ACCESSION: MSBNK-Eawag-EQ361504
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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 11.3 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$SPLASH: splash10-0006-9700000000-b87550cf5df8c862c64a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.43
51.0227 C4H3+ 1 51.0229 -3.85
53.0023 C3HO+ 1 53.0022 1.3
53.0386 C4H5+ 1 53.0386 1.01
53.9975 C2NO+ 1 53.9974 0.37
54.0339 C3H4N+ 1 54.0338 0.64
55.0179 C3H3O+ 1 55.0178 0.71
55.0543 C4H7+ 1 55.0542 0.61
56.0495 C3H6N+ 1 56.0495 1.15
57.0699 C4H9+ 1 57.0699 0.58
63.0228 C5H3+ 1 63.0229 -2.17
65.0386 C5H5+ 1 65.0386 0.51
66.0463 C5H6+ 1 66.0464 -1.08
67.0542 C5H7+ 1 67.0542 0.05
67.9893 C3O2+ 1 67.9893 -0.3
68.0131 C3H2NO+ 1 68.0131 0.29
68.0495 C4H6N+ 1 68.0495 -0.08
69.0699 C5H9+ 1 69.0699 0.19
71.0856 C5H11+ 1 71.0855 0.47
77.0385 C6H5+ 1 77.0386 -0.47
79.0542 C6H7+ 1 79.0542 0.04
80.0494 C5H6N+ 1 80.0495 -0.44
80.0621 C6H8+ 1 80.0621 0.35
81.0335 C5H5O+ 1 81.0335 0.23
81.0699 C6H9+ 1 81.0699 0.66
82.0652 C5H8N+ 1 82.0651 0.54
83.0491 C5H7O+ 1 83.0491 -0.14
84.0808 C5H10N+ 1 84.0808 -0.07
91.0414 C6H5N+ 1 91.0417 -2.53
91.0543 C7H7+ 1 91.0542 0.59
92.0495 C6H6N+ 1 92.0495 0.48
93.0336 C6H5O+ 1 93.0335 0.85
93.0574 C6H7N+ 1 93.0573 0.85
94.0414 C6H6O+ 1 94.0413 0.57
94.0652 C6H8N+ 1 94.0651 0.58
95.0492 C6H7O+ 1 95.0491 0.3
96.0808 C6H10N+ 1 96.0808 0.04
97.0649 C6H9O+ 1 97.0648 0.91
97.0887 C6H11N+ 1 97.0886 0.61
103.0543 C8H7+ 1 103.0542 0.42
104.0495 C7H6N+ 1 104.0495 0.33
105.0336 C7H5O+ 1 105.0335 0.75
105.0448 C6H5N2+ 1 105.0447 0.62
106.0652 C7H8N+ 1 106.0651 0.51
107.0492 C7H7O+ 1 107.0491 0.83
108.0444 C6H6NO+ 1 108.0444 0.28
109.065 C7H9O+ 1 109.0648 2
111.0441 C6H7O2+ 1 111.0441 0.4
115.0544 C9H7+ 1 115.0542 1.59
116.0497 C8H6N+ 1 116.0495 1.59
117.0573 C8H7N+ 1 117.0573 0.08
117.0699 C9H9+ 1 117.0699 0.11
118.0652 C8H8N+ 1 118.0651 0.38
119.0366 C7H5NO+ 1 119.0366 -0.04
119.073 C8H9N+ 1 119.073 0.16
120.0445 C7H6NO+ 1 120.0444 0.75
124.0758 C7H10NO+ 1 124.0757 0.64
125.0599 C7H9O2+ 1 125.0597 1.31
128.0495 C9H6N+ 1 128.0495 0.11
128.0621 C10H8+ 1 128.0621 0.14
129.0699 C10H9+ 1 129.0699 -0.21
130.0652 C9H8N+ 1 130.0651 0.65
131.0603 C8H7N2+ 1 131.0604 -0.19
131.073 C9H9N+ 1 131.073 0.38
132.0445 C8H6NO+ 1 132.0444 0.6
132.0809 C9H10N+ 1 132.0808 0.71
133.0398 C7H5N2O+ 1 133.0396 1.28
133.0523 C8H7NO+ 1 133.0522 0.49
