LIPID MAPS

Structure Database (LMSD)

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Common Name

Kdo2-Lipid IVA

Systematic Name

Kdo2-Lipid IVA

Synonyms

LM ID

LMSL02000003

Formula

C₈₄H₁₅₄N₂O₃₇P₂

Exact Mass

Calculate m/z

1844.970579

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

XAOLJGCZESYRFT-ICVWGWAISA-N

InChi (Click to copy)

InChI=1S/C84H154N2O37P2/c1-5-9-13-17-21-25-29-33-37-41-55(89)45-65(96)85-69-77(117-67(98)47-57(91)43-39-35-31-27-23-19-15-11-7-3)73(102)63(115-80(69)123-125(110,111)112)53-113-79-70(86-66(97)46-56(90)42-38-34-30-26-22-18-14-10-6-2)78(118-68(99)48-58(92)44-40-36-32-28-24-20-16-12-8-4)76(122-124(107,108)109)64(116-79)54-114-83(81(103)104)50-62(72(101)75(120-83)61(95)52-88)119-84(82(105)106)49-59(93)71(100)74(121-84)60(94)51-87/h55-64,69-80,87-95,100-102H,5-54H2,1-4H3,(H,85,96)(H,86,97)(H,103,104)(H,105,106)(H2,107,108,109)(H2,110,111,112)/t55-,56-,57-,58-,59?,60-,61-,62-,63?,64?,69+,70+,71-,72-,73-,74?,75?,76-,77?,78?,79-,80-,83-,84-/m1/s1

SMILES (Click to copy)

CCCCCCCCCCC[C@H](CC(=N[C@H]1C([C@@H](C(CO[C@H]2[C@H](C([C@@H](C(CO[C@@]3(C[C@H]([C@H](C([C@@H](CO)O)O3)O)O[C@@]3(CC([C@H](C([C@@H](CO)O)O3)O)O)C(=O)O)C(=O)O)O2)OP(=O)(O)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)N=C(C[C@@H](CCCCCCCCCCC)O)O)O[C@@H]1OP(=O)(O)O)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O)O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Escherichia coli (#562)

Gammaproteobacteria (#1236)

Kdo2 -lipid A: structural diversity and impact on immunopharmacology.,
Biol Rev Camb Philos Soc, 2015

Pubmed ID: 24838025

Other Databases

PubChem CID

9776849

Calculated Physicochemical Properties

Heavy Atoms 125

Rings 4

Aromatic Rings 0

Rotatable Bonds 72

Van der Waals Molecular Volume 1783.37

Topological Polar Surface Area 634.57

Hydrogen Bond Donors 20

Hydrogen Bond Acceptors 39

logP 14.91

Molar Refractivity 461.26

Admin

Created at

Updated at

2nd Aug 2024