ACCESSION: MSBNK-Eawag-EQ361502
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 30; R=35000; [M+H]+
DATE: 2015.08.25
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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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 11.3 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 309.1591
MS$FOCUSED_ION: PRECURSOR_M/Z 309.1598
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$SPLASH: splash10-03kl-2921000000-02a08606b3d2e3c8c702
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0386 C4H5+ 1 53.0386 -0.5
55.0179 C3H3O+ 1 55.0178 0.16
55.0542 C4H7+ 1 55.0542 -0.3
56.0495 C3H6N+ 1 56.0495 0.08
57.0699 C4H9+ 1 57.0699 -0.12
65.0386 C5H5+ 1 65.0386 0.21
67.0542 C5H7+ 1 67.0542 -0.84
69.0699 C5H9+ 1 69.0699 0.19
71.0855 C5H11+ 1 71.0855 0.05
77.0383 C6H5+ 1 77.0386 -3.72
79.0542 C6H7+ 1 79.0542 0.3
81.0699 C6H9+ 1 81.0699 -0.33
91.0543 C7H7+ 1 91.0542 0.81
92.0495 C6H6N+ 1 92.0495 0.37
93.0336 C6H5O+ 1 93.0335 0.74
93.0574 C6H7N+ 1 93.0573 0.75
94.0414 C6H6O+ 1 94.0413 0.68
94.0652 C6H8N+ 1 94.0651 0.58
95.0492 C6H7O+ 1 95.0491 0.51
96.0808 C6H10N+ 1 96.0808 -0.06
97.0649 C6H9O+ 1 97.0648 0.6
97.0887 C6H11N+ 1 97.0886 1.23
98.0727 C6H10O+ 1 98.0726 1.06
99.0806 C6H11O+ 1 99.0804 1.1
104.0495 C7H6N+ 1 104.0495 -0.15
105.0335 C7H5O+ 1 105.0335 0.37
105.0447 C6H5N2+ 1 105.0447 -0.04
106.0652 C7H8N+ 1 106.0651 0.51
107.0492 C7H7O+ 1 107.0491 0.18
111.0441 C6H7O2+ 1 111.0441 0.4
118.0652 C8H8N+ 1 118.0651 0.54
120.0444 C7H6NO+ 1 120.0444 0.5
123.0441 C7H7O2+ 1 123.0441 0.6
125.0597 C7H9O2+ 1 125.0597 0.35
130.0652 C9H8N+ 1 130.0651 0.34
131.0731 C9H9N+ 1 131.073 1.37
132.0445 C8H6NO+ 1 132.0444 0.45
132.0809 C9H10N+ 1 132.0808 0.94
133.052 C8H7NO+ 1 133.0522 -1.77
134.0601 C8H8NO+ 1 134.06 0.3
134.0965 C9H12N+ 1 134.0964 0.48
143.0732 C10H9N+ 1 143.073 1.95
144.081 C10H10N+ 1 144.0808 1.28
145.1011 C11H13+ 1 145.1012 -0.18
146.0601 C9H8NO+ 1 146.06 0.48
146.0965 C10H12N+ 1 146.0964 0.44
147.0679 C9H9NO+ 1 147.0679 0.24
148.0758 C9H10NO+ 1 148.0757 0.54
148.1121 C10H14N+ 1 148.1121 0.37
150.0551 C8H8NO2+ 1 150.055 0.77
160.0632 C9H8N2O+ 1 160.0631 0.47
160.1122 C11H14N+ 1 160.1121 0.71
162.055 C9H8NO2+ 1 162.055 0.22
162.1278 C11H16N+ 1 162.1277 0.4
168.081 C12H10N+ 1 168.0808 1.33
170.0964 C12H12N+ 1 170.0964 0.02
172.1122 C12H14N+ 1 172.1121 0.49
173.12 C12H15N+ 1 173.1199 0.86
174.0551 C10H8NO2+ 1 174.055 1.06
183.092 C12H11N2+ 1 183.0917 1.56
186.0914 C12H12NO+ 1 186.0913 0.54
188.1071 C12H14NO+ 1 188.107 0.48
190.1227 C12H16NO+ 1 190.1226 0.37
