Structure Database (LMSD)

Common Name
Bordetella parapertussis lipid A
Systematic Name
Synonyms
LM ID
LMSL01060001
Status
Active
Exact Mass
Calculate m/z
1809.255784
Formula
C96H182N2O24P2
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
DNOZLVHRWQIAIZ-KJGMJXOXSA-N
InChi (Click to copy)
InChI=1S/C96H182N2O24P2/c1-7-13-19-25-30-35-38-40-43-48-53-59-64-70-85(102)115-78(67-62-56-50-45-33-28-22-16-10-4)73-83(100)97-89-92(107)91(106)82(119-96(89)122-124(111,112)113)77-114-95-90(98-84(101)74-79(68-63-57-51-46-34-29-23-17-11-5)116-86(103)71-65-58-52-47-42-37-32-27-21-15-9-3)94(93(81(76-99)118-95)121-123(108,109)110)120-88(105)75-80(69-61-55-24-18-12-6)117-87(104)72-66-60-54-49-44-41-39-36-31-26-20-14-8-2/h78-82,89-96,99,106-107H,7-77H2,1-6H3,(H,97,100)(H,98,101)(H2,108,109,110)(H2,111,112,113)/t78?,79?,80?,81-,82-,89-,90-,91-,92-,93-,94-,95-,96-/m1/s1
SMILES (Click to copy)
O(P(O)(=O)O)[C@@H]1[C@H](NC(=O)CC(OC(=O)CCCCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)CC(OC(=O)CCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H](OC(=O)CC(OC(=O)CCCCCCCCCCCCCCC)CCCCCCC)[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
52929837

Calculated Physicochemical Properties

Heavy Atoms 124
Rings 2
Aromatic Rings 0
Rotatable Bonds 90
Van der Waals Molecular Volume 1901.42
Topological Polar Surface Area 389.44
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 26
logP 27.38
Molar Refractivity 495.50

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Created at
-
Updated at
18th Nov 2021