ACCESSION: MSBNK-Eawag-EQ326203
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 45; 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 45 (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-5960000000-704bd4a901b0e017d1f2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
54.0338 C3H4N+ 1 54.0338 -0.29
55.0178 C3H3O+ 1 55.0178 -0.75
55.0416 C3H5N+ 1 55.0417 -0.74
56.0495 C3H6N+ 1 56.0495 -0.46
58.0651 C3H8N+ 1 58.0651 -0.1
68.0368 C3H4N2+ 1 68.0369 -1.02
68.0494 C4H6N+ 1 68.0495 -0.96
69.0447 C3H5N2+ 1 69.0447 -0.36
70.0651 C4H8N+ 1 70.0651 -0.37
71.0603 C3H7N2+ 1 71.0604 -0.35
81.0447 C4H5N2+ 1 81.0447 0.19
82.0525 C4H6N2+ 1 82.0525 -0.36
83.0603 C4H7N2+ 1 83.0604 -0.78
84.0682 C4H8N2+ 1 84.0682 0.36
85.076 C4H9N2+ 1 85.076 -0.88
86.06 C4H8NO+ 1 86.06 -0.58
94.0651 C6H8N+ 1 94.0651 -0.17
95.0605 C5H7N2+ 1 95.0604 0.9
105.0698 C8H9+ 1 105.0699 -0.44
107.0491 C7H7O+ 2 107.0491 -0.11
107.0603 C6H7N2+ 1 107.0604 -0.42
109.0397 C5H5N2O+ 2 109.0396 0.47
109.0522 C6H7NO+ 2 109.0522 -0.23
109.076 C6H9N2+ 1 109.076 0.23
111.0552 C5H7N2O+ 2 111.0553 -0.44
112.0757 C6H10NO+ 2 112.0757 -0.09
113.0709 C5H9N2O+ 2 113.0709 -0.26
114.0424 C4H6N2O2+ 2 114.0424 0.19
117.0574 C8H7N+ 1 117.0573 0.93
117.0697 C9H9+ 1 117.0699 -1.25
118.0651 C8H8N+ 1 118.0651 -0.22
119.073 C8H9N+ 1 119.073 0.08
120.0444 C7H6NO+ 2 120.0444 0.16
120.0808 C8H10N+ 1 120.0808 0.29
121.076 C7H9N2+ 1 121.076 -0.04
122.06 C7H8NO+ 2 122.06 0
123.0915 C7H11N2+ 1 123.0917 -1.42
127.0501 C5H7N2O2+ 2 127.0502 -0.74
129.0698 C10H9+ 1 129.0699 -0.52
130.0651 C9H8N+ 1 130.0651 0.03
131.0491 C9H7O+ 2 131.0491 -0.24
131.0729 C9H9N+ 1 131.073 -0.01
132.0441 C8H6NO+ 1 132.0444 -2.2
132.057 C9H8O+ 2 132.057 0.18
132.0807 C9H10N+ 1 132.0808 -0.27
133.0521 C8H7NO+ 2 133.0522 -1.02
133.0649 C9H9O+ 2 133.0648 0.67
134.06 C8H8NO+ 2 134.06 -0.3
135.0678 C8H9NO+ 2 135.0679 -0.19
136.0757 C8H10NO+ 2 136.0757 0.07
138.0228 C8H7Cl+ 1 138.0231 -1.81
139.0309 C8H8Cl+ 1 139.0309 -0.1
144.0808 C10H10N+ 1 144.0808 0.31
145.0647 C10H9O+ 2 145.0648 -0.56
145.0886 C10H11N+ 1 145.0886 -0.07
146.06 C9H8NO+ 2 146.06 -0.14
146.0964 C10H12N+ 1 146.0964 -0.04
147.0679 C9H9NO+ 2 147.0679 0.1
147.0805 C10H11O+ 2 147.0804 0.4
148.0757 C9H10NO+ 2 148.0757 -0.07
149.0154 C9H6Cl+ 1 149.0153 0.64
150.0231 C9H7Cl+ 1 150.0231 0.14
151.031 C9H8Cl+ 1 151.0309 0.96
154.0654 C11H8N+ 1 154.0651 2.11
156.0809 C11H10N+ 1 156.0808 0.67
157.065 C11H9O+ 2 157.0648 1.14
157.0886 C11H11N+ 1 157.0886 0.12
158.0965 C11H12N+ 1 158.0964 0.22
158.9763 C7H5Cl2+ 1 158.9763 0.05
159.068 C10H9NO+ 2 159.0679 0.78
159.9842 C7H6Cl2+ 1 159.9841 0.52
160.0757 C10H10NO+ 2 160.0757 -0.06
161.0834 C10H11NO+ 2 161.0835 -0.65
161.1074 C10H13N2+ 1 161.1073 0.71
162.0913 C10H12NO+ 2 162.0913 -0.43
162.1154 C10H14N2+ 1 162.1151 1.67
163.0309 C10H8Cl+ 1 163.0309 0.1
163.0867 C9H11N2O+ 2 163.0866 0.74
