBI Namelipid A(4−) (E. coli)
Stars
ASCII Namelipid A(4-) (E. coli)
DefinitionA lipid A(4−) obtained by deprotonation of the four phosphate OH groups of the lipid A obtained from E. coli; major species at pH 7.3.
Last Modified15 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC94H174N2O25P2
Net Charge-4
Average Mass1794.363
Monoisotopic Mass1793.19029
SMILESCCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@@H](NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)[C@H](OC[C@H]2O[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]2O)O[C@H](CO)[C@H]1OP(=O)([O-])[O-]
InChIInChI=1S/C94H178N2O25P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-84(103)115-78(66-60-54-48-42-35-29-23-17-11-5)72-86(105)119-92-88(96-82(101)71-77(65-59-53-47-41-34-28-22-16-10-4)114-83(102)67-61-55-49-43-36-30-24-18-12-6)93(116-79(73-97)90(92)120-122(107,108)109)113-74-80-89(106)91(118-85(104)70-76(99)64-58-52-46-40-33-27-21-15-9-3)87(94(117-80)121-123(110,111)112)95-81(100)69-75(98)63-57-51-45-39-32-26-20-14-8-2/h75-80,87-94,97-99,106H,7-74H2,1-6H3,(H,95,100)(H,96,101)(H2,107,108,109)(H2,110,111,112)/p-4/t75-,76-,77-,78-,79-,80-,87-,88-,89-,90-,91-,92-,93-,94-/m1/s1
InChIKeyGZQKNULLWNGMCW-PWQABINMSA-J
ChEBI Ontology
Outgoing Relation(s)
lipid A(4−) (E. coli) (CHEBI:134257) is a a lipid A(4−) (CHEBI:193141)
lipid A(4−) (E. coli) (CHEBI:134257) is a lipid A(4−) (CHEBI:58712)
lipid A(4−) (E. coli) (CHEBI:134257) is conjugate base of lipid A (E. coli) (CHEBI:134256)
Incoming Relation(s)
β-L-Ara4N-lipid A(2−) (E. coli) (CHEBI:134259) has functional parent lipid A(4−) (E. coli) (CHEBI:134257)
lipid A (E. coli) (CHEBI:134256) is conjugate acid of lipid A(4−) (E. coli) (CHEBI:134257)
IUPAC Name 
2-deoxy-6-O-(2-deoxy-2-[(3R)-3-(dodecanoyloxy)tetradecanamido]-4-O-phosphonato-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-β-D-glucopyranosyl)-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphonato-α-D-glucopyranose
Synonym  Source
E. coli lipid A(4−)ChEBI
UniProt Name  Source
lipid A (E. coli)UniProt