ACCESSION: MSBNK-Eawag-EQ326207
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 120; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3262
CH$NAME: Ketoconazole
CH$NAME: 1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C26H28Cl2N4O4
CH$EXACT_MASS: 530.14876
CH$SMILES: CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OC[C@H]3CO[C@](O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl
CH$IUPAC: InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1
CH$LINK: CAS
65277-42-1
CH$LINK: CHEBI
48336
CH$LINK: PUBCHEM
CID:456201
CH$LINK: INCHIKEY
XMAYWYJOQHXEEK-OZXSUGGESA-N
CH$LINK: CHEMSPIDER
401695
CH$LINK: COMPTOX
DTXSID7029879
AC$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$CHROMATOGRAPHY: RETENTION_TIME 7.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 531.1558
MS$FOCUSED_ION: PRECURSOR_M/Z 531.156
MS$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: splash10-001i-9700000000-5ede38afa24f489f1db2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.015 C4H2+ 1 50.0151 -1.23
51.0229 C4H3+ 1 51.0229 0.26
52.0182 C3H2N+ 1 52.0182 0.28
53.0022 C3HO+ 1 53.0022 0.36
53.0386 C4H5+ 1 53.0386 0.25
54.0338 C3H4N+ 1 54.0338 0.27
55.0178 C3H3O+ 1 55.0178 -0.02
55.0416 C3H5N+ 1 55.0417 -0.19
55.0542 C4H7+ 1 55.0542 -0.67
56.0495 C3H6N+ 1 56.0495 -0.1
58.0651 C3H8N+ 1 58.0651 0.25
62.0151 C5H2+ 1 62.0151 -0.83
63.0229 C5H3+ 1 63.0229 -0.9
64.0308 C5H4+ 1 64.0308 0.13
65.0386 C5H5+ 1 65.0386 -0.1
66.0464 C5H6+ 1 66.0464 -0.18
67.0291 C3H3N2+ 1 67.0291 0.23
67.0417 C4H5N+ 1 67.0417 0.29
67.0542 C5H7+ 1 67.0542 0.35
68.0369 C3H4N2+ 1 68.0369 -0.29
68.0494 C4H6N+ 1 68.0495 -0.52
69.0447 C3H5N2+ 1 69.0447 -0.21
70.0651 C4H8N+ 1 70.0651 -0.37
71.0603 C3H7N2+ 1 71.0604 -0.35
72.9839 C3H2Cl+ 1 72.984 -0.61
74.015 C6H2+ 1 74.0151 -1.51
75.0229 C6H3+ 1 75.0229 -1.02
76.0306 C6H4+ 1 76.0308 -1.73
77.0021 C5HO+ 1 77.0022 -0.92
77.0385 C6H5+ 1 77.0386 -0.99
78.0337 C5H4N+ 1 78.0338 -1.1
78.0464 C6H6+ 1 78.0464 -0.53
79.0542 C6H7+ 1 79.0542 -0.21
80.013 C4H2NO+ 1 80.0131 -1.75
80.0494 C5H6N+ 1 80.0495 -0.32
81.0447 C4H5N2+ 1 81.0447 -0.18
