Structure database (LMSD)

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LM IDLMSL01060004
Common NameCampylobacter jejuni lipid A
Systematic Name-
Synonyms-
Exact Mass
1937.3984 (neutral)    Calculate m/z:
FormulaC102H198N6O23P2
CategorySaccharolipids [SL]
Main ClassAcylaminosugars [SL01]
Sub ClassHexaacylaminosugars [SL0106]
PubChem CID-
InChIKeyZCHOJFXCPMJFBJ-WXXRDRBDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C102H198N6O23P2/c1-7-13-19-25-31-37-39-41-43-49-55-61-67-73-93(116)126-85(71-65-59-53-47-35-29-23-17-11-5)77-91(114)106-96-98(108-92(115)78-86(72-66-60-54-48-36-30-24-18-12-6)127-94(117)74-68-62-56-50-44-42-40-38-32-26-20-14-8-2)101(128-87(79-109)100(96)130-132(119,120)124-81-103)123-80-88-99(118)95(105-89(112)75-83(110)69-63-57-51-45-33-27-21-15-9-3)97(102(129-88)131-133(121,122)125-82-104)107-90(113)76-84(111)70-64-58-52-46-34-28-22-16-10-4/h83-88,95-102,109-111,118H,7-82,103-104H2,1-6H3,(H,105,112)(H,106,114)(H,107,113)(H,108,115)(H,119,120)(H,121,122)/t83-,84-,85-,86-,87-,88-,95-,96-,97-,98-,99-,100-,101-,102-/m1/s1
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SMILES
O(P(O)(=O)OCN)[C@@H]1[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCCCCCC)CCCCCCCCCCC)[C@H](OP(O)(OCN)=O)[C@@H](CO)O2)O1
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StatusActive
ReferencesThe Role of Carbohydrates in the Lipopolysaccharide (LPS)/Toll-Like Receptor 4 (TLR4) Signalling
Int J Mol Sci. 2017
DOI: 10.3390/ijms18112318
PMID: 29099761
Calculated physicochemical properties (?):
 Heavy Atoms133Rings2Aromatic Rings0Rotatable Bonds96
 van der Waals
Molecular Volume
2040.43Topological Polar
Surface Area
445.31Hydrogen
Bond Donors
12Hydrogen
Bond Acceptors
29
 logP26.89Molar
Refractivity
536.09