ACCESSION: MSBNK-Athens_Univ-AU273804
RECORD_TITLE: Bosentan; LC-ESI-QTOF; MS2; CE: 40 eV; R=35000; [M+H]+
DATE: 2019.05.30
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2738

CH$NAME: Bosentan
CH$NAME: 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]benzenesulfonamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₇H₂₉N₅O₆S
CH$EXACT_MASS: 551.1838546
CH$SMILES: COC1=CC=CC=C1OC1=C(NS(=O)(=O)C2=CC=C(C=C2)C(C)(C)C)N=C(N=C1OCCO)C1=NC=CC=N1
CH$IUPAC: InChI=1S/C27H29N5O6S/c1-27(2,3)18-10-12-19(13-11-18)39(34,35)32-23-22(38-21-9-6-5-8-20(21)36-4)26(37-17-16-33)31-25(30-23)24-28-14-7-15-29-24/h5-15,33H,16-17H2,1-4H3,(H,30,31,32)
CH$LINK: CAS 157212-55-0
CH$LINK: CHEBI 51450
CH$LINK: KEGG D07538
CH$LINK: PUBCHEM CID:104865
CH$LINK: INCHIKEY GJPICJJJRGTNOD-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 94651
CH$LINK: COMPTOX DTXSID7046627

AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.983 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 552.19
MS$FOCUSED_ION: PRECURSOR_M/Z 552.1911
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1

PK$SPLASH: splash10-0udi-0192000000-b508662732587ab65168
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  121.0643 H13N2O3S+ 4 121.0641 1.67
  123.0429 C5H5N3O+ 3 123.0427 1.68
  123.065 C4H11O4+ 4 123.0652 -1.61
  135.043 C6H5N3O+ 5 135.0427 2.48
  149.0451 C5H9O5+ 7 149.0444 4.24
  150.0523 C5H10O5+ 7 150.0523 0.41
  150.0638 C4H10N2O4+ 5 150.0635 1.99
  161.1063 C2H17N4O2S+ 6 161.1067 -2.33
  175.06 C7H11O5+ 7 175.0601 -0.62
  176.055 C6H10NO5+ 7 176.0553 -1.98
  177.0403 C7H5N4O2+ 8 177.0407 -2.3
  189.0626 C7H11NO5+ 8 189.0632 -3.13
  190.0703 C5H10N4O4+ 8 190.0697 3.52
  197.0624 C8H11N3OS+ 8 197.0617 3.27
  202.0716 C8H12NO5+ 8 202.071 3
  203.0563 C9H7N4O2+ 10 203.0564 -0.35
  203.0755 C7[13]CH12NO5+ 1 203.0749 2.97
  204.0513 C8H6N5O2+ 11 204.0516 -1.58
  204.0794 C8H12NO4[18]O+ 1 204.0758 17.5
  205.0581 C7H11NO6+ 9 205.0581 0.09
  237.101 C13H11N5+ 11 237.1009 0.49
  241.0885 C18H11N+ 10 241.0886 -0.5
  255.1104 C12H17NO5+ 11 255.1101 1.14
  264.0881 C14H10N5O+ 11 264.088 0.44
  265.0943 C13H15NO5+ 12 265.0945 -0.47
  276.0869 C14H14NO5+ 13 276.0866 1.02
  279.0746 C14H9N5O2+ 14 279.0751 -1.61
  280.0826 C16H12N2O3+ 14 280.0842 -5.81
  281.0852 C15[13]CH12N2O3+ 1 281.0881 -10.59
  282.0917 C14[13]C2H12N2O3+ 1 282.0915 0.57
  283.1054 C13H17NO6+ 15 283.105 1.33
  293.0908 C15H11N5O2+ 15 293.0907 0.28
  294.0977 C15H12N5O2+ 15 294.0986 -2.91
  295.1031 C14[13]CH12N5O2+ 1 295.1025 2.08
  310.0944 C9H18N4O6S+ 12 310.0942 0.77
  311.1012 C18H17NO2S+ 14 311.0975 11.99
  312.1047 C17[13]CH17NO2S+ 1 312.1014 10.76
  313.1073 C16[13]C2H17NO2S+ 1 313.1047 8.28
  324.108 C16H14N5O3+ 14 324.1091 -3.49
  338.1239 C17H16N5O3+ 15 338.1248 -2.47
  400.1429 C19H22N5O3S+ 13 400.1438 -2.28
  508.1645 C27H28N2O6S+ 3 508.1663 -3.47
  509.1697 C26[13]CH28N2O6S+ 1 509.1702 -0.93
  510.1654 C26H28N3O6S+ 2 510.1693 -7.65
  552.1913 C27H30N5O6S+ 1 552.1911 0.26
  553.1933 C26[13]CH30N5O6S+ 1 553.195 -3.13
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  121.0643 1608 5
  123.0429 4084 14
  123.065 5584 19
  135.043 5724 20
  149.0451 5604 19
  150.0523 3564 12
  150.0638 2068 7
  161.1063 8748 30
  175.06 5500 19
  176.055 2412 8
  177.0403 1948 6
  189.0626 3828 13
  190.0703 3584 12
  197.0624 7296 25
  202.0716 283316 999
  203.0563 8360 29
  203.0755 31740 111
  204.0513 5572 19
  204.0794 3388 11
  205.0581 4572 16
  237.101 1796 6
  241.0885 7776 27
  255.1104 4544 16
  264.0881 2208 7
  265.0943 1936 6
  276.0869 3104 10
  279.0746 1776 6
  280.0826 76872 271
  281.0852 12148 42
  282.0917 1632 5
  283.1054 5636 19
  293.0908 4308 15
  294.0977 7304 25
  295.1031 1480 5
  310.0944 6328 22
  311.1012 81632 287
  312.1047 19412 68
  313.1073 2372 8
  324.108 5904 20
  338.1239 2472 8
  400.1429 1856 6
  508.1645 18652 65
  509.1697 6488 22
  510.1654 1864 6
  552.1913 14568 51
  553.1933 4756 16
//