ACCESSION: MSBNK-CASMI_2016-SM857403
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8574
CH$NAME: Ketoconazole
CH$NAME: 1-[4-[4-[[(2S,4R)-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)c1ccc(OC[C@@H]2CO[C@](Cn3ccnc3)(O2)c2ccc(Cl)cc2Cl)cc1
CH$IUPAC: InChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m1/s1
CH$LINK: CAS
72093-26-6
CH$LINK: CHEBI
47518
CH$LINK: KEGG
D00351
CH$LINK: PUBCHEM
CID:47576
CH$LINK: INCHIKEY
XMAYWYJOQHXEEK-ZEQKJWHPSA-N
CH$LINK: CHEMSPIDER
43284
CH$LINK: COMPTOX
DTXSID60161949
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$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.348 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 531.1559
MS$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 2.3.1
PK$SPLASH: splash10-001i-3530190000-a2b05a2498270bcd4a7e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
54.034 C3H4N+ 1 54.0338 3.24
56.0496 C3H6N+ 1 56.0495 2.43
58.0652 C3H8N+ 1 58.0651 1.38
68.037 C3H4N2+ 1 68.0369 1.87
69.0448 C3H5N2+ 1 69.0447 0.92
70.0652 C4H8N+ 1 70.0651 0.73
71.0604 C3H7N2+ 1 71.0604 0.3
81.0447 C4H5N2+ 1 81.0447 -0.03
82.0525 C4H6N2+ 1 82.0525 -0.1
83.0603 C4H7N2+ 1 83.0604 -0.52
86.06 C4H8NO+ 1 86.06 -0.23
107.0491 C7H7O+ 1 107.0491 -0.79
107.0604 C6H7N2+ 1 107.0604 0.25
109.0759 C6H9N2+ 1 109.076 -0.72
112.0757 C6H10NO+ 2 112.0757 -0.09
113.0707 C5H9N2O+ 1 113.0709 -2.56
118.0651 C8H8N+ 1 118.0651 -0.54
120.0444 C7H6NO+ 2 120.0444 0.44
120.0808 C8H10N+ 1 120.0808 0.06
122.06 C7H8NO+ 2 122.06 -0.29
127.0501 C5H7N2O2+ 1 127.0502 -1.19
129.0696 C10H9+ 1 129.0699 -2.08
130.0652 C9H8N+ 1 130.0651 0.75
131.0492 C9H7O+ 2 131.0491 0.2
131.0729 C9H9N+ 1 131.073 -0.31
132.0807 C9H10N+ 1 132.0808 -0.32
133.0647 C9H9O+ 2 133.0648 -0.52
134.06 C8H8NO+ 2 134.06 -0.27
135.0678 C8H9NO+ 2 135.0679 -0.41
136.0756 C8H10NO+ 2 136.0757 -0.33
144.0808 C10H10N+ 1 144.0808 0.13
145.0649 C10H9O+ 2 145.0648 0.64
145.0887 C10H11N+ 1 145.0886 0.39
146.0601 C9H8NO+ 2 146.06 0.08
146.0964 C10H12N+ 1 146.0964 -0.39
148.0756 C9H10NO+ 2 148.0757 -0.65
149.015 C9H6Cl+ 1 149.0153 -1.69
150.0229 C9H7Cl+ 1 150.0231 -1.34
156.0807 C11H10N+ 1 156.0808 -0.17
158.0964 C11H12N+ 1 158.0964 0.07
158.9763 C7H5Cl2+ 1 158.9763 -0.15
160.0757 C10H10NO+ 2 160.0757 -0.22
161.0832 C10H11NO+ 2 161.0835 -1.71
162.0911 C10H12NO+ 2 162.0913 -1.3
163.0308 C10H8Cl+ 1 163.0309 -0.56
163.123 C10H15N2+ 2 163.123 -0.09
167.0257 C9H8ClO+ 2 167.0258 -0.77
167.0816 C8H11N2O2+ 3 167.0815 0.29
169.9685 C8H4Cl2+ 1 169.9685 0
172.0756 C11H10NO+ 2 172.0757 -0.58
172.112 C12H14N+ 1 172.1121 -0.54
172.9555 C7H3Cl2O+ 1 172.9555 -0.33
173.0836 C11H11NO+ 2 173.0835 0.59
174.0914 C11H12NO+ 2 174.0913 0.26
176.0945 C10H12N2O+ 3 176.0944 0.23
177.1022 C10H13N2O+ 3 177.1022 -0.01
178.1102 C10H14N2O+ 3 178.1101 0.61
179.0257 C10H8ClO+ 2 179.0258 -0.74
184.992 C9H7Cl2+ 1 184.9919 0.45
185.9634 C8H4Cl2O+ 1 185.9634 -0.06
186.971 C8H5Cl2O+ 1 186.9712 -0.94
188.1071 C12H14NO+ 2 188.107 0.82
189.1383 C5H27Cl2O2+ 2 189.1383 0.23
190.0867 C8H15ClN2O+ 3 190.0867 -0.3
192.1017 C11H14NO2+ 2 192.1019 -0.98
200.1071 C13H14NO+ 2 200.107 0.32
202.9661 C8H5Cl2O2+ 1 202.9661 0.01
203.0371 C11H8ClN2+ 2 203.0371 0.07
204.1021 C12H14NO2+ 3 204.1019 1.04
205.0971 C11H13N2O2+ 4 205.0972 -0.12
205.1339 C9H20ClN3+ 3 205.134 -0.38