134.0476 C7H6N2O+ 1 134.0475 0.79
134.0601 C8H8NO+ 1 134.06 0.74
134.0964 C9H12N+ 1 134.0964 0.11
135.0555 C7H7N2O+ 1 135.0553 1.49
143.0731 C10H9N+ 1 143.073 0.76
143.0857 C11H11+ 1 143.0855 1.56
144.0446 C9H6NO+ 1 144.0444 1.6
144.0809 C10H10N+ 1 144.0808 1
145.0763 C9H9N2+ 1 145.076 1.76
145.0887 C10H11N+ 1 145.0886 0.89
145.1011 C11H13+ 1 145.1012 -0.18
146.0601 C9H8NO+ 1 146.06 0.48
147.0678 C9H9NO+ 1 147.0679 -0.44
148.0757 C9H10NO+ 1 148.0757 0.27
148.1121 C10H14N+ 1 148.1121 0.16
154.0658 C11H8N+ 1 154.0651 4.05
156.0444 C10H6NO+ 1 156.0444 -0.19
156.0808 C11H10N+ 1 156.0808 0.48
157.0887 C11H11N+ 1 157.0886 0.76
158.0599 C10H8NO+ 1 158.06 -1.14
158.0966 C11H12N+ 1 158.0964 1.04
159.0552 C9H7N2O+ 1 159.0553 -0.5
159.068 C10H9NO+ 1 159.0679 0.78
160.0633 C9H8N2O+ 1 160.0631 1.16
160.0757 C10H10NO+ 1 160.0757 0.06
160.1122 C11H14N+ 1 160.1121 0.71
162.055 C9H8NO2+ 1 162.055 0.59
162.1278 C11H16N+ 1 162.1277 0.4
166.0652 C12H8N+ 1 166.0651 0.51
167.0731 C12H9N+ 1 167.073 0.83
168.0809 C12H10N+ 1 168.0808 0.86
169.0891 C12H11N+ 1 169.0886 2.89
170.0602 C11H8NO+ 1 170.06 1
170.0965 C12H12N+ 1 170.0964 0.2
172.0751 C11H10NO+ 1 172.0757 -3.66
172.1122 C12H14N+ 1 172.1121 0.72
173.0711 C10H9N2O+ 1 173.0709 0.93
173.0837 C11H11NO+ 1 173.0835 1.01
174.055 C10H8NO2+ 1 174.055 0.49
180.0809 C13H10N+ 1 180.0808 0.86
182.084 C12H10N2+ 1 182.0838 0.88
182.0967 C13H12N+ 1 182.0964 1.45
183.068 C12H9NO+ 1 183.0679 0.84
183.0918 C12H11N2+ 1 183.0917 0.57
184.0756 C12H10NO+ 1 184.0757 -0.38
186.0915 C12H12NO+ 1 186.0913 0.7
188.1071 C12H14NO+ 1 188.107 0.42
190.1227 C12H16NO+ 1 190.1226 0.37
193.076 C13H9N2+ 1 193.076 -0.13
194.0602 C13H8NO+ 1 194.06 0.87
195.0917 C13H11N2+ 1 195.0917 0.03
200.1067 C13H14NO+ 1 200.107 -1.55
206.0842 C14H10N2+ 1 206.0838 1.6
207.0917 C14H11N2+ 1 207.0917 0.36
208.0763 C14H10NO+ 1 208.0757 2.74
208.0998 C14H12N2+ 1 208.0995 1.2
210.0791 C13H10N2O+ 1 210.0788 1.79
211.0867 C13H11N2O+ 1 211.0866 0.67
212.0706 C13H10NO2+ 1 212.0706 -0.02
216.101 C13H14NO2+ 1 216.1019 -4.19
219.0914 C15H11N2+ 1 219.0917 -1.3
221.1073 C15H13N2+ 1 221.1073 -0.16
224.0939 C14H12N2O+ 1 224.0944 -2.12
233.1077 C16H13N2+ 1 233.1073 1.65
234.0791 C15H10N2O+ 1 234.0788 1.26
234.115 C16H14N2+ 1 234.1151 -0.47
235.0867 C15H11N2O+ 1 235.0866 0.43
253.0972 C15H13N2O2+ 1 253.0972 0.06
PK$NUM_PEAK: 136
PK$PEAK: m/z int. rel.int.
