ACCESSION: MSBNK-Eawag-EQ326204
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 60; 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 60 (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-5910000000-4daeb6d6a29bc0bab0a4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
54.0338 C3H4N+ 1 54.0338 -0.1
55.0178 C3H3O+ 1 55.0178 -0.38
55.0416 C3H5N+ 1 55.0417 -0.56
56.0495 C3H6N+ 1 56.0495 0.08
58.0651 C3H8N+ 1 58.0651 -0.79
65.0384 C5H5+ 1 65.0386 -2.56
68.0369 C3H4N2+ 1 68.0369 -0.29
68.0494 C4H6N+ 1 68.0495 -1.11
69.0447 C3H5N2+ 1 69.0447 -0.36
70.0651 C4H8N+ 1 70.0651 -0.37
71.0603 C3H7N2+ 1 71.0604 -0.35
79.0542 C6H7+ 1 79.0542 -0.46
80.0495 C5H6N+ 1 80.0495 -0.07
81.0447 C4H5N2+ 1 81.0447 0.19
82.0525 C4H6N2+ 1 82.0525 -0.48
83.0603 C4H7N2+ 1 83.0604 -0.9
84.0682 C4H8N2+ 1 84.0682 0.24
86.06 C4H8NO+ 1 86.06 -0.47
91.0542 C7H7+ 1 91.0542 0.15
94.0652 C6H8N+ 1 94.0651 0.26
95.049 C6H7O+ 1 95.0491 -1.49
95.0603 C5H7N2+ 1 95.0604 -0.36
98.9996 C5H4Cl+ 1 98.9996 -0.35
103.0541 C8H7+ 1 103.0542 -0.84
104.0495 C7H6N+ 1 104.0495 0.04
105.0699 C8H9+ 1 105.0699 0.22
106.0651 C7H8N+ 1 106.0651 0.04
107.0491 C7H7O+ 2 107.0491 -0.01
107.0604 C6H7N2+ 1 107.0604 0.05
108.0444 C6H6NO+ 2 108.0444 0.37
109.0396 C5H5N2O+ 2 109.0396 0.01
109.0523 C6H7NO+ 2 109.0522 0.32
109.076 C6H9N2+ 1 109.076 -0.13
111.0553 C5H7N2O+ 2 111.0553 0.01
112.0757 C6H10NO+ 2 112.0757 -0.18
113.0708 C5H9N2O+ 1 113.0709 -0.79
114.0423 C4H6N2O2+ 2 114.0424 -0.6
115.0542 C9H7+ 1 115.0542 0.12
117.0573 C8H7N+ 1 117.0573 -0.01
117.0699 C9H9+ 1 117.0699 -0.14
118.0651 C8H8N+ 1 118.0651 -0.22
119.0493 C8H7O+ 2 119.0491 1.33
119.073 C8H9N+ 1 119.073 0.08
119.0856 C9H11+ 1 119.0855 0.28
120.0444 C7H6NO+ 2 120.0444 0.16
120.0808 C8H10N+ 1 120.0808 0.04
121.0395 C6H5N2O+ 1 121.0396 -0.98
121.0649 C8H9O+ 2 121.0648 0.57
121.076 C7H9N2+ 1 121.076 0.21
122.06 C7H8NO+ 2 122.06 -0.17
122.9994 C7H4Cl+ 1 122.9996 -1.58
123.0918 C7H11N2+ 1 123.0917 0.69
125.0154 C7H6Cl+ 1 125.0153 0.85
126.9943 C6H4ClO+ 1 126.9945 -2.04
127.0502 C5H7N2O2+ 2 127.0502 -0.03
128.0622 C10H8+ 1 128.0621 1.39
