lipid A 1,4'-bis(2-aminoethyl diphosphate) (CHEBI:87424)

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CHEBI:87424 - lipid A 1,4'-bis(2-aminoethyl diphosphate)

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ChEBI ID	CHEBI:87424
ChEBI Name	lipid A 1,4'-bis(2-aminoethyl diphosphate)
Stars
Definition	A member of the class of lipid As in which the 1- and 4'-phosphate groups of lipid A are both replaced by 2-aminoethyl diphosphate.
Last Modified	20 January 2017
Submitter	Steve
Downloads	Molfile

Formula	C98H190N4O31P4
Net Charge	0
Average Mass	2044.491
Monoisotopic Mass	2043.23645
SMILES	CCCCCCCCCCCCCC(=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)OP(=O)(O)OCCN)[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)OP(=O)(O)OCCN
InChI	InChI=1S/C98H190N4O31P4/c1-7-13-19-25-31-37-38-44-50-56-62-68-88(109)125-82(66-60-54-48-42-35-29-23-17-11-5)76-90(111)129-96-92(102-86(107)75-81(65-59-53-47-41-34-28-22-16-10-4)124-87(108)67-61-55-49-43-36-30-24-18-12-6)97(126-83(77-103)94(96)130-136(117,118)132-134(113,114)122-71-69-99)121-78-84-93(112)95(128-89(110)74-80(105)64-58-52-46-40-33-27-21-15-9-3)91(98(127-84)131-137(119,120)133-135(115,116)123-72-70-100)101-85(106)73-79(104)63-57-51-45-39-32-26-20-14-8-2/h79-84,91-98,103-105,112H,7-78,99-100H2,1-6H3,(H,101,106)(H,102,107)(H,113,114)(H,115,116)(H,117,118)(H,119,120)/t79-,80-,81-,82-,83-,84-,91-,92-,93-,94-,95-,96-,97-,98-/m1/s1
InChIKey	DLIPKPGPWQYBIG-QCNFZHBJSA-N

Roles Classification

Biological Role:

bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

ChEBI Ontology

Outgoing Relation(s)
	lipid A 1,4'-bis(2-aminoethyl diphosphate) (CHEBI:87424) has role bacterial metabolite (CHEBI:76969)
	lipid A 1,4'-bis(2-aminoethyl diphosphate) (CHEBI:87424) is a lipid As (CHEBI:25051)
	lipid A 1,4'-bis(2-aminoethyl diphosphate) (CHEBI:87424) is a tetradecanoate ester (CHEBI:87691)
	lipid A 1,4'-bis(2-aminoethyl diphosphate) (CHEBI:87424) is conjugate acid of lipid A 1,4'-bis(2-aminoethyl diphosphate)(2−) (CHEBI:87096)
Incoming Relation(s)
Incoming Relation(s)	lipid A 1,4'-bis(2-aminoethyl diphosphate)(2−) (CHEBI:87096) is conjugate base of lipid A 1,4'-bis(2-aminoethyl diphosphate) (CHEBI:87424)

IUPAC Name
1-O-[{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-6-O-{4-O-[{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]-2-deoxy-2-{[(3R)-3-(dodecanoyloxy)tetradecanoyl]amino}-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-β-D-glucopyranosyl}-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-{[(3R)-3-hydroxytetradecanoyl]amino}-α-D-glucopyranose

Manual Xrefs	Databases
Lipid-A-1-4prime-2-aminoethyl-PP	MetaCyc

Registry Numbers	Sources
Reaxys:20669803	Reaxys