ACCESSION: MSBNK-Eawag-EQ361505
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-00kf-9500000000-222c301c8bf7fa8c9490
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.43
51.0229 C4H3+ 1 51.0229 -1.3
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 1.01
53.9975 C2NO+ 1 53.9974 0.18
54.0338 C3H4N+ 1 54.0338 0.08
55.0179 C3H3O+ 1 55.0178 0.52
55.0543 C4H7+ 1 55.0542 0.42
56.0495 C3H6N+ 1 56.0495 -0.1
57.0699 C4H9+ 1 57.0699 0.58
63.0229 C5H3+ 1 63.0229 -0.58
65.0386 C5H5+ 1 65.0386 0.36
66.0464 C5H6+ 1 66.0464 -0.48
67.0542 C5H7+ 1 67.0542 0.2
67.9893 C3O2+ 1 67.9893 -0.16
68.013 C3H2NO+ 1 68.0131 -1.62
68.0496 C4H6N+ 1 68.0495 1.39
68.997 C3HO2+ 1 68.9971 -1.53
69.0335 C4H5O+ 1 69.0335 0.71
69.0699 C5H9+ 1 69.0699 0.19
77.0386 C6H5+ 1 77.0386 -0.35
78.0339 C5H4N+ 1 78.0338 1.21
78.0464 C6H6+ 1 78.0464 -0.66
79.0542 C6H7+ 1 79.0542 0.04
80.0494 C5H6N+ 1 80.0495 -0.32
80.062 C6H8+ 1 80.0621 -0.4
81.0335 C5H5O+ 1 81.0335 0.23
81.0699 C6H9+ 1 81.0699 0.41
82.0651 C5H8N+ 1 82.0651 -0.07
83.0491 C5H7O+ 1 83.0491 -0.38
89.0386 C7H5+ 1 89.0386 0.49
90.0465 C7H6+ 1 90.0464 0.76
91.0417 C6H5N+ 1 91.0417 -0.01
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 0.85
94.0414 C6H6O+ 1 94.0413 0.57
94.0652 C6H8N+ 1 94.0651 0.58
95.0492 C6H7O+ 1 95.0491 0.2
96.0446 C5H6NO+ 1 96.0444 1.66
96.0808 C6H10N+ 1 96.0808 -0.16
97.0649 C6H9O+ 1 97.0648 0.6
103.0543 C8H7+ 1 103.0542 1.2
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 0.75
106.0652 C7H8N+ 1 106.0651 0.42
107.0491 C7H7O+ 1 107.0491 -0.11
108.0443 C6H6NO+ 1 108.0444 -0.65
109.0649 C7H9O+ 1 109.0648 0.9
110.06 C6H8NO+ 1 110.06 -0.09
111.0441 C6H7O2+ 1 111.0441 0.31
115.0542 C9H7+ 1 115.0542 -0.14
116.0494 C8H6N+ 1 116.0495 -0.48
116.0622 C9H8+ 1 116.0621 0.85
117.0573 C8H7N+ 1 117.0573 0.34
117.0699 C9H9+ 1 117.0699 0.46
118.0652 C8H8N+ 1 118.0651 0.21
119.0366 C7H5NO+ 1 119.0366 0.54
119.0731 C8H9N+ 1 119.073 1.25
120.0445 C7H6NO+ 1 120.0444 0.66
120.0808 C8H10N+ 1 120.0808 0.37
124.0757 C7H10NO+ 1 124.0757 0.4
125.0599 C7H9O2+ 1 125.0597 1.79
128.0495 C9H6N+ 1 128.0495 0.35
128.0619 C10H8+ 1 128.0621 -1.42
129.0701 C10H9+ 1 129.0699 1.81
130.0652 C9H8N+ 1 130.0651 0.8
131.0605 C8H7N2+ 1 131.0604 0.88
131.073 C9H9N+ 1 131.073 0.38
132.0445 C8H6NO+ 1 132.0444 0.6
132.0808 C9H10N+ 1 132.0808 0.49
133.0398 C7H5N2O+ 1 133.0396 1.06
