ACCESSION: MSBNK-Eawag-EQ01155208
RECORD_TITLE: Diphenhydramine N-glucuronide; LC-ESI-QFT; MS2; CE: 150%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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: splash10-0gb9-1900000000-ab6602dea4f79e9c9745
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0179 C3H3O+ 1 55.0178 0.28
57.0335 C3H5O+ 1 57.0335 -0.22
63.0231 C5H3+ 1 63.0229 3.07
65.0385 C5H5+ 1 65.0386 -1.04
68.9971 C3HO2+ 1 68.9971 -0.13
71.0128 C3H3O2+ 1 71.0128 -0.01
73.0284 C3H5O2+ 1 73.0284 0.21
78.0463 C6H6+ 1 78.0464 -1.83
85.0285 C4H5O2+ 1 85.0284 0.96
89.0387 C7H5+ 1 89.0386 1.09
91.054 C7H7+ 1 91.0542 -2.15
102.0462 C8H6+ 1 102.0464 -1.57
115.0542 C9H7+ 1 115.0542 0.19
126.0465 C10H6+ 1 126.0464 1
127.0541 C10H7+ 1 127.0542 -0.61
128.062 C10H8+ 1 128.0621 -0.23
139.0546 C11H7+ 1 139.0542 2.94
141.07 C11H9+ 1 141.0699 0.88
150.0464 C12H6+ 1 150.0464 0.32
151.0545 C12H7+ 1 151.0542 1.75
152.0621 C12H8+ 1 152.0621 0.15
164.0623 C13H8+ 1 164.0621 1.33
165.0699 C13H9+ 1 165.0699 0.05
166.0777 C13H10+ 1 166.0777 0.15
169.0648 C12H9O+ 1 169.0648 -0.12
PK$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
55.0179 2749225.5 53
57.0335 586206.6 11
63.0231 611240.2 11
65.0385 1873356.4 36
68.9971 465156.1 9
71.0128 6233727.5 121
73.0284 1295683.9 25
78.0463 458981.4 8
85.0285 484383.7 9
89.0387 828827.2 16
91.054 1168913.2 22
102.0462 1438065.2 27
115.0542 10097104 196
126.0465 950152.6 18
127.0541 902347.6 17
128.062 9606595 187
139.0546 2831550.5 55
141.07 4225813.5 82
150.0464 1200687.2 23
151.0545 3405442.2 66
152.0621 35108168 683
164.0623 4886337.5 95
165.0699 51320180 999
166.0777 1961005.2 38
169.0648 1640947.8 31
//
