ACCESSION: MSBNK-Eawag-EQ326209
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 180; 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 180 (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-9200000000-5882bbacaf8a0efc249c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.57
51.023 C4H3+ 1 51.0229 0.46
52.0182 C3H2N+ 1 52.0182 0.09
53.0022 C3HO+ 1 53.0022 0.17
53.0386 C4H5+ 1 53.0386 0.44
54.0339 C3H4N+ 1 54.0338 0.45
55.0179 C3H3O+ 1 55.0178 0.16
55.0291 C2H3N2+ 1 55.0291 0.64
55.0416 C3H5N+ 1 55.0417 -0.01
56.0495 C3H6N+ 1 56.0495 0.08
57.0572 C3H7N+ 1 57.0573 -1.06
61.0073 C5H+ 1 61.0073 -0.27
62.0151 C5H2+ 1 62.0151 -0.35
63.0229 C5H3+ 1 63.0229 0.06
64.0307 C5H4+ 1 64.0308 -0.49
65.0386 C5H5+ 1 65.0386 0.05
66.0464 C5H6+ 1 66.0464 -0.48
67.029 C3H3N2+ 1 67.0291 -0.37
67.0417 C4H5N+ 1 67.0417 0.44
67.0542 C5H7+ 1 67.0542 0.35
68.0369 C3H4N2+ 1 68.0369 0.15
68.0495 C4H6N+ 1 68.0495 0.36
69.0447 C3H5N2+ 1 69.0447 -0.21
70.0651 C4H8N+ 1 70.0651 -0.51
71.0603 C3H7N2+ 1 71.0604 -0.35
72.9839 C3H2Cl+ 1 72.984 -0.33
74.0151 C6H2+ 1 74.0151 -0.43
75.0229 C6H3+ 1 75.0229 -0.49
76.0307 C6H4+ 1 76.0308 -0.15
77.0022 C5HO+ 1 77.0022 -0.53
77.0385 C6H5+ 1 77.0386 -0.73
78.0338 C5H4N+ 1 78.0338 -0.33
78.0464 C6H6+ 1 78.0464 -0.02
79.0542 C6H7+ 1 79.0542 -0.46
80.0494 C5H6N+ 1 80.0495 -0.69
81.0447 C4H5N2+ 1 81.0447 -0.06
82.0525 C4H6N2+ 1 82.0525 -0.36
82.9449 CHCl2+ 1 82.945 -0.5
83.0604 C4H7N2+ 1 83.0604 0.43
83.9761 C4HCl+ 1 83.9761 -0.35
84.984 C4H2Cl+ 1 84.984 0.3
86.9632 C3ClO+ 1 86.9632 -0.45
87.023 C7H3+ 1 87.0229 0.5
88.0308 C7H4+ 1 88.0308 0.1
89.0386 C7H5+ 1 89.0386 -0.07
90.0464 C7H6+ 1 90.0464 0.32
91.0417 C6H5N+ 1 91.0417 0.21
91.0542 C7H7+ 1 91.0542 0.26
92.0257 C6H4O+ 1 92.0257 0.15
92.0495 C6H6N+ 1 92.0495 -0.17
93.0572 C6H7N+ 1 93.0573 -0.65
94.0413 C6H6O+ 2 94.0413 0.25
95.0492 C6H7O+ 2 95.0491 0.2
96.0444 C5H6NO+ 2 96.0444 0.1
96.984 C5H2Cl+ 1 96.984 0.58
98.0151 C8H2+ 1 98.0151 0.19
98.9996 C5H4Cl+ 1 98.9996 0.36
99.0229 C8H3+ 1 99.0229 0.04
100.0307 C8H4+ 1 100.0308 -0.52
101.0386 C8H5+ 1 101.0386 0.33
102.0464 C8H6+ 1 102.0464 -0.21
103.0542 C8H7+ 1 103.0542 0.03
104.0494 C7H6N+ 1 104.0495 -0.53
104.0619 C8H8+ 1 104.0621 -0.98
105.0447 C6H5N2+ 1 105.0447 0.24
106.0651 C7H8N+ 1 106.0651 -0.34
107.0491 C7H7O+ 2 107.0491 -0.2
107.0603 C6H7N2+ 1 107.0604 -0.23
107.9761 C6HCl+ 1 107.9761 0.01
108.984 C6H2Cl+ 1 108.984 0.24
109.0396 C5H5N2O+ 2 109.0396 -0.18
109.9918 C6H3Cl+ 1 109.9918 0.55
111.044 C6H7O2+ 2 111.0441 -0.05
113.0385 C9H5+ 1 113.0386 -0.41
114.0464 C9H6+ 1 114.0464 0.42
115.0542 C9H7+ 1 115.0542 0.2
116.0495 C8H6N+ 1 116.0495 0.3
116.0619 C9H8+ 1 116.0621 -0.96
117.0573 C8H7N+ 1 117.0573 0.25
118.065 C8H8N+ 1 118.0651 -0.73
119.0492 C8H7O+ 2 119.0491 0.41
120.0444 C7H6NO+ 2 120.0444 0
121.0396 C6H5N2O+ 2 121.0396 0.09
121.0521 C7H7NO+ 1 121.0522 -1.2
122.9996 C7H4Cl+ 1 122.9996 -0.03
124.0074 C7H5Cl+ 1 124.0074 -0.56
126.0464 C10H6+ 1 126.0464 -0.17
127.05 C5H7N2O2+ 1 127.0502 -1.29
127.0541 C10H7+ 1 127.0542 -1.15
128.0495 C9H6N+ 1 128.0495 -0.12
128.062 C10H8+ 1 128.0621 -0.09
129.0097 C6H6ClO+ 1 129.0102 -3.48
129.0448 C8H5N2+ 1 129.0447 0.51
129.0574 C9H7N+ 1 129.0573 0.46
130.0652 C9H8N+ 1 130.0651 0.34
