ACCESSION: MSBNK-Athens_Univ-AU269704
RECORD_TITLE: Ketoconazole; LC-ESI-QTOF; MS2; CE: 40 eV; R=35000; [M+H]+
DATE: 2019.05.30
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2697
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: 530.1487607
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$LINK: CHEMSPIDER
401695
CH$LINK: COMPTOX
DTXSID7029879
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.404 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 531.1548
MS$FOCUSED_ION: PRECURSOR_M/Z 531.156
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1
PK$SPLASH: splash10-001i-0150290000-4618460d38c62374141a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
112.0755 C6H10NO+ 6 112.0757 -2.05
120.043 C5H4N4+ 6 120.043 -0.75
135.0666 C6H7N4+ 7 135.0665 0.83
136.0734 C2H15ClNO3+ 7 136.0735 -0.48
144.0789 CH18Cl2N2O+ 6 144.0791 -0.98
146.0948 CH20Cl2N2O+ 6 146.0947 0.88
148.0742 Cl2H18N2O2+ 8 148.074 1.22
158.9742 C8ClN2+ 5 158.9745 -1.39
163.1218 CH23Cl2N3O+ 7 163.1213 3.5
167.0801 C2H16ClN2O4+ 8 167.0793 4.71
172.0742 C9H8N4+ 9 172.0743 -0.77
172.9543 C5HCl2N3+ 4 172.9542 0.56
174.09 C9H10N4+ 9 174.09 -0.14
177.1009 CH21Cl2N3O2+ 9 177.1005 2.15
178.1075 C7H16NO4+ 8 178.1074 0.7
184.9902 C10H2ClN2+ 6 184.9901 0.74
185.9614 C6H2Cl2N3+ 4 185.962 -3.36
187.9585 C6H2Cl[37]ClN3+ 1 187.9596 -6.09
189.1366 C6H22ClN2O2+ 9 189.1364 0.99
192.1009 C9H12N4O+ 9 192.1006 1.54
200.1058 C11H12N4+ 9 200.1056 0.7
204.1004 C10H12N4O+ 9 204.1006 -0.69
205.1313 C6H22ClN2O3+ 9 205.1313 -0.16
209.0347 C12H5N2O2+ 10 209.0346 0.62
215.1167 C4H23Cl2N3O2+ 9 215.1162 2.43
216.1005 C11H12N4O+ 9 216.1006 -0.46
216.1248 C6H26Cl2O3+ 9 216.1254 -2.5
217.1324 C10H19NO4+ 9 217.1309 6.96
218.1354 C9[13]CH19NO4+ 1 218.1348 2.94
219.1118 C5H25Cl2O4+ 10 219.1124 -2.87
220.1191 C7H16N4O4+ 9 220.1166 11.29
221.1223 C6[13]CH16N4O4+ 1 221.1205 7.9
233.1273 C4H25Cl2N3O3+ 10 233.1267 2.36
234.1111 C11H14N4O2+ 9 234.1111 0.07
234.1338 C7H23ClN2O4+ 9 234.1341 -1.35
235.1429 C7H24ClN2O4+ 10 235.1419 4.4
236.1456 C6[13]CH24ClN2O4+ 1 236.1458 -0.83
238.0049 C8H10Cl2NO3+ 10 238.0032 6.94
239.0097 C6H9Cl2N4O2+ 10 239.0097 0.02
240.0016 C8H10Cl[37]ClNO3+ 1 240.0008 3.4
244.0042 C9H8Cl2N3O+ 9 244.0039 1.32
245.008 C8[13]CH8Cl2N3O+ 1 245.0078 0.78
246.0014 C9H8Cl[37]ClN3O+ 1 246.0015 -0.27
247.004 C9H9Cl2N2O2+ 9 247.0036 1.72
247.0623 C16H9NO2+ 9 247.0628 -2.12
247.1428 C5H27Cl2N3O3+ 10 247.1424 1.57
255.0075 C12H4ClN4O+ 9 255.0068 2.57
