ACCESSION: MSBNK-Eawag-EQ326206
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 90; 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 90 (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-7900000000-9c125e65a55504e8506d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0022 C3HO+ 1 53.0022 0.55
53.0386 C4H5+ 1 53.0386 0.63
54.0338 C3H4N+ 1 54.0338 0.27
55.0178 C3H3O+ 1 55.0178 -0.02
55.0416 C3H5N+ 1 55.0417 -0.01
55.0543 C4H7+ 1 55.0542 0.97
56.0495 C3H6N+ 1 56.0495 0.26
57.0573 C3H7N+ 1 57.0573 -0.36
58.0651 C3H8N+ 1 58.0651 -0.1
63.0229 C5H3+ 1 63.0229 -0.1
65.0386 C5H5+ 1 65.0386 -0.25
66.0464 C5H6+ 1 66.0464 -0.18
67.0291 C3H3N2+ 1 67.0291 0.08
67.0417 C4H5N+ 1 67.0417 -0.01
67.0543 C5H7+ 1 67.0542 0.65
68.0369 C3H4N2+ 1 68.0369 -0.14
68.0495 C4H6N+ 1 68.0495 0.06
69.0447 C3H5N2+ 1 69.0447 -0.21
70.0651 C4H8N+ 1 70.0651 -0.22
71.0603 C3H7N2+ 1 71.0604 -0.35
75.0229 C6H3+ 1 75.0229 -0.09
77.0384 C6H5+ 1 77.0386 -1.77
78.0464 C6H6+ 1 78.0464 -0.41
79.0542 C6H7+ 1 79.0542 -0.21
80.0131 C4H2NO+ 1 80.0131 0.12
80.0494 C5H6N+ 1 80.0495 -0.32
81.0447 C4H5N2+ 1 81.0447 0.07
82.0525 C4H6N2+ 1 82.0525 -0.36
83.0603 C4H7N2+ 1 83.0604 -0.66
84.984 C4H2Cl+ 1 84.984 0.54
85.0284 C4H5O2+ 1 85.0284 -0.54
86.06 C4H8NO+ 1 86.06 -0.35
89.0385 C7H5+ 1 89.0386 -0.97
90.0464 C7H6+ 1 90.0464 0.43
91.0542 C7H7+ 1 91.0542 0.15
92.0495 C6H6N+ 1 92.0495 0.26
93.0337 C6H5O+ 2 93.0335 2.24
93.0574 C6H7N+ 1 93.0573 0.64
93.0699 C7H9+ 1 93.0699 0.47
94.0413 C6H6O+ 2 94.0413 0.25
94.0651 C6H8N+ 1 94.0651 0.05
95.0492 C6H7O+ 2 95.0491 0.2
95.0604 C5H7N2+ 1 95.0604 0.37
96.0443 C5H6NO+ 1 96.0444 -0.52
98.9996 C5H4Cl+ 1 98.9996 -0.45
99.0229 C8H3+ 1 99.0229 0.24
102.0464 C8H6+ 1 102.0464 -0.21
103.0542 C8H7+ 1 103.0542 -0.16
104.0494 C7H6N+ 1 104.0495 -0.53
104.062 C8H8+ 1 104.0621 -0.3
105.0337 C7H5O+ 2 105.0335 1.8
105.0448 C6H5N2+ 1 105.0447 0.53
105.0572 C7H7N+ 1 105.0573 -0.77
105.0699 C8H9+ 1 105.0699 0.22
106.0651 C7H8N+ 1 106.0651 0.14
107.0492 C7H7O+ 2 107.0491 0.18
107.0604 C6H7N2+ 1 107.0604 0.14
107.0729 C7H9N+ 1 107.073 -0.38
108.0444 C6H6NO+ 2 108.0444 -0.28
108.057 C7H8O+ 2 108.057 -0.06
108.0807 C7H10N+ 1 108.0808 -0.7
108.9841 C6H2Cl+ 1 108.984 1.43
109.0397 C5H5N2O+ 2 109.0396 0.19
