ACCESSION: MSBNK-LCSB-LU037304
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 60; R=17500; [M+H]+
DATE: 2020.08.19
AUTHORS: Elapavalore, A.; Kondić, T.; Singh, R.; Schymanski, E.
LICENSE: CC BY
COPYRIGHT: Copyright © 2019 by Environmental Cheminformatics, LCSB, University of Luxembourg, Luxembourg
PUBLICATION: Elapavalore, A.; Kondić, T.; et al., Adding Open Spectral Data to MassBank and PubChem Using Open Source Tools to Support Non-Targeted Exposomics of Mixtures (submitted).
PROJECT: ENTACT U.S. Environmental Protection Agency’s Non-Targeted Analysis Collaborative Trial
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 373
COMMENT: DATASET 20200303_ENTACT_RP_MIX505
COMMENT: DATA_PROCESSING MERGING RMBmix ver. 0.2.7
COMMENT: DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0
COMMENT: ORIGINAL_ACQUISITION_NO 8091
COMMENT: ORIGINAL_PRECURSOR_SCAN_NO 8089
COMMENT: RAW_DATA available as MSV000091754 at [DOI:10.25345/C5S46HG75]
CH$NAME: Ketoconazole
CH$NAME: Xolegel
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: 530.1488
CH$SMILES: CC(=O)N1CCN(CC1)C1=CC=C(OC[C@H]2CO[C@@](CN3C=CN=C3)(O2)C2=CC=C(Cl)C=C2Cl)C=C1
CH$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$LINK: CHEMSPIDER
401695
AC$INSTRUMENT: Q Exactive 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
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity BEH C18 1.7um, 2.1x150mm (Waters)
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0-2 min, 0/100 at 15-20 min, 90/10 at 20.1-30 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.20 mL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 15.405 min
AC$CHROMATOGRAPHY: SOLVENT A 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol
MS$FOCUSED_ION: BASE_PEAK 79.0211
MS$FOCUSED_ION: PRECURSOR_M/Z 531.156
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 11187541
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.99.2
PK$SPLASH: splash10-001i-6910000000-29e1324f670142eefca8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0386 C4H5+ 1 53.0386 0.46
54.0338 C3H4N+ 1 54.0338 -0.41
55.0179 C3H3O+ 2 55.0178 0.75
55.0417 C3H5N+ 1 55.0417 0.65
55.0542 C4H7+ 1 55.0542 -0.44
56.0494 C3H6N+ 1 56.0495 -0.58
58.065 C3H8N+ 1 58.0651 -1.3
65.0385 C5H5+ 1 65.0386 -1.95
68.0369 C3H4N2+ 1 68.0369 -0.72
68.0494 C4H6N+ 1 68.0495 -0.76
69.0447 C3H5N2+ 1 69.0447 -0.87
70.0651 C4H8N+ 1 70.0651 -0.82
71.0603 C3H7N2+ 1 71.0604 -0.91
