ACCESSION: MSBNK-Eawag-EQ361554
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-000x-6900000000-4f14a2268cc3ae06d3e5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  52.0191 C3H2N- 1 52.0193 -2.93
  67.0553 C5H7- 1 67.0553 -0.8
  77.0397 C6H5- 1 77.0397 0.34
  80.0268 C5H4O- 1 80.0268 0.21
  80.0506 C5H6N- 1 80.0506 0.22
  82.0662 C5H8N- 1 82.0662 -0.03
  83.0499 C5H7O- 1 83.0502 -4.32
  92.0506 C6H6N- 1 92.0506 -0.03
  93.0344 C6H5O- 1 93.0346 -1.7
  94.0661 C6H8N- 1 94.0662 -0.99
  95.0502 C6H7O- 1 95.0502 -0.19
  102.0349 C7H4N- 1 102.0349 -0.32
  116.0506 C8H6N- 1 116.0506 -0.2
  118.03 C7H4NO- 1 118.0298 1.21
  118.0663 C8H8N- 1 118.0662 0.74
  120.0453 C7H6NO- 1 120.0455 -1.81
  121.0293 C7H5O2- 1 121.0295 -1.84
  131.0377 C8H5NO- 1 131.0377 -0.09
  132.0455 C8H6NO- 1 132.0455 -0.13
  132.0818 C9H10N- 1 132.0819 -0.4
  142.0662 C10H8N- 1 142.0662 -0.09
  144.0455 C9H6NO- 1 144.0455 -0.05
  155.0742 C11H9N- 1 155.074 0.66
  156.0818 C11H10N- 1 156.0819 -0.27
  157.0533 C10H7NO- 1 157.0533 -0.21
  158.0975 C11H12N- 1 158.0975 0.11
  160.1132 C11H14N- 1 160.1132 0.36
  161.0969 C11H13O- 1 161.0972 -1.54
  166.0662 C12H8N- 1 166.0662 -0.02
  168.0819 C12H10N- 1 168.0819 0.04
  170.0975 C12H12N- 1 170.0975 0.04
  171.0687 C11H9NO- 1 171.069 -1.65
  176.1081 C11H14NO- 1 176.1081 -0.1
  186.0562 C11H8NO2- 1 186.0561 0.58
  186.0922 C12H12NO- 1 186.0924 -1.28
  187.0513 C10H7N2O2- 1 187.0513 -0.11
  188.1081 C12H14NO- 1 188.1081 0.01
  193.0769 C13H9N2- 1 193.0771 -1.1
  204.103 C12H14NO2- 1 204.103 0.09
  206.0847 C14H10N2- 1 206.0849 -1
  209.0719 C13H9N2O- 1 209.072 -0.46
  279.1503 C18H19N2O- 1 279.1503 0.15
  307.1445 C19H19N2O2- 1 307.1452 -2.12
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  52.0191 69359 3
  67.0553 25926.2 1
  77.0397 94937.5 4
  80.0268 99612.1 5
  80.0506 777112.5 40
  82.0662 1390671.6 72
  83.0499 41724.8 2
  92.0506 19117024 999
  93.0344 68308.1 3
  94.0661 79865.2 4
  95.0502 2173117.8 113
  102.0349 97362.8 5
  116.0506 148043.5 7
  118.03 68850.4 3
  118.0663 354860.7 18
  120.0453 76228 3
  121.0293 107357.6 5
  131.0377 15692016 820
  132.0455 442066.8 23
  132.0818 563295.3 29
  142.0662 124649.1 6
  144.0455 822126.5 42
  155.0742 1843077.4 96
  156.0818 159785.4 8
  157.0533 1867988.9 97
  158.0975 1702000.5 88
  160.1132 1379999.4 72
  161.0969 25019.8 1
  166.0662 89410.2 4
  168.0819 2053304.2 107
  170.0975 3306490 172
  171.0687 69072.6 3
  176.1081 150226.1 7
  186.0562 22564.9 1
  186.0922 203813.5 10
  187.0513 613583.2 32
  188.1081 848530.6 44
  193.0769 21726.8 1
  204.103 88190.2 4
  206.0847 206911.3 10
  209.0719 33367.4 1
  279.1503 309981.1 16
  307.1445 24089.1 1
//