109.0523 C6H7NO+ 2 109.0522 0.59
109.0761 C6H9N2+ 1 109.076 0.42
111.0441 C6H7O2+ 2 111.0441 0.31
111.0555 C5H7N2O+ 2 111.0553 1.81
112.0757 C6H10NO+ 2 112.0757 -0.18
115.0542 C9H7+ 1 115.0542 0.12
116.0495 C8H6N+ 1 116.0495 -0.13
116.062 C9H8+ 1 116.0621 -0.19
117.0573 C8H7N+ 1 117.0573 0.08
117.0699 C9H9+ 1 117.0699 -0.14
118.0413 C8H6O+ 2 118.0413 0.03
118.0651 C8H8N+ 1 118.0651 -0.05
119.0492 C8H7O+ 2 119.0491 0.58
119.0603 C7H7N2+ 1 119.0604 -0.71
119.073 C8H9N+ 1 119.073 0.25
119.0856 C9H11+ 1 119.0855 0.95
120.0444 C7H6NO+ 2 120.0444 0.33
120.0808 C8H10N+ 1 120.0808 0.29
121.0396 C6H5N2O+ 2 121.0396 0.09
121.0521 C7H7NO+ 2 121.0522 -0.87
121.0646 C8H9O+ 1 121.0648 -1.33
121.076 C7H9N2+ 1 121.076 0.04
122.06 C7H8NO+ 2 122.06 -0.08
122.9996 C7H4Cl+ 1 122.9996 -0.12
124.0075 C7H5Cl+ 1 124.0074 0.49
125.0152 C7H6Cl+ 1 125.0153 -0.03
125.9868 C6H3ClO+ 2 125.9867 0.68
126.9945 C6H4ClO+ 2 126.9945 -0.31
127.0502 C5H7N2O2+ 2 127.0502 0.13
128.0024 C6H5ClO+ 2 128.0023 0.75
128.0621 C10H8+ 1 128.0621 0.14
129.0101 C6H6ClO+ 2 129.0102 -0.38
129.0699 C10H9+ 1 129.0699 0.34
130.0652 C9H8N+ 1 130.0651 0.26
131.0492 C9H7O+ 2 131.0491 0.3
131.0604 C8H7N2+ 1 131.0604 0.19
131.073 C9H9N+ 1 131.073 0.15
132.0444 C8H6NO+ 2 132.0444 0.38
132.057 C9H8O+ 2 132.057 0.56
132.0808 C9H10N+ 1 132.0808 0.18
132.9608 C5H3Cl2+ 1 132.9606 0.96
133.0522 C8H7NO+ 2 133.0522 0.04
133.0648 C9H9O+ 2 133.0648 0.37
134.06 C8H8NO+ 2 134.06 -0.08
134.9995 C8H4Cl+ 1 134.9996 -0.62
135.0678 C8H9NO+ 2 135.0679 -0.41
136.0075 C8H5Cl+ 1 136.0074 0.37
136.0757 C8H10NO+ 2 136.0757 0.44
137.0153 C8H6Cl+ 1 137.0153 0.55
139.0057 C6H4ClN2+ 2 139.0058 -0.3
139.0308 C8H8Cl+ 1 139.0309 -1.11
141.0572 C10H7N+ 1 141.0573 -0.64
142.0652 C10H8N+ 1 142.0651 0.66
143.073 C10H9N+ 1 143.073 0.62
144.0565 C10H8O+ 1 144.057 -3.45
144.0808 C10H10N+ 1 144.0808 0.1
144.9606 C6H3Cl2+ 1 144.9606 -0.36
145.005 C6H6ClO2+ 2 145.0051 -0.44
145.0526 C6H10ClN2+ 2 145.0527 -0.36
145.0648 C10H9O+ 2 145.0648 0.13
145.0885 C10H11N+ 1 145.0886 -0.49
145.9684 C6H4Cl2+ 1 145.9685 -0.32
146.0601 C9H8NO+ 2 146.06 0.2
146.0964 C10H12N+ 1 146.0964 -0.18
146.9763 C6H5Cl2+ 1 146.9763 0.46
147.0555 C8H7N2O+ 2 147.0553 1.09
147.068 C9H9NO+ 2 147.0679 1.05