194.0603 C13H8NO+ 1 194.06 1.29
198.0916 C13H12NO+ 1 198.0913 1.06
199.1229 C13H15N2+ 1 199.123 -0.58
200.1071 C13H14NO+ 1 200.107 0.65
206.1177 C12H16NO2+ 1 206.1176 0.75
207.0919 C14H11N2+ 1 207.0917 0.94
208.0998 C14H12N2+ 1 208.0995 1.35
209.1076 C14H13N2+ 1 209.1073 1.08
211.0868 C13H11N2O+ 1 211.0866 0.81
212.0704 C13H10NO2+ 1 212.0706 -1.01
216.1021 C13H14NO2+ 1 216.1019 0.81
221.1077 C15H13N2+ 1 221.1073 1.7
224.095 C14H12N2O+ 1 224.0944 2.79
231.1127 C13H15N2O2+ 1 231.1128 -0.49
249.1027 C16H13N2O+ 1 249.1022 1.85
253.0973 C15H13N2O2+ 1 253.0972 0.42
263.1544 C18H19N2+ 1 263.1543 0.51
265.1699 C18H21N2+ 1 265.1699 0.09
266.1541 C18H20NO+ 1 266.1539 0.75
281.1651 C18H21N2O+ 1 281.1648 1.03
291.1491 C19H19N2O+ 1 291.1492 -0.2
309.1599 C19H21N2O2+ 1 309.1598 0.44
PK$NUM_PEAK: 85
PK$PEAK: m/z int. rel.int.
53.0386 183157.9 1
55.0179 3445681.2 21
55.0542 460877.4 2
56.0495 582440.1 3
57.0699 999917.3 6
65.0386 5318367 32
67.0542 206642.8 1
69.0699 9017555 55
71.0855 15610027 95
77.0383 2552523.2 15
79.0542 625546.4 3
81.0699 347404.3 2
91.0543 1665539.4 10
92.0495 15249638 93
93.0336 24608216 150
93.0574 9363305 57
94.0414 1773203.2 10
94.0652 31337748 192
95.0492 3671095.2 22
96.0808 1038368.5 6
97.0649 8460335 51
97.0887 847321.7 5
98.0727 172221 1
99.0806 1043731.1 6
104.0495 4201637.5 25
105.0335 1375773.2 8
105.0447 657415.9 4
106.0652 6064632 37
107.0492 1436093.4 8
111.0441 6944943.5 42
118.0652 2354586 14
120.0444 162979200 999
123.0441 797594.8 4
125.0597 3131649 19
130.0652 3021971.8 18
131.0731 1620051.6 9
132.0445 16261638 99
132.0809 1770479.1 10
133.052 1820010.8 11
134.0601 3080556.5 18
134.0965 665696.8 4
143.0732 334804.8 2
144.081 956805.6 5
145.1011 586235 3
146.0601 17571500 107
146.0965 1707459.8 10
147.0679 164393.9 1
148.0758 1833915.2 11
148.1121 6060493.5 37
150.0551 468457.2 2
160.0632 4409932 27
160.1122 55893352 342
162.055 2380944 14
162.1278 35278248 216
168.081 405120.8 2
170.0964 434518.1 2
172.1122 8074341.5 49
173.12 564307.6 3
174.0551 6024145.5 36
183.092 551897.1 3
186.0914 2108806.5 12
188.1071 102687584 629
190.1227 81194248 497
194.0603 858332.6 5
198.0916 588969.8 3
199.1229 197760.1 1
200.1071 3228249.8 19
206.1177 1934944.8 11
207.0919 763434.6 4
208.0998 2522933 15
209.1076 971826.1 5
211.0868 78063824 478
212.0704 182569.5 1
216.1021 16168328 99
221.1077 385067.7 2
224.095 1054692.1 6
231.1127 447988.2 2
249.1027 185902.7 1
253.0973 7249055.5 44
263.1544 6422198.5 39
265.1699 3302258.2 20
266.1541 853001.9 5
281.1651 3678613 22
291.1491 1305180.4 8
309.1599 84450200 517
//
