Structure Database (LMSD)

Common Name
Rhodobacter sphaeroides Lipid A
Systematic Name
Synonyms
LM ID
LMSL01050004
Formula
C76H140N2O24P2
Exact Mass
Calculate m/z
1526.927134
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Saccharolipids [SL]
Acylaminosugars [SL01]
Pentaacylaminosugars [SL0105]

References

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

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

Other Databases

PubChem CID
171121060

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