ACCESSION: MSBNK-Eawag-EQ361503
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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 11.3 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$SPLASH: splash10-01vo-5910000000-1e1a7cd346204d8387aa
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -2.63
51.0229 C4H3+ 1 51.0229 0.07
53.0022 C3HO+ 1 53.0022 1.11
53.0386 C4H5+ 1 53.0386 0.82
55.0179 C3H3O+ 1 55.0178 0.52
55.0543 C4H7+ 1 55.0542 0.61
56.0495 C3H6N+ 1 56.0495 0.79
57.0699 C4H9+ 1 57.0699 0.58
65.0386 C5H5+ 1 65.0386 0.51
67.0543 C5H7+ 1 67.0542 0.65
67.9893 C3O2+ 1 67.9893 -0.3
69.0699 C5H9+ 1 69.0699 0.34
71.0855 C5H11+ 1 71.0855 0.05
77.0385 C6H5+ 1 77.0386 -0.99
79.0542 C6H7+ 1 79.0542 0.04
80.062 C6H8+ 1 80.0621 -0.15
81.0336 C5H5O+ 1 81.0335 0.85
81.0699 C6H9+ 1 81.0699 0.04
83.0492 C5H7O+ 1 83.0491 0.95
84.0808 C5H10N+ 1 84.0808 0.53
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 0.41
96.0808 C6H10N+ 1 96.0808 0.04
97.0649 C6H9O+ 1 97.0648 0.6
97.0887 C6H11N+ 1 97.0886 0.82
104.0495 C7H6N+ 1 104.0495 0.33
105.0336 C7H5O+ 1 105.0335 0.75
105.0448 C6H5N2+ 1 105.0447 0.72
106.0652 C7H8N+ 1 106.0651 0.51
107.0492 C7H7O+ 1 107.0491 0.18
111.0441 C6H7O2+ 1 111.0441 0.4
116.0495 C8H6N+ 1 116.0495 0.47
117.0573 C8H7N+ 1 117.0573 -0.09
117.0696 C9H9+ 1 117.0699 -2.11
118.0652 C8H8N+ 1 118.0651 0.46
119.0368 C7H5NO+ 1 119.0366 1.89
119.073 C8H9N+ 1 119.073 0.16
120.0445 C7H6NO+ 1 120.0444 0.66
123.0441 C7H7O2+ 1 123.0441 0.2
124.0756 C7H10NO+ 1 124.0757 -0.41
125.0598 C7H9O2+ 1 125.0597 0.67
128.0494 C9H6N+ 1 128.0495 -0.67
130.0652 C9H8N+ 1 130.0651 0.65
131.073 C9H9N+ 1 131.073 0.68
132.0445 C8H6NO+ 1 132.0444 0.6
132.0808 C9H10N+ 1 132.0808 0.49
133.0397 C7H5N2O+ 1 133.0396 0.31
133.0523 C8H7NO+ 1 133.0522 0.49
134.0601 C8H8NO+ 1 134.06 0.45
134.0964 C9H12N+ 1 134.0964 0.11
135.0677 C8H9NO+ 1 135.0679 -1.37
143.0729 C10H9N+ 1 143.073 -0.21
143.0857 C11H11+ 1 143.0855 0.93
144.0444 C9H6NO+ 1 144.0444 0.28
144.0809 C10H10N+ 1 144.0808 1
145.0887 C10H11N+ 1 145.0886 0.41
145.1013 C11H13+ 1 145.1012 0.57
146.0601 C9H8NO+ 1 146.06 0.61
146.0965 C10H12N+ 1 146.0964 0.71
147.0681 C9H9NO+ 1 147.0679 1.46
148.0758 C9H10NO+ 1 148.0757 0.74
148.1121 C10H14N+ 1 148.1121 0.37
157.0889 C11H11N+ 1 157.0886 1.78
158.0603 C10H8NO+ 1 158.06 1.64
158.0966 C11H12N+ 1 158.0964 0.91
159.0677 C10H9NO+ 1 159.0679 -1.29
160.0632 C9H8N2O+ 1 160.0631 0.66
160.1122 C11H14N+ 1 160.1121 0.71
162.0551 C9H8NO2+ 1 162.055 0.71
162.1278 C11H16N+ 1 162.1277 0.52
164.0708 C9H10NO2+ 1 164.0706 1.07
166.0651 C12H8N+ 1 166.0651 -0.21
168.0809 C12H10N+ 1 168.0808 0.8
169.0651 C12H9O+ 1 169.0648 1.77
169.0886 C12H11N+ 1 169.0886 0.17
170.0965 C12H12N+ 1 170.0964 0.14
172.1122 C12H14N+ 1 172.1121 0.49
173.071 C10H9N2O+ 1 173.0709 0.06
173.0836 C11H11NO+ 1 173.0835 0.72
174.0551 C10H8NO2+ 1 174.055 0.89
180.0808 C13H10N+ 1 180.0808 0.36
182.084 C12H10N2+ 1 182.0838 0.88
182.0966 C13H12N+ 1 182.0964 0.79
183.068 C12H9NO+ 1 183.0679 0.68
183.0918 C12H11N2+ 1 183.0917 0.74
184.076 C12H10NO+ 1 184.0757 1.79
185.1073 C12H13N2+ 1 185.1073 0.14
186.0913 C12H12NO+ 1 186.0913 0
188.1071 C12H14NO+ 1 188.107 0.58
190.1227 C12H16NO+ 1 190.1226 0.37
193.0759 C13H9N2+ 1 193.076 -0.54
194.0602 C13H8NO+ 1 194.06 0.98
