ACCESSION: MSBNK-UFZ-WANA0580237762PH
RECORD_TITLE: Loperamide; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80 % (nominal)
AC$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$SPLASH: splash10-03di-0290000000-4950d46806e7adf3ff9d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  91.0539 C7H7+ 1 91.0542 -4.09
  105.0331 C7H5O+ 1 105.0335 -3.77
  115.0538 C9H7+ 1 115.0542 -3.32
  117.0695 C9H9+ 1 117.0699 -2.87
  118.0649 C8H8N+ 1 118.0651 -1.66
  132.0805 C9H10N+ 1 132.0808 -2.25
  134.0959 C9H12N+ 1 134.0964 -3.68
  147.0672 C9H9NO+ 1 147.0679 -4.6
  152.0618 C12H8+ 1 152.0621 -1.86
  160.0761 C7H13ClN2+ 2 160.0762 -0.21
  160.1114 C11H14N+ 1 160.1121 -3.99
  165.0694 C13H9+ 1 165.0699 -3.04
  166.077 C13H10+ 1 166.0777 -4.12
  167.085 C13H11+ 1 167.0855 -3.18
  178.0771 C14H10+ 1 178.0777 -3.22
  179.0849 C14H11+ 1 179.0855 -3.38
  189.1139 C12H15NO+ 1 189.1148 -4.86
  191.0852 C15H11+ 1 191.0855 -1.6
  193.1005 C15H13+ 1 193.1012 -3.31
  194.0722 C14H10O+ 2 194.0726 -1.9
  194.096 C14H12N+ 1 194.0964 -2.17
  195.0803 C14H11O+ 2 195.0804 -0.48
  207.0795 C15H11O+ 1 207.0804 -4.72
  208.1114 C15H14N+ 1 208.1121 -3.18
  210.127 C15H16N+ 1 210.1277 -3.28
  220.1114 C16H14N+ 1 220.1121 -3.13
  222.0906 C15H12NO+ 1 222.0913 -3.46
  236.1065 C16H14NO+ 2 236.107 -2.21
  238.1218 C16H16NO+ 1 238.1226 -3.53
  266.1531 C18H20NO+ 1 266.1539 -3.18
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
  91.0539 296902.5 16
  105.0331 248228.3 13
  115.0538 1534247.9 83
  117.0695 127781.9 6
  118.0649 130539.2 7
  132.0805 74315.3 4
  134.0959 107476.4 5
  147.0672 94508.9 5
  152.0618 86008.5 4
  160.0761 30715.1 1
  160.1114 82357.6 4
  165.0694 176422.9 9
  166.077 60080.9 3
  167.085 939224.8 51
  178.0771 671217.4 36
  179.0849 88293.9 4
  189.1139 37792.4 2
  191.0852 51983.6 2
  193.1005 264169.3 14
  194.0722 38199 2
  194.096 86894.7 4
  195.0803 63598.1 3
  207.0795 35387.2 1
  208.1114 45341.6 2
  210.127 18255808 999
  220.1114 45271.3 2
  222.0906 150577.8 8
  236.1065 147432.6 8
  238.1218 766454.9 41
  266.1531 1074228.4 58
//