ACCESSION: MSBNK-Eawag-EQ361508
RECORD_TITLE: Phenylbutazone; LC-ESI-QFT; MS2; CE: 150; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$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$SPLASH: splash10-0v01-9200000000-7f2a34538722ab3db398
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0152 C4H2+ 1 50.0151 1.57
51.023 C4H3+ 1 51.0229 1.24
52.0182 C3H2N+ 1 52.0182 1.24
52.0308 C4H4+ 1 52.0308 1.7
53.0022 C3HO+ 1 53.0022 0.92
53.0386 C4H5+ 1 53.0386 1.01
53.9975 C2NO+ 1 53.9974 0.74
54.0101 C3H2O+ 1 54.01 2.29
54.0339 C3H4N+ 1 54.0338 0.64
54.0465 C4H6+ 1 54.0464 0.9
55.0179 C3H3O+ 1 55.0178 0.71
55.0542 C4H7+ 1 55.0542 0.06
62.0151 C5H2+ 1 62.0151 -0.35
63.023 C5H3+ 1 63.0229 0.53
64.0308 C5H4+ 1 64.0308 0.44
65.0386 C5H5+ 1 65.0386 0.67
66.0464 C5H6+ 1 66.0464 0.28
67.0417 C4H5N+ 1 67.0417 -0.01
67.0543 C5H7+ 1 67.0542 0.8
67.9893 C3O2+ 1 67.9893 0.58
68.0131 C3H2NO+ 1 68.0131 0.15
68.0495 C4H6N+ 1 68.0495 0.51
68.9971 C3HO2+ 1 68.9971 0.06
74.0151 C6H2+ 1 74.0151 0.52
75.0229 C6H3+ 1 75.0229 -0.22
76.0182 C5H2N+ 1 76.0182 0.45
76.0307 C6H4+ 1 76.0308 -1.2
77.0386 C6H5+ 1 77.0386 -0.35
78.0088 C3N3+ 1 78.0087 1.11
78.0338 C5H4N+ 1 78.0338 0.06
78.0464 C6H6+ 1 78.0464 0.24
79.0417 C5H5N+ 1 79.0417 0.37
79.0542 C6H7+ 1 79.0542 -0.08
80.0257 C5H4O+ 1 80.0257 0.67
80.0495 C5H6N+ 1 80.0495 0.05
81.0335 C5H5O+ 1 81.0335 0.36
89.0386 C7H5+ 1 89.0386 0.6
90.034 C6H4N+ 1 90.0338 1.83
90.0465 C7H6+ 1 90.0464 1.31
91.0418 C6H5N+ 1 91.0417 2.08
91.0543 C7H7+ 1 91.0542 0.81
92.0258 C6H4O+ 1 92.0257 1.35
92.0495 C6H6N+ 1 92.0495 0.48
93.0336 C6H5O+ 1 93.0335 1.6
93.0574 C6H7N+ 1 93.0573 1.18
94.0414 C6H6O+ 1 94.0413 0.47
94.0652 C6H8N+ 1 94.0651 0.58
95.0492 C6H7O+ 1 95.0491 0.62
96.0444 C5H6NO+ 1 96.0444 0
96.0809 C6H10N+ 1 96.0808 1.29
101.0387 C8H5+ 1 101.0386 1.32
102.0339 C7H4N+ 1 102.0338 0.24
102.0465 C8H6+ 1 102.0464 0.87
103.0543 C8H7+ 1 103.0542 0.81
104.0495 C7H6N+ 1 104.0495 0.43
105.0448 C6H5N2+ 1 105.0447 0.72
106.0288 C6H4NO+ 1 106.0287 0.28
106.0526 C6H6N2+ 1 106.0525 0.1
106.0652 C7H8N+ 1 106.0651 0.51
109.065 C7H9O+ 1 109.0648 1.82
111.0441 C6H7O2+ 1 111.0441 0.67
113.0386 C9H5+ 1 113.0386 -0.24
115.0542 C9H7+ 1 115.0542 0.2
116.0496 C8H6N+ 1 116.0495 0.9
117.0573 C8H7N+ 1 117.0573 0.34
118.0652 C8H8N+ 1 118.0651 0.38
119.0493 C8H7O+ 1 119.0491 1.5
120.0444 C7H6NO+ 1 120.0444 -0.17
127.0544 C10H7+ 1 127.0542 1.36
128.0495 C9H6N+ 1 128.0495 0.11
128.062 C10H8+ 1 128.0621 -0.01
129.0448 C8H5N2+ 1 129.0447 0.82
130.0401 C7H4N3+ 1 130.04 0.74
130.0653 C9H8N+ 1 130.0651 1.42
131.0604 C8H7N2+ 1 131.0604 0.04
132.0445 C8H6NO+ 1 132.0444 0.68
