ACCESSION: MSBNK-Eawag-EQ01154005
RECORD_TITLE: Amlodipine metabolite M9; LC-ESI-QFT; MS2; CE: 75%; 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 11540
CH$NAME: Amlodipine metabolite M9
CH$NAME: 3-Ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methylpyridine-3,5-dicarboxylate
CH$NAME: 3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methylpyridine-3,5-dicarboxylate
CH$NAME: Dehydroamlodipine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H23ClN2O5
CH$EXACT_MASS: 406.1295495
CH$SMILES: CCOC(=O)C1=C(C(=C(N=C1COCCN)C)C(=O)OC)C2=CC=CC=C2Cl
CH$IUPAC: InChI=1S/C20H23ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8H,4,9-11,22H2,1-3H3
CH$LINK: PUBCHEM
CID:14271877
CH$LINK: INCHIKEY
APZSGEHAFPIYQZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
19120916
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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-436
AC$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$CHROMATOGRAPHY: RETENTION_TIME 6.888 min
MS$FOCUSED_ION: BASE_PEAK 407.1365
MS$FOCUSED_ION: PRECURSOR_M/Z 407.1368
MS$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: splash10-0a59-0190000000-740702933780ea2d6288
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
139.0545 C11H7+ 1 139.0542 1.62
152.0622 C12H8+ 1 152.0621 1.15
161.0156 C10H6Cl+ 1 161.0153 2.3
166.0653 C12H8N+ 1 166.0651 0.91
167.0728 C12H9N+ 1 167.073 -0.82
168.0573 C9H11ClN+ 2 168.0575 -0.94
175.0307 C11H8Cl+ 1 175.0309 -1.11
194.06 C13H8NO+ 2 194.06 -0.38
195.0678 C13H9NO+ 2 195.0679 -0.52
200.0265 C12H7ClN+ 2 200.0262 1.88
201.0099 C12H6ClO+ 1 201.0102 -1.28
202.042 C12H9ClN+ 2 202.0418 1.12
215.026 C13H8ClO+ 1 215.0258 1
222.0552 C14H8NO2+ 2 222.055 1.03
223.0392 C14H7O3+ 2 223.039 0.86
223.0633 C11H12ClN2O+ 2 223.0633 -0.05
228.0214 C13H7ClNO+ 2 228.0211 1.45
229.0043 C14HN2O2+ 2 229.0033 4.54
229.0291 C13H8ClNO+ 2 229.0289 0.72
230.0367 C13H9ClNO+ 2 230.0367 -0.2
258.0317 C14H9ClNO2+ 2 258.0316 0.39
286.0269 C15H9ClNO3+ 2 286.0265 1.24
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
139.0545 1680119.9 6
152.0622 7962919 31
161.0156 4177410.5 16
166.0653 6539820 25
167.0728 17241266 68
168.0573 4306369 17
175.0307 5845613.5 23
194.06 6903718 27
195.0678 5766177 22
200.0265 6093107 24
201.0099 5670741 22
202.042 3163675.5 12
215.026 3880492.8 15
222.0552 7968895.5 31
223.0392 5182700 20
223.0633 3104868.2 12
228.0214 11492196 45
229.0043 3528354 13
229.0291 12211917 48
230.0367 166724064 658
258.0317 252880704 999
286.0269 27052068 106
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