Structure database (LMSD)

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LM IDLMSL01060001
Common NameBordetella parapertussis lipid A
Systematic Name-
Synonyms-
Exact Mass
1809.2558 (neutral)    Calculate m/z:
FormulaC96H182N2O24P2
CategorySaccharolipids [SL]
Main ClassAcylaminosugars [SL01]
Sub ClassHexaacylaminosugars [SL0106]
PubChem CID52929837
InChIKeyDNOZLVHRWQIAIZ-ZALIZTRHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C96H182N2O24P2/c1-7-13-19-25-30-35-38-40-43-48-53-59-64-70-85(102)115-7
8(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)11
6-86(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-,9
6+/m1/s1
SMILESO1C(CO[C@H]2C([C@@H](OC(=O)CC(OC(=O)CCCCCCCCCCCCCCC)CCCCCCC)[C@H](OP(=O)(O)O)C(C
O)O2)NC(=O)CC(OC(=O)CCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H](O)[C@@H](C(NC(=O)CC(OC(=O)C
CCCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H]1OP(O)(=O)O)O
StatusActive
ReferencesStructural characterization of Bordetella parapertussis lipid A. El Hamidi A, Novikov A, Karibian D, Perry MB, Caroff M. J Lipid Res. 2009 May;50(5):854-9
Calculated physicochemical properties (?):
 Heavy Atoms124Rings2Aromatic Rings0Rotatable Bonds90
 van der Waals
Molecular Volume
1901.42Topological Polar
Surface Area
389.44Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
24
 logP27.38Molar
Refractivity
495.50