ACCESSION: MSBNK-Eawag-EQ361553
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 45; R=35000; [M-H]-
DATE: 2015.08.26
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3615

CH$NAME: Phenylbutazone
CH$NAME: 4-butyl-1,2-diphenylpyrazolidine-3,5-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₉H₂₀N₂O₂
CH$EXACT_MASS: 308.15248
CH$SMILES: CCCCC1C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3
CH$IUPAC: InChI=1S/C19H20N2O2/c1-2-3-14-17-18(22)20(15-10-6-4-7-11-15)21(19(17)23)16-12-8-5-9-13-16/h4-13,17H,2-3,14H2,1H3
CH$LINK: CAS 50-33-9
CH$LINK: CHEBI 48574
CH$LINK: KEGG C07440
CH$LINK: PUBCHEM CID:4781
CH$LINK: INCHIKEY VYMDGNCVAMGZFE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 4617
CH$LINK: COMPTOX DTXSID9021136

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 307.1448
MS$FOCUSED_ION: PRECURSOR_M/Z 307.1452
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 1.9.6

PK$SPLASH: splash10-001i-2910000000-bb1ac78907a0338c7dc6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  77.0397 C6H5- 1 77.0397 0.6
  80.0506 C5H6N- 1 80.0506 0.22
  82.0662 C5H8N- 1 82.0662 -0.16
  92.0506 C6H6N- 1 92.0506 0.08
  93.0345 C6H5O- 1 93.0346 -0.52
  95.0502 C6H7O- 1 95.0502 -0.19
  101.0607 C5H9O2- 1 101.0608 -1.12
  102.0349 C7H4N- 1 102.0349 0.27
  116.0506 C8H6N- 1 116.0506 0.15
  118.0299 C7H4NO- 1 118.0298 0.19
  118.0663 C8H8N- 1 118.0662 0.4
  120.0455 C7H6NO- 1 120.0455 0.19
  121.0297 C7H5O2- 1 121.0295 1.38
  131.0376 C8H5NO- 1 131.0377 -0.17
  132.0454 C8H6NO- 1 132.0455 -0.36
  132.0818 C9H10N- 1 132.0819 -0.32
  142.0663 C10H8N- 1 142.0662 0.54
  144.0455 C9H6NO- 1 144.0455 0.09
  155.0742 C11H9N- 1 155.074 0.85
  156.0816 C11H10N- 1 156.0819 -1.75
  157.0533 C10H7NO- 1 157.0533 -0.08
  158.0975 C11H12N- 1 158.0975 -0.02
  160.1132 C11H14N- 1 160.1132 0.17
  161.0972 C11H13O- 1 161.0972 -0.12
  168.0819 C12H10N- 1 168.0819 -0.14
  170.0975 C12H12N- 1 170.0975 0.1
  171.069 C11H9NO- 1 171.069 -0.07
  176.108 C11H14NO- 1 176.1081 -0.55
  186.0924 C12H12NO- 1 186.0924 -0.2
  187.0513 C10H7N2O2- 1 187.0513 -0.27
  187.1003 C12H13NO- 1 187.1003 0.15
  188.1081 C12H14NO- 1 188.1081 -0.09
  193.0773 C13H9N2- 1 193.0771 1.18
  204.1028 C12H14NO2- 1 204.103 -0.94
  206.0849 C14H10N2- 1 206.0849 0.02
  209.0723 C13H9N2O- 1 209.072 1.12
  214.0875 C13H12NO2- 1 214.0874 0.74
  230.106 C13H14N2O2- 1 230.1061 -0.55
  250.0748 C15H10N2O2- 1 250.0748 -0.06
  251.1553 C17H19N2- 1 251.1554 -0.13
  264.1397 C18H18NO- 1 264.1394 1.33
  279.1503 C18H19N2O- 1 279.1503 0.05
  307.1452 C19H19N2O2- 1 307.1452 0.06
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  77.0397 175031.9 6
  80.0506 574176.3 22
  82.0662 2561734 101
  92.0506 11040333 436
  93.0345 69813.1 2
  95.0502 1874062.1 74
  101.0607 63447.2 2
  102.0349 37004.5 1
  116.0506 133799.8 5
  118.0299 146797.4 5
  118.0663 329074.8 13
  120.0455 193477.8 7
  121.0297 108086.1 4
  131.0376 25260428 999
  132.0454 652473.8 25
  132.0818 788416.8 31
  142.0663 117448.3 4
  144.0455 896690.2 35
  155.0742 852776.9 33
  156.0816 28419.1 1
  157.0533 3032979.8 119
  158.0975 2021431.4 79
  160.1132 7527355.5 297
  161.0972 113319.3 4
  168.0819 3705965 146
  170.0975 6268909 247
  171.069 36115.6 1
  176.108 487309.9 19
  186.0924 1672814.9 66
  187.0513 770563.6 30
  187.1003 91979.2 3
  188.1081 3750111.2 148
  193.0773 61135 2
  204.1028 340726.6 13
  206.0849 730002.2 28
  209.0723 140276.4 5
  214.0875 183276.7 7
  230.106 162189.7 6
  250.0748 210679.1 8
  251.1553 107778.1 4
  264.1397 84614.1 3
  279.1503 9700968 383
  307.1452 2961306.2 117
//