ACCESSION: MSBNK-Athens_Univ-AU273805
RECORD_TITLE: Bosentan; LC-ESI-QTOF; MS2; CE: 50 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$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 9.952 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$FOCUSED_ION: BASE_PEAK 293.105
MS$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-0290000000-d93a8da2495dc8a727c3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
122.0575 C4H10O4+ 4 122.0574 1.02
123.0433 C5H5N3O+ 3 123.0427 4.58
123.0656 C4H11O4+ 5 123.0652 3.5
124.0499 C5H6N3O+ 3 124.0505 -5.25
132.067 H12N4O2S+ 5 132.0675 -4.25
133.051 C6H5N4+ 7 133.0509 0.7
133.1006 C2H17N2O2S+ 3 133.1005 0.9
134.0582 C6H6N4+ 6 134.0587 -3.77
135.0431 H11N2O4S+ 5 135.0434 -2.13
135.0652 C5H11O4+ 5 135.0652 -0.16
147.0652 C6H11O4+ 6 147.0652 0.11
149.0447 C5H9O5+ 7 149.0444 1.69
149.0689 C5H11NO4+ 6 149.0683 4.12
150.0521 C5H10O5+ 7 150.0523 -1.07
151.1111 C2H19N2O3S+ 6 151.1111 -0.13
161.1061 C7H15NO3+ 6 161.1046 8.94
162.1097 C6[13]CH15NO3+ 1 162.1085 7.33
175.0603 C7H11O5+ 7 175.0601 1.37
175.0838 C7H13NO4+ 7 175.0839 -0.88
176.0572 CH12N4O4S+ 9 176.0574 -1.2
177.0403 C7H5N4O2+ 8 177.0407 -2.51
189.0637 C7H11NO5+ 8 189.0632 2.67
190.0715 C7H12NO5+ 8 190.071 2.46
197.062 C8H11N3OS+ 8 197.0617 1.4
202.0717 C11H10N2O2+ 8 202.0737 -9.69
203.0555 C8H11O6+ 10 203.055 2.53
203.0762 C10[13]CH10N2O2+ 1 203.0776 -6.8
204.0512 C8H6N5O2+ 11 204.0516 -1.88
204.0791 C9[13]C2H10N2O2+ 1 204.0809 -8.99
205.0584 C7H11NO6+ 10 205.0581 1.47
224.0929 C12H10N5+ 10 224.0931 -0.69
237.1005 C13H11N5+ 10 237.1009 -1.63
238.1057 C10H14N4O3+ 10 238.106 -1.58
241.0892 C12H17O3S+ 10 241.0893 -0.39
248.0932 C14H10N5+ 11 248.0931 0.64
252.0856 C10H12N4O4+ 11 252.0853 1.2
254.1019 C12H16NO5+ 11 254.1023 -1.67
255.1108 C12H17NO5+ 11 255.1101 2.73
256.1139 C11[13]CH17NO5+ 1 256.114 -0.64
264.0876 C14H10N5O+ 12 264.088 -1.62
265.0933 C11H13N4O4+ 11 265.0931 0.71
268.0928 C11H14N3O5+ 13 268.0928 -0.01
276.0642 C15H8N4O2+ 11 276.0642 0.06
276.0881 C15H10N5O+ 12 276.088 0.34
279.075 C14H9N5O2+ 13 279.0751 -0.38
280.0828 C19H10N3+ 13 280.0869 -14.75
281.0855 C18[13]CH10N3+ 1 281.0908 -19.11
282.0932 C17[13]C2H10N3+ 1 282.0942 -3.45
283.1056 C13H17NO6+ 15 283.105 1.89
292.0818 C14H14NO6+ 15 292.0816 0.97
293.0888 C14H15NO6+ 16 293.0894 -2.04
294.0981 C14H16NO6+ 14 294.0972 2.91
295.1004 C13[13]CH16NO6+ 1 295.1011 -2.32
296.0782 C8H16N4O6S+ 12 296.0785 -1.01
310.092 C12H14N4O6+ 14 310.0908 3.77
311.101 C20H13N3O+ 14 311.1053 -13.71
312.1061 C19[13]CH13N3O+ 1 312.1092 -10.12
324.1096 C10H20N4O6S+ 13 324.1098 -0.52
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
122.0575 4304 16
123.0433 2280 8
123.0656 12556 46
124.0499 3916 14
132.067 2424 9
133.051 3632 13
133.1006 1608 6
134.0582 3132 11
135.0431 7560 28
135.0652 2212 8
147.0652 7240 27
149.0447 21688 81
149.0689 2924 10
150.0521 10724 40
151.1111 1704 6
161.1061 12864 48
162.1097 1672 6
175.0603 18372 68
175.0838 1936 7
176.0572 4068 15
177.0403 6012 22
189.0637 3824 14
190.0715 4204 15
197.062 4536 16
202.0717 267080 999
203.0555 9248 34
203.0762 40820 152
204.0512 2948 11
204.0791 2836 10
205.0584 5144 19
224.0929 2016 7
237.1005 4536 16
238.1057 1336 4
241.0892 1452 5
248.0932 1840 6
252.0856 1376 5
254.1019 1732 6
255.1108 10872 40
256.1139 1972 7
264.0876 4484 16
265.0933 2708 10
268.0928 1416 5
276.0642 1612 6
276.0881 6740 25
279.075 3768 14
280.0828 132208 494
281.0855 23176 86
282.0932 3336 12
283.1056 9724 36
292.0818 1740 6
293.0888 2808 10
294.0981 13720 51
295.1004 2236 8
296.0782 1500 5
310.092 5764 21
311.101 21580 80
312.1061 7052 26
324.1096 5348 20
//