195.0922 C13H11N2+ 1 195.0917 2.69
198.0913 C13H12NO+ 1 198.0913 -0.41
200.1072 C13H14NO+ 1 200.107 0.95
207.0918 C14H11N2+ 1 207.0917 0.8
208.0763 C14H10NO+ 1 208.0757 3.12
208.0996 C14H12N2+ 1 208.0995 0.72
209.1073 C14H13N2+ 1 209.1073 -0.12
211.0868 C13H11N2O+ 1 211.0866 0.86
212.0709 C13H10NO2+ 1 212.0706 1.49
216.1022 C13H14NO2+ 1 216.1019 1.23
219.0917 C15H11N2+ 1 219.0917 -0.02
221.1075 C15H13N2+ 1 221.1073 0.7
224.0946 C14H12N2O+ 1 224.0944 0.92
233.1077 C16H13N2+ 1 233.1073 1.61
234.0789 C15H10N2O+ 1 234.0788 0.79
234.1153 C16H14N2+ 1 234.1151 0.56
235.0867 C15H11N2O+ 1 235.0866 0.43
249.1024 C16H13N2O+ 1 249.1022 0.56
253.0973 C15H13N2O2+ 1 253.0972 0.7
263.1544 C18H19N2+ 1 263.1543 0.28
266.1537 C18H20NO+ 1 266.1539 -1.09
309.16 C19H21N2O2+ 1 309.1598 0.92
PK$NUM_PEAK: 119
PK$PEAK: m/z int. rel.int.
50.015 314856.1 2
51.0229 552721.1 3
53.0022 504669.6 3
53.0386 2956668.8 19
55.0179 10067395 64
55.0543 1797205.1 11
56.0495 1008247.4 6
57.0699 3161348.2 20
65.0386 35657660 229
67.0543 1580740.8 10
67.9893 222805.5 1
69.0699 14949495 96
71.0855 5092437.5 32
77.0385 9257423 59
79.0542 2324781.5 14
80.062 361698.4 2
81.0336 379430.5 2
81.0699 509501 3
83.0492 373913.6 2
84.0808 519060 3
91.0543 2159943.5 13
92.0495 88064112 567
93.0336 44577572 287
93.0574 14253153 91
94.0414 5895069 37
94.0652 52689508 339
95.0492 16121106 103
96.0808 1101291.4 7
97.0649 7781272 50
97.0887 1275056.9 8
104.0495 12537448 80
105.0336 4749279 30
105.0448 5992612.5 38
106.0652 23331914 150
107.0492 2177361.5 14
111.0441 12385219 79
116.0495 168541.5 1
117.0573 1994988.5 12
117.0696 282164.2 1
118.0652 5256909 33
119.0368 529441.2 3
119.073 937686.4 6
120.0445 154979744 999
123.0441 472482.7 3
124.0756 194558.7 1
125.0598 2457129.8 15
128.0494 418948.7 2
130.0652 7678791.5 49
131.073 3797306 24
132.0445 32205910 207
132.0808 4117407.5 26
133.0397 2486331.2 16
133.0523 13628107 87
134.0601 8018384.5 51
134.0964 1213584.9 7
135.0677 156325.8 1
143.0729 1159571.1 7
143.0857 511052.5 3
144.0444 575953.3 3
144.0809 2724643.2 17
145.0887 1408288.4 9
145.1013 764628.1 4
146.0601 29899854 192
146.0965 1975281.4 12
147.0681 825797.7 5
148.0758 2606382.5 16
148.1121 5811804 37
157.0889 170871.2 1
158.0603 439616 2
158.0966 170425.6 1
159.0677 704172.7 4
160.0632 6517946.5 42
160.1122 66084260 425
162.0551 2992196.2 19
162.1278 24771992 159
164.0708 167680.5 1
166.0651 971196.4 6
168.0809 1875504.9 12
169.0651 165712 1
169.0886 523355.3 3
170.0965 602835.2 3
172.1122 4120782.2 26
173.071 202590.7 1
173.0836 766184.9 4
174.0551 11147370 71
180.0808 389464.6 2
182.084 2949863.8 19
182.0966 210039 1
183.068 165689.5 1
183.0918 1701895.2 10
184.076 661866.1 4
185.1073 442268.2 2
186.0913 1476005.2 9
188.1071 39736168 256
190.1227 20254220 130
193.0759 336841.5 2
194.0602 4937041.5 31
195.0922 318769.8 2
198.0913 972938.4 6
200.1072 2087569 13
207.0918 1701956.4 10
208.0763 357223.6 2
208.0996 4660715.5 30
209.1073 737531.3 4
211.0868 46444512 299
212.0709 202932.8 1
216.1022 2687652.8 17
219.0917 433046.2 2
221.1075 922996.1 5
224.0946 938952.1 6
233.1077 351731.9 2
234.0789 364571.3 2
234.1153 623716.9 4
235.0867 490107.8 3
249.1024 444481.2 2
253.0973 2143215 13
263.1544 1897031.9 12
266.1537 386201.5 2
309.16 1378788.8 8
//