74.0965 C4H12N+ 1 74.0964 0.34
79.0542 C6H7+ 1 79.0542 -0.57
80.0494 C5H6N+ 1 80.0495 -0.54
81.0447 C4H5N2+ 1 81.0447 -0.28
82.0525 C4H6N2+ 1 82.0525 -0.66
83.0603 C4H7N2+ 1 83.0604 -0.61
84.068 C4H8N2+ 1 84.0682 -1.81
85.076 C4H9N2+ 1 85.076 -0.51
86.06 C4H8NO+ 3 86.06 -0.67
91.0543 C7H7+ 1 91.0542 0.75
94.0414 C6H6O+ 2 94.0413 1.12
94.0651 C6H8N+ 1 94.0651 -0.07
95.0491 C6H7O+ 3 95.0491 -0.62
95.0604 C5H7N2+ 1 95.0604 -0.25
98.06 C5H8NO+ 3 98.06 0.06
98.9996 C5H4Cl+ 1 98.9996 0.18
103.0542 C8H7+ 1 103.0542 -0.12
104.0496 C7H6N+ 1 104.0495 1.2
105.0698 C8H9+ 1 105.0699 -0.62
106.0651 C7H8N+ 1 106.0651 -0.11
107.0491 C7H7O+ 3 107.0491 -0.52
107.0605 C6H7N2+ 1 107.0604 0.74
108.0443 C6H6NO+ 3 108.0444 -0.66
108.0572 C7H8O+ 3 108.057 2
108.0809 C7H10N+ 1 108.0808 0.75
109.0397 C5H5N2O+ 2 109.0396 0.11
109.0523 C6H7NO+ 3 109.0522 0.99
109.0761 C6H9N2+ 1 109.076 0.45
111.044 C6H7O2+ 5 111.0441 -0.82
111.0552 C5H7N2O+ 2 111.0553 -0.37
112.0756 C6H10NO+ 3 112.0757 -0.42
113.0708 C5H9N2O+ 2 113.0709 -1.1
114.0423 C4H6N2O2+ 2 114.0424 -0.85
115.0543 C9H7+ 1 115.0542 0.64
116.0618 C9H8+ 2 116.0621 -2.16
117.0572 C8H7N+ 1 117.0573 -0.65
117.0699 C9H9+ 2 117.0699 -0.09
118.065 C8H8N+ 1 118.0651 -0.87
119.049 C8H7O+ 3 119.0491 -1.16
119.0729 C8H9N+ 1 119.073 -0.57
119.0855 C9H11+ 2 119.0855 -0.4
120.0444 C7H6NO+ 3 120.0444 -0.2
120.0807 C8H10N+ 1 120.0808 -0.28
121.0396 C6H5N2O+ 2 121.0396 -0.27
121.065 C8H9O+ 3 121.0648 1.38
121.0761 C7H9N2+ 3 121.076 0.48
122.06 C7H8NO+ 3 122.06 -0.57
122.9993 C7H4Cl+ 1 122.9996 -2.45
123.0918 C7H11N2+ 3 123.0917 0.91
125.0152 C7H6Cl+ 2 125.0153 -0.09
125.9866 C6H3ClO+ 3 125.9867 -0.42
126.9945 C6H4ClO+ 3 126.9945 -0.03
127.0501 C5H7N2O2+ 2 127.0502 -0.67
128.0618 C10H8+ 2 128.0621 -2.09
129.0697 C10H9+ 2 129.0699 -1.22
130.0651 C9H8N+ 2 130.0651 0
131.0491 C9H7O+ 4 131.0491 -0.51
131.0728 C9H9N+ 2 131.073 -1.02
132.0445 C8H6NO+ 3 132.0444 1.04
132.0569 C9H8O+ 4 132.057 -0.25
132.0807 C9H10N+ 2 132.0808 -0.64
133.0522 C8H7NO+ 3 133.0522 0.25
133.0646 C9H9O+ 4 133.0648 -1.15
134.06 C8H8NO+ 3 134.06 -0.41
135.0678 C8H9NO+ 3 135.0679 -0.72
136.0757 C8H10NO+ 3 136.0757 -0.25
139.0309 C8H8Cl+ 2 139.0309 0.1
141.0103 C7H6ClO+ 4 141.0102 1.28
142.0653 C10H8N+ 2 142.0651 1.31
143.0728 C10H9N+ 3 143.073 -0.82
144.0808 C10H10N+ 2 144.0808 0.16
145.0648 C10H9O+ 4 145.0648 0.32
145.0886 C10H11N+ 3 145.0886 -0.35
