Structure database (LMSD)

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LM IDLMSL01050003
Common NameRhodobacter capsulatus Lipid A
Systematic Name-
Synonyms-
Exact Mass
1496.8802 (neutral)    Calculate m/z:
FormulaC74H134N2O24P2
CategorySaccharolipids [SL]
Main ClassAcylaminosugars [SL01]
Sub ClassPentaacylaminosugars [SL0105]
PubChem CID-
InChIKeySNMOHKBRTYQJQE-ORTWDDADSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C74H134N2O24P2/c1-6-11-16-21-25-28-32-37-40-45-56(78)50-62(81)75-67-71(97-65(84)52-58(80)47-42-36-31-24-19-14-9-4)69(86)61(96-74(67)100-102(90,91)92)55-93-73-68(76-63(82)51-57(79)46-41-38-33-29-26-22-17-12-7-2)72(70(60(54-77)95-73)99-101(87,88)89)98-66(85)53-59(48-43-35-20-15-10-5)94-64(83)49-44-39-34-30-27-23-18-13-8-3/h30,34,58-61,67-74,77,80,86H,6-29,31-33,35-55H2,1-5H3,(H,75,81)(H,76,82)(H2,87,88,89)(H2,90,91,92)/b34-30-/t58-,59-,60-,61-,67-,68-,69-,70-,71-,72-,73-,74-/m1/s1
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SMILES
O(P(O)(=O)O)[C@@H]1[C@H](NC(=O)CC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCC)[C@H](O)[C@@H](CO[C@H]2[C@H](NC(=O)CC(=O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](OC(=O)CCC/C=C\CCCCCC)CCCCCCC)[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 Atoms102Rings2Aromatic Rings0Rotatable Bonds67
 van der Waals
Molecular Volume
1515.54Topological Polar
Surface Area
397.28Hydrogen
Bond Donors
9Hydrogen
Bond Acceptors
26
 logP17.89Molar
Refractivity
392.40