ACCESSION: MSBNK-Eawag-EQ326208
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 150; 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 150 (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-9300000000-519f296d4c294ac95f45
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.17
51.0229 C4H3+ 1 51.0229 0.26
52.0182 C3H2N+ 1 52.0182 0.28
53.0022 C3HO+ 1 53.0022 0.73
53.0386 C4H5+ 1 53.0386 0.25
54.0338 C3H4N+ 1 54.0338 0.27
55.0179 C3H3O+ 1 55.0178 0.16
55.0291 C2H3N2+ 1 55.0291 0.46
55.0416 C3H5N+ 1 55.0417 -0.19
56.0495 C3H6N+ 1 56.0495 -0.1
57.0573 C3H7N+ 1 57.0573 0.34
61.0071 C5H+ 1 61.0073 -2.4
62.015 C5H2+ 1 62.0151 -0.99
63.0229 C5H3+ 1 63.0229 -0.26
64.0308 C5H4+ 1 64.0308 0.76
65.0386 C5H5+ 1 65.0386 -0.1
66.0464 C5H6+ 1 66.0464 -0.18
67.0291 C3H3N2+ 1 67.0291 0.38
67.0416 C4H5N+ 1 67.0417 -0.16
67.0542 C5H7+ 1 67.0542 -0.84
68.0369 C3H4N2+ 1 68.0369 0.01
68.0495 C4H6N+ 1 68.0495 0.36
69.0447 C3H5N2+ 1 69.0447 -0.36
70.0651 C4H8N+ 1 70.0651 -0.08
71.0603 C3H7N2+ 1 71.0604 -0.77
72.9839 C3H2Cl+ 1 72.984 -0.47
74.0151 C6H2+ 1 74.0151 -0.7
75.0229 C6H3+ 1 75.0229 -0.62
76.0306 C6H4+ 1 76.0308 -1.86
77.0021 C5HO+ 1 77.0022 -0.66
77.0385 C6H5+ 1 77.0386 -0.73
78.0338 C5H4N+ 1 78.0338 -0.71
78.0464 C6H6+ 1 78.0464 -0.28
79.0542 C6H7+ 1 79.0542 -0.08
80.0494 C5H6N+ 1 80.0495 -0.44
81.0447 C4H5N2+ 1 81.0447 -0.18
82.0525 C4H6N2+ 1 82.0525 -0.48
82.945 CHCl2+ 1 82.945 0.1
83.0603 C4H7N2+ 1 83.0604 -0.66
83.9761 C4HCl+ 1 83.9761 -0.47
84.9839 C4H2Cl+ 1 84.984 -1.11
86.9632 C3ClO+ 1 86.9632 -0.1
87.023 C7H3+ 1 87.0229 0.61
88.0307 C7H4+ 1 88.0308 -0.47
89.0386 C7H5+ 1 89.0386 -0.3
90.0464 C7H6+ 1 90.0464 -0.02
91.0416 C6H5N+ 1 91.0417 -0.34
91.0542 C7H7+ 1 91.0542 -0.07
92.0257 C6H4O+ 2 92.0257 0.48
92.0495 C6H6N+ 1 92.0495 0.05
93.0335 C6H5O+ 1 93.0335 -0.01
93.0573 C6H7N+ 1 93.0573 0.21
94.0413 C6H6O+ 1 94.0413 0.04
94.0651 C6H8N+ 1 94.0651 -0.7
95.0491 C6H7O+ 1 95.0491 0.09
96.0443 C5H6NO+ 1 96.0444 -0.52
96.984 C5H2Cl+ 1 96.984 0.06
98.0151 C8H2+ 1 98.0151 -0.22
98.9996 C5H4Cl+ 1 98.9996 -0.04
99.0229 C8H3+ 1 99.0229 -0.17
100.0307 C8H4+ 1 100.0308 -0.52
101.0386 C8H5+ 1 101.0386 0.13
102.0464 C8H6+ 1 102.0464 -0.02
103.0542 C8H7+ 1 103.0542 -0.16
104.0495 C7H6N+ 1 104.0495 0.04
104.0619 C8H8+ 1 104.0621 -1.07
105.0447 C6H5N2+ 1 105.0447 0.05
105.0572 C7H7N+ 1 105.0573 -1.34
106.0651 C7H8N+ 1 106.0651 -0.34
107.0491 C7H7O+ 2 107.0491 -0.01
107.9761 C6HCl+ 1 107.9761 0.01
108.0443 C6H6NO+ 2 108.0444 -0.46
