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lipid A (E. coli)

PropertiesImage
MNX_IDMNXM4655 Image of MNXM4655
referencechebi:134257
formulaC94H174N2O25P2
global charge-4
mol weight1794.363
InChIKeyGZQKNULLWNGMCW-PWQABINMSA-J
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
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-]
MNX internals
InChI (mnx)InChI=1/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)/t75-,76-,77-,78-,79-,80-,87-,88-,89-,90-,91-,92-,93-,94-/m1/s1 Image of MNXM4655
SMILES (mnx)[CH3:1][CH2:7][CH2:13][CH2:19][CH2:25][CH2:31][CH2:37][CH2:38][CH2:44][CH2:50][CH2:56][CH2:62][CH2:68][C:84](=[O:103])[O:115][C@H:78]([CH2:66][CH2:60][CH2:54][CH2:48][CH2:42][CH2:35][CH2:29][CH2:23][CH2:17][CH2:11][CH3:5])[CH2:72][C:86](=[O:105])[O:119][C@@H:92]1[C@@H:88]([N:96]=[C:82]([CH2:71][C@@H:77]([CH2:65][CH2:59][CH2:53][CH2:47][CH2:41][CH2:34][CH2:28][CH2:22][CH2:16][CH2:10][CH3:4])[O:114][C:83]([CH2:67][CH2:61][CH2:55][CH2:49][CH2:43][CH2:36][CH2:30][CH2:24][CH2:18][CH2:12][CH3:6])=[O:102])[OH:101])[C@H:93]([O:113][CH2:74][C@@H:80]2[C@@H:89]([OH:106])[C@H:91]([O:118][C:85]([CH2:70][C@@H:76]([CH2:64][CH2:58][CH2:52][CH2:46][CH2:40][CH2:33][CH2:27][CH2:21][CH2:15][CH2:9][CH3:3])[OH:99])=[O:104])[C@@H:87]([N:95]=[C:81]([CH2:69][C@@H:75]([CH2:63][CH2:57][CH2:51][CH2:45][CH2:39][CH2:32][CH2:26][CH2:20][CH2:14][CH2:8][CH3:2])[OH:98])[OH:100])[C@@H:94]([O:121][P:123]([OH:110])([OH:111])=[O:112])[O:117]2)[O:116][C@H:79]([CH2:73][OH:97])[C@H:90]1[O:120][P:122]([OH:107])([OH:108])=[O:109]
Parent-child relations graph
Occurences in reactions#reac
in my sandbox 0
in MNXref (generic)14
in models (compartimentalized) 6
Similar chemical compounds in external resources
IdentifierDescription

CHEBI:134257
chebi:134257
GZQKNULLWNGMCW-PWQABINMSA-J 		lipid A (E. coli)
2-deoxy-6-O-(2-deoxy-2-[(3R)-3-(dodecanoyloxy)tetradecanamido]-4-O-phosphonato-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-beta-D-glucopyranosyl)-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphonato-alpha-D-glucopyranose
E. coli lipid A(4-)
lipid A(4-) (E. coli)

kegg.compound:C13908
keggC:C13908
GZQKNULLWNGMCW-PWQABINMSA-N 		Diphosphoryl hexaacyl lipid A

seed.compound:cpd09713
seedM:cpd09713
GZQKNULLWNGMCW-PWQABINMSA-J 		Diphosphoryl hexaacyl lipid A
lipid A
lipid A (E. coli)
synthetic E. coli lipid A

lipidmaps:LMSL01060003
lipidmapsM:LMSL01060003
GZQKNULLWNGMCW-PWQABINMSA-N 		Escherichia coli lipid A

vmhM:lipidAds
vmhmetabolite:lipidAds
GZQKNULLWNGMCW-PWQABINMSA-N 		Lipid A Disaccharide
{[(2R,3S,4R,5R,6R)-5-[(3R)-3-(dodecanoyloxy)tetradecanamido]-6-{[(2R,3S,4R,5R,6R)-3-hydroxy-5-[(3R)-3-hydroxytetradecanamido]-4-{[(3R)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxa
hmdb:HMDB0013244
GZQKNULLWNGMCW-PWQABINMSA-N 		Lipid A
Diphosphoryl hexaacyl lipid a
E. coli lipid a
Lipid a
Synthetic e. coli lipid a
a, Lipid
lipid A
{[(2R,3S,4R,5R,6R)-5-[(3R)-3-(dodecanoyloxy)tetradecanamido]-6-{[(2R,3S,4R,5R,6R)-3-hydroxy-5-[(3R)-3-hydroxytetradecanamido]-4-{[(3R)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-2-(hydroxymethyl)-4-{[(3R)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-3-yl]oxy}phosphonic acid

CHEBI:134256
chebi:134256
GZQKNULLWNGMCW-PWQABINMSA-N 		lipid A (E. coli)
2-deoxy-6-O-(2-deoxy-2-[(3R)-3-(dodecanoyloxy)tetradecanamido]-4-O-phosphono-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-beta-D-glucopyranosyl)-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphono-alpha-D-glucopyranose
E. coli lipid A

metacyc.compound:CPD0-1283
metacycM:CPD0-1283
GZQKNULLWNGMCW-PWQABINMSA-J 		lipid A (E. coli)
lipid A

hmdb:HMDB13244
keggC:M_C13908
seedM:M_cpd09713
vmhM:M_lipidAds 		secondary/obsolete/fantasy identifier