MassBank Record: SM851503



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

ACCESSION: SM851503
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 POSITIVE 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$CHROMATOGRAPHY: RETENTION_TIME 12.089 min AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 552.1908 MS$FOCUSED_ION: PRECURSOR_M/Z 552.1911 MS$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: splash10-0udi-1690040000-c561d9dbb5ed88285519 PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 51.0232 C4H3+ 1 51.0229 4.57 52.0184 C3H2N+ 1 52.0182 4.72 53.0388 C4H5+ 1 53.0386 3.91 57.0701 C4H9+ 1 57.0699 3.68 65.0387 C5H5+ 1 65.0386 2.27 67.0543 C5H7+ 1 67.0542 0.73 69.0448 C3H5N2+ 1 69.0447 1.25 77.0386 C6H5+ 1 77.0386 0.02 78.0464 C6H6+ 1 78.0464 0.13 79.0293 C4H3N2+ 1 79.0291 2.63 79.0543 C6H7+ 1 79.0542 0.63 80.0131 C4H2NO+ 1 80.0131 0.3 80.0369 C4H4N2+ 1 80.0369 0.04 81.0447 C4H5N2+ 1 81.0447 -0.22 91.0542 C7H7+ 1 91.0542 -0.26 93.0699 C7H9+ 1 93.0699 0.04 94.0412 C6H6O+ 1 94.0413 -0.94 95.0492 C6H7O+ 1 95.0491 0.12 97.0396 C4H5N2O+ 1 97.0396 0 104.0494 C7H6N+ 1 104.0495 -1.17 105.0447 C6H5N2+ 1 105.0447 -0.12 105.0572 C7H7N+ 1 105.0573 -0.58 105.0699 C8H9+ 1 105.0699 -0.17 106.0399 C5H4N3+ 1 106.04 -0.24 107.0478 C5H5N3+ 1 107.0478 0.06 108.057 C7H8O+ 1 108.057 0.14 109.0522 C6H7NO+ 1 109.0522 -0.12 109.0647 C7H9O+ 1 109.0648 -1.19 112.0267 C4H4N2O2+ 1 112.0267 -0.06 117.0573 C8H7N+ 1 117.0573 -0.09 118.0414 C8H6O+ 1 118.0413 1 118.0525 C7H6N2+ 1 118.0525 -0.71 118.0777 C9H10+ 1 118.0777 -0.24 119.0478 C6H5N3+ 1 119.0478 -0.16 119.0604 C7H7N2+ 1 119.0604 0.01 120.0444 C7H6NO+ 1 120.0444 0.25 121.0284 C7H5O2+ 1 121.0284 -0.45 121.0648 C8H9O+ 1 121.0648 -0.14 122.0587 C5H6N4+ 1 122.0587 -0.11 123.044 C7H7O2+ 1 123.0441 -0.12 123.0665 C5H7N4+ 1 123.0665 -0.1 124.0505 C5H6N3O+ 1 124.0505 0.01 125.0347 C5H5N2O2+ 1 125.0346 0.85 131.0604 C8H7N2+ 1 131.0604 0.18 131.0855 C10H11+ 2 131.0855 -0.21 132.0444 C8H6NO+ 2 132.0444 0.32 132.0681 C8H8N2+ 2 132.0682 -0.42 133.0522 C8H7NO+ 2 133.0522 -0.16 133.1013 C10H13+ 1 133.1012 0.79 134.035 C6H4N3O+ 2 134.0349 1.02 134.0598 C8H8NO+ 2 134.06 -1.75 135.044 C8H7O2+ 2 135.0441 -0.25 135.0553 C7H7N2O+ 1 135.0553 -0.16 135.0665 C6H7N4+ 1 135.0665 -0.29 136.0744 C6H8N4+ 2 136.0743 0.12 143.0362 CH9N3O3S+ 2 143.0359 1.92 144.0443 C9H6NO+ 2 144.0444 -0.45 147.0552 C8H7N2O+ 3 147.0553 -0.28 147.0665 C7H7N4+ 2 147.0665 -0.19 148.0617 C6H6N5+ 1 148.0618 -0.74 148.0743 C7H8N4+ 2 148.0743 -0.24 149.0458 C6H5N4O+ 2 149.0458 0.05 149.0697 C6H7N5+ 2 149.0696 0.93 150.0536 C6H6N4O+ 2 150.0536 -0.02 150.0662 C7H8N3O+ 2 150.0662 -0.03 151.1117 C10H15O+ 2 151.1117 -0.46 159.0805 C11H11O+ 2 159.0804 0.31 160.0632 C9H8N2O+ 