ACCESSION: MSBNK-Eawag-EQ01154007
RECORD_TITLE: Amlodipine metabolite M9; LC-ESI-QFT; MS2; CE: 120%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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: splash10-0173-0900000000-308286326c882354426b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
99.0227 C8H3+ 1 99.0229 -1.84
115.0543 C9H7+ 1 115.0542 0.92
125.0385 C10H5+ 1 125.0386 -0.97
126.0464 C10H6+ 1 126.0464 -0.33
138.0469 C11H6+ 1 138.0464 3.83
139.0542 C11H7+ 1 139.0542 -0.46
140.0493 C10H6N+ 1 140.0495 -0.97
140.0624 C11H8+ 1 140.0621 2.17
149.0151 C9H6Cl+ 1 149.0153 -1.08
150.0465 C12H6+ 1 150.0464 0.73
151.0417 C11H5N+ 1 151.0417 0.15
152.0619 C12H8+ 1 152.0621 -1.16
161.0153 C10H6Cl+ 1 161.0153 0.21
164.0492 C12H6N+ 1 164.0495 -1.81
165.0575 C12H7N+ 1 165.0573 1.17
166.0652 C12H8N+ 1 166.0651 0.54
167.0729 C12H9N+ 1 167.073 -0.18
168.0577 C9H11ClN+ 2 168.0575 1.69
173.0153 C11H6Cl+ 1 173.0153 0.27
175.0304 C11H8Cl+ 1 175.0309 -2.76
177.0575 C13H7N+ 1 177.0573 1.23
189.0207 C10H6ClN2+ 2 189.0214 -3.59
194.0597 C13H8NO+ 2 194.06 -1.56
195.0679 C13H9NO+ 2 195.0679 0.03
200.0268 C12H7ClN+ 1 200.0262 3.03
201.0344 C12H8ClN+ 2 201.034 1.88
202.0177 C12H7ClO+ 1 202.018 -1.64
214.0053 C15H2O2+ 2 214.0049 1.94
229.029 C13H8ClNO+ 2 229.0289 0.66
230.0372 C13H9ClNO+ 2 230.0367 1.99
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
99.0227 2207811.2 25
115.0543 5430953 62
125.0385 10128876 116
126.0464 55105796 635
138.0469 5129263.5 59
139.0542 86685944 999
140.0493 18531644 213
140.0624 31548734 363
149.0151 20535900 236
150.0465 14531153 167
151.0417 7253378.5 83
152.0619 19926106 229
161.0153 9320285 107
164.0492 3919441.8 45
165.0575 4102944.2 47
166.0652 43001492 495
167.0729 47811784 551
168.0577 10422546 120
173.0153 24429634 281
175.0304 14279302 164
177.0575 6013520.5 69
189.0207 6348954 73
194.0597 11644089 134
195.0679 7223555 83
200.0268 3575128.5 41
201.0344 4474528 51
202.0177 4304557 49
214.0053 3859097.2 44
229.029 11099249 127
230.0372 11879576 136
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