ACCESSION: MSBNK-UFZ-UF410003
RECORD_TITLE: Ketoconazole; LC-ESI-ITFT; MS2; CE: 35; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$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$SPLASH: splash10-000i-0010900000-c917fd1a8bff08281b82
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  158.9768 C7H5Cl2+ 1 158.9763 2.96
  172.0759 C11H10NO+ 2 172.0757 1.11
  172.9558 C7H3Cl2O+ 1 172.9555 1.75
  174.0917 C8H15ClN2+ 2 174.0918 -0.62
  177.1023 C10H13N2O+ 3 177.1022 0.27
  178.1109 C7H17ClN3+ 2 178.1106 1.79
  185.9637 C8H4Cl2O+ 1 185.9634 1.68
  186.9706 C8H5Cl2O+ 2 186.9712 -2.93
  192.1021 C11H14NO2+ 3 192.1019 1.05
  200.1079 C10H17ClN2+ 2 200.1075 2
  203.0371 C11H8ClN2+ 2 203.0371 0.34
  209.0363 C11H10ClO2+ 3 209.0364 -0.58
  216.1024 C10H17ClN2O+ 3 216.1024 -0.19
  216.1268 C10H19ClN3+ 2 216.1262 2.96
  217.134 C10H20ClN3+ 3 217.134 -0.24
  219.1131 C9H18ClN3O+ 4 219.1133 -0.78
  220.121 C9H19ClN3O+ 4 220.1211 -0.58
  234.113 C10H19ClN2O2+ 3 234.113 -0.03
  235.1446 C10H22ClN3O+ 4 235.1446 -0.06
  238.0065 C11H8Cl2N2+ 2 238.0059 2.56
  244.0058 C18N2+ 2 244.0056 0.69
  247.0642 C10H15Cl2N3+ 3 247.0638 1.86
  255.0092 C11H9Cl2N2O+ 3 255.0086 2.31
  259.1448 C12H22ClN3O+ 5 259.1446 0.89
  267.0094 C12H9Cl2N2O+ 3 267.0086 2.77
  268.0166 C12H10Cl2N2O+ 3 268.0165 0.65
  277.1553 C12H24ClN3O2+ 4 277.1552 0.67
  281.0248 C22H3N+ 3 281.026 -4.37
  282.033 C13H12Cl2N2O+ 3 282.0321 3.04
  311.0358 C21H3N4+ 5 311.0352 1.82
  378.0668 C23H11ClN4+ 6 378.0667 0.35
  421.1088 C21H23Cl2N2O3+ 3 421.108 1.85
  463.1205 C23H25Cl2N2O4+ 2 463.1186 4.15
  471.1378 C26H27Cl2NO3+ 1 471.1363 3.2
  489.1458 C24H27Cl2N4O3+ 2 489.1455 0.65
  490.1495 C19H28Cl2N6O5+ 2 490.1493 0.41
  513.1461 C26H27Cl2N4O3+ 1 513.1455 1.16
  531.1581 C26H29Cl2N4O4+ 1 531.156 3.85
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
  158.9768 6851.8 3
  172.0759 3134.7 1
  172.9558 4071.8 1
  174.0917 15203 7
  177.1023 5403.4 2
  178.1109 2846.7 1
  185.9637 26571.6 12
  186.9706 3002.6 1
  192.1021 4168.9 1
  200.1079 4245.7 2
  203.0371 3050.8 1
  209.0363 5802.2 2
  216.1024 30733 14
  216.1268 4426.2 2
  217.134 42526.2 20
  219.1131 24133.1 11
  220.121 19100.7 9
  234.113 21132.1 10
  235.1446 26981.5 12
  238.0065 6282.2 3
  244.0058 95886.8 45
  247.0642 4587 2
  255.0092 120401.6 57
  259.1448 9224.3 4
  267.0094 17120.2 8
  268.0166 3813.5 1
  277.1553 7562.5 3
  281.0248 9367.5 4
  282.033 12525.9 5
  311.0358 21367.7 10
  378.0668 3298.6 1
  421.1088 26725.5 12
  463.1205 6686.2 3
  471.1378 3568.6 1
  489.1458 2087738 999
  490.1495 14010.9 6
  513.1461 10871.6 5
  531.1581 5613.1 2
//