148.0757 C9H10NO+ 2 148.0757 0.07
149.0153 C9H6Cl+ 1 149.0153 0.11
150.0231 C9H7Cl+ 1 150.0231 0.14
151.0312 C9H8Cl+ 1 151.0309 1.89
154.0652 C11H8N+ 1 154.0651 0.42
154.9896 C7H4ClO2+ 2 154.9894 1.27
155.0603 C10H7N2+ 1 155.0604 -0.22
155.073 C11H9N+ 1 155.073 0.06
156.0684 C10H8N2+ 1 156.0682 1.35
156.0809 C11H10N+ 1 156.0808 0.54
157.0889 C11H11N+ 1 157.0886 1.97
157.9685 C7H4Cl2+ 1 157.9685 0.46
158.06 C10H8NO+ 2 158.06 -0.19
158.0968 C11H12N+ 1 158.0964 2.62
158.9763 C7H5Cl2+ 1 158.9763 0.24
159.0679 C10H9NO+ 2 159.0679 0.03
160.0758 C10H10NO+ 2 160.0757 0.44
161.0709 C9H9N2O+ 2 161.0709 -0.18
161.0836 C10H11NO+ 2 161.0835 0.65
161.9637 C6H4Cl2O+ 1 161.9634 1.78
162.0106 C9H5ClN+ 2 162.0105 0.84
162.0913 C10H12NO+ 2 162.0913 -0.06
162.9712 C6H5Cl2O+ 1 162.9712 0.08
163.0058 C8H4ClN2+ 2 163.0058 0.11
163.0309 C10H8Cl+ 1 163.0309 0.03
163.0867 C9H11N2O+ 2 163.0866 0.98
167.0259 C9H8ClO+ 2 167.0258 0.72
167.0815 C8H11N2O2+ 2 167.0815 0.16
168.0681 C11H8N2+ 1 168.0682 -0.77
169.0761 C11H9N2+ 1 169.076 0.5
169.9685 C8H4Cl2+ 1 169.9685 0.08
170.9762 C8H5Cl2+ 1 170.9763 -0.19
171.9837 C8H6Cl2+ 1 171.9841 -2.48
172.0756 C11H10NO+ 2 172.0757 -0.41
172.9556 C7H3Cl2O+ 1 172.9555 0.54
172.9669 C6H3Cl2N2+ 2 172.9668 0.69
174.0914 C11H12NO+ 2 174.0913 0.4
174.971 C7H5Cl2O+ 1 174.9712 -1.18
176.0707 C10H10NO2+ 3 176.0706 0.71
176.107 C11H14NO+ 2 176.107 0.11
177.0341 C10H8ClN+ 2 177.034 0.4
177.0785 C10H11NO2+ 2 177.0784 0.4
177.1024 C10H13N2O+ 2 177.1022 0.68
178.0862 C10H12NO2+ 2 178.0863 -0.53
182.9764 C9H5Cl2+ 1 182.9763 0.7
184.0759 C12H10NO+ 2 184.0757 1.03
184.9917 C9H7Cl2+ 1 184.9919 -1.25
185.9633 C8H4Cl2O+ 1 185.9634 -0.12
186.9713 C8H5Cl2O+ 1 186.9712 0.5
189.9581 C7H4Cl2O2+ 1 189.9583 -0.77
191.0368 C10H8ClN2+ 2 191.0371 -1.16
192.1021 C11H14NO2+ 3 192.1019 0.91
198.971 C9H5Cl2O+ 1 198.9712 -0.74
203.0371 C11H8ClN2+ 2 203.0371 0.19
204.0213 C8H10Cl2N2+ 3 204.0216 -1.15
204.0451 C11H9ClN2+ 2 204.0449 1.19
205.0288 C11H8ClNO+ 3 205.0289 -0.55
236.998 C11H7Cl2N2+ 3 236.9981 -0.17
239.998 C11H8Cl2NO+ 2 239.9977 0.89
252.9928 C11H7Cl2N2O+ 3 252.993 -0.61
255.0087 C11H9Cl2N2O+ 3 255.0086 0.14
267.0088 C12H9Cl2N2O+ 3 267.0086 0.39
PK$NUM_PEAK: 192
PK$PEAK: m/z int. rel.int.
