ACCESSION: MSBNK-Eawag-EQ01155209
RECORD_TITLE: Diphenhydramine N-glucuronide; LC-ESI-QFT; MS2; CE: 180%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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-1900000000-68ddf3886a2108ee3f31
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0179 C3H3O+ 1 55.0178 1.52
63.0229 C5H3+ 1 63.0229 -0.14
65.0386 C5H5+ 1 65.0386 0.6
71.0128 C3H3O2+ 1 71.0128 0.96
77.0388 C6H5+ 1 77.0386 2.35
78.0465 C6H6+ 1 78.0464 1.79
89.0388 C7H5+ 1 89.0386 2.11
91.0543 C7H7+ 1 91.0542 0.28
102.0464 C8H6+ 1 102.0464 0.37
115.0542 C9H7+ 1 115.0542 0.19
126.0465 C10H6+ 1 126.0464 0.45
127.0543 C10H7+ 1 127.0542 0.77
128.0621 C10H8+ 1 128.0621 0.72
139.0545 C11H7+ 1 139.0542 1.73
141.07 C11H9+ 1 141.0699 0.98
150.0463 C12H6+ 1 150.0464 -0.59
151.0542 C12H7+ 1 151.0542 -0.27
152.0622 C12H8+ 1 152.0621 0.65
163.0542 C13H7+ 1 163.0542 0.02
164.0623 C13H8+ 1 164.0621 1.33
165.07 C13H9+ 1 165.0699 0.6
169.0649 C12H9O+ 1 169.0648 0.78
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
55.0179 1633441 64
63.0229 2536003.8 100
65.0386 3772000.8 149
71.0128 3923094 155
77.0388 838695.4 33
78.0465 1855839.8 73
89.0388 2204371.5 87
91.0543 1642716.6 65
102.0464 4094738.5 162
115.0542 13492034 535
126.0465 3249986.2 129
127.0543 767209.8 30
128.0621 5487058 217
139.0545 4463425.5 177
141.07 746985.2 29
150.0463 2487380.5 98
151.0542 3723946.2 147
152.0622 12210724 484
163.0542 4345609.5 172
164.0623 6683422.5 265
165.07 25164174 999
169.0649 2687732.2 106
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