ACCESSION: MSBNK-Eawag-EQ01154008
RECORD_TITLE: Amlodipine metabolite M9; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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: splash10-000i-0900000000-475dcd88dde3ee9deacc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
63.0231 C5H3+ 1 63.0229 2.16
75.0228 C6H3+ 1 75.0229 -1.67
76.0308 C6H4+ 1 76.0308 0.62
77.0385 C6H5+ 1 77.0386 -0.72
89.0387 C7H5+ 1 89.0386 1.34
99.0228 C8H3+ 1 99.0229 -1.38
113.0384 C9H5+ 1 113.0386 -1.95
114.0467 C9H6+ 1 114.0464 2.31
115.0541 C9H7+ 1 115.0542 -1.46
125.0387 C10H5+ 1 125.0386 1.04
126.0464 C10H6+ 1 126.0464 -0.21
127.0543 C10H7+ 1 127.0542 0.29
137.0388 C11H5+ 1 137.0386 1.5
138.0465 C11H6+ 1 138.0464 1.07
139.0542 C11H7+ 1 139.0542 -0.35
140.0496 C10H6N+ 1 140.0495 0.56
140.0623 C11H8+ 1 140.0621 1.63
149.0152 C9H6Cl+ 1 149.0153 -0.46
150.0465 C12H6+ 1 150.0464 0.83
151.0418 C11H5N+ 1 151.0417 1.26
152.0624 C12H8+ 1 152.0621 2.46
155.0611 C10H7N2+ 1 155.0604 4.85
160.0077 C10H5Cl+ 1 160.0074 1.44
164.0499 C12H6N+ 1 164.0495 2.75
165.0571 C12H7N+ 1 165.0573 -1.51
166.0651 C12H8N+ 1 166.0651 -0.38
167.0732 C12H9N+ 1 167.073 1.74
168.058 C9H11ClN+ 1 168.0575 3.23
173.0149 C11H6Cl+ 1 173.0153 -2.11
194.0598 C13H8NO+ 2 194.06 -1.09
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
63.0231 3365934.5 21
75.0228 8763407 56
76.0308 1885088.6 12
77.0385 1788561 11
89.0387 8363349 53
99.0228 12611714 81
113.0384 12319515 79
114.0467 6599942 42
115.0541 10415111 67
125.0387 12320406 79
126.0464 70875616 457
127.0543 4608269.5 29
137.0388 4602167 29
138.0465 17489590 112
139.0542 154744720 999
140.0496 26150866 168
140.0623 18566480 119
149.0152 23591350 152
150.0465 22956744 148
151.0418 9277950 59
152.0624 15712153 101
155.0611 2404934.2 15
160.0077 1732271.5 11
164.0499 10166612 65
165.0571 2354568.2 15
166.0651 32929224 212
167.0732 8998359 58
168.058 2018307.5 13
173.0149 11383442 73
194.0598 3071815.5 19
//
