ACCESSION: MSBNK-Eawag-EQ01101753
RECORD_TITLE: Apremilast; LC-ESI-QFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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$SPLASH: splash10-03fr-9530000000-05260ea698f4dccc96dc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  63.9624 O2S- 1 63.9624 -0.69
  78.986 CH3O2S- 1 78.9859 0.84
  93.0016 C2H5O2S- 1 93.0016 0.02
  147.0456 C9H7O2- 1 147.0452 2.93
  159.0563 C9H7N2O- 2 159.0564 -0.42
  160.0279 C8H4N2O2- 2 160.0278 0.54
  160.0404 C9H6NO2- 2 160.0404 -0.15
  161.0357 C8H5N2O2- 2 161.0357 0.2
  183.0567 C11H7N2O- 2 183.0564 1.45
  185.0358 C4H11NO5S- 2 185.0363 -2.88
  187.0151 C9H3N2O3- 2 187.0149 0.84
  202.051 C11H8NO3- 2 202.051 -0.04
  203.0464 C10H7N2O3- 2 203.0462 0.74
  212.0149 C9H8O4S- 2 212.0149 0.28
  229.062 C12H9N2O3- 2 229.0619 0.48
  291.0778 C17H11N2O3- 2 291.0775 0.82
  305.0931 C18H13N2O3- 2 305.0932 -0.12
  333.0882 C19H13N2O4- 2 333.0881 0.46
  335.0675 C18H11N2O5- 1 335.0673 0.31
  399.1024 C20H19N2O5S- 1 399.102 0.89
PK$NUM_PEAK: 20
PK$PEAK: m/z int. rel.int.
  63.9624 16214309 575
  78.986 28123520 999
  93.0016 3063159 108
  147.0456 809989.2 28
  159.0563 808410.2 28
  160.0279 514949 18
  160.0404 4755703 168
  161.0357 17280852 613
  183.0567 936405.6 33
  185.0358 466888.3 16
  187.0151 4821112 171
  202.051 1127133.4 40
  203.0464 14305545 508
  212.0149 415985.2 14
  229.062 387340.7 13
  291.0778 1218095 43
  305.0931 465076.2 16
  333.0882 592691.4 21
  335.0675 742761.3 26
  399.1024 1366364.5 48
//
