Structure database (LMSD)

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LM IDLMSL01070001
Common NameSalmonella typhimuriam lipid A
Systematic Name-
Synonyms-
Exact Mass
2035.4491 (neutral)    Calculate m/z:
FormulaC110H208N2O26P2
CategorySaccharolipids [SL]
Main ClassAcylaminosugars [SL01]
Sub ClassHeptaacylaminosugars [SL0107]
PubChem CID56928081
CHEBI ID87242
InChIKeyVOXDTCSXQHOYKC-XGEOUJBZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C110H208N2O26P2/c1-8-15-22-29-36-43-45-46-48-55-62-68-75-82-98(117)130-91(78-71-64-57-50-39-32-25-18-11-4)85-96(115)111-103-107(135-101(120)84-90(114)77-70-63-56-49-38-31-24-17-10-3)105(122)95(134-110(103)138-140(126,127)128)89-129-109-104(112-97(116)86-92(79-72-65-58-51-40-33-26-19-12-5)131-99(118)81-74-67-60-53-42-35-28-21-14-7)108(106(94(88-113)133-109)137-139(123,124)125)136-102(121)87-93(80-73-66-59-52-41-34-27-20-13-6)132-100(119)83-76-69-61-54-47-44-37-30-23-16-9-2/h90-95,103-110,113-114,122H,8-89H2,1-7H3,(H,111,115)(H,112,116)(H2,123,124,125)(H2,126,127,128)/t90-,91-,92-,93-,94-,95-,103-,104-,105-,106-,107-,108-,109-,110-/m1/s1
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SMILES
O(P(O)(=O)O)[C@@H]1[C@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCCCCCC)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCC)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](OC(=O)CCCCCCCCCCCCC)CCCCCCCCCCC)[C@H](OP(O)(O)=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 Atoms140Rings2Aromatic Rings0Rotatable Bonds104
 van der Waals
Molecular Volume
2158.56Topological Polar
Surface Area
415.74Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
28
 logP31.89Molar
Refractivity
562.36