ACCESSION: MSBNK-Eawag-EQ361506
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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$SPLASH: splash10-05mp-9400000000-435ce3b2edce024cf240
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.77
51.0229 C4H3+ 1 51.0229 -0.13
53.0022 C3HO+ 1 53.0022 0.92
53.0386 C4H5+ 1 53.0386 1.01
53.9975 C2NO+ 1 53.9974 1.11
54.0101 C3H2O+ 1 54.01 0.81
54.0338 C3H4N+ 1 54.0338 0.08
55.0179 C3H3O+ 1 55.0178 0.71
55.0543 C4H7+ 1 55.0542 0.61
56.0495 C3H6N+ 1 56.0495 0.79
57.0699 C4H9+ 1 57.0699 0.58
63.0229 C5H3+ 1 63.0229 -0.26
64.0307 C5H4+ 1 64.0308 -1.12
65.0386 C5H5+ 1 65.0386 0.36
66.0464 C5H6+ 1 66.0464 0.13
67.0542 C5H7+ 1 67.0542 0.2
67.9893 C3O2+ 1 67.9893 -0.01
68.0131 C3H2NO+ 1 68.0131 -0.3
68.0495 C4H6N+ 1 68.0495 0.95
69.0336 C4H5O+ 1 69.0335 0.85
69.0699 C5H9+ 1 69.0699 0.19
77.0386 C6H5+ 1 77.0386 -0.35
78.0339 C5H4N+ 1 78.0338 0.95
78.0464 C6H6+ 1 78.0464 0.36
79.0542 C6H7+ 1 79.0542 -0.08
80.0495 C5H6N+ 1 80.0495 0.05
81.0335 C5H5O+ 1 81.0335 0.23
81.07 C6H9+ 1 81.0699 1.52
82.0652 C5H8N+ 1 82.0651 0.78
83.0492 C5H7O+ 1 83.0491 0.23
89.0386 C7H5+ 1 89.0386 0.6
90.034 C6H4N+ 1 90.0338 1.38
90.0465 C7H6+ 1 90.0464 0.98
91.0417 C6H5N+ 1 91.0417 0.98
91.0543 C7H7+ 1 91.0542 0.81
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 0.78
94.0652 C6H8N+ 1 94.0651 0.58
95.0492 C6H7O+ 1 95.0491 0.41
96.0445 C5H6NO+ 1 96.0444 0.93
96.0808 C6H10N+ 1 96.0808 -0.06
97.0647 C6H9O+ 1 97.0648 -1.15
103.0543 C8H7+ 1 103.0542 1.1
104.0495 C7H6N+ 1 104.0495 0.23
105.0336 C7H5O+ 1 105.0335 0.75
105.0448 C6H5N2+ 1 105.0447 0.62
106.0288 C6H4NO+ 1 106.0287 0.56
106.0652 C7H8N+ 1 106.0651 0.42
107.0492 C7H7O+ 1 107.0491 0.18
109.0649 C7H9O+ 1 109.0648 0.72
111.0441 C6H7O2+ 1 111.0441 0.04
115.0543 C9H7+ 1 115.0542 0.99
116.0495 C8H6N+ 1 116.0495 0.38
116.0622 C9H8+ 1 116.0621 1.28
117.0574 C8H7N+ 1 117.0573 0.51
117.0699 C9H9+ 1 117.0699 0.37
118.0651 C8H8N+ 1 118.0651 0.12
119.0366 C7H5NO+ 1 119.0366 0.21
119.073 C8H9N+ 1 119.073 0.41
120.0444 C7H6NO+ 1 120.0444 0.33
120.0808 C8H10N+ 1 120.0808 0.37
124.0756 C7H10NO+ 1 124.0757 -0.65
128.0495 C9H6N+ 1 128.0495 0.27
128.0621 C10H8+ 1 128.0621 0.46
129.0446 C8H5N2+ 1 129.0447 -0.97
129.0698 C10H9+ 1 129.0699 -0.59
130.0401 C7H4N3+ 1 130.04 0.97
130.0652 C9H8N+ 1 130.0651 0.65
131.0604 C8H7N2+ 1 131.0604 0.5
131.0729 C9H9N+ 1 131.073 -0.08
132.0445 C8H6NO+ 1 132.0444 0.68
132.0809 C9H10N+ 1 132.0808 0.64
133.0399 C7H5N2O+ 1 133.0396 1.66
133.0523 C8H7NO+ 1 133.0522 0.49
134.0477 C7H6N2O+ 1 134.0475 1.68
134.06 C8H8NO+ 1 134.06 -0.3
139.054 C11H7+ 1 139.0542 -1.27
140.0495 C10H6N+ 1 140.0495 -0.11
141.0697 C11H9+ 1 141.0699 -1.04
142.0653 C10H8N+ 1 142.0651 1.37
143.073 C10H9N+ 1 143.073 0.34
144.0444 C9H6NO+ 1 144.0444 -0.14
144.081 C10H10N+ 1 144.0808 1.21
145.0764 C9H9N2+ 1 145.076 2.31
145.0885 C10H11N+ 1 145.0886 -0.35
146.0601 C9H8NO+ 1 146.06 0.41
147.0678 C9H9NO+ 1 147.0679 -0.65
150.0555 C8H8NO2+ 1 150.055 3.43
154.0651 C11H8N+ 1 154.0651 -0.1
155.0604 C10H7N2+ 1 155.0604 0.42
156.0442 C10H6NO+ 1 156.0444 -0.96
156.0811 C11H10N+ 1 156.0808 2.33
157.0648 C11H9O+ 1 157.0648 0.25
158.06 C10H8NO+ 1 158.06 -0.07
159.068 C10H9NO+ 1 159.0679 0.6
160.076 C10H10NO+ 1 160.0757 1.68
160.112 C11H14N+ 1 160.1121 -0.35
162.0549 C9H8NO2+ 1 162.055 -0.46
166.0652 C12H8N+ 1 166.0651 0.51
167.0731 C12H9N+ 1 167.073 0.83