163.123 C10H15N2+ 1 163.123 0.09
164.0706 C9H10NO2+ 2 164.0706 0.21
167.0258 C9H8ClO+ 2 167.0258 0.19
167.0815 C8H11N2O2+ 2 167.0815 0.16
169.9684 C8H4Cl2+ 1 169.9685 -0.1
170.9764 C8H5Cl2+ 1 170.9763 0.69
171.068 C11H9NO+ 2 171.0679 0.55
172.0757 C11H10NO+ 2 172.0757 -0.18
172.1122 C12H14N+ 1 172.1121 0.61
172.9556 C7H3Cl2O+ 1 172.9555 0.37
173.0836 C11H11NO+ 2 173.0835 0.49
174.0914 C11H12NO+ 2 174.0913 0.23
174.9713 C7H5Cl2O+ 1 174.9712 0.59
175.0866 C10H11N2O+ 2 175.0866 -0.17
175.1228 C11H15N2+ 1 175.123 -1
176.0945 C10H12N2O+ 2 176.0944 0.49
176.107 C11H14NO+ 2 176.107 0.11
177.1022 C10H13N2O+ 2 177.1022 0.06
178.1101 C10H14N2O+ 2 178.1101 -0.08
179.0257 C10H8ClO+ 2 179.0258 -0.66
179.1177 C10H15N2O+ 2 179.1179 -1.23
184.992 C9H7Cl2+ 1 184.9919 0.26
185.9634 C8H4Cl2O+ 1 185.9634 0.15
186.9711 C8H5Cl2O+ 1 186.9712 -0.25
187.1233 C12H15N2+ 1 187.123 1.95
188.1069 C12H14NO+ 2 188.107 -0.43
189.1386 C12H17N2+ 1 189.1386 0.03
190.0861 C11H12NO2+ 2 190.0863 -0.66
191.1177 C11H15N2O+ 2 191.1179 -0.99
192.1019 C11H14NO2+ 2 192.1019 -0.13
199.0077 C10H9Cl2+ 1 199.0076 0.44
200.107 C13H14NO+ 2 200.107 0.15
201.102 C12H13N2O+ 2 201.1022 -1.19
201.9947 C9H8Cl2O+ 1 201.9947 0.29
202.9661 C8H5Cl2O2+ 1 202.9661 -0.01
203.0369 C11H8ClN2+ 2 203.0371 -0.5
204.102 C12H14NO2+ 3 204.1019 0.46
205.0972 C11H13N2O2+ 3 205.0972 0.27
209.0364 C11H10ClO2+ 3 209.0364 0.08
213.9946 C10H8Cl2O+ 1 213.9947 -0.43
215.118 C13H15N2O+ 2 215.1179 0.42
216.102 C13H14NO2+ 3 216.1019 0.53
216.1253 C13H16N2O+ 2 216.1257 -1.87
217.1336 C13H17N2O+ 2 217.1335 0.46
218.1174 C13H16NO2+ 2 218.1176 -0.67
219.1129 C12H15N2O2+ 3 219.1128 0.35
220.1207 C12H16N2O2+ 3 220.1206 0.14
224.9983 C10H7Cl2N2+ 2 224.9981 0.76
226.0061 C10H8Cl2N2+ 2 226.0059 0.77
230.1412 C14H18N2O+ 2 230.1414 -0.72
231.1494 C14H19N2O+ 2 231.1492 0.95
233.0477 C12H10ClN2O+ 3 233.0476 0.36
233.1284 C13H17N2O2+ 3 233.1285 -0.32
234.1126 C13H16NO3+ 3 234.1125 0.64
234.1364 C13H18N2O2+ 3 234.1363 0.6
235.1442 C13H19N2O2+ 3 235.1441 0.24
238.0059 C11H8Cl2N2+ 3 238.0059 -0.02
239.0138 C11H9Cl2N2+ 3 239.0137 0.25
244.0053 C11H10Cl2O2+ 2 244.0052 0.22
247.0633 C13H12ClN2O+ 3 247.0633 0.05
247.144 C14H19N2O2+ 3 247.1441 -0.42
255.0086 C11H9Cl2N2O+ 3 255.0086 0.02
259.1441 C15H19N2O2+ 3 259.1441 -0.09
267.0087 C12H9Cl2N2O+ 3 267.0086 0.06
268.0164 C12H10Cl2N2O+ 3 268.0165 -0.22
271.0036 C11H9Cl2N2O2+ 3 271.0036 0.15
276.1469 C15H20N2O3+ 3 276.1468 0.28
277.1546 C15H21N2O3+ 3 277.1547 -0.21
281.0242 C13H11Cl2N2O+ 3 281.0243 -0.16
282.032 C13H12Cl2N2O+ 3 282.0321 -0.42
311.0349 C14H13Cl2N2O2+ 4 311.0349 0
378.066 C19H18Cl2NO3+ 5 378.0658 0.38
420.0763 C21H20Cl2NO4+ 4 420.0764 -0.17
420.1005 C21H22Cl2N2O3+ 2 420.1002 0.83
421.108 C21H23Cl2N2O3+ 3 421.108 -0.06
489.1456 C24H27Cl2N4O3+ 2 489.1455 0.26
531.1562 C26H29Cl2N4O4+ 1 531.156 0.4
PK$NUM_PEAK: 157
PK$PEAK: m/z int. rel.int.
