LIPID MAPS

Structure Database (LMSD)

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Systematic Name

UDP-3-(3R-hydroxy-tetradecanoyl)-αD-glucosamine

Synonyms

LM ID

LMSL01010001

Formula

C₂₉H₅₁N₃O₁₈P₂

Exact Mass

Calculate m/z

791.264293

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

ZFPNNOXCEDQJQS-SSVOXRMNSA-N

InChi (Click to copy)

InChI=1S/C29H51N3O18P2/c1-2-3-4-5-6-7-8-9-10-11-17(34)14-21(36)48-26-22(30)28(47-18(15-33)24(26)38)49-52(43,44)50-51(41,42)45-16-19-23(37)25(39)27(46-19)32-13-12-20(35)31-29(32)40/h12-13,17-19,22-28,33-34,37-39H,2-11,14-16,30H2,1H3,(H,41,42)(H,43,44)(H,31,35,40)/t17-,18-,19-,22-,23-,24-,25-,26-,27-,28-/m1/s1

SMILES (Click to copy)

O(P(O)(=O)OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(=O)NC(=O)C=C2)O1)P(O[C@H]1O[C@@H]([C@H]([C@@H]([C@H]1N)OC(C[C@@H](CCCCCCCCCCC)O)=O)O)CO)(=O)O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Escherichia coli (#562)

Gammaproteobacteria (#1236)

Structure of the bacterial deacetylase LpxC bound to the nucleotide reaction product reveals mechanisms of oxyanion stabilization and proton transfer.,
J Biol Chem, 2013

Pubmed ID: 24108127