129.0698 C10H9+ 1 129.0699 -0.28
130.0651 C9H8N+ 1 130.0651 0.11
131.0493 C9H7O+ 2 131.0491 0.91
131.0729 C9H9N+ 1 131.073 -0.08
132.057 C9H8O+ 2 132.057 -0.05
132.0808 C9H10N+ 1 132.0808 -0.04
133.0523 C8H7NO+ 2 133.0522 0.94
133.0649 C9H9O+ 2 133.0648 0.67
134.06 C8H8NO+ 2 134.06 -0.08
135.0678 C8H9NO+ 2 135.0679 -0.26
136.0757 C8H10NO+ 2 136.0757 0.22
138.0231 C8H7Cl+ 1 138.0231 0.22
139.0308 C8H8Cl+ 1 139.0309 -0.89
143.073 C10H9N+ 1 143.073 0.69
144.0808 C10H10N+ 1 144.0808 -0.04
145.0648 C10H9O+ 2 145.0648 0.13
145.0886 C10H11N+ 1 145.0886 -0.21
145.9687 C6H4Cl2+ 1 145.9685 1.6
146.06 C9H8NO+ 2 146.06 0.07
146.0964 C10H12N+ 1 146.0964 0.03
146.9762 C6H5Cl2+ 1 146.9763 -0.69
147.0679 C9H9NO+ 2 147.0679 0.51
147.0804 C10H11O+ 2 147.0804 -0.49
148.0757 C9H10NO+ 2 148.0757 -0.07
149.0152 C9H6Cl+ 1 149.0153 -0.36
150.0231 C9H7Cl+ 1 150.0231 0.27
151.031 C9H8Cl+ 1 151.0309 0.57
154.0651 C11H8N+ 1 154.0651 -0.3
155.0603 C10H7N2+ 1 155.0604 -0.35
156.0808 C11H10N+ 1 156.0808 0.48
157.0646 C11H9O+ 2 157.0648 -1.09
157.0887 C11H11N+ 1 157.0886 0.5
157.9685 C7H4Cl2+ 1 157.9685 0.08
158.0602 C10H8NO+ 2 158.06 0.76
158.0965 C11H12N+ 1 158.0964 0.41
158.9763 C7H5Cl2+ 1 158.9763 0.11
159.0678 C10H9NO+ 2 159.0679 -0.1
159.9842 C7H6Cl2+ 1 159.9841 0.64
160.0757 C10H10NO+ 2 160.0757 -0.13
161.0835 C10H11NO+ 2 161.0835 -0.1
161.1074 C10H13N2+ 1 161.1073 0.22
162.0789 C9H10N2O+ 2 162.0788 0.9
162.0913 C10H12NO+ 2 162.0913 -0.37
162.1153 C10H14N2+ 1 162.1151 0.74
163.0308 C10H8Cl+ 1 163.0309 -0.58
163.0863 C9H11N2O+ 2 163.0866 -1.59
163.123 C10H15N2+ 1 163.123 -0.15
164.0707 C9H10NO2+ 2 164.0706 0.52
167.0259 C9H8ClO+ 2 167.0258 0.25
167.0815 C8H11N2O2+ 2 167.0815 0.04
169.9684 C8H4Cl2+ 1 169.9685 -0.04
170.9761 C8H5Cl2+ 1 170.9763 -0.83
171.0678 C11H9NO+ 2 171.0679 -0.21
171.9838 C8H6Cl2+ 1 171.9841 -1.67
172.0757 C11H10NO+ 2 172.0757 0
172.1122 C12H14N+ 1 172.1121 0.61
172.9556 C7H3Cl2O+ 1 172.9555 0.25
173.0836 C11H11NO+ 2 173.0835 0.32
174.0914 C11H12NO+ 2 174.0913 0.23
174.9711 C7H5Cl2O+ 1 174.9712 -0.61
175.0867 C10H11N2O+ 2 175.0866 0.46
175.1233 C11H15N2+ 1 175.123 1.57
