Metabolomics Structure Database

 
MW REGNO: 42334
Common Name:LPS with O-antigen
Systematic Name:(2R,4R,5S,6R)-5-{[(3S,4R,5R,6R)-5-[({[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]-6-[(1S)-1,2-dihydroxyethyl]-4-{[(3S,4S,5R,6R)-6-[(1S)-2-{[(3S,4R,5S,6R)-6-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-5-(phosphonooxy)oxan-2-yl]oxy}-1-hydroxyethyl]-4-{[(3R,4S,5R,6R)-4-{[(2R,3R,4S,5R,6R)-3-{[(3R,4S,5R,6R)-3-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2S,3R,4R,5R,6R)-3-acetamido-6-({[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-4-{[(2R,3R,4R,5R,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxyoxan-2-yl]oxy}-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,5-dihydroxy-6-({[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3,5-dihydroxyoxan-2-yl]oxy}-3-hydroxyoxan-2-yl]oxy}-4-{[(2R,4R,5S,6R)-4-{[(2R,4R,5R,6R)-4-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-carboxy-6-[(1S)-1,2-dihydroxyethyl]-5-hydroxyoxan-2-yl]oxy}-2-carboxy-6-[(1S)-1,2-dihydroxyethyl]-5-hydroxyoxan-2-yl]oxy}-6-[(1S)-1,2-dihydroxyethyl]-2-{[(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}-3-(phosphonooxy)-4-{[(3R)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-2-yl]methoxy}oxane-2-carboxylic acid
Synonyms: [PubChem Synonyms]
Exact Mass:
5224.1686 (neutral)    Calculate m/z:
Formula:C211H376N8O126P6
InChIKey:BFVQTKQTUCQRPI-YYEZTRBPSA-N
ClassyFire superclass:Organic oxygen compounds
ClassyFire class:Organooxygen compounds
ClassyFire subclass:Carbohydrates and carbohydrate conjugates
ClassyFire direct parent:Acylaminosugars
SMILES:CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]1[C@H]([C@H](OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)OP(=O)(O)O)NC(=O)C[C@@H](CCCCCCCCCCC)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O)O[C@H](CO[C@@]2(C[C@H]([C@@H]([C@@H]([C@H](CO)O)O2)OC2[C@H]([C@H]([C@@H]([C@@H]([C@H](CO)O)O2)OP(=O)(O)OP(=O)(O)OCCN)OC2[C@H]([C@H]([C@@H]([C@@H]([C@H](COC3[C@H]([C@H]([C@@H]([C@@H]([C@H](CO)O)O3)OP(=O)(O)O)O)O)O)O2)O)OC2[C@@H]([C@H]([C@@H]([C@@H](CO[C@@H]3[C@@H]([C@H]([C@H]([C@@H](CO)O3)O)O)O)O2)O)O[C@@H]2[C@@H]([C@H]([C@H]([C@@H](CO)O2)O)O)OC2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O[C@H]2[C@@H]([C@H]([C@H]([C@@H](CO[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)NC(=O)C)O2)O)O[C@H]2[C@@H]([C@H]([C@H]([C@@H](CO)O2)O)O[C@@H]2[C@@H]([C@H]([C@H]([C@@H](CO[C@@H]3[C@@H]([C@H]([C@H]([C@@H](CO)O3)O)O)O)O2)O)O)O)NC(=O)C)NC(=O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)NC(=O)C)O)O)O)O[C@@]2(C[C@H]([C@@H]([C@@H]([C@H](CO)O)O2)O)O[C@@]2(C[C@H]([C@@H]([C@@H]([C@H](CO)O)O2)O)OP(=O)(O)OCCN)C(=O)O)C(=O)O)C(=O)O)[C@H]1OP(=O)(O)O)NC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCC
Studies:-

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Calculated physicochemical properties (?):

Heavy Atoms: 351  
Rings: 18  
Aromatic Rings: 0  
Rotatable Bonds: 163  
van der Waals Molecular volume: 4716.58 Å3 molecule-1  
Toplogical Polar Sufrace Area: 2133.42 Å2 molecule-1  
Hydrogen Bond Donors: 68  
Hydrogen Bond Acceptors: 126  
logP: 19.99  
Molar Refractivity: 1229.13  
Fraction sp3 Carbons: 0.94  
sp3 Carbons: 198  

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y
NPClassifier classification: "NPClassifier: A Deep Neural Network-Based Structural Classification Tool for Natural Products", Kim HW, Wang M, Leber CA, Nothias LF, Reher R, Kang KB, van der Hooft JJJ, Dorrestein PC, Gerwick WH and Cottrell GW. J Nat Prod. 2021 Nov 26;84(11):2795-2807.DOI: 10.1021/acs.jnatprod.1c00399.

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