Structure database (LMSD)

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LM IDLMSL01060005
Common NameSalmonella minnesota lipid A
Systematic Name-
Synonyms-
Exact Mass
1725.1619 (neutral)    Calculate m/z:
FormulaC90H170N2O24P2
CategorySaccharolipids [SL]
Main ClassAcylaminosugars [SL01]
Sub ClassHexaacylaminosugars [SL0106]
PubChem CID-
InChIKeyHXVRVSVHBHBYLE-DGVVCEBYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C90H170N2O24P2/c1-7-13-19-25-31-37-43-49-55-61-72(109-79(96)64-58-52-46-40-34-28-22-16-10-4)67-77(94)91-83-86(101)85(100)76(113-90(83)116-118(105,106)107)71-108-89-84(92-78(95)68-73(62-56-50-44-38-32-26-20-14-8-2)110-80(97)65-59-53-47-41-35-29-23-17-11-5)88(87(75(70-93)112-89)115-117(102,103)104)114-82(99)69-74(63-57-51-45-39-33-27-21-15-9-3)111-81(98)66-60-54-48-42-36-30-24-18-12-6/h72-76,83-90,93,100-101H,7-71H2,1-6H3,(H,91,94)(H,92,95)(H2,102,103,104)(H2,105,106,107)/t72-,73-,74-,75-,76-,83-,84-,85-,86-,87-,88-,89-,90-/m1/s1
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SMILES
O(P(O)(=O)O)[C@@H]1[C@H](NC(=O)C[C@H](OC(=O)CCCCCCCCCCC)CCCCCCCCCCC)[C@@H](O)[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)CCCCCCCCCCC)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 Atoms118Rings2Aromatic Rings0Rotatable Bonds84
 van der Waals
Molecular Volume
1797.62Topological Polar
Surface Area
389.44Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
26
 logP25.04Molar
Refractivity
467.80