133.0523 C8H7NO+ 1 133.0522 0.41
134.0475 C7H6N2O+ 1 134.0475 0.19
134.0601 C8H8NO+ 1 134.06 0.3
134.0965 C9H12N+ 1 134.0964 0.26
135.0551 C7H7N2O+ 1 135.0553 -1.25
135.0678 C8H9NO+ 1 135.0679 -0.56
139.0542 C11H7+ 1 139.0542 -0.05
140.0495 C10H6N+ 1 140.0495 0.46
141.0699 C11H9+ 1 141.0699 0.24
143.0731 C10H9N+ 1 143.073 0.97
144.0447 C9H6NO+ 1 144.0444 2.08
144.0809 C10H10N+ 1 144.0808 0.86
145.0761 C9H9N2+ 1 145.076 0.17
145.0886 C10H11N+ 1 145.0886 0.27
146.0601 C9H8NO+ 1 146.06 0.61
147.068 C9H9NO+ 1 147.0679 1.26
148.0756 C9H10NO+ 1 148.0757 -0.34
148.112 C10H14N+ 1 148.1121 -0.65
154.0647 C11H8N+ 1 154.0651 -2.57
155.0601 C10H7N2+ 1 155.0604 -1.84
155.073 C11H9N+ 1 155.073 0.45
156.0446 C10H6NO+ 1 156.0444 1.47
156.0808 C11H10N+ 1 156.0808 0.35
157.0649 C11H9O+ 1 157.0648 0.44
158.0601 C10H8NO+ 1 158.06 0.57
158.0959 C11H12N+ 1 158.0964 -3.14
159.068 C10H9NO+ 1 159.0679 0.72
160.0757 C10H10NO+ 1 160.0757 -0.19
160.1122 C11H14N+ 1 160.1121 0.78
162.0551 C9H8NO2+ 1 162.055 0.71
162.1278 C11H16N+ 1 162.1277 0.7
164.0706 C9H10NO2+ 1 164.0706 -0.15
166.0652 C12H8N+ 1 166.0651 0.63
167.073 C12H9N+ 1 167.073 0.35
168.0809 C12H10N+ 1 168.0808 0.8
169.0648 C12H9O+ 1 169.0648 0.29
169.0761 C11H9N2+ 1 169.076 0.68
169.089 C12H11N+ 1 169.0886 2.18
170.0601 C11H8NO+ 1 170.06 0.12
170.0963 C12H12N+ 1 170.0964 -0.74
172.0759 C11H10NO+ 1 172.0757 1.33
172.1122 C12H14N+ 1 172.1121 0.55
173.0712 C10H9N2O+ 1 173.0709 1.39
173.0836 C11H11NO+ 1 173.0835 0.66
174.055 C10H8NO2+ 1 174.055 0.37
180.0807 C13H10N+ 1 180.0808 -0.48
181.0761 C12H9N2+ 1 181.076 0.58
182.084 C12H10N2+ 1 182.0838 0.77
183.0679 C12H9NO+ 1 183.0679 0.41
183.0917 C12H11N2+ 1 183.0917 -0.03
184.0754 C12H10NO+ 1 184.0757 -1.31
188.1072 C12H14NO+ 1 188.107 1.33
190.1225 C12H16NO+ 1 190.1226 -0.58
192.0684 C13H8N2+ 1 192.0682 1.2
194.0603 C13H8NO+ 1 194.06 1.13
195.0918 C13H11N2+ 1 195.0917 0.64
206.084 C14H10N2+ 1 206.0838 0.68
207.0919 C14H11N2+ 1 207.0917 0.94
208.0758 C14H10NO+ 1 208.0757 0.48
208.0998 C14H12N2+ 1 208.0995 1.39
210.0789 C13H10N2O+ 1 210.0788 0.69
211.0867 C13H11N2O+ 1 211.0866 0.33
219.0918 C15H11N2+ 1 219.0917 0.8
221.1075 C15H13N2+ 1 221.1073 0.93
233.1077 C16H13N2+ 1 233.1073 1.39
234.0788 C15H10N2O+ 1 234.0788 -0.06
247.0861 C16H11N2O+ 1 247.0866 -2.18
PK$NUM_PEAK: 142
PK$PEAK: m/z int. rel.int.