54.0338 673617.9 11
55.0178 61642.3 1
55.0416 74911 1
56.0495 1012320.6 17
58.0651 385556.7 6
68.0368 630976.1 11
68.0494 76674.8 1
69.0447 4531235.5 79
70.0651 2325968.2 40
71.0603 3041629.8 53
81.0447 11228542 196
82.0525 57199772 999
83.0603 1370099.2 23
84.0682 63197.9 1
85.076 207534 3
86.06 3330537.8 58
94.0651 138242.9 2
95.0605 241325.4 4
105.0698 184652.2 3
107.0491 380352.7 6
107.0603 340734.2 5
109.0397 236374.2 4
109.0522 76090.1 1
109.076 271367.2 4
111.0552 229581.3 4
112.0757 16274592 284
113.0709 457009.7 7
114.0424 80759.3 1
117.0574 143467.4 2
117.0697 224116.5 3
118.0651 320974.7 5
119.073 177974 3
120.0444 772636.4 13
120.0808 586798.5 10
121.076 130427.3 2
122.06 1567488.5 27
123.0915 79352.6 1
127.0501 346086 6
129.0698 301127.9 5
130.0651 579713.4 10
131.0491 161639.4 2
131.0729 216066 3
132.0441 62409.2 1
132.057 217109 3
132.0807 799807.4 13
133.0521 142639 2
133.0649 223408.8 3
134.06 1695510.8 29
135.0678 13563057 236
136.0757 4286005 74
138.0228 65831 1
139.0309 240987.8 4
144.0808 2306255.2 40
145.0647 275736.9 4
145.0886 1169713 20
146.06 1212132.8 21
146.0964 2754802.8 48
147.0679 294045.1 5
147.0805 150162.9 2
148.0757 9503646 165
149.0154 214977.7 3
150.0231 175303.3 3
151.031 145751.3 2
154.0654 121815.5 2
156.0809 706498.6 12
157.065 66639.7 1
157.0886 68750.8 1
158.0965 981755.5 17
158.9763 3724845.8 65
159.068 216850.4 3
159.9842 182169.2 3
160.0757 1168089.9 20
161.0834 360970.1 6
161.1074 135834.6 2
162.0913 962605.2 16
162.1154 140441.1 2
163.0309 1132015.8 19
163.0867 169097.9 2
163.123 1270583.2 22
164.0706 172205.7 3
167.0258 1187099 20
167.0815 7513662 131
169.9684 2012572.1 35
170.9764 66449.7 1
171.068 178739.3 3
172.0757 2020698.5 35
172.1122 489100.2 8
172.9556 2791851 48
173.0836 402707.2 7
174.0914 10106786 176
174.9713 170050.5 2
175.0866 123316.3 2
175.1228 293534.8 5
176.0945 565926.4 9
176.107 128087.4 2
177.1022 16343389 285
178.1101 4352855 76
179.0257 447347.6 7
179.1177 141029.1 2
184.992 3655164 63
185.9634 9974826 174
186.9711 678284.4 11
187.1233 160062.2 2
188.1069 1018565.2 17
189.1386 1903690.1 33
190.0861 304321.2 5
191.1177 490386.7 8
192.1019 1917367.2 33
199.0077 200128.2 3
200.107 1780432.6 31
201.102 60199.5 1
201.9947 661418.1 11
202.9661 956429.8 16
203.0369 1925903 33
204.102 958343 16
205.0972 729121.7 12
205.1336 1001258.5 17
209.0364 2231996.2 38
213.9946 315871.2 5
215.118 652191 11
216.102 3801372.2 66
216.1253 647430.5 11
217.1336 10572197 184
218.1174 819317.9 14
219.1129 13681600 238
220.1207 6090345.5 106
224.9983 200540.5 3
226.0061 201181.3 3
230.1412 308430 5
231.1494 60444.3 1
233.0477 409320.3 7
233.1284 502578.9 8
234.1126 1531093.4 26
234.1364 445226.7 7
235.1442 3674066.2 64
238.0059 6002169 104
239.0138 658265.8 11
244.0053 15102752 263
247.0633 1777040.5 31
247.144 192815.6 3
255.0086 16406910 286
259.1441 684665.6 11
267.0087 7586183.5 132
268.0164 792168.6 13
271.0036 133566.9 2
276.1469 127890.4 2
277.1546 135935.6 2
281.0242 1565732.5 27
282.032 1159728.6 20
311.0349 1616788.8 28
378.066 2022280.4 35
420.0763 783388.8 13
420.1005 88755.8 1
421.108 1381317.5 24
446.1035 1725771.875 30
489.1456 11621399 202
531.1562 8583464 149
//
