ACCESSION: MSBNK-Eawag-EQ326205
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 75; 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 75 (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-6900000000-d439b779a6fc37119924
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0228 C4H3+ 1 51.0229 -3.07
53.0386 C4H5+ 1 53.0386 0.06
54.0338 C3H4N+ 1 54.0338 -0.1
55.0178 C3H3O+ 1 55.0178 -0.02
55.0416 C3H5N+ 1 55.0417 -0.01
55.0542 C4H7+ 1 55.0542 -0.12
56.0495 C3H6N+ 1 56.0495 -0.1
57.0573 C3H7N+ 1 57.0573 -0.01
58.0651 C3H8N+ 1 58.0651 -0.27
65.0385 C5H5+ 1 65.0386 -0.87
68.0369 C3H4N2+ 1 68.0369 -0.14
68.0494 C4H6N+ 1 68.0495 -0.67
69.0447 C3H5N2+ 1 69.0447 -0.21
70.0651 C4H8N+ 1 70.0651 -0.37
71.0603 C3H7N2+ 1 71.0604 -0.49
77.0384 C6H5+ 1 77.0386 -2.03
79.0542 C6H7+ 1 79.0542 -0.46
80.0131 C4H2NO+ 1 80.0131 -0.25
80.0494 C5H6N+ 1 80.0495 -0.44
81.0447 C4H5N2+ 1 81.0447 0.07
82.0525 C4H6N2+ 1 82.0525 -0.48
83.0603 C4H7N2+ 1 83.0604 -0.9
84.0683 C4H8N2+ 1 84.0682 0.6
85.0286 C4H5O2+ 1 85.0284 2.4
86.06 C4H8NO+ 1 86.06 -0.58
91.0542 C7H7+ 1 91.0542 0.26
92.0496 C6H6N+ 1 92.0495 1.13
93.0336 C6H5O+ 2 93.0335 0.74
93.0572 C6H7N+ 1 93.0573 -0.65
93.0699 C7H9+ 1 93.0699 0.47
94.0413 C6H6O+ 2 94.0413 0.25
94.0651 C6H8N+ 1 94.0651 -0.38
95.0491 C6H7O+ 1 95.0491 -0.12
95.0604 C5H7N2+ 1 95.0604 0.27
96.0444 C5H6NO+ 1 96.0444 -0.21
98.9996 C5H4Cl+ 1 98.9996 0.36
99.0229 C8H3+ 1 99.0229 -0.27
103.0542 C8H7+ 1 103.0542 -0.16
104.0495 C7H6N+ 1 104.0495 -0.05
104.0621 C8H8+ 1 104.0621 0.18
105.0447 C6H5N2+ 1 105.0447 -0.61
105.0573 C7H7N+ 1 105.0573 0.09
105.0699 C8H9+ 1 105.0699 0.13
106.0651 C7H8N+ 1 106.0651 0.14
107.0491 C7H7O+ 2 107.0491 -0.2
107.0603 C6H7N2+ 1 107.0604 -0.23
107.0728 C7H9N+ 1 107.073 -1.5
108.0442 C6H6NO+ 1 108.0444 -1.58
108.0569 C7H8O+ 2 108.057 -0.24
108.0806 C7H10N+ 1 108.0808 -1.35
109.0396 C5H5N2O+ 2 109.0396 0.01
109.0523 C6H7NO+ 2 109.0522 0.59
109.076 C6H9N2+ 1 109.076 0.23
111.0442 C6H7O2+ 2 111.0441 0.85
111.0553 C5H7N2O+ 2 111.0553 -0.35
112.0757 C6H10NO+ 2 112.0757 -0.18
113.0711 C5H9N2O+ 2 113.0709 1.42
114.0423 C4H6N2O2+ 2 114.0424 -0.6
115.0542 C9H7+ 1 115.0542 -0.06
116.0498 C8H6N+ 1 116.0495 2.62
116.0621 C9H8+ 1 116.0621 0.07
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 1.42
119.0601 C7H7N2+ 1 119.0604 -1.89
