ACCESSION: MSBNK-UFZ-UF410004
RECORD_TITLE: Ketoconazole; LC-ESI-ITFT; MS2; CE: 55; R=15000; [M+H]+
DATE: 2017.01.05
AUTHORS: Schulze T, Krauss M, Department of Effect-Directed Analysis, Helmholtz Centre for Environmental Research - UFZ GmbH, Leipzig, Germany
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2017
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 4100

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$EXACT_MASS: 530.1488
CH$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
CH$LINK: COMPTOX DTXSID7029879

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 55 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 80/20 at 3.2 min, 5/95 at 17.8 min, 5/95 at 37.8 min, 90/10 at 37.9 min, 90/10 at 47 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 21.827 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 531.1556
MS$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 2.2.1

PK$SPLASH: splash10-000i-0020900000-10d36211e7119e5f6401
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  157.9686 C7H4Cl2+ 1 157.9685 0.71
  158.9767 C7H5Cl2+ 1 158.9763 2.48
  163.0311 C10H8Cl+ 1 163.0309 1.22
  172.956 C7H3Cl2O+ 1 172.9555 2.55
  174.0916 C8H15ClN2+ 2 174.0918 -1.23
  178.1105 C7H17ClN3+ 3 178.1106 -0.27
  185.9636 C8H4Cl2O+ 1 185.9634 1.19
  192.1022 C8H17ClN2O+ 3 192.1024 -0.85
  200.1077 C10H17ClN2+ 2 200.1075 1.09
  203.0377 C11H8ClN2+ 1 203.0371 2.97
  209.0366 C11H10ClO2+ 2 209.0364 1.1
  216.1022 C10H17ClN2O+ 3 216.1024 -0.83
  216.1262 C10H19ClN3+ 3 216.1262 -0.08
  217.1338 C10H20ClN3+ 3 217.134 -0.87
  219.1132 C9H18ClN3O+ 4 219.1133 -0.57
  220.121 C9H19ClN3O+ 4 220.1211 -0.51
  234.1128 C10H19ClN2O2+ 3 234.113 -0.68
  235.1445 C10H22ClN3O+ 4 235.1446 -0.39
  238.0066 C11H8Cl2N2+ 2 238.0059 2.95
  244.0057 C18N2+ 2 244.0056 0.32
  247.0636 C10H15Cl2N3+ 3 247.0638 -0.74
  255.0091 C11H9Cl2N2O+ 3 255.0086 1.77
  259.1445 C12H22ClN3O+ 4 259.1446 -0.41
  267.0088 C12H9Cl2N2O+ 3 267.0086 0.48
  268.0166 C12H10Cl2N2O+ 3 268.0165 0.54
  277.1554 C12H24ClN3O2+ 4 277.1552 0.78
  281.0257 C22H3N+ 1 281.026 -1.01
  282.0326 C13H12Cl2N2O+ 3 282.0321 1.85
  311.0355 C21H3N4+ 4 311.0352 0.74
  420.0768 C21H20Cl2NO4+ 3 420.0764 0.89
  421.1088 C21H23Cl2N2O3+ 3 421.108 1.85
  463.1185 C23H25Cl2N2O4+ 2 463.1186 -0.26
  489.1455 C24H27Cl2N4O3+ 2 489.1455 0.08
  490.1483 C19H28Cl2N6O5+ 1 490.1493 -2.01
  513.1467 C26H27Cl2N4O3+ 1 513.1455 2.47
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  157.9686 2163.7 1
  158.9767 5569.8 3
  163.0311 2874.1 1
  172.956 3292.4 2
  174.0916 13298.7 8
  178.1105 1895.6 1
  185.9636 20401.3 12
  192.1022 3189.8 1
  200.1077 3174.1 1
  203.0377 2232.1 1
  209.0366 3314.4 2
  216.1022 23942.2 14
  216.1262 2673.8 1
  217.1338 35946 22
  219.1132 18764 11
  220.121 15794.2 9
  234.1128 17384.2 10
  235.1445 23845.6 14
  238.0066 6935.8 4
  244.0057 77196.4 47
  247.0636 5165.2 3
  255.0091 96296.1 59
  259.1445 7237.4 4
  267.0088 16060.5 9
  268.0166 2662.8 1
  277.1554 5135.8 3
  281.0257 5272.7 3
  282.0326 7466.3 4
  311.0355 18156.8 11
  420.0768 15289 9
  421.1088 23736.7 14
  463.1185 4862.1 3
  489.1455 1611546 999
  490.1483 12659 7
  513.1467 8107.9 5
//