209.0366 C11H10ClO2+ 2 209.0364 0.92
215.118 C13H15N2O+ 3 215.1179 0.57
216.1019 C13H14NO2+ 3 216.1019 0.19
216.1256 C13H16N2O+ 3 216.1257 -0.54
217.1336 C13H17N2O+ 3 217.1335 0.26
218.1177 C13H16NO2+ 3 218.1176 0.52
219.1128 C12H15N2O2+ 4 219.1128 -0.07
220.1206 C12H16N2O2+ 4 220.1206 0.09
233.0478 C12H10ClN2O+ 3 233.0476 0.89
233.1287 C10H20ClN3O+ 4 233.1289 -0.85
234.1126 C13H16NO3+ 3 234.1125 0.5
235.1442 C13H19N2O2+ 4 235.1441 0.24
238.0058 C11H8Cl2N2+ 3 238.0059 -0.63
239.0136 C11H9Cl2N2+ 3 239.0137 -0.47
244.0053 C11H10Cl2O2+ 2 244.0052 0.14
247.0633 C13H12ClN2O+ 3 247.0633 -0.01
247.1442 C14H19N2O2+ 4 247.1441 0.38
255.0086 C11H9Cl2N2O+ 3 255.0086 -0.18
259.144 C15H19N2O2+ 4 259.1441 -0.39
267.0087 C12H9Cl2N2O+ 3 267.0086 0.13
268.0163 C12H10Cl2N2O+ 3 268.0165 -0.7
277.1546 C15H21N2O3+ 3 277.1547 -0.09
281.0245 C13H11Cl2N2O+ 3 281.0243 0.82
282.0323 C13H12Cl2N2O+ 3 282.0321 0.79
311.035 C14H13Cl2N2O2+ 5 311.0349 0.55
378.0656 C19H18Cl2NO3+ 6 378.0658 -0.52
420.0765 C21H20Cl2NO4+ 4 420.0764 0.29
421.1079 C21H23Cl2N2O3+ 3 421.108 -0.19
446.1031 C22H22Cl2N3O3+ 4 446.1033 -0.48
489.1457 C24H27Cl2N4O3+ 2 489.1455 0.55
531.1563 C26H29Cl2N4O4+ 1 531.156 0.46
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
54.034 293356.2 3
56.0496 462419.4 5
58.0652 79120.5 1
68.037 320176.8 4
69.0448 1505884.5 19
70.0652 983092.6 12
71.0604 1319481.8 17
81.0447 5606036 72
82.0525 18917372 244
83.0603 505117.4 6
86.06 1104729 14
107.0491 222630.2 2
107.0604 99666.9 1
109.0759 85221.2 1
112.0757 6248653 80
113.0707 77607.3 1
118.0651 232838.4 3
120.0444 889790.8 11
120.0808 290841.5 3
122.06 928926.8 11
127.0501 372430.3 4
129.0696 90600.3 1
130.0652 218695.6 2
131.0492 90654.4 1
131.0729 104482.7 1
132.0807 384131.7 4
133.0647 78196 1
134.06 758331.4 9
135.0678 4207889.5 54
136.0756 1605172.5 20
144.0808 800137.4 10
145.0649 122240.8 1
145.0887 427633.1 5
146.0601 519771.3 6
146.0964 1101350.8 14
148.0756 3114845.8 40
149.015 100883.9 1
150.0229 240246.5 3
156.0807 246483.1 3
158.0964 344103.8 4
158.9763 1516395.1 19
160.0757 351428.2 4
161.0832 87513.8 1
162.0911 220050.8 2
163.0308 290704.2 3
163.123 352904 4
167.0257 384833.9 4
167.0816 2420499 31
169.9685 1066648.5 13
172.0756 593923.2 7
172.112 196399.8 2
172.9555 1304343.6 16
173.0836 91648 1
174.0914 3092602 39
176.0945 122577 1
177.1022 4164105 53
178.1102 891160.3 11
179.0257 103174.8 1
184.992 1139638.9 14
185.9634 2864375.5 36
186.971 223593.3 2
188.1071 242181 3
189.1383 451444.4 5
190.0867 80994.5 1
192.1017 453307.4 5
200.1071 453685.6 5
202.9661 316492.5 4
203.0371 802913.4 10
204.1021 298129.4 3
205.0971 188450.4 2
205.1339 113778.5 1
209.0366 631063 8
215.118 278118 3
216.1019 1392623.5 17
216.1256 253222 3
217.1336 3412748.2 44
218.1177 98869 1
219.1128 3848182.8 49
220.1206 2695182 34
233.0478 102749 1
233.1287 109662.3 1
234.1126 682936.4 8
235.1442 1343546.8 17
238.0058 1034484.4 13
239.0136 211773.1 2
244.0053 5630364.5 72
247.0633 456061.8 5
247.1442 118780.7 1
255.0086 5494152 70
259.144 521180.3 6
267.0087 2367156.8 30
268.0163 246214 3
277.1546 118629.5 1
281.0245 401394.2 5
282.0323 763920.8 9
311.035 618653.4 7
378.0656 371993.7 4
420.0765 296021.8 3
421.1079 539655 6
446.1031 522241 6
489.1457 7537039 97
531.1563 77386720 999
//
