ACCESSION: MSBNK-Eawag-EQ361507
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 120; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 (nominal)
AC$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$SPLASH: splash10-0694-9300000000-6da14f0b017841074aae
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0152 C4H2+ 1 50.0151 1.17
51.023 C4H3+ 1 51.0229 0.85
52.0181 C3H2N+ 1 52.0182 -0.87
52.0307 C4H4+ 1 52.0308 -0.22
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 1.01
53.9975 C2NO+ 1 53.9974 0.18
54.0339 C3H4N+ 1 54.0338 0.64
54.0464 C4H6+ 1 54.0464 0.53
55.0179 C3H3O+ 1 55.0178 0.71
55.0543 C4H7+ 1 55.0542 0.61
56.0495 C3H6N+ 1 56.0495 -0.46
57.07 C4H9+ 1 57.0699 1.46
63.0229 C5H3+ 1 63.0229 -0.42
64.0308 C5H4+ 1 64.0308 0.44
65.0386 C5H5+ 1 65.0386 0.51
66.0464 C5H6+ 1 66.0464 0.28
67.0417 C4H5N+ 1 67.0417 0.59
67.0542 C5H7+ 1 67.0542 0.05
67.9893 C3O2+ 1 67.9893 0.14
68.0131 C3H2NO+ 1 68.0131 0.44
68.0496 C4H6N+ 1 68.0495 1.53
68.9971 C3HO2+ 1 68.9971 0.35
69.0699 C5H9+ 1 69.0699 0.63
75.0229 C6H3+ 1 75.0229 0.05
77.0386 C6H5+ 1 77.0386 -0.35
78.0338 C5H4N+ 1 78.0338 0.19
78.0464 C6H6+ 1 78.0464 0.36
79.0417 C5H5N+ 1 79.0417 0.88
79.0542 C6H7+ 1 79.0542 0.04
80.0495 C5H6N+ 1 80.0495 -0.07
81.0335 C5H5O+ 1 81.0335 0.36
82.0651 C5H8N+ 1 82.0651 -0.07
83.0491 C5H7O+ 1 83.0491 -0.5
89.0386 C7H5+ 1 89.0386 0.26
90.0339 C6H4N+ 1 90.0338 0.83
90.0465 C7H6+ 1 90.0464 1.09
91.0417 C6H5N+ 1 91.0417 0.87
91.0543 C7H7+ 1 91.0542 0.7
92.0495 C6H6N+ 1 92.0495 0.48
93.0336 C6H5O+ 1 93.0335 0.74
93.0574 C6H7N+ 1 93.0573 0.85
94.0414 C6H6O+ 1 94.0413 0.78
94.0652 C6H8N+ 1 94.0651 0.79
95.0492 C6H7O+ 1 95.0491 0.41
96.0444 C5H6NO+ 1 96.0444 0.1
96.0807 C6H10N+ 1 96.0808 -1.2
101.0388 C8H5+ 1 101.0386 2.41
102.034 C7H4N+ 1 102.0338 1.42
102.0465 C8H6+ 1 102.0464 1.45
103.0543 C8H7+ 1 103.0542 0.61
104.0495 C7H6N+ 1 104.0495 0.33
105.0448 C6H5N2+ 1 105.0447 0.62
106.0288 C6H4NO+ 1 106.0287 0.19
106.0526 C6H6N2+ 1 106.0525 0.76
106.0652 C7H8N+ 1 106.0651 0.51
107.0491 C7H7O+ 1 107.0491 -0.39
109.0649 C7H9O+ 1 109.0648 0.72
110.0601 C6H8NO+ 1 110.06 0.72
111.0441 C6H7O2+ 1 111.0441 0.13
115.0543 C9H7+ 1 115.0542 0.55
116.0495 C8H6N+ 1 116.0495 0.38
116.062 C9H8+ 1 116.0621 -0.01
117.0573 C8H7N+ 1 117.0573 0.17
118.0652 C8H8N+ 1 118.0651 0.29
119.0363 C7H5NO+ 1 119.0366 -2.14
119.0492 C8H7O+ 1 119.0491 0.16
119.073 C8H9N+ 1 119.073 -0.01
120.0445 C7H6NO+ 1 120.0444 0.66
120.0807 C8H10N+ 1 120.0808 -0.3
128.0495 C9H6N+ 1 128.0495 -0.12
128.0621 C10H8+ 1 128.0621 0.22
129.0447 C8H5N2+ 1 129.0447 -0.5
129.0698 C10H9+ 1 129.0699 -0.9
130.0399 C7H4N3+ 1 130.04 -0.33
130.0652 C9H8N+ 1 130.0651 0.8
131.0607 C8H7N2+ 1 131.0604 2.79
131.0729 C9H9N+ 1 131.073 -0.46
132.0445 C8H6NO+ 1 132.0444 0.68
132.0809 C9H10N+ 1 132.0808 0.71
133.0523 C8H7NO+ 1 133.0522 0.64
134.0474 C7H6N2O+ 1 134.0475 -0.63
134.06 C8H8NO+ 1 134.06 -0.15
139.0543 C11H7+ 1 139.0542 0.67
140.0496 C10H6N+ 1 140.0495 0.67
141.0701 C11H9+ 1 141.0699 1.44
142.0649 C10H8N+ 1 142.0651 -1.31
143.073 C10H9N+ 1 143.073 0.2