82.0525 C4H6N2+ 1 82.0525 -0.48
83.0603 C4H7N2+ 1 83.0604 -0.54
84.0682 C4H8N2+ 1 84.0682 -0.35
84.9839 C4H2Cl+ 1 84.984 -0.99
86.0601 C4H8NO+ 1 86.06 0.35
86.9632 C3ClO+ 1 86.9632 -0.22
88.0308 C7H4+ 1 88.0308 0.55
89.0386 C7H5+ 1 89.0386 -0.3
90.0464 C7H6+ 1 90.0464 0.43
91.0542 C7H7+ 1 91.0542 0.15
92.0257 C6H4O+ 2 92.0257 0.37
92.0495 C6H6N+ 1 92.0495 -0.17
93.0336 C6H5O+ 2 93.0335 1.71
93.0573 C6H7N+ 1 93.0573 0.53
93.0699 C7H9+ 1 93.0699 0.25
94.0413 C6H6O+ 2 94.0413 0.25
94.0652 C6H8N+ 1 94.0651 0.68
95.0491 C6H7O+ 1 95.0491 -0.01
96.0444 C5H6NO+ 2 96.0444 0.1
96.984 C5H2Cl+ 1 96.984 0.99
98.0152 C8H2+ 1 98.0151 0.9
98.9996 C5H4Cl+ 1 98.9996 -0.24
99.0229 C8H3+ 1 99.0229 0.04
101.0386 C8H5+ 1 101.0386 -0.26
102.0464 C8H6+ 1 102.0464 0.08
103.0542 C8H7+ 1 103.0542 -0.16
104.0494 C7H6N+ 1 104.0495 -0.34
104.062 C8H8+ 1 104.0621 -0.78
105.0447 C6H5N2+ 1 105.0447 0.24
105.0572 C7H7N+ 1 105.0573 -0.96
105.0699 C8H9+ 1 105.0699 0.51
106.0651 C7H8N+ 1 106.0651 -0.15
107.0491 C7H7O+ 2 107.0491 0.08
107.0604 C6H7N2+ 1 107.0604 0.05
107.0729 C7H9N+ 1 107.073 -0.1
107.9761 C6HCl+ 1 107.9761 -0.55
108.0444 C6H6NO+ 2 108.0444 -0.09
108.984 C6H2Cl+ 1 108.984 0.05
109.0396 C5H5N2O+ 2 109.0396 0.01
109.0522 C6H7NO+ 2 109.0522 -0.23
110.0599 C6H8NO+ 1 110.06 -1
110.9996 C6H4Cl+ 1 110.9996 0.05
111.044 C6H7O2+ 2 111.0441 -0.05
112.0074 C6H5Cl+ 1 112.0074 -0.26
112.0756 C6H10NO+ 2 112.0757 -0.36
113.0383 C9H5+ 1 113.0386 -2.89
114.0464 C9H6+ 1 114.0464 0.25
115.0542 C9H7+ 1 115.0542 0.03
116.0494 C8H6N+ 1 116.0495 -0.82
116.0621 C9H8+ 1 116.0621 0.33
117.0573 C8H7N+ 1 117.0573 -0.01
117.0698 C9H9+ 1 117.0699 -1
118.0413 C8H6O+ 2 118.0413 0.03
118.0651 C8H8N+ 1 118.0651 -0.13
119.0493 C8H7O+ 2 119.0491 0.91
119.073 C8H9N+ 1 119.073 0.08
120.0444 C7H6NO+ 2 120.0444 0.08
120.0808 C8H10N+ 1 120.0808 0.04
121.0396 C6H5N2O+ 2 121.0396 0.09
121.0522 C7H7NO+ 2 121.0522 -0.46
121.0644 C8H9O+ 1 121.0648 -2.82
122.06 C7H8NO+ 2 122.06 -0.17
122.9996 C7H4Cl+ 1 122.9996 -0.2
124.0074 C7H5Cl+ 1 124.0074 0.09
125.0153 C7H6Cl+ 1 125.0153 0.29
126.0466 C10H6+ 1 126.0464 1.26