145.9686 C6H4Cl2+ 1 145.9685 0.88
146.06 C9H8NO+ 5 146.06 -0.48
146.0964 C10H12N+ 3 146.0964 -0.33
146.9764 C6H5Cl2+ 2 146.9763 0.79
147.0678 C9H9NO+ 5 147.0679 -0.46
147.0806 C10H11O+ 4 147.0804 0.77
148.0756 C9H10NO+ 5 148.0757 -0.75
149.0152 C9H6Cl+ 3 149.0153 -0.26
149.1073 C9H13N2+ 5 149.1073 -0.04
150.023 C9H7Cl+ 3 150.0231 -0.44
151.031 C9H8Cl+ 3 151.0309 0.39
154.0652 C11H8N+ 3 154.0651 0.71
154.9893 C7H4ClO2+ 5 154.9894 -0.71
155.0603 C10H7N2+ 5 155.0604 -0.54
156.0686 C10H8N2+ 4 156.0682 2.61
156.0808 C11H10N+ 3 156.0808 0.05
157.0884 C11H11N+ 3 157.0886 -1.38
157.9684 C7H4Cl2+ 1 157.9685 -0.34
158.06 C10H8NO+ 5 158.06 -0.43
158.0964 C11H12N+ 3 158.0964 -0.1
158.9762 C7H5Cl2+ 2 158.9763 -0.22
159.0677 C10H9NO+ 5 159.0679 -0.8
159.9843 C7H6Cl2+ 2 159.9841 1.23
160.0756 C10H10NO+ 5 160.0757 -0.58
161.0834 C10H11NO+ 6 161.0835 -0.46
161.1075 C10H13N2+ 5 161.1073 1.02
161.9635 C6H4Cl2O+ 2 161.9634 0.74
162.0912 C10H12NO+ 6 162.0913 -0.63
162.1151 C10H14N2+ 5 162.1151 -0.57
163.0308 C10H8Cl+ 3 163.0309 -0.84
163.1228 C10H15N2+ 5 163.123 -0.83
164.0389 C10H9Cl+ 3 164.0387 1.14
164.0704 C9H10NO2+ 6 164.0706 -1.09
165.0098 C9H6ClO+ 5 165.0102 -2.13
167.0258 C9H8ClO+ 5 167.0258 -0.15
167.0814 C8H11N2O2+ 7 167.0815 -0.36
169.9684 C8H4Cl2+ 1 169.9685 -0.29
170.976 C8H5Cl2+ 2 170.9763 -1.61
171.0677 C11H9NO+ 7 171.0679 -1.08
171.9841 C8H6Cl2+ 2 171.9841 0.19
172.0755 C11H10NO+ 7 172.0757 -0.97
172.1117 C12H14N+ 4 172.1121 -2.08
172.9555 C7H3Cl2O+ 2 172.9555 -0.19
173.0835 C11H11NO+ 6 173.0835 -0.32
174.0913 C11H12NO+ 6 174.0913 -0.39
174.9712 C7H5Cl2O+ 3 174.9712 -0.15
175.0865 C10H11N2O+ 8 175.0866 -0.44
175.0991 C11H13NO+ 6 175.0992 -0.29
175.1235 C11H15N2+ 4 175.123 3.17
176.0942 C10H12N2O+ 8 176.0944 -0.94
176.1065 C11H14NO+ 6 176.107 -2.95
177.1021 C10H13N2O+ 8 177.1022 -0.66
178.0862 C10H12NO2+ 7 178.0863 -0.18
178.1099 C10H14N2O+ 8 178.1101 -0.81
179.0258 C10H8ClO+ 5 179.0258 -0.2
184.9919 C9H7Cl2+ 2 184.9919 -0.27
185.9633 C8H4Cl2O+ 2 185.9634 -0.28
186.9711 C8H5Cl2O+ 3 186.9712 -0.75
187.1228 C5H25Cl2O2+ 6 187.1226 0.96
188.1071 C12H14NO+ 6 188.107 0.77
189.1386 C12H17N2+ 6 189.1386 -0.21
189.9585 C7H4Cl2O2+ 2 189.9583 0.98
190.086 C11H12NO2+ 7 190.0863 -1.15
191.0265 C8H11Cl2N+ 4 191.0263 1
191.037 C10H8ClN2+ 6 191.0371 -0.53
191.0939 C11H13NO2+ 7 191.0941 -0.96
191.1179 C11H15N2O+ 8 191.1179 0.21
192.1018 C11H14NO2+ 7 192.1019 -0.54