168.0809 C12H10N+ 1 168.0808 0.62
169.0759 C11H9N2+ 1 169.076 -0.97
169.0887 C12H11N+ 1 169.0886 0.29
172.0756 C11H10NO+ 1 172.0757 -0.7
174.055 C10H8NO2+ 1 174.055 0.55
180.0808 C13H10N+ 1 180.0808 -0.03
181.0761 C12H9N2+ 1 181.076 0.42
182.084 C12H10N2+ 1 182.0838 0.94
183.0676 C12H9NO+ 1 183.0679 -1.34
183.0912 C12H11N2+ 1 183.0917 -2.37
184.0754 C12H10NO+ 1 184.0757 -1.63
190.0649 C14H8N+ 1 190.0651 -0.98
192.0683 C13H8N2+ 1 192.0682 0.47
194.0597 C13H8NO+ 1 194.06 -1.81
195.0914 C13H11N2+ 1 195.0917 -1.61
205.076 C14H9N2+ 1 205.076 -0.02
206.084 C14H10N2+ 1 206.0838 0.54
207.0918 C14H11N2+ 1 207.0917 0.51
208.0993 C14H12N2+ 1 208.0995 -0.86
211.0866 C13H11N2O+ 1 211.0866 -0.09
219.0915 C15H11N2+ 1 219.0917 -1.03
221.1073 C15H13N2+ 1 221.1073 0.02
233.1075 C16H13N2+ 1 233.1073 0.79
PK$NUM_PEAK: 126
PK$PEAK: m/z int. rel.int.
50.0151 2780558.8 31
51.0229 1696140.2 19
53.0022 1560265.8 17
53.0386 19786754 222
53.9975 409679.8 4
54.0101 117730.8 1
54.0338 388916.2 4
55.0179 13934641 156
55.0543 2676281.8 30
56.0495 487211.1 5
57.0699 1880679.4 21
63.0229 185135.8 2
64.0307 160421.4 1
65.0386 88901808 999
66.0464 2889026.2 32
67.0542 3578433 40
67.9893 525949.5 5
68.0131 1168316 13
68.0495 308308.2 3
69.0336 411659 4
69.0699 3618711.8 40
77.0386 41582844 467
78.0339 661389.8 7
78.0464 1712214.6 19
79.0542 6001986.5 67
80.0495 825882.8 9
81.0335 2962800.5 33
81.07 295135.5 3
82.0652 612532.6 6
83.0492 768243.2 8
89.0386 740218.8 8
90.034 116339.1 1
90.0465 800416.4 8
91.0417 638886.6 7
91.0543 4488307 50
92.0495 67392720 757
93.0336 3862954 43
93.0574 15856295 178
94.0414 7370221 82
94.0652 32977524 370
95.0492 63092256 708
96.0445 719108.8 8
96.0808 420301.9 4
97.0647 155709.1 1
103.0543 1349232.5 15
104.0495 16260925 182
105.0336 3215611 36
105.0448 46005412 516
105.0573 2868742 32
106.0288 2629193.2 29
106.0652 19646034 220
107.0492 535045.1 6
109.0649 492868.4 5
111.0441 1470868.9 16
115.0543 2154874 24
116.0495 1202326 13
116.0622 128583.6 1
117.0574 4302718 48
117.0699 552680.6 6
118.0651 9498380 106
119.0366 525330.8 5
119.073 1298826.4 14
120.0444 4764943 53
120.0808 964061.1 10
124.0756 348649.5 3
128.0495 3090488 34
128.0621 754850.8 8
129.0446 365363.2 4
129.0698 427195.6 4
130.0401 489507 5
130.0652 8022385.5 90
131.0604 901284.8 10
131.0729 702445.6 7
132.0445 9843992 110
132.0809 1504300.4 16
133.0399 1362865 15
133.0523 14179895 159
134.0477 909702 10
134.06 1024157.3 11
139.054 559121.6 6
140.0495 616496.2 6
141.0697 132560.2 1
142.0653 110992.1 1
143.073 996807.3 11
144.0444 527668.6 5
144.081 1922630.6 21
145.0764 158307.3 1
145.0885 445907.5 5
146.0601 5417901.5 60
147.0678 94646.4 1
150.0555 116291.5 1
154.0651 327181 3
155.0604 134111.6 1
156.0442 130032.5 1
156.0811 643482.7 7
157.0648 103070.1 1
158.06 541204.6 6
159.068 323959 3
160.076 174292.2 1
160.112 722721.8 8
162.0549 465737.2 5
166.0652 3000900.5 33
167.0731 2643096 29
168.0809 1253548.6 14
169.0759 124070 1
169.0887 330680 3
172.0756 496950.7 5
174.055 467044.5 5
180.0808 983622.1 11
181.0761 2772357.5 31
182.084 6796645 76
183.0676 135758.1 1
183.0912 100843.7 1
184.0754 111877.9 1
190.0649 134938.4 1
192.0683 136898.1 1
194.0597 134005 1
195.0914 201412.8 2
205.076 173595.8 1
206.084 1016232.9 11
207.0918 1526970.4 17
208.0993 126003 1
211.0866 141194.9 1
219.0915 180201.1 2
221.1073 111036.4 1
233.1075 184609.3 2
//
