Structure Database (LMSD)

Common Name
Bordetella pertussis lipid A
Systematic Name
Synonyms
LM ID
LMSL01050001
Status
Active
Exact Mass
Calculate m/z
1558.989734
Formula
C78H148N2O24P2
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
DHSXJMRVJPCQHY-NTBWWRQUSA-N
InChi (Click to copy)
InChI=1S/C78H148N2O24P2/c1-6-11-16-21-25-29-30-34-38-43-48-53-68(87)98-63(52-47-42-37-33-28-24-19-14-9-4)57-67(86)80-72-76(102-70(89)56-62(84)51-46-41-36-32-27-23-18-13-8-3)74(103-105(91,92)93)64(58-81)99-77(72)97-59-65-73(90)75(101-69(88)55-61(83)50-44-39-20-15-10-5)71(78(100-65)104-106(94,95)96)79-66(85)54-60(82)49-45-40-35-31-26-22-17-12-7-2/h60-65,71-78,81-84,90H,6-59H2,1-5H3,(H,79,85)(H,80,86)(H2,91,92,93)(H2,94,95,96)/t60?,61?,62?,63?,64-,65-,71-,72-,73-,74-,75-,76-,77-,78-/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)CC(O)CCCCCCC)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)CC(OC(=O)CCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H](OC(=O)CC(O)CCCCCCCCCCC)[C@H](OP(=O)(O)O)[C@@H](CO)O2)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bordetella parapertussis (#519)
Betaproteobacteria (#28216)
Structural characterization of Bordetella parapertussis lipid A.,
J Lipid Res, 2009
Pubmed ID: 19017615

Other Databases

PubChem CID
42608337

Calculated Physicochemical Properties

Heavy Atoms 106
Rings 2
Aromatic Rings 0
Rotatable Bonds 72
Van der Waals Molecular Volume 1592.66
Topological Polar Surface Area 403.60
Hydrogen Bond Donors 11
Hydrogen Bond Acceptors 26
logP 19.83
Molar Refractivity 413.99

Admin

Created at
-
Updated at
18th Nov 2021