199.0076 C10H9Cl2+ 3 199.0076 0.22
200.1069 C13H14NO+ 7 200.107 -0.45
202.0862 C12H12NO2+ 7 202.0863 -0.27
202.966 C8H5Cl2O2+ 4 202.9661 -0.35
203.037 C11H8ClN2+ 6 203.0371 -0.22
204.1023 C9H17ClN2O+ 7 204.1024 -0.51
205.0525 C11H10ClN2+ 7 205.0527 -0.83
205.0972 C11H13N2O2+ 8 205.0972 0.12
205.1336 C12H17N2O+ 8 205.1335 0.38
209.0366 C11H10ClO2+ 7 209.0364 1.02
212.0023 C13H5ClO+ 5 212.0023 -0.27
215.1179 C13H15N2O+ 8 215.1179 -0.18
216.1019 C13H14NO2+ 7 216.1019 0.08
217.1335 C13H17N2O+ 8 217.1335 -0.06
218.1174 C13H16NO2+ 7 218.1176 -0.78
219.0319 C11H8ClN2O+ 7 219.032 -0.34
219.1128 C12H15N2O2+ 8 219.1128 -0.18
220.1207 C12H16N2O2+ 8 220.1206 0.19
226.0057 C10H8Cl2N2+ 7 226.0059 -1.06
233.0477 C12H10ClN2O+ 7 233.0476 0.26
234.1122 C13H16NO3+ 8 234.1125 -1.31
235.1442 C13H19N2O2+ 8 235.1441 0.32
238.0059 C11H8Cl2N2+ 7 238.0059 0.09
239.0135 C14H6ClNO+ 7 239.0132 0.94
239.9974 C14H5ClO2+ 7 239.9973 0.73
244.0052 C11H10Cl2O2+ 7 244.0052 -0.23
247.0631 C13H12ClN2O+ 7 247.0633 -0.63
255.0084 C11H9Cl2N2O+ 8 255.0086 -0.9
267.0084 C12H9Cl2N2O+ 8 267.0086 -0.75
281.0241 C13H11Cl2N2O+ 8 281.0243 -0.81
297.019 C13H11Cl2N2O2+ 10 297.0192 -0.6
311.0349 C14H13Cl2N2O2+ 10 311.0349 0.02
378.0654 C22H15ClO4+ 9 378.0653 0.19
PK$NUM_PEAK: 187
PK$PEAK: m/z int. rel.int.
53.0386 4173.8 1
54.0338 96496.4 25
55.0179 12221.9 3
55.0417 12175.3 3
55.0542 7160.8 1
56.0494 161630.9 42
58.065 27533 7
65.0385 7411.3 1
68.0369 116943.5 30
68.0494 21779.7 5
69.0447 324347.3 84
70.0651 466274.2 121
71.0603 356589 92
74.0965 7586.6 1
79.0542 36263.3 9
80.0494 16780.5 4
81.0447 1825146.6 475
82.0525 3834405.8 999
83.0603 105885.9 27
84.068 6078.6 1
85.076 4555.6 1
86.06 204485.6 53
91.0543 30660 7
94.0414 5472.4 1
94.0651 9222.1 2
95.0491 11249.2 2
95.0604 30471.1 7
98.06 6638 1
98.9996 32668.4 8
103.0542 29830.2 7
104.0496 9875 2
105.0698 33698 8
106.0651 19776.7 5
107.0491 81120.9 21
107.0605 27880.3 7
108.0443 4109.4 1
108.0572 4185.1 1
108.0809 4478.2 1
109.0397 35523.8 9
109.0523 12307.8 3
109.0761 32037.7 8
111.044 4614.8 1
111.0552 17673.7 4
112.0756 916353.4 238
113.0708 16010.2 4
114.0423 37435.4 9
115.0543 20293.4 5
116.0618 4068.3 1
117.0572 35746.2 9
117.0699 55286.2 14
118.065 85658.2 22
119.049 5321 1
119.0729 29510.7 7
119.0855 9139.2 2
120.0444 369260.6 96
120.0807 149833.4 39
121.0396 6769.4 1
121.065 11432.6 2
121.0761 7039.9 1
122.06 379154.2 98
122.9993 22563.6 5
123.0918 6518.2 1