50.0151 1197115.5 11
51.0229 1134891.8 10
53.0022 1759603.2 16
53.0386 16321320 152
53.9975 365553.4 3
54.0338 396740.4 3
55.0179 16244321 152
55.0543 3528948.5 33
56.0495 668851.3 6
57.0699 3874451 36
63.0229 149748.8 1
65.0386 88019432 824
66.0464 1070718.9 10
67.0542 3803649.8 35
67.9893 558653.1 5
68.013 728391.9 6
68.0496 116177.7 1
68.997 423989.6 3
69.0335 621759 5
69.0699 8052701.5 75
77.0386 36117420 338
78.0339 129920.3 1
78.0464 716348.4 6
79.0542 5089599.5 47
80.0494 593426.8 5
80.062 140699.2 1
81.0335 2331393 21
81.0699 127718.5 1
82.0651 573472.1 5
83.0491 664003 6
89.0386 170539.7 1
90.0465 541723.2 5
91.0417 360105.8 3
91.0543 3503840.5 32
92.0495 106648392 999
93.0336 10239415 95
93.0574 18242046 170
94.0414 8183657 76
94.0652 48701588 456
95.0492 54241896 508
96.0446 116450.2 1
96.0808 839105.8 7
97.0649 1078627 10
103.0543 1066560 9
104.0495 24769608 232
105.0336 5167000.5 48
105.0448 36345724 340
106.0288 1630733.9 15
106.0652 29854502 279
107.0491 1129165.5 10
108.0443 173425.9 1
109.0649 182833.2 1
110.06 136791.2 1
111.0441 3291137 30
115.0542 1120956 10
116.0494 939369.8 8
116.0622 117721.1 1
117.0573 4861206 45
117.0699 741267.2 6
118.0652 8028775 75
119.0366 345258.9 3
119.0731 2120986.8 19
120.0445 18894160 176
120.0808 1996507 18
124.0757 200821.2 1
125.0599 119952 1
128.0495 3029924.5 28
128.0619 594487.6 5
129.0701 198337 1
130.0652 9555934 89
131.0605 913647.7 8
131.073 1656833.5 15
132.0445 20264134 189
132.0808 2617511.8 24
133.0398 2602403.8 24
133.0523 22124184 207
134.0475 759176.9 7
134.0601 2769240 25
134.0965 364026.4 3
135.0551 446958.1 4
135.0678 107302.4 1
139.0542 157621 1
140.0495 206131.1 1
141.0699 331657.4 3
143.0731 1330628.8 12
144.0447 961534.6 9
144.0809 1902929.4 17
145.0761 391733.1 3
145.0886 1404209.4 13
146.0601 12638481 118
147.068 341166 3
148.0756 350533 3
148.112 637455.7 5
154.0647 137516.5 1
155.0601 291181.7 2
155.073 125467.3 1
156.0446 340233 3
156.0808 668762.3 6
157.0649 113450.2 1
158.0601 694155.8 6
158.0959 110554.8 1
159.068 1033880 9
160.0757 390462.3 3
160.1122 5775647 54
162.0551 1423515.4 13
162.1278 592430.6 5
164.0706 133226.2 1
166.0652 5142389 48
167.073 2524703 23
168.0809 1866963.4 17
169.0648 150837.3 1
169.0761 173297.9 1
169.089 877344.4 8
170.0601 124513.4 1
170.0963 142417.4 1
172.0759 170588.1 1
172.1122 192647.1 1
173.0712 193587.2 1
173.0836 345056.2 3
174.055 1854661.6 17
180.0807 726702.9 6
181.0761 674089.4 6
182.084 8838836 82
183.0679 332018.2 3
183.0917 739295.6 6
184.0754 542132.4 5
188.1072 617750.3 5
190.1225 353555.6 3
192.0684 134703.6 1
194.0603 1494892.5 14
195.0918 351089.2 3
206.084 839467.6 7
207.0919 2974488.2 27
208.0758 171673 1
208.0998 773561.5 7
210.0789 472507.2 4
211.0867 1711103.4 16
219.0918 382369.4 3
221.1075 416953.4 3
233.1077 599988.6 5
234.0788 125201.1 1
247.0861 144760.8 1
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