lipopolysaccharide

Term ID

CHEBI:16412

Synonyms

Lipopolysaccharide
lipopolysaccharides
LPS

Definition

Liposaccharide natural compounds consisting of a trisaccharide repeating unit (two heptose units and octulosonic acid) with oligosaccharide side chains and 3-hydroxytetradecanoic acid units (they are a major constituent of the cell walls of Gram-negative bacteria).

References

Ontology

ChEBI ( EBI )

Relationships

is a type of: liposaccharide polysaccharide derivative

liposaccharide polysaccharide derivative Show first 5 Terms
has subtype: (1R,2S,4R,5R,8R,9S,11S)-9-ormyl-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-methoxy-4-[(2Z,4E)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid (Z)-2,6-dimethyl-7-(4-methyl-5-oxooxolan-2-yl)-3-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]hept-5-enoic acid 1-O-alpha-D-glucopyranosyl-(2-hexadecanoyloxy)-eicosan-1-ol 2,3-di-0-hexanoyl-alpha-glucopyranose 2-methylidene-4-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoic acid ... Show All 131 Terms

(1R,2S,4R,5R,8R,9S,11S)-9-ormyl-2-[[(2R,3S,4S,5R,6R)-3-hydroxy-6-(hydroxymethyl)-5-methoxy-4-[(2Z,4E)-2-methylhexa-2,4-dienoyl]oxyoxan-2-yl]oxymethyl]-5-methyl-13-propan-2-yltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid (Z)-2,6-dimethyl-7-(4-methyl-5-oxooxolan-2-yl)-3-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]hept-5-enoic acid 1-O-alpha-D-glucopyranosyl-(2-hexadecanoyloxy)-eicosan-1-ol 2,3-di-0-hexanoyl-alpha-glucopyranose 2-methylidene-4-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanoic acid 2-Phenylethyl 3-O-(4-carboxy-3-hydroxy-3-methylbutanoyl)-beta-D-glucopyranoside 3,4,5-trihydroxy-6-{[5-(4-methoxyphenyl)-2-methyl-3-oxopent-4-en-2-yl]oxy}oxane-2-carboxylic acid 3,5-Dihydroxy-4-[3,4,5-trihydroxy-6-[[4-(2-hydroxypropan-2-yl)cyclohexene-1-carbonyl]oxymethyl]oxan-2-yl]oxybenzoic acid 3-deoxyoctulosonyllipopolysaccharide 4-O-alpha-Galactopyranuronosyl-galacturonic acid 5-[[4,5-dihydroxy-6-[(6E)-8-methoxy-3,7-dimethyl-8-oxoocta-1,6-dien-3-yl]oxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-3-hydroxy-3-methyl-5-oxopentanoic acid 6-(1-carboxypropoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 6-(3-carboxypropoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid 6-[(1-carboxypropan-2-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid 6-[(3-carboxy-2-methylprop-2-en-1-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid 6-[3-acetamido-2-[2-[5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy-6-[[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl]-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-3-methoxyoxane-2-carboxylic acid 6-[4-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid 6-[5-(4-carboxy-2-hydroxybutyl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid 6-O-(2-methylbutanoyl)-alpha-D-glucopyranosyl alpha-D-glucopyranoside 6-O-(3R,4-dihydroxy-2-methylene-butanoyl)-beta-D-glucopyranose 6-O-(4-hydroxy-2-methylene-butanoyl)-beta-D-glucopyranose 6-O-(6-O-pentadecanoyl-alpha-D-glucopyranosyl)-1-O-pentadecanoyl-alpha-D-glucopyranose 6-O-Oleuropeoylsucrose 6-{[6-(2-carboxyeth-1-en-1-yl)-4-methoxy-2H-1,3-benzodioxol-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid 9-Hydroxy-10-O-D-glucuronoside-12Z-octadecenoate 10-Hydroxy-octadec-12Z-enoate-9-beta-D-glucuronide 11,13-Dihydrotaraxinic acid glucosyl ester 12-Hydroxy-13-O-D-glucuronoside-octadec-9Z-enoate 12-O-D-Glucuronoside-13-hydroxyoctadec-9Z-enoate 14-O-(alpha-D-glucopyranosyl)-7S,14S-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,12E,16E-octadecahexaenoic acid 