119.0729 C8H9N+ 1 119.073 -0.43
119.0855 C9H11+ 1 119.0855 -0.31
120.0444 C7H6NO+ 2 120.0444 0.16
120.0808 C8H10N+ 1 120.0808 0.29
121.0396 C6H5N2O+ 2 121.0396 -0.32
121.0522 C7H7NO+ 2 121.0522 -0.04
121.0648 C8H9O+ 2 121.0648 -0.34
121.0761 C7H9N2+ 1 121.076 0.29
122.06 C7H8NO+ 2 122.06 -0.08
122.9995 C7H4Cl+ 1 122.9996 -0.44
124.0074 C7H5Cl+ 1 124.0074 -0.16
125.0153 C7H6Cl+ 1 125.0153 0.37
125.9867 C6H3ClO+ 2 125.9867 -0.11
127.0502 C5H7N2O2+ 2 127.0502 -0.03
128.0496 C9H6N+ 1 128.0495 1.05
128.0621 C10H8+ 1 128.0621 0.06
129.0698 C10H9+ 1 129.0699 -0.36
130.0651 C9H8N+ 1 130.0651 0.11
131.0491 C9H7O+ 2 131.0491 -0.01
131.0603 C8H7N2+ 1 131.0604 -0.65
131.073 C9H9N+ 1 131.073 0.15
132.0443 C8H6NO+ 2 132.0444 -0.68
132.0569 C9H8O+ 2 132.057 -0.27
132.0808 C9H10N+ 1 132.0808 -0.04
132.9604 C5H3Cl2+ 1 132.9606 -1.67
133.0522 C8H7NO+ 2 133.0522 0.11
133.0647 C9H9O+ 2 133.0648 -0.54
133.0885 C9H11N+ 1 133.0886 -0.83
134.06 C8H8NO+ 2 134.06 -0.15
135.0678 C8H9NO+ 2 135.0679 -0.26
136.0075 C8H5Cl+ 1 136.0074 0.52
136.0757 C8H10NO+ 2 136.0757 0.22
137.0153 C8H6Cl+ 1 137.0153 0.63
138.0231 C8H7Cl+ 1 138.0231 0.29
139.0058 C6H4ClN2+ 2 139.0058 0.13
139.0308 C8H8Cl+ 1 139.0309 -0.46
141.0101 C7H6ClO+ 2 141.0102 -0.84
142.0646 C10H8N+ 1 142.0651 -3.84
143.073 C10H9N+ 1 143.073 0.2
144.0565 C10H8O+ 1 144.057 -3.17
144.0808 C10H10N+ 1 144.0808 -0.04
145.0649 C10H9O+ 2 145.0648 0.61
145.0887 C10H11N+ 1 145.0886 0.34
145.9686 C6H4Cl2+ 1 145.9685 0.91
146.06 C9H8NO+ 2 146.06 -0.14
146.0964 C10H12N+ 1 146.0964 -0.18
146.9765 C6H5Cl2+ 1 146.9763 1.35
147.0441 C9H7O2+ 2 147.0441 0.16
147.0551 C8H7N2O+ 2 147.0553 -1.02
147.0678 C9H9NO+ 2 147.0679 -0.51
147.0804 C10H11O+ 2 147.0804 -0.08
148.0757 C9H10NO+ 2 148.0757 -0.07
149.0153 C9H6Cl+ 1 149.0153 0.31
150.0231 C9H7Cl+ 1 150.0231 -0.06
151.031 C9H8Cl+ 1 151.0309 0.5
152.0021 C8H5ClO+ 2 152.0023 -1.54
154.0652 C11H8N+ 1 154.0651 0.42
154.9895 C7H4ClO2+ 2 154.9894 0.56
155.0603 C10H7N2+ 1 155.0604 -0.35
155.0729 C11H9N+ 1 155.073 -0.52
156.0682 C10H8N2+ 1 156.0682 0.13
156.0807 C11H10N+ 1 156.0808 -0.23
157.0884 C11H11N+ 1 157.0886 -1.09
157.9685 C7H4Cl2+ 1 157.9685 0.21
158.0965 C11H12N+ 1 158.0964 0.15
158.9763 C7H5Cl2+ 1 158.9763 0.11
159.0679 C10H9NO+ 2 159.0679 0.22
160.0756 C10H10NO+ 2 160.0757 -0.25
161.071 C9H9N2O+ 2 161.0709 0.5