127.0502 C5H7N2O2+ 2 127.0502 -0.11
128.0025 C6H5ClO+ 2 128.0023 0.91
128.0495 C9H6N+ 1 128.0495 -0.12
128.062 C10H8+ 1 128.0621 -0.17
129.0103 C6H6ClO+ 2 129.0102 0.94
129.0445 C8H5N2+ 1 129.0447 -1.43
129.0571 C9H7N+ 1 129.0573 -1.79
129.0698 C10H9+ 1 129.0699 -0.59
130.0652 C9H8N+ 1 130.0651 0.34
131.0492 C9H7O+ 2 131.0491 0.3
131.0603 C8H7N2+ 1 131.0604 -0.26
131.073 C9H9N+ 1 131.073 0.53
132.0445 C8H6NO+ 2 132.0444 0.68
132.0571 C9H8O+ 2 132.057 0.71
132.0807 C9H10N+ 1 132.0808 -0.65
132.9606 C5H3Cl2+ 1 132.9606 0.14
133.0522 C8H7NO+ 2 133.0522 0.11
133.9917 C8H3Cl+ 1 133.9918 -0.37
134.06 C8H8NO+ 2 134.06 -0.38
134.9995 C8H4Cl+ 1 134.9996 -0.4
135.0678 C8H9NO+ 2 135.0679 -0.71
136.0074 C8H5Cl+ 1 136.0074 0.08
136.0757 C8H10NO+ 2 136.0757 0.29
137.0153 C8H6Cl+ 1 137.0153 0.41
139.0057 C6H4ClN2+ 2 139.0058 -0.09
140.0494 C10H6N+ 1 140.0495 -0.9
141.0572 C10H7N+ 1 141.0573 -0.43
142.0651 C10H8N+ 1 142.0651 -0.18
143.0729 C10H9N+ 1 143.073 -0.21
144.0808 C10H10N+ 1 144.0808 -0.04
144.9606 C6H3Cl2+ 1 144.9606 -0.15
145.0648 C10H9O+ 2 145.0648 -0.15
145.9686 C6H4Cl2+ 1 145.9685 0.91
146.06 C9H8NO+ 2 146.06 -0.21
146.0966 C10H12N+ 1 146.0964 0.99
148.0758 C9H10NO+ 2 148.0757 0.47
149.0153 C9H6Cl+ 1 149.0153 0.44
150.023 C9H7Cl+ 1 150.0231 -0.53
153.01 C8H6ClO+ 2 153.0102 -1.04
154.0652 C11H8N+ 1 154.0651 0.81
155.0603 C10H7N2+ 1 155.0604 -0.42
156.0683 C10H8N2+ 1 156.0682 0.32
156.0808 C11H10N+ 1 156.0808 0.16
157.9687 C7H4Cl2+ 1 157.9685 1.54
158.06 C10H8NO+ 2 158.06 -0.38
158.9763 C7H5Cl2+ 1 158.9763 0.11
160.0756 C10H10NO+ 2 160.0757 -0.25
162.0105 C9H5ClN+ 2 162.0105 -0.08
162.971 C6H5Cl2O+ 1 162.9712 -0.96
163.0057 C8H4ClN2+ 2 163.0058 -0.14
168.0682 C11H8N2+ 1 168.0682 -0.24
169.9684 C8H4Cl2+ 1 169.9685 -0.1
170.9763 C8H5Cl2+ 1 170.9763 0.28
172.0757 C11H10NO+ 2 172.0757 -0.06
172.9557 C7H3Cl2O+ 1 172.9555 1
172.9668 C6H3Cl2N2+ 2 172.9668 0.17
174.0915 C11H12NO+ 2 174.0913 0.86
177.0338 C10H8ClN+ 2 177.034 -1.23
182.9764 C9H5Cl2+ 1 182.9763 0.54
203.037 C11H8ClN2+ 2 203.0371 -0.11
PK$NUM_PEAK: 162
PK$PEAK: m/z int. rel.int.