14-O-(alpha-D-mannopyranosyl)-7S,14S-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,12E,16E-octadecahexaenoic acid 14-O-(beta-D-glucopyranosyl)-7S,14R-dihydroxy-7,9,13,17-tetramethyl-2E,4E,8E,10E,12E,16E-octadecahexaenoic acid 19-Hydroxydeacetylnomilinic acid 17-beta-D-glucopyranoside 1050-Da MAA [(2R,3R,4R,5S,6R)-2-[[(2R,3S,4R,5R,6R)-5-[[(3R)-3-decanoyloxydodecanoyl]amino]-3,4-dihydroxy-6-phosphonooxyoxan-2-yl]methoxy]-3-[[(3R)-3-dodecanoyloxydodecanoyl]amino]-6-(hydroxymethyl)-5-phosphonooxyoxan-4-yl] (3R)-3-hydroxydodecanoate [(2r,3r,4s,5s,6r)-3-acetyloxy-2-(acetyloxymethyl)-5-hexanoyloxy-6-[(2s,3r)-2,3,4-trihydroxybutoxy]oxan-4-yl] tetradecanoate [(2R,3S,4R,5R,6R)-5-[[(3R)-3-decanoyloxydodecanoyl]amino]-2-[[(2R,3R,4R,5S,6R)-3-[[(3R)-3-dodecanoyloxydodecanoyl]amino]-4-[(3R)-3-hydroxydodecanoyl]oxy-6-(hydroxymethyl)-5-phosphonooxyoxan-2-yl]oxymethyl]-3-hydroxy-6-phosphonooxyoxan-4-yl] (3R)-3-hydroxydodecanoate [(2R,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 7-methyloctanoate [(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 8-methylnonanoate [(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl 9-methyldecanoate [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]methyl 3,4-dihydroxy-2-methylidenebutanoate [2-[4-Hydroxy-2,5-bis(hydroxymethyl)-3-(3-methylbutanoyloxy)oxolan-2-yl]oxy-6-(hydroxymethyl)-4,5-bis(2-methylpropanoyloxy)oxan-3-yl] decanoate [3,4,5-Trihydroxy-6-(4-hydroxyphenoxy)oxan-2-yl]methyl 3-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)prop-2-enoate [6-[[6-[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-2-methylbut-2-enoate Acremomannolipin A Actinotetraose hexatiglate Actinotetraose I Actinotetraose J Actinotetraose K Actinotetraose L alpha,alpha'-Trehalose 4,6-dioleate alpha,alpha'-Trehalose 6,6'-dipalmitate alpha,alpha'-Trehalose 6-palmitate Ambofuracin BE-29602 beta-D-Fructofuranosyl 4-O-(2-methylbutanoyl)-alpha-D-glucopyranoside beta-D-Fructofuranosyl 4-O-decanoyl-alpha-D-glucopyranoside beta-D-Fructofuranosyl 4-O-dodecanoyl-alpha-D-glucopyranoside BU-4794F Butyl 4'-O-butanoyl-6-O-hexadecanoyl-neohesperidoside citrusoside A citrusoside B citrusoside C citrusoside D Cordyglycoside A Corynecandin Cosmosporaside D Cosmosporaside D, (rel)- Cosmosporaside E Cosmosporaside E, (rel)- Cycloviracin B2 E. coli strain 0111 B4 lipopolysaccharide Emmyguyacin A Emmyguyacin B Eucaglobulin F-10748 A1 F-10748 B1 F-10748 B2 F-10748 C1 F-10748 C2 F-10748 D1 F-10748 D2 Fattiviracin FV-4 Fattiviracin FV-8 Fattiviracin FV-9 Fattiviracin FV-10 galactosyllipopolysaccharide Glucolipsin A Glucolipsin B Glucoselysine Glucoselysine-6-phosphate glucosyllipopolysaccharide Glycosylated Palythine-threonine Gobienine A Gobienine C HCH-acetylsalicortin Iedoglucomide A Ieodoglucomide C Isolimonic acid glucoside LSM-36656 LSM-36728 LSM-36730 LSM-36740 Mer-WF3010 N-acetyl-beta-D-mannosaminouronosyl-(1->4)-lipopolysaccharide N-acetyl-D-glucosaminyllipopolysaccharides N2-Maltulosylarginine Nomilinic acid 17-glucoside S. salinus M19-40T lipid A S4:18(p3:16/f1:2) Saricandin Secaloside A soldanelline B Specnuezhenide Suomilide Trehalose-6,6'-dicorynomycolate Trehangelin A Trehangelin B Trehangelin C Ustilagic acid Ustilagic acid C Ustilipid A Ustilipid B Ustilipid D1 Ustilipid D2 Ustilipid E1 Ustilipid E2 Ustilipid E3 Ustilipid F1 Ustilipid F2 Ustilipid F3 Show first 5 Terms
has_part: O-polysaccharide

O-polysaccharide Show first 5 Terms

Phenotype

Phenotype resulting from lipopolysaccharide

Phenotype where environments contain lipopolysaccharide

Phenotype modified by environments containing lipopolysaccharide

Human Disease / Model Data

Citations