3 160.0631 0.75 161.0469 C9H7NO2+ 2 161.0471 -1.66 161.0698 C7H7N5+ 2 161.0696 1.53 161.1073 C10H13N2+ 3 161.1073 -0.33 162.0536 C7H6N4O+ 2 162.0536 -0.31 163.0504 C8H7N2O2+ 3 163.0502 0.95 163.0617 C7H7N4O+ 2 163.0614 1.68 164.0342 C8H6NO3+ 3 164.0342 -0.3 171.0549 C2H11N4O3S+ 2 171.0546 1.71 172.0394 C10H6NO2+ 3 172.0393 0.27 174.0408 C7H4N5O+ 1 174.041 -1.16 174.0775 C8H8N5+ 2 174.0774 0.63 175.0614 C8H7N4O+ 2 175.0614 0.07 175.0852 C8H9N5+ 2 175.0852 -0.14 176.0567 C7H6N5O+ 2 176.0567 -0.07 176.0693 C8H8N4O+ 2 176.0693 0.26 177.0407 C7H5N4O2+ 2 177.0407 -0.28 177.0656 C9H9N2O2+ 2 177.0659 -1.6 181.068 C10H13OS+ 1 181.0682 -1.15 185.0458 C9H5N4O+ 2 185.0458 -0.09 187.0502 C10H7N2O2+ 3 187.0502 0.05 188.0566 C8H6N5O+ 2 188.0567 -0.42 189.0646 C8H7N5O+ 2 189.0645 0.41 190.0495 C2H12N3O5S+ 2 190.0492 1.48 190.0724 C8H8N5O+ 2 190.0723 0.51 191.0566 C8H7N4O2+ 2 191.0564 1.28 197.0632 C10H13O2S+ 1 197.0631 0.45 197.0822 C11H9N4+ 2 197.0822 0.33 202.0723 C9H8N5O+ 2 202.0723 -0.19 203.0563 C9H7N4O2+ 2 203.0564 -0.44 203.08 C9H9N5O+ 2 203.0802 -0.62 204.0516 C8H6N5O2+ 2 204.0516 0.2 204.0642 C9H8N4O2+ 2 204.0642 0.11 204.0875 C9H10N5O+ 2 204.088 -2.46 205.059 C8H7N5O2+ 2 205.0594 -1.94 220.074 C13H8N4+ 3 220.0743 -1.36 221.0818 C13H9N4+ 2 221.0822 -1.88 224.0927 C12H10N5+ 3 224.0931 -1.77 225.0768 C12H9N4O+ 3 225.0771 -1.1 232.083 C10H10N5O2+ 2 232.0829 0.27 236.093 C13H10N5+ 2 236.0931 -0.24 237.0771 C13H9N4O+ 2 237.0771 0.13 237.1011 C13H11N5+ 3 237.1009 0.82 238.0851 C13H10N4O+ 3 238.0849 0.92 239.0925 C13H11N4O+ 3 239.0927 -1.03 241.0891 C12H17O3S+ 3 241.0893 -0.82 248.0929 C14H10N5+ 3 248.0931 -0.57 249.0771 C14H9N4O+ 2 249.0771 0.09 251.0931 C8H17N3O4S+ 3 251.0934 -1.22 252.088 C13H10N5O+ 2 252.088 0.11 254.1038 C13H12N5O+ 3 254.1036 0.51 255.1115 C13H13N5O+ 2 255.1115 0.11 264.088 C14H10N5O+ 3 264.088 -0.12 265.0958 C14H11N5O+ 3 265.0958 -0.15 268.0958 C14H12N4O2+ 3 268.0955 1.13 276.0652 C9H14N3O5S+ 4 276.0649 1.07 276.088 C15H10N5O+ 4 276.088 0.12 279.0752 C14H9N5O2+ 3 279.0751 0.27 280.0829 C14H10N5O2+ 4 280.0829 0.12 282.0986 C14H12N5O2+ 3 282.0986 0.27 283.1065 C14H13N5O2+ 3 283.1064 0.45 292.083 C15H10N5O2+ 4 292.0829 0.22 293.0904 C15H11N5O2+ 3 293.0907 -0.96 294.0985 C15H12N5O2+ 4 294.0986 -0.27 306.0986 C16H12N5O2+ 4 306.0986 0.22 310.0936 C15H12N5O3+ 3 310.0935 0.4 311.1013 C15H13N5O3+ 3 311.1013 -0.02 312.109 C15H14N5O3+ 3 312.1091 -0.25 324.1092 C16H14N5O3+ 3 324.1091 0.39 338.1248 C17H16N5O3+ 3 338.1248 0.2 400.1447 C27H18N3O+ 3 400.1444 0.56 508.1656 C27H28N2O6S+ 2 508.1663 -1.3 552.1914 C27H30N5O6S+ 1 552.1911 0.48 PK$NUM_PEAK: 140 PK$PEAK: m/z int. rel.int. 51.0232 78166.9 1 52.0184 197292.8 2 53.0388 305193.1 4 57.0701 474338.7 6 65.0387 175882.1 2 