108.984 C6H2Cl+ 1 108.984 0.05
109.0395 C5H5N2O+ 1 109.0396 -0.91
109.9918 C6H3Cl+ 1 109.9918 0.46
110.9997 C6H4Cl+ 1 110.9996 0.59
111.044 C6H7O2+ 2 111.0441 -0.05
113.0386 C9H5+ 1 113.0386 0.12
114.0465 C9H6+ 1 114.0464 0.6
115.0542 C9H7+ 1 115.0542 0.12
116.0494 C8H6N+ 1 116.0495 -0.65
116.062 C9H8+ 1 116.0621 -0.19
117.0573 C8H7N+ 1 117.0573 -0.18
117.0698 C9H9+ 1 117.0699 -0.57
118.0413 C8H6O+ 2 118.0413 -0.14
118.0651 C8H8N+ 1 118.0651 -0.05
119.0493 C8H7O+ 2 119.0491 1.08
119.0729 C8H9N+ 1 119.073 -0.76
120.0444 C7H6NO+ 2 120.0444 0.08
120.0808 C8H10N+ 1 120.0808 0.62
121.0397 C6H5N2O+ 2 121.0396 0.17
121.0521 C7H7NO+ 1 121.0522 -1.03
121.0647 C8H9O+ 2 121.0648 -0.67
122.0601 C7H8NO+ 2 122.06 0.16
122.9996 C7H4Cl+ 1 122.9996 -0.2
124.0075 C7H5Cl+ 1 124.0074 0.17
125.0152 C7H6Cl+ 1 125.0153 -0.83
126.0465 C10H6+ 1 126.0464 0.54
127.0502 C5H7N2O2+ 2 127.0502 -0.11
127.0542 C10H7+ 1 127.0542 -0.6
128.0024 C6H5ClO+ 2 128.0023 0.44
128.0494 C9H6N+ 1 128.0495 -0.51
128.0621 C10H8+ 1 128.0621 0.3
129.0447 C8H5N2+ 1 129.0447 -0.35
129.0698 C10H9+ 1 129.0699 -0.52
130.0652 C9H8N+ 1 130.0651 0.34
131.0491 C9H7O+ 2 131.0491 0.07
131.0604 C8H7N2+ 1 131.0604 -0.04
131.0729 C9H9N+ 1 131.073 -0.01
132.0443 C8H6NO+ 2 132.0444 -0.61
132.0569 C9H8O+ 2 132.057 -0.5
132.0807 C9H10N+ 1 132.0808 -0.19
132.9606 C5H3Cl2+ 1 132.9606 -0.47
133.0521 C8H7NO+ 2 133.0522 -0.87
133.0761 C8H9N2+ 1 133.076 0.19
133.9919 C8H3Cl+ 1 133.9918 1.05
134.06 C8H8NO+ 2 134.06 -0.15
134.9996 C8H4Cl+ 1 134.9996 -0.33
136.0075 C8H5Cl+ 1 136.0074 0.15
139.0056 C6H4ClN2+ 2 139.0058 -0.81
140.0494 C10H6N+ 1 140.0495 -0.4
141.0574 C10H7N+ 1 141.0573 0.49
142.0651 C10H8N+ 1 142.0651 0.03
143.0729 C10H9N+ 1 143.073 -0.14
144.0809 C10H10N+ 1 144.0808 0.65
144.9606 C6H3Cl2+ 1 144.9606 -0.36
145.0397 C8H5N2O+ 2 145.0396 0.63
145.0647 C10H9O+ 2 145.0648 -0.49
146.0599 C9H8NO+ 2 146.06 -0.76
149.0154 C9H6Cl+ 1 149.0153 0.84
153.01 C8H6ClO+ 2 153.0102 -1.1
154.065 C11H8N+ 1 154.0651 -0.95
155.0604 C10H7N2+ 1 155.0604 -0.03
156.0683 C10H8N2+ 1 156.0682 0.39
156.0808 C11H10N+ 1 156.0808 0.48
158.0599 C10H8NO+ 2 158.06 -0.95
158.9763 C7H5Cl2+ 1 158.9763 0.05
160.0754 C10H10NO+ 2 160.0757 -1.94
162.0106 C9H5ClN+ 2 162.0105 0.54
162.9709 C6H5Cl2O+ 1 162.9712 -1.51
163.0057 C8H4ClN2+ 2 163.0058 -0.63
169.9684 C8H4Cl2+ 1 169.9685 -0.51
172.9555 C7H3Cl2O+ 1 172.9555 -0.33
172.9668 C6H3Cl2N2+ 2 172.9668 0.41
PK$NUM_PEAK: 144
PK$PEAK: m/z int. rel.int.