133.0524 C8H7NO+ 1 133.0522 1.61
139.0543 C11H7+ 1 139.0542 0.24
140.0496 C10H6N+ 1 140.0495 0.89
143.0733 C10H9N+ 1 143.073 2.44
144.0809 C10H10N+ 1 144.0808 1
145.0648 C10H9O+ 1 145.0648 -0.08
146.0604 C9H8NO+ 1 146.06 2.19
152.0623 C12H8+ 1 152.0621 1.3
154.0651 C11H8N+ 1 154.0651 0.09
155.0604 C10H7N2+ 1 155.0604 0.42
164.0498 C12H6N+ 1 164.0495 2.04
166.0652 C12H8N+ 1 166.0651 0.63
167.073 C12H9N+ 1 167.073 0.35
168.0813 C12H10N+ 1 168.0808 3.06
179.0601 C12H7N2+ 1 179.0604 -1.37
181.0761 C12H9N2+ 1 181.076 0.36
205.0759 C14H9N2+ 1 205.076 -0.51
206.0835 C14H10N2+ 1 206.0838 -1.55
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
50.0152 22162166 417
51.023 32029896 604
52.0182 361480.7 6
52.0308 266259.3 5
53.0022 3526427.2 66
53.0386 13749312 259
53.9975 1059768 19
54.0101 112859.1 2
54.0339 569826.9 10
54.0465 149647 2
55.0179 5211923.5 98
55.0542 970761.4 18
62.0151 330629.2 6
63.023 3479628.8 65
64.0308 1533924.4 28
65.0386 52974692 999
66.0464 6343627.5 119
67.0417 378118.1 7
67.0543 1096407 20
67.9893 1166063.5 21
68.0131 737387.2 13
68.0495 302930.7 5
68.9971 456415.7 8
74.0151 148489.4 2
75.0229 1558169.1 29
76.0182 65216.2 1
76.0307 156078.1 2
77.0386 38032916 717
78.0088 274526.2 5
78.0338 1654062.4 31
78.0464 2908874.8 54
79.0417 561956 10
79.0542 1968856.1 37
80.0257 90438.4 1
80.0495 711580.2 13
81.0335 1683609.4 31
89.0386 3403656 64
90.034 125315.3 2
90.0465 1125732.2 21
91.0418 664250.2 12
91.0543 7967833.5 150
92.0258 430871.4 8
92.0495 5179502.5 97
93.0336 325665.3 6
93.0574 5287292 99
94.0414 1700205 32
94.0652 2209884.2 41
95.0492 38773228 731
96.0444 853014.1 16
96.0809 81203.6 1
101.0387 161445.2 3
102.0339 362798.4 6
102.0465 358837.8 6
103.0543 1167424.9 22
104.0495 4362812.5 82
105.0448 29282974 552
106.0288 167598.8 3
106.0526 170306.5 3
106.0652 1212119 22
109.065 134742.3 2
111.0441 84113.4 1
113.0386 357982.1 6
115.0542 2068120.9 39
116.0496 417598.3 7
117.0573 2389473.5 45
118.0652 3804348.8 71
119.0493 93279.4 1
120.0444 83720.6 1
127.0544 83740.3 1
128.0495 714908.8 13
128.062 528949 9
129.0448 653531.6 12
130.0401 639082.7 12
130.0653 2299677.8 43
131.0604 147099.5 2
132.0445 155371.7 2
133.0524 307758 5
139.0543 1180374.6 22
140.0496 937700.8 17
143.0733 82257.8 1
144.0809 314913.1 5
145.0648 105968.4 1
146.0604 174083 3
152.0623 318238.3 6
154.0651 445919.6 8
155.0604 372619.5 7
164.0498 94666.4 1
166.0652 822105.6 15
167.073 1012706.4 19
168.0813 69429 1
179.0601 97267.2 1
181.0761 2844609 53
205.0759 352061.6 6
206.0835 98606.3 1
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