176.0706 C10H10NO2+ 2 176.0706 0.03
176.0944 C10H12N2O+ 2 176.0944 -0.03
176.1068 C11H14NO+ 2 176.107 -1.37
177.1022 C10H13N2O+ 2 177.1022 -0.11
178.0861 C10H12NO2+ 2 178.0863 -0.7
178.11 C10H14N2O+ 2 178.1101 -0.31
179.1177 C10H15N2O+ 2 179.1179 -1.23
184.9919 C9H7Cl2+ 1 184.9919 -0.01
185.9634 C8H4Cl2O+ 1 185.9634 0.15
186.9712 C8H5Cl2O+ 1 186.9712 -0.09
187.1231 C12H15N2+ 1 187.123 0.4
188.1069 C12H14NO+ 2 188.107 -0.43
189.1385 C12H17N2+ 1 189.1386 -0.61
190.0864 C11H12NO2+ 3 190.0863 0.82
191.0941 C11H13NO2+ 3 191.0941 0.16
191.1178 C11H15N2O+ 2 191.1179 -0.73
192.1018 C11H14NO2+ 2 192.1019 -0.55
200.1071 C13H14NO+ 2 200.107 0.45
202.9662 C8H5Cl2O2+ 1 202.9661 0.34
203.037 C11H8ClN2+ 2 203.0371 -0.16
204.1023 C9H17ClN2O+ 3 204.1024 -0.4
205.0291 C11H8ClNO+ 3 205.0289 0.77
205.0528 C11H10ClN2+ 2 205.0527 0.23
205.0973 C11H13N2O2+ 3 205.0972 0.91
205.1339 C9H20ClN3+ 2 205.134 -0.47
209.0365 C11H10ClO2+ 3 209.0364 0.6
212.003 C10H8Cl2N+ 2 212.0028 0.75
213.995 C10H8Cl2O+ 1 213.9947 1.49
215.118 C13H15N2O+ 2 215.1179 0.7
216.1021 C13H14NO2+ 3 216.1019 0.81
216.1252 C13H16N2O+ 2 216.1257 -2.38
217.1336 C13H17N2O+ 2 217.1335 0.05
218.1177 C13H16NO2+ 3 218.1176 0.66
219.1129 C12H15N2O2+ 3 219.1128 0.35
220.1206 C12H16N2O2+ 3 220.1206 -0.13
226.006 C10H8Cl2N2+ 3 226.0059 0.64
229.0525 C13H10ClN2+ 2 229.0527 -0.93
233.0478 C12H10ClN2O+ 3 233.0476 0.61
234.1123 C13H16NO3+ 3 234.1125 -0.55
235.1439 C13H19N2O2+ 2 235.1441 -0.95
236.999 C11H7Cl2N2+ 1 236.9981 3.71
238.0059 C11H8Cl2N2+ 3 238.0059 -0.06
239.0136 C11H9Cl2N2+ 3 239.0137 -0.38
244.0052 C11H10Cl2O2+ 2 244.0052 -0.03
247.0633 C13H12ClN2O+ 3 247.0633 0.3
252.9932 C11H7Cl2N2O+ 3 252.993 1.01
254.0009 C11H8Cl2N2O+ 3 254.0008 0.43
255.0086 C11H9Cl2N2O+ 3 255.0086 0.02
267.0087 C12H9Cl2N2O+ 3 267.0086 0.06
269.0249 C12H11Cl2N2O+ 3 269.0243 2.14
271.0034 C11H9Cl2N2O2+ 3 271.0036 -0.4
281.0244 C13H11Cl2N2O+ 3 281.0243 0.37
311.0346 C14H13Cl2N2O2+ 4 311.0349 -0.67
378.0658 C19H18Cl2NO3+ 6 378.0658 -0.09
489.1449 C24H27Cl2N4O3+ 2 489.1455 -1.11
PK$NUM_PEAK: 173
PK$PEAK: m/z int. rel.int.