50.015 271256.6 5
51.0229 162835 3
52.0182 127086.6 2
53.0022 193733 4
53.0386 1295846.5 27
54.0338 7560790.5 158
55.0178 402810.4 8
55.0416 1002379.4 20
55.0542 54086.8 1
56.0495 2614349.8 54
58.0651 134161.8 2
62.0151 60623.5 1
63.0229 448367.1 9
64.0308 69169.3 1
65.0386 5325424.5 111
66.0464 396281.9 8
67.0291 148572.9 3
67.0417 131372.1 2
67.0542 231315.2 4
68.0369 1020144.8 21
68.0494 289732.8 6
69.0447 4213785.5 88
70.0651 2088136.6 43
71.0603 697952.1 14
72.9839 694741.4 14
74.015 409431.6 8
75.0229 484431.9 10
76.0306 65771.1 1
77.0021 617157.2 12
77.0385 1042983.9 21
78.0337 222506.7 4
78.0464 461823.5 9
79.0542 2640955.8 55
80.013 196979.2 4
80.0494 987347 20
81.0447 47687448 999
82.0525 10344216 216
83.0603 608230.4 12
84.0682 55083.7 1
84.9839 203063.3 4
86.0601 178749.2 3
86.9632 537697.8 11
88.0308 169796.5 3
89.0386 2998255 62
90.0464 426498.4 8
91.0542 3868794 81
92.0257 61455.6 1
92.0495 355145.4 7
93.0336 236385.5 4
93.0573 311871 6
93.0699 174383.2 3
94.0413 2545130.5 53
94.0652 347054.8 7
95.0491 4457544.5 93
96.0444 493075.2 10
96.984 311207.7 6
98.0152 126827.4 2
98.9996 1241995.6 26
99.0229 1393435.4 29
101.0386 49445.5 1
102.0464 633078.1 13
103.0542 3370478 70
104.0494 572310.4 11
104.062 425346.8 8
105.0447 2252330.8 47
105.0572 323458.1 6
105.0699 337713.7 7
106.0651 1322067.2 27
107.0491 1299864.9 27
107.0604 153759.9 3
107.0729 113585.4 2
107.9761 65254 1
108.0444 231678.2 4
108.984 1767074.4 37
109.0396 898478.1 18
109.0522 149392.6 3
110.0599 51002.2 1
110.9996 146857.3 3
111.044 1713420.4 35
112.0074 50291.5 1
112.0756 514945.3 10
113.0383 92124.5 1
114.0464 149072.4 3
115.0542 5631155.5 117
116.0494 159979.3 3
116.0621 653570.2 13
117.0573 1715807.9 35
117.0698 624009.8 13
118.0413 172438.8 3
118.0651 1714171.8 35
119.0493 126802.9 2
119.073 387610.9 8
120.0444 4490094 94
120.0808 691048.3 14
121.0396 2863571 59
121.0522 1160049.9 24
121.0644 207942.1 4
122.06 1941068.8 40
122.9996 10202662 213
124.0074 1214477 25
125.0153 752741.9 15
126.0466 56138.9 1
127.0502 3897734.2 81
128.0025 142086.9 2
128.0495 183285.9 3
128.062 982312.4 20
129.0103 195277.3 4
129.0445 134670.3 2
129.0571 52338.9 1
129.0698 297427.7 6
130.0652 2419032.2 50
131.0492 1229278.4 25
131.0603 429508 8
131.073 644320.4 13
132.0445 163562.9 3
132.0571 394011 8
132.0807 481808.3 10
132.9606 596913.9 12
133.0522 504162.1 10
133.9917 364995.6 7
134.06 968834.8 20
134.9995 478884.5 10
135.0678 123571.7 2
136.0074 2130991.2 44
136.0757 830775.6 17
137.0153 54859.3 1
139.0057 347960 7
140.0494 157037.4 3
141.0572 272230.2 5
142.0651 266910.8 5
143.0729 481525.8 10
144.0808 657569.8 13
144.9606 424652.6 8
145.0648 229469.9 4
145.9686 119093.2 2
146.06 490490.1 10
146.0966 165146.4 3
148.0758 186810.1 3
149.0153 1154557.1 24
150.023 364134.2 7
153.01 129296.3 2
154.0652 246065.2 5
155.0603 340728.3 7
156.0683 170131.9 3
156.0808 212047.5 4
157.9687 278622.8 5
158.06 659676.9 13
158.9763 5419894 113
160.0756 279586.8 5
162.0105 157553.9 3
162.971 347333.9 7
163.0057 1101766.5 23
168.0682 67351.7 1
169.9684 3205086.2 67
170.9763 246747 5
172.0757 145397.5 3
172.9557 665993.1 13
172.9668 2345620 49
174.0915 62287.3 1
177.0338 51199.7 1
182.9764 143661.7 3
203.037 213954.2 4
//
