Structure Database (LMSD)

HO O P OH O OH P OH O O O O HO O O NH O O HO HO NH O O O O O O O
Common Name
Salmonella minnesota lipid A
Systematic Name
Synonyms
LM ID
LMSL01060005
Formula
C90H170N2O24P2
Exact Mass
Calculate m/z
1725.161884
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Saccharolipids [SL]
Acylaminosugars [SL01]
Hexaacylaminosugars [SL0106]

String Representations

InChiKey (Click to copy)
HXVRVSVHBHBYLE-DGVVCEBYSA-N
InChi (Click to copy)
InChI=1S/C90H170N2O24P2/c1-7-13-19-25-31-37-43-49-55-61-72(109-79(96)64-58-52-46-40-34-28-22-16-10-4)67-77(94)91-83-86(101)85(100)76(113-90(83)116-118(105,106)107)71-108-89-84(92-78(95)68-73(62-56-50-44-38-32-26-20-14-8-2)110-80(97)65-59-53-47-41-35-29-23-17-11-5)88(87(75(70-93)112-89)115-117(102,103)104)114-82(99)69-74(63-57-51-45-39-33-27-21-15-9-3)111-81(98)66-60-54-48-42-36-30-24-18-12-6/h72-76,83-90,93,100-101H,7-71H2,1-6H3,(H,91,94)(H,92,95)(H2,102,103,104)(H2,105,106,107)/t72-,73-,74-,75-,76-,83-,84-,85-,86-,87-,88-,89-,90-/m1/s1
SMILES (Click to copy)
O(P(O)(=O)O)[C@@H]1[C@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCC)CCCCCCCCCCC)[C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCC)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](OC(=O)CCCCCCCCCCC)CCCCCCCCCCC)[C@H](OP(O)(O)=O)[C@@H](CO)O2)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Salmonella enterica subsp. enterica serovar Minnesota (#70803)
Gammaproteobacteria (#1236)
The Role of Carbohydrates in the Lipopolysaccharide (LPS)/Toll-Like Receptor 4 (TLR4) Signalling.,
Int J Mol Sci, 2017
Pubmed ID: 29099761

Other Databases

PubChem CID
171121070

Calculated Physicochemical Properties

Heavy Atoms 118
Rings 2
Aromatic Rings 0
Rotatable Bonds 84
Van der Waals Molecular Volume 1797.62
Topological Polar Surface Area 389.44
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 26
logP 25.04
Molar Refractivity 467.80

Admin

Created at
8th Jun 2020
Updated at
8th Jun 2020