131.0492 C9H7O+ 2 131.0491 0.68
131.0602 C8H7N2+ 1 131.0604 -1.49
132.0571 C9H8O+ 2 132.057 0.79
132.9606 C5H3Cl2+ 1 132.9606 -0.31
133.0523 C8H7NO+ 2 133.0522 0.71
134.06 C8H8NO+ 2 134.06 -0.15
134.9997 C8H4Cl+ 1 134.9996 0.49
136.0075 C8H5Cl+ 1 136.0074 0.15
140.0492 C10H6N+ 1 140.0495 -1.97
141.0569 C10H7N+ 1 141.0573 -2.56
142.0651 C10H8N+ 1 142.0651 0.03
143.073 C10H9N+ 1 143.073 0.2
144.0805 C10H10N+ 1 144.0808 -1.77
144.9607 C6H3Cl2+ 1 144.9606 0.26
145.0645 C10H9O+ 1 145.0648 -1.73
146.0596 C9H8NO+ 1 146.06 -2.81
149.0151 C9H6Cl+ 1 149.0153 -0.77
154.0649 C11H8N+ 1 154.0651 -1.53
155.0604 C10H7N2+ 1 155.0604 0.29
158.06 C10H8NO+ 2 158.06 -0.38
158.9762 C7H5Cl2+ 1 158.9763 -0.64
163.0056 C8H4ClN2+ 2 163.0058 -0.69
169.9685 C8H4Cl2+ 1 169.9685 0.08
172.9667 C6H3Cl2N2+ 2 172.9668 -0.52
PK$NUM_PEAK: 119
PK$PEAK: m/z int. rel.int.
50.0151 1286203 53
51.023 1515255.4 62
52.0182 379847.8 15
53.0022 410652.8 17
53.0386 1354891 56
54.0339 8838007 366
55.0179 236691.7 9
55.0291 38984.4 1
55.0416 362493.2 15
56.0495 824637 34
57.0572 38635.7 1
61.0073 180985.1 7
62.0151 928461.9 38
63.0229 3197372.5 132
64.0307 314128 13
65.0386 6656840 276
66.0464 721771.9 29
67.029 154210.2 6
67.0417 159252.5 6
67.0542 108962.9 4
68.0369 260570.9 10
68.0495 33785.6 1
69.0447 2060092.4 85
70.0651 143617.5 5
71.0603 144277.9 5
72.9839 3608483.5 149
74.0151 4729795 196
75.0229 2203156.5 91
76.0307 301321.3 12
77.0022 372965.1 15
77.0385 1769530.8 73
78.0338 171714.7 7
78.0464 693561.9 28
79.0542 436328.9 18
80.0494 623053.4 25
81.0447 24058616 999
82.0525 1314212.2 54
82.9449 246144.7 10
83.0604 129147.7 5
83.9761 159218.2 6
84.984 230031.2 9
86.9632 220164.3 9
87.023 313819.5 13
88.0308 758896.8 31
89.0386 7099976.5 294
90.0464 595363.8 24
91.0417 169240.8 7
91.0542 1949370.1 80
92.0257 34027.3 1
92.0495 218016.2 9
93.0572 140673.9 5
94.0413 919521.6 38
95.0492 4066821.2 168
96.0444 287364.2 11
96.984 1174114 48
98.0151 2716663.2 112
98.9996 822341.3 34
99.0229 3237578.5 134
100.0307 211581.3 8
101.0386 157052 6
102.0464 727168.2 30
103.0542 1222430.1 50
104.0494 446368.6 18
104.0619 42778.9 1
105.0447 2367893 98
106.0651 159877.5 6
107.0491 180568.4 7
107.0603 37391.6 1
107.9761 175767.4 7
108.984 2110198.5 87
109.0396 109800.8 4
109.9918 124372.4 5
111.044 344537.8 14
113.0385 334705.8 13
114.0464 150803.3 6
115.0542 3185176.5 132
116.0495 106517.4 4
116.0619 109372.9 4
117.0573 627614 26
118.065 369484 15
119.0492 55104 2
120.0444 677997.2 28
121.0396 413880.9 17
121.0521 47211 1
122.9996 2604261.5 108
124.0074 180902.7 7
126.0464 108967.2 4
127.05 104159.5 4
127.0541 82977.6 3
128.0495 108842 4
128.062 335679.5 13
129.0097 25337.9 1
129.0448 342964.1 14
129.0574 26869.3 1
130.0652 541408.4 22
131.0492 372770.1 15
131.0602 43622.8 1
132.0571 118335.3 4
132.9606 250358.2 10
133.0523 32585.1 1
134.06 28347.4 1
134.9997 55594.6 2
136.0075 595975.7 24
140.0492 44514.8 1
141.0569 30644.4 1
142.0651 99449.6 4
143.073 38797.7 1
144.0805 35333.9 1
144.9607 36672.3 1
145.0645 43230.5 1
146.0596 47778.1 1
149.0151 144043 5
154.0649 47943.8 1
155.0604 113900.1 4
158.06 61652.4 2
158.9762 110448.4 4
163.0056 143728.5 5
169.9685 60273 2
172.9667 105135 4
//