144.0444 C9H6NO+ 1 144.0444 0.07
144.0808 C10H10N+ 1 144.0808 0.38
145.0651 C10H9O+ 1 145.0648 1.78
145.0762 C9H9N2+ 1 145.076 1.14
146.0602 C9H8NO+ 1 146.06 1.23
152.0623 C12H8+ 1 152.0621 1.7
154.0651 C11H8N+ 1 154.0651 -0.23
155.0604 C10H7N2+ 1 155.0604 0.16
156.0809 C11H10N+ 1 156.0808 1.05
158.0601 C10H8NO+ 1 158.06 0.12
162.0549 C9H8NO2+ 1 162.055 -0.52
166.0653 C12H8N+ 1 166.0651 0.87
167.0731 C12H9N+ 1 167.073 0.95
168.0813 C12H10N+ 1 168.0808 2.88
169.0645 C12H9O+ 1 169.0648 -1.43
180.0808 C13H10N+ 1 180.0808 -0.03
181.0761 C12H9N2+ 1 181.076 0.42
182.084 C12H10N2+ 1 182.0838 1.1
190.0651 C14H8N+ 1 190.0651 0.08
192.0684 C13H8N2+ 1 192.0682 0.89
205.0763 C14H9N2+ 1 205.076 1.49
206.0839 C14H10N2+ 1 206.0838 0.39
207.0921 C14H11N2+ 1 207.0917 2.2
PK$NUM_PEAK: 111
PK$PEAK: m/z int. rel.int.
50.0152 7816589.5 92
51.023 9048198 107
52.0181 135858.5 1
52.0307 115015.4 1
53.0022 2937969.5 34
53.0386 23310882 276
53.9975 757637.9 8
54.0339 741527.4 8
54.0464 95823.3 1
55.0179 10041995 119
55.0543 1973584.8 23
56.0495 102213 1
57.07 313759.7 3
63.0229 1164288.4 13
64.0308 1026240.6 12
65.0386 84287152 999
66.0464 6537702 77
67.0417 372814.8 4
67.0542 2340873 27
67.9893 729289 8
68.0131 1447712.8 17
68.0496 299226.4 3
68.9971 628743.8 7
69.0699 626324.8 7
75.0229 749801.1 8
77.0386 48890040 579
78.0338 1500964.8 17
78.0464 3738595.2 44
79.0417 856826.5 10
79.0542 4951696 58
80.0495 785483.7 9
81.0335 2851288.5 33
82.0651 411261 4
83.0491 300849.4 3
89.0386 2502397.8 29
90.0339 119641.7 1
90.0465 1363604.5 16
91.0417 1396499.9 16
91.0543 7641125.5 90
92.0495 21595464 255
93.0336 964593.7 11
93.0574 10881398 128
94.0414 4190704.2 49
94.0652 11768119 139
95.0492 66284768 785
96.0444 1328490.6 15
96.0807 160727.5 1
101.0388 176422.7 2
102.034 309175 3
102.0465 148803.8 1
103.0543 1586431.1 18
104.0495 9994326 118
105.0448 51057072 605
106.0288 1036666.4 12
106.0526 780822.9 9
106.0652 6207804 73
107.0491 176383.7 2
109.0649 374409.8 4
110.0601 119692.4 1
111.0441 415854.2 4
115.0543 2444355.8 28
116.0495 731233.9 8
116.062 188972 2
117.0573 3569010 42
118.0652 8283709 98
119.0363 101178.9 1
119.0492 301259.9 3
119.073 118461.5 1
120.0445 732000.4 8
120.0807 281513.2 3
128.0495 2280124.8 27
128.0621 778698.5 9
129.0447 1040263.6 12
129.0698 407937.3 4
130.0399 774758 9
130.0652 5256780.5 62
131.0607 659139.4 7
131.0729 356681.1 4
132.0445 1568792.5 18
132.0809 342970.6 4
133.0523 3088744 36
134.0474 104852.9 1
134.06 113318.3 1
139.0543 804270.3 9
140.0496 1453558.9 17
141.0701 131946.9 1
142.0649 89660.9 1
143.073 557634.3 6
144.0444 187566.8 2
144.0808 1022156.6 12
145.0651 123529.6 1
145.0762 87163.7 1
146.0602 1466485.6 17
152.0623 294551 3
154.0651 679894.5 8
155.0604 478065.2 5
156.0809 174642.1 2
158.0601 146620.4 1
162.0549 86722.8 1
166.0653 971704.2 11
167.0731 2415468.8 28
168.0813 627786.2 7
169.0645 113194 1
180.0808 581679.4 6
181.0761 5605533.5 66
182.084 928428.2 11
190.0651 107455.7 1
192.0684 189454.6 2
205.0763 714673.2 8
206.0839 728897.3 8
207.0921 106921.6 1
//
