ACCESSION: MSBNK-Eawag-EQ01155202
RECORD_TITLE: Diphenhydramine N-glucuronide; LC-ESI-QFT; MS2; CE: 30%; R=17500; [M+H]+
DATE: 2024.05.08
AUTHORS: C. Meyer [dtc], B. Beck [dtc,com], J. Hollender [dtc]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2023
PUBLICATION: Meyer, C., Stravs, M., Hollender, J.. How Wastewater Reflects Human Metabolism - Suspect Screening of Pharmaceutical Metabolites in Wastewater Influent. doi:10.1021/acs.est.4c00968
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11552

CH$NAME: Diphenhydramine N-glucuronide
CH$NAME: 6-[2-benzhydryloxyethyl(dimethyl)azaniumyl]-3,4,5-trihydroxyoxane-2-carboxylate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₃H₂₉NO₇
CH$EXACT_MASS: 431.1944023
CH$SMILES: C[N+](C)(CCOC(C1=CC=CC=C1)C2=CC=CC=C2)C3C(C(C(C(O3)C(=O)[O-])O)O)O
CH$IUPAC: InChI=1S/C23H29NO7/c1-24(2,22-19(27)17(25)18(26)21(31-22)23(28)29)13-14-30-20(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17-22,25-27H,13-14H2,1-2H3
CH$LINK: PUBCHEM CID:53463053
CH$LINK: INCHIKEY OAIGZXXQYIJBLR-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 26503869

AC$INSTRUMENT: Exploris 240 Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-462
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.862 min

MS$FOCUSED_ION: BASE_PEAK 432.2014
MS$FOCUSED_ION: PRECURSOR_M/Z 432.2017
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 3.15.1

PK$SPLASH: splash10-014i-0900000000-cd59e395eef1b496de1f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  71.0127 C3H3O2+ 1 71.0128 -0.12
  73.0284 C3H5O2+ 1 73.0284 -0.62
  85.0284 C4H5O2+ 1 85.0284 -0.12
  88.0756 C4H10NO+ 1 88.0757 -0.86
  103.039 C4H7O3+ 1 103.039 0.51
  113.0232 C5H5O3+ 1 113.0233 -1.03
  131.0337 C5H7O4+ 1 131.0339 -1.4
  159.0292 C6H7O5+ 1 159.0288 2.26
  167.0855 C13H11+ 1 167.0855 -0.38
  256.1696 C17H22NO+ 1 256.1696 0.2
  432.2022 C23H30NO7+ 1 432.2017 1.25
PK$NUM_PEAK: 11
PK$PEAK: m/z int. rel.int.
  71.0127 869498 3
  73.0284 1568305 6
  85.0284 3786133.8 16
  88.0756 1243278.6 5
  103.039 633891.8 2
  113.0232 3902034.5 17
  131.0337 836685.9 3
  159.0292 2634128.8 11
  167.0855 225660992 999
  256.1696 17367078 76
  432.2022 4564317.5 20
//