ACCESSION: MSBNK-Eawag-EQ01155204
RECORD_TITLE: Diphenhydramine N-glucuronide; LC-ESI-QFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-014i-1900000000-39dba61e27ca15191f7f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  57.0335 C3H5O+ 1 57.0335 0.72
  69.0337 C4H5O+ 1 69.0335 2.51
  71.0127 C3H3O2+ 1 71.0128 -0.44
  73.0284 C3H5O2+ 1 73.0284 0
  75.0442 C3H7O2+ 1 75.0441 1.74
  83.0129 C4H3O2+ 1 83.0128 1.37
  85.0284 C4H5O2+ 1 85.0284 0.42
  88.0757 C4H10NO+ 1 88.0757 0.09
  99.0075 C4H3O3+ 1 99.0077 -1.56
  101.0235 C4H5O3+ 1 101.0233 2.14
  103.039 C4H7O3+ 1 103.039 0.59
  113.0234 C5H5O3+ 1 113.0233 0.32
  152.0621 C12H8+ 1 152.0621 0.35
  165.0699 C13H9+ 1 165.0699 0.42
  166.0774 C13H10+ 1 166.0777 -1.68
  167.0855 C13H11+ 1 167.0855 -0.11
PK$NUM_PEAK: 16
PK$PEAK: m/z int. rel.int.
  57.0335 2456429 11
  69.0337 766601.3 3
  71.0127 4562465.5 21
  73.0284 9693622 45
  75.0442 372007.8 1
  83.0129 585012.4 2
  85.0284 15330279 71
  88.0757 569428.9 2
  99.0075 999986.9 4
  101.0235 2868394.5 13
  103.039 794335.2 3
  113.0234 7065694 33
  152.0621 6679682.5 31
  165.0699 10083483 47
  166.0774 3260499.8 15
  167.0855 213127536 999
//