ACCESSION: MSBNK-Eawag-EQ326202
RECORD_TITLE: Ketoconazole; LC-ESI-QFT; MS2; CE: 30; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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$SPLASH: splash10-001i-0010190000-f0aa28c93c268b69965f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  69.0447 C3H5N2+ 1 69.0447 -0.65
  81.0447 C4H5N2+ 1 81.0447 0.19
  82.0525 C4H6N2+ 1 82.0525 -0.36
  86.06 C4H8NO+ 1 86.06 -0.35
  112.0757 C6H10NO+ 2 112.0757 -0.27
  135.0678 C8H9NO+ 2 135.0679 -0.63
  167.0814 C8H11N2O2+ 2 167.0815 -0.68
  172.0754 C11H10NO+ 2 172.0757 -1.51
  174.0915 C11H12NO+ 2 174.0913 0.63
  177.1023 C10H13N2O+ 2 177.1022 0.23
  178.1101 C10H14N2O+ 2 178.1101 -0.08
  185.9634 C8H4Cl2O+ 1 185.9634 0.31
  189.1387 C12H17N2+ 1 189.1386 0.4
  209.0365 C11H10ClO2+ 3 209.0364 0.46
  216.1019 C13H14NO2+ 3 216.1019 0.21
  216.1253 C13H16N2O+ 2 216.1257 -1.73
  217.1336 C13H17N2O+ 2 217.1335 0.28
  219.1129 C12H15N2O2+ 3 219.1128 0.21
  220.1207 C12H16N2O2+ 3 220.1206 0.14
  234.1126 C13H16NO3+ 3 234.1125 0.43
  235.1442 C13H19N2O2+ 3 235.1441 0.28
  238.0058 C11H8Cl2N2+ 3 238.0059 -0.4
  244.0053 C11H10Cl2O2+ 2 244.0052 0.22
  247.1442 C14H19N2O2+ 3 247.1441 0.55
  255.0086 C11H9Cl2N2O+ 3 255.0086 -0.21
  259.1442 C15H19N2O2+ 3 259.1441 0.25
  267.0088 C12H9Cl2N2O+ 3 267.0086 0.39
  268.0166 C12H10Cl2N2O+ 3 268.0165 0.49
  277.1547 C15H21N2O3+ 3 277.1547 -0.07
  282.0321 C13H12Cl2N2O+ 3 282.0321 -0.18
  421.1079 C21H23Cl2N2O3+ 3 421.108 -0.2
  463.1195 C23H25Cl2N2O4+ 2 463.1186 1.92
  489.1458 C24H27Cl2N4O3+ 2 489.1455 0.65
  529.1423 C26H27Cl2N4O4+ 1 529.1404 3.67
  531.1561 C26H29Cl2N4O4+ 1 531.156 0.04
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  69.0447 750563.4 2
  81.0447 679148.8 2
  82.0525 7960108.5 30
  86.06 415340.5 1
  112.0757 2838966.8 10
  135.0678 1458434 5
  167.0814 681733.3 2
  172.0754 344802.3 1
  174.0915 863876.2 3
  177.1023 820402.4 3
  178.1101 363828.3 1
  185.9634 379098.5 1
  189.1387 266925.6 1
  209.0365 612766.8 2
  216.1019 1752328.1 6
  216.1253 343441.6 1
  217.1336 4244266.5 16
  219.1129 5794400.5 22
  220.1207 4896763.5 18
  234.1126 1131718 4
  235.1442 1994799.5 7
  238.0058 900957.1 3
  244.0053 8705933 33
  247.1442 480285.6 1
  255.0086 5410527 20
  259.1442 1601458.9 6
  267.0088 872185.6 3
  268.0166 472943.4 1
  277.1547 788209 3
  282.0321 1786980 6
  421.1079 1253985.5 4
  463.1195 385804.5 1
  489.1458 32196518 124
  529.1423 324330.3 1
  531.1561 258387088 999
//