ACCESSION: MSBNK-Eawag-EQ01155206
RECORD_TITLE: Diphenhydramine N-glucuronide; LC-ESI-QFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-014i-1900000000-b072f23077b75da2a019
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0178 C3H3O+ 1 55.0178 -0.62
  57.0335 C3H5O+ 1 57.0335 0.32
  71.0127 C3H3O2+ 1 71.0128 -0.22
  73.0284 C3H5O2+ 1 73.0284 0.42
  83.0127 C4H3O2+ 1 83.0128 -0.47
  85.0283 C4H5O2+ 1 85.0284 -0.66
  101.0235 C4H5O3+ 1 101.0233 2.07
  113.0232 C5H5O3+ 1 113.0233 -0.76
  128.0622 C10H8+ 1 128.0621 1.44
  141.0702 C11H9+ 1 141.0699 2.17
  151.054 C12H7+ 1 151.0542 -1.18
  152.0621 C12H8+ 1 152.0621 0.15
  165.0699 C13H9+ 1 165.0699 0.42
  166.0777 C13H10+ 1 166.0777 0.06
  167.0856 C13H11+ 1 167.0855 0.44
PK$NUM_PEAK: 15
PK$PEAK: m/z int. rel.int.
  55.0178 1566481 29
  57.0335 2476097.5 46
  71.0127 5851203.5 111
  73.0284 6476718.5 122
  83.0127 893666.7 16
  85.0283 6933940 131
  101.0235 619611.3 11
  113.0232 1327384.6 25
  128.0622 1392711.8 26
  141.0702 1534454 29
  151.054 1795078.8 34
  152.0621 50738160 963
  165.0699 46000768 873
  166.0777 16725236 317
  167.0856 52633724 999
//