67.0543 492575.7 6 69.0448 268686 3 77.0386 637359.6 8 78.0464 225511.9 3 79.0293 195578.1 2 79.0543 218863.1 2 80.0131 1351404.2 18 80.0369 2713577.5 36 81.0447 627109.4 8 91.0542 2298760.8 30 93.0699 353944.8 4 94.0412 76870 1 95.0492 6595855 88 97.0396 5773802.5 77 104.0494 82018.6 1 105.0447 524197.6 7 105.0572 263206.9 3 105.0699 2363605.5 31 106.0399 14188219 191 107.0478 556412.5 7 108.057 2560366 34 109.0522 961323.8 12 109.0647 207929.5 2 112.0267 500819.1 6 117.0573 255219.2 3 118.0414 93879.8 1 118.0525 251347.4 3 118.0777 97201.2 1 119.0478 85596.8 1 119.0604 596060 8 120.0444 1736203.1 23 121.0284 186742.9 2 121.0648 1304430.9 17 122.0587 4748789.5 63 123.044 2770651.2 37 123.0665 7595768.5 102 124.0505 4496932 60 125.0347 417295.2 5 131.0604 445470 6 131.0855 323198.5 4 132.0444 321977.8 4 132.0681 1349639.1 18 133.0522 2148654.5 28 133.1013 281321.6 3 134.035 87134.4 1 134.0598 1264330.5 17 135.044 2736492.2 36 135.0553 283337.8 3 135.0665 1953564.1 26 136.0744 223170 3 143.0362 99454.2 1 144.0443 461677.2 6 147.0552 2778796.2 37 147.0665 4146313 55 148.0617 324387.7 4 148.0743 307387 4 149.0458 6310405.5 85 149.0697 1207416.2 16 150.0536 1811473.6 24 150.0662 899593 12 151.1117 837833.5 11 159.0805 110354.6 1 160.0632 177812.1 2 161.0469 201329 2 161.0698 430777.5 5 161.1073 3522381.8 47 162.0536 629780.5 8 163.0504 92512.1 1 163.0617 109692.5 1 164.0342 87621.2 1 171.0549 207214.4 2 172.0394 95617 1 174.0408 79414.9 1 174.0775 326891.5 4 175.0614 7512806.5 101 175.0852 976244.6 13 176.0567 875344.1 11 176.0693 269574.2 3 177.0407 765754.8 10 177.0656 229802.4 3 181.068 233406.1 3 185.0458 240480.7 3 187.0502 92611.1 1 188.0566 108668.9 1 189.0646 925064.5 12 190.0495 222627.4 2 190.0724 875496.5 11 191.0566 327136 4 197.0632 1397333.5 18 197.0822 444513.3 5 202.0723 74138408 999 203.0563 1740699.6 23 203.08 3496128.8 47 204.0516 753181.6 10 204.0642 254332.6 3 204.0875 104616.2 1 205.059 718271.8 9 220.074 286505.8 3 221.0818 264237.1 3 224.0927 611534.5 8 225.0768 231355.3 3 232.083 75762 1 236.093 193220.9 2 237.0771 76585.1 1 237.1011 641577.9 8 238.0851 84899.8 1 239.0925 85322.1 1 241.0891 1358994.1 18 248.0929 402384.8 5 249.0771 89805.2 1 251.0931 190894.3 2 252.088 799334.2 10 254.1038 255845.7 3 255.1115 1319630.9 17 264.088 1506872.5 20 265.0958 248585.1 3 268.0958 79319.3 1 276.0652 404169.6 5 276.088 1580260.4 21 279.0752 1080349.5 14 280.0829 35048672 472 282.0986 278184.7 3 283.1065 669586.1 9 292.083 673560.9 9 293.0904 599543.6 8 294.0985 2293824 30 306.0986 107477.3 1 310.0936 855718.9 11 311.1013 8212976.5 110 312.109 949415.9 12 324.1092 1119602.1 15 338.1248 289113.9 3 400.1447 370725.9 4 508.1656 2845298.5 38 552.1914 63008944 849 //