2.0 2012-07-30 14:55:30 -0600 2015-07-07 11:09:33 -0600 ECMDB21364 M2MDB001760 undecaprenyl phosphate-4-amino-4-deoxy-L-arabinose N Undecaprenyl phosphoric acid-4-amino-4-deoxy-L-arabinose Undecaprenyl-P-Ara4N C60H100NO7P 978.4123 977.723741071 {[(2S,3R,4S,5S)-5-amino-3,4-dihydroxyoxan-2-yl]oxy}({[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,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})phosphinic acid [(2S,3R,4S,5S)-5-amino-3,4-dihydroxyoxan-2-yl]oxy[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,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]oxyphosphinic acid N[C@H]1CO[C@@H](OP(=O)(O)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)CCC=C(C)C)[C@H](O)[C@H]1O InChI=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/h23,25,27,29,31,33,35,37,39,41,43,57-60,62-63H,13-22,24,26,28,30,32,34,36,38,40,42,44-45,61H2,1-12H3,(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 BAFPKKRTAQMYMS-MEKAZKDWSA-N Cytosol Membrane Periplasm logp 8.81 ALOGPS logs -6.19 ALOGPS solubility 6.27e-04 g/l ALOGPS logp 14.79 ChemAxon pka_strongest_acidic 1.58 ChemAxon pka_strongest_basic 8.79 ChemAxon iupac {[(2S,3R,4S,5S)-5-amino-3,4-dihydroxyoxan-2-yl]oxy}({[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,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})phosphinic acid ChemAxon average_mass 978.4123 ChemAxon mono_mass 977.723741071 ChemAxon smiles N[C@H]1CO[C@@H](OP(=O)(O)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)CCC=C(C)C)[C@H](O)[C@H]1O ChemAxon formula C60H100NO7P ChemAxon inchi InChI=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/h23,25,27,29,31,33,35,37,39,41,43,57-60,62-63H,13-22,24,26,28,30,32,34,36,38,40,42,44-45,61H2,1-12H3,(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 ChemAxon inchikey BAFPKKRTAQMYMS-MEKAZKDWSA-N ChemAxon polar_surface_area 131.47 ChemAxon refractivity 304.12 ChemAxon polarizability 118.55 ChemAxon rotatable_bond_count 35 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Cationic antimicrobial peptide (CAMP) resistance eco01503 Specdb::EiMs 4572 Specdb::MsMs 37874 Specdb::MsMs 37875 Specdb::MsMs 37876 Specdb::MsMs 40322 Specdb::MsMs 40323 Specdb::MsMs 40324 44229076 C16157 Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. 18331064 Undecaprenyl phosphate-alpha-4-amino-4-deoxy-L-arabinose arabinosyl transferase P76473 ARNT_ECOLI arnT http://ecmdb.ca/proteins/P76473.xml Probable 4-deoxy-4-formamido-L-arabinose-phosphoundecaprenol deformylase ArnD P76472 ARND_ECOLI arnD http://ecmdb.ca/proteins/P76472.xml Probable 4-amino-4-deoxy-L-arabinose-phosphoundecaprenol flippase subunit ArnE Q47377 ARNE_ECOLI arnE http://ecmdb.ca/proteins/Q47377.xml Probable 4-amino-4-deoxy-L-arabinose-phosphoundecaprenol flippase subunit ArnF P76474 ARNF_ECOLI arnF http://ecmdb.ca/proteins/P76474.xml Water + Undecaprenyl phosphate-4-amino-4-formyl-L-arabinose > Formic acid + undecaprenyl phosphate-4-amino-4-deoxy-L-arabinose core oligosaccharide lipid A + undecaprenyl phosphate-4-amino-4-deoxy-L-arabinose > 4-Amino-4-deoxy-L-arabinose modified core oligosaccharide lipid A + Undecaprenyl phosphate undecaprenyl phosphate-4-amino-4-deoxy-L-arabinose + KDO2-Lipid A + 2,3,2'3'-Tetrakis(beta-hydroxymyristoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate <> alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + Di-trans,poly-cis-undecaprenyl phosphate + Lipid IIA R09781 undecaprenyl phosphate-4-amino-4-deoxy-L-arabinose + KDO2-Lipid A + 2 2,3,2'3'-Tetrakis(beta-hydroxymyristoyl)-D-glucosaminyl-1,6-beta-D-glucosamine 1,4'-bisphosphate <> alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-[4-P-L-Ara4N]-lipid A + Di-trans,poly-cis-undecaprenyl phosphate + Lipid IIA