50.0151 720198.2 18
51.0229 539383.2 13
52.0182 201154.1 5
53.0022 407064.2 10
53.0386 2003926.6 50
54.0338 10305876 259
55.0179 428632.4 10
55.0291 114567.1 2
55.0416 777043.7 19
56.0495 1606678 40
57.0573 50625.4 1
61.0071 41553.3 1
62.015 321414.6 8
63.0229 1493178.4 37
64.0308 296007.8 7
65.0386 8279961.5 208
66.0464 625870.8 15
67.0291 191406.9 4
67.0416 193839 4
67.0542 215933.4 5
68.0369 568019 14
68.0495 159199.6 4
69.0447 3702890.2 93
70.0651 559316.4 14
71.0603 407288.6 10
72.9839 2254004 56
74.0151 2113448 53
75.0229 1353240.5 34
76.0306 308115 7
77.0021 923850.1 23
77.0385 1663955.4 41
78.0338 267422.8 6
78.0464 760653.5 19
79.0542 1169507.5 29
80.0494 1138244.8 28
81.0447 39725052 999
82.0525 4232559 106
82.945 140176.2 3
83.0603 286174.1 7
83.9761 48980 1
84.9839 273070.1 6
86.9632 595126.9 14
87.023 178440.6 4
88.0307 604452.5 15
89.0386 6902626.5 173
90.0464 674036.5 16
91.0416 242691.3 6
91.0542 2908952.5 73
92.0257 48621.8 1
92.0495 388280.8 9
93.0335 150220.4 3
93.0573 351824.6 8
94.0413 2130870 53
94.0651 150884.7 3
95.0491 5277400 132
96.0443 406217.4 10
96.984 1043224.5 26
98.0151 1019366.8 25
98.9996 1583620.4 39
99.0229 3629417.2 91
100.0307 284664.3 7
101.0386 148934.9 3
102.0464 900982.9 22
103.0542 2304558 57
104.0495 590213.4 14
104.0619 157670.8 3
105.0447 3053430.5 76
105.0572 231052.6 5
106.0651 650386.8 16
107.0491 562569.8 14
107.9761 206823.2 5
108.0443 160357.7 4
108.984 3480950.8 87
109.0395 321482.8 8
109.9918 126179 3
110.9997 46153.5 1
111.044 891584.2 22
113.0386 180630.5 4
114.0465 279038.9 7
115.0542 5321128 133
116.0494 140551.2 3
116.062 270094.9 6
117.0573 1057907.6 26
117.0698 198203.7 4
118.0413 195986.6 4
118.0651 1073244.1 26
119.0493 64297.5 1
119.0729 60173.9 1
120.0444 1954997.1 49
120.0808 169059.3 4
121.0397 1325674.8 33
121.0521 420730.4 10
121.0647 121704.9 3
122.0601 333750.9 8
122.9996 6668192 167
124.0075 842977.1 21
125.0152 223440.6 5
126.0465 165284.7 4
127.0502 1000501.8 25
127.0542 85620.2 2
128.0024 48002.6 1
128.0494 182677.7 4
128.0621 612389.1 15
129.0447 417519.1 10
129.0698 42440.5 1
130.0652 1485145.5 37
131.0491 963020.5 24
131.0604 124277.1 3
131.0729 137277.4 3
132.0443 44126.2 1
132.0569 217907.3 5
132.0807 63829.7 1
132.9606 609971.6 15
133.0521 150423.7 3
133.0761 44077.5 1
133.9919 245563.2 6
134.06 212268.4 5
134.9996 338250.9 8
136.0075 1643701.6 41
139.0056 270369.8 6
140.0494 178418.9 4
141.0574 199172.8 5
142.0651 195517.5 4
143.0729 192089.4 4
144.0809 190847.4 4
144.9606 293394.1 7
145.0397 44082.1 1
145.0647 109807.8 2
146.0599 175182.8 4
149.0154 525488.5 13
153.01 108968.1 2
154.065 156034.9 3
155.0604 230237.4 5
156.0683 48475.6 1
156.0808 48643.4 1
158.0599 334643.8 8
158.9763 968940.5 24
160.0754 46347.4 1
162.0106 52581.7 1
162.9709 118833.9 2
163.0057 609545.9 15
169.9684 521586.2 13
172.9555 43522.2 1
172.9668 693667.2 17
//
