Structure Database (LMSD)

Common Name
Rhodobacter sphaeroides Lipid A
Systematic Name
Synonyms
LM ID
LMSL01050004
Status
Active
Exact Mass
Calculate m/z
1526.927134
Formula


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
CCKKFUQFWHEHKD-DTSHGSGKSA-N
InChi (Click to copy)
InChI=1S/C76H140N2O24P2/c1-6-11-16-21-25-28-29-32-36-41-46-51-66(85)96-61(50-45-40-35-31-27-23-18-13-8-3)55-65(84)78-70-74(100-68(87)54-60(82)48-42-37-20-15-10-5)72(101-103(89,90)91)62(56-79)97-75(70)95-57-63-71(88)73(99-67(86)53-59(81)49-44-38-33-24-19-14-9-4)69(76(98-63)102-104(92,93)94)77-64(83)52-58(80)47-43-39-34-30-26-22-17-12-7-2/h28-29,59-63,69-76,79,81-82,88H,6-27,30-57H2,1-5H3,(H,77,83)(H,78,84)(H2,89,90,91)(H2,92,93,94)/b29-28-/t59-,60-,61-,62-,63-,69-,70-,71-,72-,73-,74-,75-,76-/m1/s1
SMILES (Click to copy)
O(P(O)(=O)O)[C@@H]1[C@H](NC(=O)CC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCC)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)C[C@H](OC(CCCCC/C=C\CCCCCC)=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCC)[C@H](OP(O)(O)=O)[C@@H](CO)O2)O1

References

Reference
The Role of Carbohydrates in the Lipopolysaccharide (LPS)/Toll-Like Receptor 4 (TLR4) Signalling
Int J Mol Sci. 2017
DOI: 10.3390/ijms18112318
PMID: 29099761

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cereibacter sphaeroides (#1063)
Alphaproteobacteria (#28211)
The Role of Carbohydrates in the Lipopolysaccharide (LPS)/Toll-Like Receptor 4 (TLR4) Signalling.,
Int J Mol Sci, 2017
Pubmed ID: 29099761

Calculated Physicochemical Properties

Heavy Atoms 104
Rings 2
Aromatic Rings 0
Rotatable Bonds 69
Van der Waals Molecular Volume 1552.78
Topological Polar Surface Area 400.44
Hydrogen Bond Donors 10
Hydrogen Bond Acceptors 26
logP 18.74
Molar Refractivity 403.15

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Created at
29th Jun 2020
Updated at
29th Jun 2020