MassBank Record: SM851552



 Bosentan; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]- 
Mass Spectrum
Chemical Structure


ACCESSION: SM851552
RECORD_TITLE: Bosentan; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]-
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, EL et al. Critical Assessment of Small Molecule Identification 2016 - Automated Methods. Submitted.
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8515

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$EXACT_MASS: 551.18385 CH$SMILES: COC1=CC=CC=C1OC1=C(OCCO)N=C(N=C1NS(=O)(=O)C1=CC=C(C=C1)C(C)(C)C)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$LINK: CHEMSPIDER 94651
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific AC$INSTRUMENT_TYPE: LC-ESI-QFT AC$MASS_SPECTROMETRY: MS_TYPE MS2 AC$MASS_SPECTROMETRY: IONIZATION ESI AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal) AC$MASS_SPECTROMETRY: RESOLUTION 35000 AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min AC$CHROMATOGRAPHY: RETENTION_TIME 12.100 min AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 380.0684 MS$FOCUSED_ION: PRECURSOR_M/Z 550.1766 MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]- MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1 MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included MS$DATA_PROCESSING: WHOLE RMassBank 2.3.1
PK$SPLASH: splash10-0udj-0810090000-b97444dff91ec725276d PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 108.0207 C4H2N3O- 1 108.0203 3.04 118.0291 C5H2N4- 1 118.0285 4.94 119.0356 C4H7O4- 1 119.035 4.89 132.0327 C7H4N2O- 1 132.0329 -1.55 134.0246 C7H4NO2- 1 134.0248 -0.83 147.0563 C8H7N2O- 2 147.0564 -0.46 149.0972 C10H13O- 2 149.0972 -0.12 158.0361 C8H4N3O- 3 158.036 0.63 173.0343 C7H3N5O- 2 173.0343 -0.12 173.0467 C8H5N4O- 2 173.0469 -0.84 173.1084 C11H13N2- 3 173.1084 -0.14 175.0262 C7H3N4O2- 2 175.0261 0.11 177.0925 C11H13O2- 1 177.0921 2.4 181.0332 C9H9O2S- 2 181.0329 1.81 185.034 C8H3N5O- 1 185.0343 -1.46 197.0641 C10H13O2S- 1 197.0642 -0.2 200.0577 C9H6N5O- 2 200.0578 -0.66 201.0418 C9H5N4O2- 2 201.0418 0.02 202.0371 C8H4N5O2- 2 202.037 0.07 203.0459 C10H7N2O3- 3 203.0462 -1.31 212.0748 C10H14NO2S- 1 212.0751 -1.07 246.076 C11H10N4O3- 3 246.0758 0.84 248.0574 C13H6N5O- 3 248.0578 -1.37 249.0658 C13H7N5O- 3 249.0656 0.63 250.0736 C13H8N5O- 3 250.0734 0.79 262.0735 C14H8N5O- 3 262.0734 0.41 265.0608 C13H7N5O2- 3 265.0605 1.03 276.0528 C14H6N5O2- 3 276.0527 0.4 277.0604 C14H7N5O2- 3 277.0605 -0.42 278.0682 C14H8N5O2- 3 278.0683 -0.48 280.084 C14H10N5O2- 4 280.084 -0.16 293.0556 C14H7N5O3- 3 293.0554 0.67 294.0637 C8H14N4O6S- 3 294.064 -1.01 306.1359 C17H16N5O- 4 306.136 -0.59 308.0789 C15H10N5O3- 3 308.0789 -0.02 318.1354 C18H16N5O- 3 318.136 -2.09 322.0948 C16H12N5O3- 3 322.0946 0.87 334.131 C18H16N5O2- 4 334.1309 0.26 338.09 C16H12N5O4- 3 338.0895 1.42 370.0987 C25H12N3O- 4 370.0986 0.25 396.1139 C19H18N5O3S- 3 396.1136 0.82 398.0926 C18H16N5O4S- 4 398.0928 -0.68 413.1862 C24H23N5O2- 3 413.1857 1.09 440.1728 C25H22N5O3- 3 440.1728 -0.03 458.0945 C25H18N2O5S- 2 458.0942 0.72 474.1247 C24H20N5O4S- 2 474.1241 1.16 506.1509 C25H24N5O5S- 2 506.1504 1.08 550.1766 C27H28N5O6S- 1 550.1766 -0.03 PK$NUM_PEAK: 48 PK$PEAK: m/z int. rel.int. 108.0207 32355.3 4 118.0291 111113.7 14 119.0356 14574.7 1 132.0327 32080.3 4 134.0246 76771.9 9 147.0563 30334.3 3 149.0972 294879.3 37 158.0361 48918.8 6 173.0343 93216.1 11 173.0467 7840.7 1 173.1084 47908.2 6 175.0262 15563.1 2 177.0925 12847.9 1 181.0332 24767.7 3 185.034 15744.3 2 197.0641 6138053.5 790 200.0577 52312.2 6 201.0418 155227.7 19 202.0371 57327.3 7 203.0459 13720.1 1 212.0748 14861.6 1 246.076 61843.9 7 248.0574 33073.7 4 249.0658 61747.7 7 250.0736 21891.1 2 262.0735 12608.5 1 265.0608 45235.5 5 276.0528 20540.4 2 277.0604 222619.6 28 278.0682 245913.5 31 280.084 52633.2 6 293.0556 44028.7 5 294.0637 18667.6 2 306.1359 14593.4 1 308.0789 300460.8 38 318.1354 14081.8 1 322.0948 59495.1 7 334.131 25500 3 338.09 38024.3 4 370.0987 16714.4 2 396.1139 14122.3 1 398.0926 13341.6 1 413.1862 16692.9 2 440.1728 18764.5 2 458.0945 23584.5 3 474.1247 83926.8 10 506.1509 53955.1 6 550.1766 7760621.5 999 //