161.0837 C10H11NO+ 2 161.0835 1.33
161.1073 C10H13N2+ 1 161.1073 0.16
162.079 C9H10N2O+ 2 162.0788 1.27
162.0912 C10H12NO+ 2 162.0913 -0.8
163.0308 C10H8Cl+ 1 163.0309 -0.76
163.0863 C9H11N2O+ 2 163.0866 -1.9
163.1228 C10H15N2+ 1 163.123 -1.32
165.0104 C9H6ClO+ 2 165.0102 1.4
167.0258 C9H8ClO+ 2 167.0258 -0.17
167.0815 C8H11N2O2+ 2 167.0815 -0.14
168.0682 C11H8N2+ 1 168.0682 0.24
169.0763 C11H9N2+ 1 169.076 1.45
169.9684 C8H4Cl2+ 1 169.9685 -0.1
170.9763 C8H5Cl2+ 1 170.9763 -0.07
171.0678 C11H9NO+ 2 171.0679 -0.62
171.9842 C8H6Cl2+ 1 171.9841 0.37
172.0757 C11H10NO+ 2 172.0757 -0.18
172.1122 C12H14N+ 1 172.1121 0.49
172.9556 C7H3Cl2O+ 1 172.9555 0.19
174.0914 C11H12NO+ 2 174.0913 0.06
174.9713 C7H5Cl2O+ 1 174.9712 0.48
175.0867 C10H11N2O+ 2 175.0866 0.4
176.0708 C10H10NO2+ 3 176.0706 0.94
176.0945 C10H12N2O+ 2 176.0944 0.26
176.107 C11H14NO+ 2 176.107 -0.23
177.034 C10H8ClN+ 2 177.034 0.12
177.0786 C10H11NO2+ 3 177.0784 0.9
177.1022 C10H13N2O+ 2 177.1022 -0.11
178.0862 C10H12NO2+ 2 178.0863 -0.37
179.0256 C10H8ClO+ 2 179.0258 -1.06
182.9765 C9H5Cl2+ 1 182.9763 1.03
184.0757 C12H10NO+ 2 184.0757 0.22
184.9919 C9H7Cl2+ 1 184.9919 -0.06
185.9634 C8H4Cl2O+ 1 185.9634 0.05
186.9711 C8H5Cl2O+ 1 186.9712 -0.68
188.1071 C12H14NO+ 2 188.107 0.53
189.139 C12H17N2+ 1 189.1386 1.82
189.9583 C7H4Cl2O2+ 1 189.9583 0.02
190.0861 C11H12NO2+ 2 190.0863 -1.08
191.0369 C10H8ClN2+ 2 191.0371 -1.01
192.102 C11H14NO2+ 3 192.1019 0.34
198.971 C9H5Cl2O+ 1 198.9712 -0.84
200.1069 C13H14NO+ 2 200.107 -0.55
202.9662 C8H5Cl2O2+ 1 202.9661 0.29
203.037 C11H8ClN2+ 2 203.0371 -0.16
204.0214 C8H10Cl2N2+ 3 204.0216 -0.71
204.0448 C11H9ClN2+ 2 204.0449 -0.23
204.102 C12H14NO2+ 3 204.1019 0.27
205.0291 C11H8ClNO+ 3 205.0289 0.86
205.053 C11H10ClN2+ 2 205.0527 1.26
212.0027 C10H8Cl2N+ 2 212.0028 -0.62
216.1017 C13H14NO2+ 2 216.1019 -0.95
229.0534 C13H10ClN2+ 2 229.0527 3.18
233.0476 C12H10ClN2O+ 3 233.0476 0.1
236.9982 C11H7Cl2N2+ 3 236.9981 0.68
239.0136 C11H9Cl2N2+ 3 239.0137 -0.75
239.9978 C11H8Cl2NO+ 2 239.9977 0.31
247.0636 C10H15Cl2N3+ 3 247.0638 -0.46
252.9931 C11H7Cl2N2O+ 3 252.993 0.42
255.0086 C11H9Cl2N2O+ 3 255.0086 -0.1
267.0086 C12H9Cl2N2O+ 3 267.0086 -0.17
281.0242 C13H11Cl2N2O+ 3 281.0243 -0.27
378.0658 C19H18Cl2NO3+ 6 378.0658 -0.09
PK$NUM_PEAK: 199
PK$PEAK: m/z int. rel.int.
