Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR03020005
Common Name4-amino-4-deoxy-α-L-arabinopyranosyl undecaprenyl phosphate
Systematic Name4-amino-4-deoxy-1-O-(hydroxy{[(2E,6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,
15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,
38,42-undecaen-1-yl]oxy}phosphoryl)-α-L-arabinopyranose
SynonymsUndecaprenyl phosphate α-L-Ara4N
Exact Mass
977.7237 (neutral)    Calculate m/z:
FormulaC60H100NO7P
CategoryPrenol Lipids [PR]
Main ClassPolyprenols [PR03]
Sub ClassBactoprenol monophosphates [PR0302]
PubChem CID17756765
KEGG IDC16157
CHEBI ID47039
InChIKeyBAFPKKRTAQMYMS-KIBZDBDJSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C60H100NO7P/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-
50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-
22-42-56(12)43-44-67-69(64,65)68-60-59(63)58(62)57(61)45-66-60/h23,25,27,29,31,3
3,35,37,39,41,43,57-60,62-63H,13-22,24,26,28,30,32,34,36,38,40,42,44-45,61H2,1-1
2H3,(H,64,65)/b47-25+,48-27+,49-29+,50-31+,51-33+,52-35+,53-37+,54-39+,55-41+,56
-43+/t57-,58-,59+,60-/m0/s1
SMILESO1[C@H]([C@@H]([C@@H](O)[C@@H](N)C1)O)OP(OC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C
(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C
)\C)(O)=O
MS Spectra-     
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms69Rings1Aromatic Rings0Rotatable Bonds35
 van der Waals
Molecular Volume
1097.52Topological Polar
Surface Area
133.54Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP18.64Molar
Refractivity
298.82