ACCESSION: MSBNK-UFZ-WANA058025AF82PH
RECORD_TITLE: Loperamide; LC-ESI-ITFT; MS2; CE: 90%; R=15000; [M+H]+
DATE: 2023.08.13
AUTHORS: Tobias Schulze, Martin Krauss, Department of Effect-Directed Analysis, Helmholtz Centre for Environmental Research - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2023
COMMENT: CONFIDENCE Reference Standard (Level 1)

CH$NAME: Loperamide
CH$NAME: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₉H₃₃ClN₂O₂
CH$EXACT_MASS: 476.223055976
CH$SMILES: CN(C)C(=O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1
CH$IUPAC: InChI=1S/C29H33ClN2O2/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23/h3-16,34H,17-22H2,1-2H3
CH$LINK: CAS 53179-11-6
CH$LINK: CHEBI 6532
CH$LINK: KEGG D08144
CH$LINK: PUBCHEM CID:3955
CH$LINK: INCHIKEY RDOIQAHITMMDAJ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3818
CH$LINK: COMPTOX DTXSID6045165

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 HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-490
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50 x 2.1 mm
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.659 min

MS$FOCUSED_ION: BASE_PEAK 477.2297
MS$FOCUSED_ION: PRECURSOR_M/Z 477.2303
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 71125960
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 3.11.2

PK$SPLASH: splash10-03di-0390000000-9404c6e0332ecb3536ca
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  91.0539 C7H7+ 1 91.0542 -3.58
  105.0331 C7H5O+ 1 105.0335 -3.34
  115.0539 C9H7+ 1 115.0542 -3.25
  117.0696 C9H9+ 1 117.0699 -2.74
  118.0647 C8H8N+ 1 118.0651 -3.4
  134.0958 C9H12N+ 1 134.0964 -4.93
  147.0676 C9H9NO+ 1 147.0679 -1.7
  152.0615 C12H8+ 1 152.0621 -3.66
  160.0759 C7H13ClN2+ 2 160.0762 -1.45
  160.1115 C11H14N+ 1 160.1121 -3.7
  165.0693 C13H9+ 1 165.0699 -3.51
  166.0772 C13H10+ 1 166.0777 -2.74
  167.085 C13H11+ 1 167.0855 -3.18
  178.0772 C14H10+ 1 178.0777 -3.05
  179.085 C14H11+ 1 179.0855 -2.69
  191.0853 C15H11+ 1 191.0855 -1.28
  193.1008 C15H13+ 1 193.1012 -1.73
  194.072 C14H10O+ 1 194.0726 -3.24
  194.0958 C14H12N+ 1 194.0964 -3.11
  208.1115 C15H14N+ 1 208.1121 -2.59
  210.1271 C15H16N+ 1 210.1277 -3.21
  220.111 C16H14N+ 1 220.1121 -4.73
  223.0982 C15H13NO+ 1 223.0992 -4.26
  236.1066 C16H14NO+ 2 236.107 -1.76
  238.1218 C16H16NO+ 1 238.1226 -3.46
  266.1532 C18H20NO+ 2 266.1539 -2.61
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  91.0539 437151.6 38
  105.0331 228084.2 20
  115.0539 1350851.2 119
  117.0696 121018.1 10
  118.0647 384658.5 34
  134.0958 104279.2 9
  147.0676 44533.5 3
  152.0615 247881.8 21
  160.0759 34876.1 3
  160.1115 58852 5
  165.0693 331052.4 29
  166.0772 88457.9 7
  167.085 789060.6 69
  178.0772 702635.8 62
  179.085 80070.6 7
  191.0853 41545.5 3
  193.1008 104350.6 9
  194.072 35542.1 3
  194.0958 209375 18
  208.1115 129783.3 11
  210.1271 11268012 999
  220.111 22838.3 2
  223.0982 116772.5 10
  236.1066 104645.5 9
  238.1218 209846.3 18
  266.1532 113571.6 10
//