50.0151 496682.3 4
51.0227 783909.9 6
53.0023 660171.6 5
53.0386 8325004 71
53.9975 158736.4 1
54.0339 343377.2 2
55.0179 14800316 127
55.0543 2378866.8 20
56.0495 841737.9 7
57.0699 4472130 38
63.0228 145241.2 1
65.0386 63952476 551
66.0463 134187.1 1
67.0542 3438645 29
67.9893 425999.1 3
68.0131 529588.9 4
68.0495 143158.1 1
69.0699 12411873 106
71.0856 895558.6 7
77.0385 20193076 174
79.0542 3677774 31
80.0494 157395 1
80.0621 135396.9 1
81.0335 1131420.9 9
81.0699 171708.7 1
82.0652 527580.4 4
83.0491 751280 6
84.0808 153555.4 1
91.0414 206875.4 1
91.0543 2314526.8 19
92.0495 115907640 999
93.0336 23241312 200
93.0574 16220718 139
94.0414 7116886 61
94.0652 49881368 429
95.0492 32035494 276
96.0808 853447.2 7
97.0649 2966040.2 25
97.0887 391533 3
103.0543 439734.1 3
104.0495 22672250 195
105.0336 5750214.5 49
105.0448 19704132 169
106.0652 32452304 279
107.0492 1484681.4 12
108.0444 209706.7 1
109.065 119415.4 1
111.0441 7096938 61
115.0544 177739.5 1
116.0497 395526.7 3
117.0573 3674044.8 31
117.0699 580791.1 5
118.0652 6622192.5 57
119.0366 453322.6 3
119.073 1820850.2 15
120.0445 55904784 481
124.0758 347066.8 2
125.0599 548811.6 4
128.0495 1424627.9 12
128.0621 428938.3 3
129.0699 187793.2 1
130.0652 8482837 73
131.0603 499774.7 4
131.073 2832375.5 24
132.0445 25717252 221
132.0809 3358372.2 28
133.0398 3040418 26
133.0523 22197672 191
134.0476 521305.4 4
134.0601 5612165 48
134.0964 830549.2 7
135.0555 201125.6 1
143.0731 1446117.4 12
143.0857 176777.4 1
144.0446 1217599.4 10
144.0809 1571907.5 13
145.0763 187181.5 1
145.0887 1841200.9 15
145.1011 412321.5 3
146.0601 19071282 164
147.0678 982147 8
148.0757 1139570.2 9
148.1121 1816155.8 15
154.0658 122052.4 1
156.0444 197350.5 1
156.0808 571170.8 4
157.0887 343982.3 2
158.0599 348811.8 3
158.0966 436216.8 3
159.0552 123447.8 1
159.068 1271540.5 10
160.0633 1480560.9 12
160.0757 1302472.2 11
160.1122 24030058 207
162.055 2184481 18
162.1278 4960440 42
166.0652 3286268.2 28
167.0731 1046122.6 9
168.0809 2130381.8 18
169.0891 579512.6 4
170.0602 142674.4 1
170.0965 353930.7 3
172.0751 147490.5 1
172.1122 891495.6 7
173.0711 358844.5 3
173.0837 386916.9 3
174.055 4912153.5 42
180.0809 485308.3 4
182.084 6673446.5 57
182.0967 425627.1 3
183.068 462320.6 3
183.0918 1321996.8 11
184.0756 699419 6
186.0915 378249 3
188.1071 5089830 43
190.1227 2565378.8 22
193.076 195906 1
194.0602 3731762.5 32
195.0917 209886 1
200.1067 174583.8 1
206.0842 155147.6 1
207.0917 2790671.8 24
208.0763 344856.2 2
208.0998 2162786.8 18
210.0791 179825.5 1
211.0867 12382265 106
212.0706 128075.7 1
216.101 119666.5 1
219.0914 443786.1 3
221.1073 529593.2 4
224.0939 142270.3 1
233.1077 711964.6 6
234.0791 203043.1 1
234.115 183107.6 1
235.0867 450496.4 3
253.0972 322136.3 2
//