256.0106 C11[13]CH4ClN4O+ 1 256.0107 -0.31
257.0047 C12H4[37]ClN4O+ 1 257.0044 1.2
259.1438 C8H29Cl2O4+ 10 259.1437 0.25
267.0075 C13H4ClN4O+ 9 267.0068 2.59
268.0138 C9H12Cl2NO4+ 10 268.0138 0.19
269.0048 C13H4[37]ClN4O+ 1 269.0044 1.54
270.011 C18H5ClN+ 11 270.0105 2
277.1533 C6H29Cl2N3O4+ 11 277.153 1.05
282.0311 C14H7ClN4O+ 9 282.0303 3.02
284.0278 C14H7[37]ClN4O+ 1 284.0279 -0.32
311.0345 C14H13Cl2N2O2+ 10 311.0349 -1.21
313.0307 C14H13Cl[37]ClN2O2+ 1 313.0325 -5.6
378.0652 C22H15ClO4+ 11 378.0653 -0.45
420.0756 C19H18Cl2N4O3+ 9 420.075 1.32
421.106 C24H20ClNO4+ 10 421.1075 -3.63
423.1051 C24H20[37]ClNO4+ 1 423.1051 -0.2
446.1028 C22H22Cl2N3O3+ 7 446.1033 -1.04
448.0988 C22H22Cl[37]ClN3O3+ 1 448.1009 -4.61
489.1446 C24H27Cl2N4O3+ 3 489.1455 -1.7
490.1473 C23[13]CH27Cl2N4O3+ 1 490.1494 -4.26
491.1422 C24H27Cl[37]ClN4O3+ 1 491.1431 -1.84
492.1448 C24H28Cl2N3O4+ 3 492.1451 -0.78
493.1395 C23H27Cl2N4O4+ 1 493.1404 -1.76
531.1555 C26H29Cl2N4O4+ 1 531.156 -1.04
532.1585 C25[13]CH29Cl2N4O4+ 1 532.1599 -2.73
533.1533 C26H29Cl[37]ClN4O4+ 1 533.1536 -0.62
PK$NUM_PEAK: 73
PK$PEAK: m/z int. rel.int.
112.0755 4412 5
120.043 4716 6
135.0666 37992 50
136.0734 7912 10
144.0789 4720 6
146.0948 6008 7
148.0742 26756 35
158.9742 6280 8
163.1218 5404 7
167.0801 27644 36
172.0742 8876 11
172.9543 3788 5
174.09 32492 43
177.1009 43204 57
178.1075 14080 18
184.9902 6692 8
185.9614 13520 17
187.9585 6820 9
189.1366 9628 12
192.1009 6304 8
200.1058 6492 8
204.1004 4424 5
205.1313 4676 6
209.0347 8820 11
215.1167 4688 6
216.1005 26804 35
216.1248 6728 8
217.1324 88712 118
218.1354 11540 15
219.1118 137312 182
220.1191 97828 130
221.1223 11952 15
233.1273 4920 6
234.1111 16088 21
234.1338 4096 5
235.1429 38076 50
236.1456 4864 6
238.0049 16316 21
239.0097 4184 5
240.0016 10232 13
244.0042 92384 122
245.008 9472 12
246.0014 43956 58
247.004 4300 5
247.0623 4964 6
247.1428 5912 7
255.0075 65880 87
256.0106 7180 9
257.0047 35008 46
259.1438 22388 29
267.0075 18788 24
268.0138 7104 9
269.0048 9508 12
270.011 4592 6
277.1533 9036 12
282.0311 14688 19
284.0278 7576 10
311.0345 8264 10
313.0307 4576 6
378.0652 5416 7
420.0756 6236 8
421.106 13872 18
423.1051 7252 9
446.1028 9260 12
448.0988 5912 7
489.1446 146348 194
490.1473 40024 53
491.1422 84172 111
492.1448 14560 19
493.1395 4000 5
531.1555 750804 999
532.1585 219740 292
533.1533 442892 589
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