ACCESSION: MSBNK-Eawag-EQ01101755
RECORD_TITLE: Apremilast; LC-ESI-QFT; MS2; CE: 75%; R=15000; [M-H]-
DATE: 2024.06.14
AUTHORS: E. Ceppi [dtc], K. Fenner [dtc], A. Dax [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2024
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11017
CH$NAME: Apremilast
CH$NAME: Apremilast, (+/-)-
CH$NAME: N-[2-[(1S)-1-(3-ethoxy-4-methoxy-phenyl)-2-methylsulfonyl-ethyl]-1,3-bis(oxidanylidene)isoindol-4-yl]ethanamide
CH$COMPOUND_CLASS: N/A
CH$FORMULA: C22H24N2O7S
CH$EXACT_MASS: 460.1304221
CH$SMILES: CCOC1=C(C=CC(=C1)C(CS(=O)(=O)C)N2C(=O)C3=C(C2=O)C(=CC=C3)NC(=O)C)OC
CH$IUPAC: InChI=1S/C22H24N2O7S/c1-5-31-19-11-14(9-10-18(19)30-3)17(12-32(4,28)29)24-21(26)15-7-6-8-16(23-13(2)25)20(15)22(24)27/h6-11,17H,5,12H2,1-4H3,(H,23,25)
CH$LINK: CAS 608141-41-9
CH$LINK: PUBCHEM CID:11561674
CH$LINK: INCHIKEY IMOZEMNVLZVGJZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 8327223
AC$INSTRUMENT: Q Exactive
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-485
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 100/0 at 29.5 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.801 min
MS$FOCUSED_ION: BASE_PEAK 459.1239
MS$FOCUSED_ION: PRECURSOR_M/Z 459.1231
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_INTENSITY 240633702.71
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.15.1.1
PK$SPLASH: splash10-03di-9800000000-e2ad3aef9db473182cde
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  63.9624 O2S- 1 63.9624 -0.45
  77.9783 CH2O2S- 1 77.9781 2.16
  78.986 CH3O2S- 1 78.9859 1.13
  79.9575 O3S- 1 79.9574 1.46
  93.0016 C2H5O2S- 1 93.0016 0.43
  117.0461 C7H5N2- 2 117.0458 2.42
  118.0296 C7H4NO- 1 118.0298 -1.68
  132.0214 C8H4O2- 2 132.0217 -1.89
  132.0457 C8H6NO- 2 132.0455 1.42
  147.0451 C9H7O2- 2 147.0452 -0.29
  149.0244 C8H5O3- 2 149.0244 -0.03
  160.0405 C9H6NO2- 2 160.0404 0.9
  161.0357 C8H5N2O2- 2 161.0357 0.48
  183.0567 C11H7N2O- 2 183.0564 1.45
  185.0356 C4H11NO5S- 2 185.0363 -4.12
  187.0151 C9H3N2O3- 2 187.0149 1.09
PK$NUM_PEAK: 16
PK$PEAK: m/z int. rel.int.
  63.9624 18936452 999
  77.9783 496461.3 26
  78.986 7251211 382
  79.9575 1039826.8 54
  93.0016 2394535 126
  117.0461 564683.2 29
  118.0296 295073.2 15
  132.0214 253647.8 13
  132.0457 972672.3 51
  147.0451 204663.4 10
  149.0244 273587.3 14
  160.0405 2404253 126
  161.0357 15899215 838
  183.0567 248127 13
  185.0356 246422 13
  187.0151 6174421.5 325
//