125.0152 31750.2 8
125.9866 6470.6 1
126.9945 13555.1 3
127.0501 173836.1 45
128.0618 15299.4 3
129.0697 60772.2 15
130.0651 104058.8 27
131.0491 33551.5 8
131.0728 66784.5 17
132.0445 10844.7 2
132.0569 40623.2 10
132.0807 79604.9 20
133.0522 26349.3 6
133.0646 22192.9 5
134.06 372280 96
135.0678 521650.8 135
136.0757 398841.1 103
139.0309 24174 6
141.0103 5301.7 1
142.0653 6071.4 1
143.0728 27413.5 7
144.0808 186357.7 48
145.0648 35557.8 9
145.0886 80569.9 20
145.9686 14111.7 3
146.06 137876.9 35
146.0964 258277.3 67
146.9764 13597 3
147.0678 25303.4 6
147.0806 10391.3 2
148.0756 736816.6 191
149.0152 59985 15
149.1073 6055.4 1
150.023 95814.3 24
151.031 36673.3 9
154.0652 13562.2 3
154.9893 7241.7 1
155.0603 13010.9 3
156.0686 4868.6 1
156.0808 51805.5 13
157.0884 18776 4
157.9684 29061.2 7
158.06 13523.9 3
158.0964 99139.1 25
158.9762 563991.5 146
159.0677 42459.3 11
159.9843 13574.7 3
160.0756 92340.3 24
161.0834 19939.7 5
161.1075 11720.7 3
161.9635 5535.5 1
162.0912 54438.7 14
162.1151 5407.7 1
163.0308 56093.9 14
163.1228 41264.1 10
164.0389 4202.2 1
164.0704 9764 2
165.0098 4238.3 1
167.0258 111239.6 28
167.0814 515831 134
169.9684 413877.5 107
170.976 42126.9 10
171.0677 10246.8 2
171.9841 9145 2
172.0755 66243.3 17
172.1117 22317.8 5
172.9555 395518.7 103
173.0835 30222.3 7
174.0913 508039.8 132
174.9712 37005.9 9
175.0865 16752.9 4
175.0991 6555.5 1
175.1235 9477.4 2
176.0942 26083.6 6
176.1065 16780 4
177.1021 545844.4 142
178.0862 19697.2 5
178.1099 33603.8 8
179.0258 15970.6 4
184.9919 184342.4 48
185.9633 624944.8 162
186.9711 76918.9 20
187.1228 8794.9 2
188.1071 24824.4 6
189.1386 37024.9 9
189.9585 5245.4 1
190.086 17568.8 4
191.0265 4256.4 1
191.037 9100 2
191.0939 9288 2
191.1179 13293.8 3
192.1018 88898 23
199.0076 10535.6 2
200.1069 40850.7 10
202.0862 6635.8 1
202.966 34134 8
203.037 140366.4 36
204.1023 20202.4 5
205.0525 5966 1
205.0972 8085.2 2
205.1336 10665.4 2
209.0366 6864.5 1
212.0023 4249.8 1
215.1179 10325.4 2
216.1019 45855.2 11
217.1335 58106.6 15
218.1174 17417.6 4
219.0319 7963.3 2
219.1128 66589.9 17
220.1207 11053.5 2
226.0057 6083 1
233.0477 13338.1 3
234.1122 14896.7 3
235.1442 14578.4 3
238.0059 41534.7 10
239.0135 31423.7 8
239.9974 7243.4 1
244.0052 65202.3 16
247.0631 53564.9 13
255.0084 366699.2 95
267.0084 277862.2 72
281.0241 48227.6 12
297.019 15706.2 4
311.0349 21682.3 5
378.0654 38297.9 9
//