51.0228 58210.3 1
53.0386 161625.4 3
54.0338 2600466.5 62
55.0178 303927.5 7
55.0416 465471.9 11
55.0542 171866 4
56.0495 3603333 87
57.0573 66919.4 1
58.0651 343245.7 8
65.0385 433884.4 10
68.0369 1810882.4 43
68.0494 388847.8 9
69.0447 4556142 110
70.0651 8157763 197
71.0603 3497078 84
77.0384 166863.9 4
79.0542 1933026 46
80.0131 51141.1 1
80.0494 426745.3 10
81.0447 37519684 907
82.0525 41305560 999
83.0603 1197741.4 28
84.0683 49880.7 1
85.0286 45455.2 1
86.06 1686138.5 40
91.0542 1418891.9 34
92.0496 43013.2 1
93.0336 146833.4 3
93.0572 58637.2 1
93.0699 171364.1 4
94.0413 414959.5 10
94.0651 247233.1 5
95.0491 574410.9 13
95.0604 347560.9 8
96.0444 46661 1
98.9996 486391 11
99.0229 41518.2 1
103.0542 1299602.5 31
104.0495 253795 6
104.0621 122131 2
105.0447 254808.1 6
105.0573 63055.4 1
105.0699 786389.1 19
106.0651 829550.4 20
107.0491 1771196.1 42
107.0603 506446.4 12
107.0728 144872.9 3
108.0442 223929.3 5
108.0569 70365.1 1
108.0806 52646.4 1
109.0396 1183387.9 28
109.0523 149113 3
109.076 308725.9 7
111.0442 320343.4 7
111.0553 303187.3 7
112.0757 8476816 205
113.0711 51325 1
114.0423 54884.8 1
115.0542 1357600.9 32
116.0498 45505.1 1
116.0621 312804.6 7
117.0573 1261304.2 30
117.0699 1154913.4 27
118.0651 2214117.2 53
119.0493 219185 5
119.0601 44750.9 1
119.0729 480467.2 11
119.0855 209802.5 5
120.0444 12579905 304
120.0808 2433135.2 58
121.0396 587502.9 14
121.0522 258292.9 6
121.0648 312885 7
121.0761 133114.9 3
122.06 7498751 181
122.9995 2151710.8 52
124.0074 118028.3 2
125.0153 723567.6 17
125.9867 118503.5 2
127.0502 6323996 152
128.0496 56085.1 1
128.0621 535656.2 12
129.0698 1047786.6 25
130.0651 3485154.2 84
131.0491 848743.1 20
131.0603 198007.1 4
131.073 1443340.9 34
132.0443 165048.5 3
132.0569 812495.9 19
132.0808 1330318 32
132.9604 67098.6 1
133.0522 772436.8 18
133.0647 224483 5
133.0885 58067.7 1
134.06 6619367.5 160
135.0678 3511513.5 84
136.0075 454841 11
136.0757 5028655.5 121
137.0153 175397 4
138.0231 63363.3 1
139.0058 200622.2 4
139.0308 549366.6 13
141.0101 50505.5 1
142.0646 42236.1 1
143.073 749724 18
144.0565 158231.6 3
144.0808 2291557 55
145.0649 620889.8 15
145.0887 838519 20
145.9686 253810.9 6
146.06 1979975.2 47
146.0964 3334554 80
146.9765 306113.5 7
147.0441 54924.4 1
147.0551 71453.9 1
147.0678 335557.8 8
147.0804 65349.3 1
148.0757 6234339 150
149.0153 1566682.5 37
150.0231 2716355.2 65
151.031 663824.8 16
152.0021 54652 1
154.0652 287669.7 6
154.9895 65006.8 1
155.0603 505903.8 12
155.0729 51717.1 1
156.0682 195039 4
156.0807 737445 17
157.0884 346549.8 8
157.9685 3021274.2 73
158.0965 978870.1 23
158.9763 12998066 314
159.0679 976405.4 23
160.0756 1328981 32
161.071 112039.1 2
161.0837 229709.2 5
161.1073 67225.7 1
162.079 246285.1 5
162.0912 542849.9 13
163.0308 419575.8 10
163.0863 216371.1 5
163.1228 231341.7 5
165.0104 141437.2 3
167.0258 948724.1 22
167.0815 4373354 105
168.0682 54095 1
169.0763 61070.6 1
169.9684 8664085 209
170.9763 1295667.2 31
171.0678 69154.6 1
171.9842 107767 2
172.0757 791333.8 19
172.1122 176080.7 4
172.9556 6763011 163
172.9662 450551.0938 10
174.0914 4013591.8 97
174.9713 557490.6 13
175.0867 174562.7 4
176.0708 154056.8 3
176.0945 220963.6 5
176.107 216424.7 5
177.034 128812.7 3
177.0786 233312.6 5
177.1022 1991580.5 48
178.0862 153032.7 3
179.0256 149134.6 3
182.9765 181170 4
184.0757 152736.3 3
184.9919 1219800.5 29
185.9634 5012709.5 121
186.9711 798301.9 19
188.1071 55303.8 1
189.139 61657.6 1
189.9583 128008.6 3
190.0861 175790 4
191.0369 193797.9 4
192.102 955125.4 23
198.971 114467.2 2
200.1069 42715.5 1
202.9662 136006.2 3
203.037 1651490.9 39
204.0214 49832.4 1
204.0448 127946.6 3
204.102 43667.2 1
205.0291 815055.9 19
205.053 151280.4 3
212.0027 221426.1 5
216.1017 144422 3
229.0534 103791.4 2
233.0476 110412.9 2
236.9982 112427.2 2
239.0136 411104.2 9
239.9978 206724.1 4
247.0636 258310 6
252.9931 585425.2 14
255.0086 2514681.8 60
267.0086 1981217.4 47
281.0242 489153 11
378.0658 179634.7 4
//
