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alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A (E. coli)

PropertiesImage
MNX_IDMNXM730505 Image of MNXM730505
referencechebi:58540
formulaC110H196N2O39P2
global charge-6
mol weight2232.701
InChIKeyDIXUKJUHGLIZGU-OIPVZEHTSA-H
InChIInChI=1S/C110H202N2O39P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-92(123)142-82(66-60-54-48-42-35-29-23-17-11-5)72-94(125)146-104-96(112-90(121)71-81(65-59-53-47-41-34-28-22-16-10-4)141-91(122)67-61-55-49-43-36-30-24-18-12-6)105(144-88(102(104)150-152(133,134)135)78-140-109(107(129)130)74-86(98(127)101(148-109)85(119)76-114)147-110(108(131)132)73-83(117)97(126)100(149-110)84(118)75-113)139-77-87-99(128)103(145-93(124)70-80(116)64-58-52-46-40-33-27-21-15-9-3)95(106(143-87)151-153(136,137)138)111-89(120)69-79(115)63-57-51-45-39-32-26-20-14-8-2/h79-88,95-106,113-119,126-128H,7-78H2,1-6H3,(H,111,120)(H,112,121)(H,129,130)(H,131,132)(H2,133,134,135)(H2,136,137,138)/p-6/t79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,109-,110-/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@]2(C(=O)[O-])C[C@@H](O[C@]3(C(=O)[O-])C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@H]1OP(=O)([O-])[O-]
MNX internals
InChI (mnx)InChI=1/C110H202N2O39P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-92(123)142-82(66-60-54-48-42-35-29-23-17-11-5)72-94(125)146-104-96(112-90(121)71-81(65-59-53-47-41-34-28-22-16-10-4)141-91(122)67-61-55-49-43-36-30-24-18-12-6)105(144-88(102(104)150-152(133,134)135)78-140-109(107(129)130)74-86(98(127)101(148-109)85(119)76-114)147-110(108(131)132)73-83(117)97(126)100(149-110)84(118)75-113)139-77-87-99(128)103(145-93(124)70-80(116)64-58-52-46-40-33-27-21-15-9-3)95(106(143-87)151-153(136,137)138)111-89(120)69-79(115)63-57-51-45-39-32-26-20-14-8-2/h79-88,95-106,113-119,126-128H,7-78H2,1-6H3,(H,111,120)(H,112,121)(H,129,130)(H,131,132)(H2,133,134,135)(H2,136,137,138)/t79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,109-,110-/m1/s1 Image of MNXM730505
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:92](=[O:123])[O:142][C@H:82]([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:94](=[O:125])[O:146][C@@H:104]1[C@@H:96]([N:112]=[C:90]([CH2:71][C@@H:81]([CH2:65][CH2:59][CH2:53][CH2:47][CH2:41][CH2:34][CH2:28][CH2:22][CH2:16][CH2:10][CH3:4])[O:141][C:91]([CH2:67][CH2:61][CH2:55][CH2:49][CH2:43][CH2:36][CH2:30][CH2:24][CH2:18][CH2:12][CH3:6])=[O:122])[OH:121])[C@H:105]([O:139][CH2:77][C@@H:87]2[C@@H:99]([OH:128])[C@H:103]([O:145][C:93]([CH2:70][C@@H:80]([CH2:64][CH2:58][CH2:52][CH2:46][CH2:40][CH2:33][CH2:27][CH2:21][CH2:15][CH2:9][CH3:3])[OH:116])=[O:124])[C@@H:95]([N:111]=[C:89]([CH2:69][C@@H:79]([CH2:63][CH2:57][CH2:51][CH2:45][CH2:39][CH2:32][CH2:26][CH2:20][CH2:14][CH2:8][CH3:2])[OH:115])[OH:120])[C@@H:106]([O:151][P:153]([OH:136])([OH:137])=[O:138])[O:143]2)[O:144][C@H:88]([CH2:78][O:140][C@:109]2([C:107](=[O:129])[OH:130])[CH2:74][C@@H:86]([O:147][C@:110]3([C:108](=[O:131])[OH:132])[CH2:73][C@@H:83]([OH:117])[C@@H:97]([OH:126])[C@@H:100]([C@@H:84]([CH2:75][OH:113])[OH:118])[O:149]3)[C@@H:98]([OH:127])[C@@H:101]([C@@H:85]([CH2:76][OH:114])[OH:119])[O:148]2)[C@H:102]1[O:150][P:152]([OH:133])([OH:134])=[O:135]
Parent-child relations graph
Occurences in reactions#reac
in my sandbox 0
in MNXref (generic)51
in models (compartimentalized) 18
Similar chemical compounds in external resources
IdentifierDescription

CHEBI:58540
chebi:58540
DIXUKJUHGLIZGU-OIPVZEHTSA-H 		alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A (E. coli)
(Kdo)2-lipid A(6-) (E. coli)
3-deoxy-alpha-D-manno-oct-2-ulopyranonosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranonosyl-(2->6)-2-deoxy-2-[(3R)-3-(dodecanoyloxy)tetradecanamido]-4-O-phosphonato-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphonato-alpha-D-glucopyranose

CHEBI:27963
chebi:27963
DIXUKJUHGLIZGU-OIPVZEHTSA-N 		(Kdo)2-lipid A (E. coli)
(Kdo)2-lipid A
3-deoxy-alpha-D-manno-oct-2-ulopyranonosyl-(2->4)-3-deoxy-alpha-D-manno-oct-2-ulopyranonosyl-(2->6)-2-deoxy-2-[(3R)-3-(dodecanoyloxy)tetradecanamido]-4-O-phosphono-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]-beta-D-glucopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxytetradecanoyl]-2-[(3R)-3-hydroxytetradecanamido]-1-O-phosphono-alpha-D-glucopyranose
Di[3-deoxy-D-manno-octulosonyl]-lipid A
KDO2-lipid (A)

bigg.metabolite:lipa
biggM:lipa
vmhM:lipa
vmhmetabolite:lipa
DIXUKJUHGLIZGU-UHFFFAOYSA-H
DIXUKJUHGLIZGU-UHFFFAOYSA-J 		KDO(2)-lipid (A)

kegg.compound:C06026
keggC:C06026
DIXUKJUHGLIZGU-OIPVZEHTSA-N 		KDO2-lipid A
Di[3-deoxy-D-manno-octulosonyl]-lipid A
Dodecanoyl-(tetradecanoyl)-KDO2-lipid IV(A)
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A

metacyc.compound:KDO2-LIPID-A
metacycM:KDO2-LIPID-A
DIXUKJUHGLIZGU-OIPVZEHTSA-H 		alpha-D-Kdo-(2->4)-alpha-D-Kdo-(2->6)-lipid A (E. coli)
(Kdo)2-lipid A (E. coli)
Kdo2-lipid A (E. coli)
Re endotoxin

seed.compound:cpd03587
seedM:cpd03587
DIXUKJUHGLIZGU-OIPVZEHTSA-H 		kdo2-lipid a
(Kdo)2-lipid A
Di[3-deoxy-D-manno-octulosonyl]-lipid A
KDO(2)-lipid (A)
KDO2-lipid (A)
Kdo2-lipid A
Re endotoxin
alpha-D-Kdo-(2->4)-alpha-D-Kdo-(2->6)-lipid A
alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid A
lipa

chebi:23656
chebi:4476
biggM:M_lipa
keggC:M_C06026
seedM:M_cpd03587
vmhM:M_lipa 		secondary/obsolete/fantasy identifier