53.0022 119881.6 2
53.0386 453151 10
54.0338 3954542.8 90
55.0178 266245.5 6
55.0416 635194.4 14
55.0543 49346 1
56.0495 3287572 75
57.0573 125926.9 2
58.0651 332340.6 7
63.0229 68392.5 1
65.0386 1267709.9 29
66.0464 56974.3 1
67.0291 46829.1 1
67.0417 56327.6 1
67.0543 130126.6 2
68.0369 1614200.6 37
68.0495 369841.1 8
69.0447 4664646 106
70.0651 5685415.5 130
71.0603 1751035 40
75.0229 64556.2 1
77.0384 409597.1 9
78.0464 69443.5 1
79.0542 3176450 72
80.0131 73356.7 1
80.0494 572019.8 13
81.0447 43577856 999
82.0525 25779400 590
83.0603 780055.1 17
84.984 67639.1 1
85.0284 44419 1
86.06 888223.9 20
89.0385 438855.2 10
90.0464 47973.6 1
91.0542 2325559.5 53
92.0495 116289.4 2
93.0337 204325.5 4
93.0574 212086.7 4
93.0699 284825.7 6
94.0413 1212275.5 27
94.0651 514141.6 11
95.0492 1654041.1 37
95.0604 392038.1 8
96.0443 200058.6 4
98.9996 693201.2 15
99.0229 60338.8 1
102.0464 229577.3 5
103.0542 2407830.2 55
104.0494 492850.3 11
104.062 256975.8 5
105.0337 56776.1 1
105.0448 698041.4 16
105.0572 225879.6 5
105.0699 607201.1 13
106.0651 1406830.2 32
107.0492 1937280 44
107.0604 380829.8 8
107.0729 202084.6 4
108.0444 370263.8 8
108.057 71005.6 1
108.0807 44348.6 1
108.9841 143757.8 3
109.0397 1030159.4 23
109.0523 188383.8 4
109.0761 240521.4 5
111.0441 731288.3 16
111.0555 103164.3 2
112.0757 3538207.2 81
115.0542 3452364 79
116.0495 69129 1
116.062 596688.1 13
117.0573 1571700.2 36
117.0699 1024837.6 23
118.0413 121044.1 2
118.0651 2383006 54
119.0492 161699.3 3
119.0603 47285 1
119.073 549672.1 12
119.0856 170797.5 3
120.0444 12512458 286
120.0808 2052480 47
121.0396 1449554.4 33
121.0521 556680.7 12
121.0646 351013 8
121.076 117524.1 2
122.06 5346585 122
122.9996 5540945 127
124.0075 426917.3 9
125.0152 780041.2 17
125.9868 49862.6 1
126.9945 461615.6 10
127.0502 7546066 172
128.0024 118905.4 2
128.0621 939175.2 21
129.0101 198700.2 4
129.0699 672588 15
130.0652 3420304.5 78
131.0492 1096513.1 25
131.0604 355692.7 8
131.073 1484423 34
132.0444 56418.4 1
132.057 777854.8 17
132.0808 973017.9 22
132.9608 189914.4 4
133.0522 630471.5 14
133.0648 65468.8 1
134.06 3752448 86
134.9995 181231.5 4
135.0678 980596 22
136.0075 1155246 26
136.0757 3277507.5 75
137.0153 268636.6 6
139.0057 363591.4 8
139.0308 230658 5
141.0572 57548.4 1
142.0652 129376.2 2
143.073 882745.6 20
144.0565 155006.7 3
144.0808 1407340.6 32
144.9606 172091.3 3
145.005 54961.3 1
145.0526 57695.9 1
145.0648 401794.6 9
145.0885 303202.3 6
145.9684 281966.8 6
146.0601 1380187.5 31
146.0964 1272862.6 29
146.9763 232332.1 5
147.0555 54657.3 1
147.068 312169.2 7
148.0757 1702038.2 39
149.0153 1514515 34
150.0231 2071933.4 47
151.0312 275955.4 6
154.0652 162151.6 3
154.9896 138449 3
155.0603 462930.9 10
155.073 133225.7 3
156.0684 264605.4 6
156.0809 584485.2 13
157.0889 139123.7 3
157.9685 2390385.2 54
158.06 545852.4 12
158.0968 297946.6 6
158.9763 12371206 283
159.0679 813376.2 18
160.0758 1039887 23
161.0709 53614.9 1
161.0836 61209.7 1
161.9637 43910.3 1
162.0106 123285.7 2
162.0913 158852.6 3
162.9712 155426.4 3
163.0058 324042 7
163.0309 120522.8 2
163.0867 165064 3
167.0259 329738.1 7
167.0815 975913.7 22
168.0681 64448.5 1
169.0761 50593.2 1
169.9685 7388917 169
170.9762 1248298.5 28
171.9837 51205.2 1
172.0756 472324.9 10
172.9556 4503039.5 103
172.9669 1701424.9 39
174.0914 1382347.5 31
174.971 267346.6 6
176.0707 65008.2 1
176.107 60835.5 1
177.0341 144660.2 3
177.0785 56267.2 1
177.1024 280827.6 6
178.0862 56363.7 1
182.9764 209046.2 4
184.0759 53593.2 1
184.9917 258839.1 5
185.9633 1142762.6 26
186.9713 170132.6 3
189.9581 58576.2 1
191.0368 56536.9 1
192.1021 316997.2 7
198.971 60223.3 1
203.0371 1164889.1 26
204.0213 217389.2 4
204.0451 121590.6 2
205.0288 435961.3 9
236.998 115690.5 2
239.998 141785.6 3
252.9928 495888.1 11
255.0087 394526.1 9
267.0088 278311.9 6
//