54.0338 1678780.8 29
55.0178 240769.5 4
55.0416 274948.8 4
56.0495 2252086 39
58.0651 508672.2 8
65.0384 221938.1 3
68.0369 1627513.2 28
68.0494 271990.5 4
69.0447 4943943.5 87
70.0651 6411239.5 113
71.0603 5556102.5 98
79.0542 671824 11
80.0495 221610.2 3
81.0447 25979214 458
82.0525 56602132 999
83.0603 1525299.2 26
84.0682 147732.4 2
86.06 3279837 57
91.0542 458019.5 8
94.0652 188086.2 3
95.049 134202.8 2
95.0603 383087.6 6
98.9996 124099.1 2
103.0541 388078.1 6
104.0495 126932.4 2
105.0699 563975.5 9
106.0651 361782.1 6
107.0491 1200271.9 21
107.0604 476487.2 8
108.0444 142057.3 2
109.0396 525089.5 9
109.0523 265869.7 4
109.076 474086.2 8
111.0553 204472.1 3
112.0757 15148497 267
113.0708 247673.4 4
114.0423 130356 2
115.0542 376020 6
117.0573 497906.8 8
117.0699 915667.2 16
118.0651 1437605.5 25
119.0493 162930.4 2
119.073 462584 8
119.0856 154838.2 2
120.0444 5740920.5 101
120.0808 2608588 46
121.0395 121464.4 2
121.0649 163038.5 2
121.076 158933 2
122.06 5995387 105
122.9994 281313.5 4
123.0918 146173.1 2
125.0154 428827.2 7
126.9943 116853.6 2
127.0502 2187675.2 38
128.0622 223574.7 3
129.0698 838095 14
130.0651 1587265.8 28
131.0493 448666.1 7
131.0729 909876.6 16
132.057 736096.9 12
132.0808 1300028.1 22
133.0523 531211.9 9
133.0649 253080.1 4
134.06 5653209 99
135.0678 8931381 157
136.0757 6924342.5 122
138.0231 159323.4 2
139.0308 441327.3 7
143.073 396181 6
144.0808 3162388.8 55
145.0648 545586.6 9
145.0886 1248359.8 22
145.9687 298053 5
146.06 2042805.4 36
146.0964 4517999 79
146.9762 285013 5
147.0679 384557.3 6
147.0804 118332.6 2
148.0757 12359260 218
149.0152 900631.4 15
150.0231 1486307.8 26
151.031 665319.4 11
154.0651 181238.9 3
155.0603 251213.6 4
156.0808 841796.6 14
157.0646 74371.3 1
157.0887 323431.1 5
157.9685 1293202.9 22
158.0602 142677.6 2
158.0965 1836443.9 32
158.9763 8969927 158
159.0678 609609.1 10
159.9842 179188.7 3
160.0757 1509308.8 26
161.0835 441863.7 7
161.1074 179681.8 3
162.0789 175215.8 3
162.0913 849470.3 14
162.1153 73206.8 1
163.0308 974220.3 17
163.0863 327197.8 5
163.123 956909.4 16
164.0707 253259.2 4
167.0259 2015930.4 35
167.0815 8689635 153
169.9684 6889430 121
170.9761 508210 8
171.0678 204692.6 3
171.9838 144471.1 2
172.0757 1210994.5 21
172.1122 461215.9 8
172.9556 6380993.5 112
173.0836 537173.4 9
174.0914 9006833 158
174.9711 619054.8 10
175.0867 205681 3
175.1233 141440.6 2
176.0706 146384.1 2
176.0944 474617.7 8
176.1068 240107.3 4
177.1022 10147000 179
178.0861 431643.8 7
178.11 779327.1 13
179.1177 64433 1
184.9919 3832145 67
185.9634 11762601 207
186.9712 1345417.8 23
187.1231 203825.5 3
188.1069 393201.1 6
189.1385 703421.2 12
190.0864 406726.2 7
191.0941 174754 3
191.1178 198427.6 3
192.1018 1875025.8 33
200.1071 700829.9 12
202.9662 740745.9 13
203.037 3045153.2 53
204.1023 298370.8 5
205.0291 353156.5 6
205.0528 117291.1 2
205.0973 131885.6 2
205.1339 266747.6 4
209.0365 227961.2 4
212.003 115479.3 2
213.995 67535.4 1
215.118 300043.6 5
216.1021 945045.2 16
216.1252 217522.7 3
217.1336 1416645.5 25
218.1177 326922.5 5
219.1129 1569691.4 27
220.1206 324342.9 5
226.006 61036.8 1
229.0525 76801.2 1
233.0478 445234.1 7
234.1123 228987.9 4
235.1439 245523.8 4
236.999 103774.8 1
238.0059 995397.1 17
239.0136 441104 7
244.0052 1431421.8 25
247.0633 1165966.2 20
252.9932 296650.2 5
254.0009 169006.5 2
255.0086 8217503 145
267.0087 6017630 106
269.0249 64526.4 1
271.0034 150818 2
281.0244 1008006.1 17
311.0346 434168.5 7
378.0658 984915.9 17
489.1449 71905.7 1
//
