ACCESSION: MSBNK-Eawag-EQ01154009
RECORD_TITLE: Amlodipine metabolite M9; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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-3900000000-33fc13f5fabb45a2327c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
63.0229 C5H3+ 1 63.0229 0.04
65.0386 C5H5+ 1 65.0386 0.13
75.0229 C6H3+ 1 75.0229 -0.55
76.0308 C6H4+ 1 76.0308 0.22
77.0387 C6H5+ 1 77.0386 1.75
87.0228 C7H3+ 1 87.0229 -1.24
89.0386 C7H5+ 1 89.0386 -0.29
98.0152 C8H2+ 1 98.0151 0.84
99.023 C8H3+ 1 99.0229 0.78
113.0385 C9H5+ 1 113.0386 -0.73
114.0465 C9H6+ 1 114.0464 0.44
115.0541 C9H7+ 1 115.0542 -1.26
123.0231 C10H3+ 1 123.0229 1.14
125.0388 C10H5+ 1 125.0386 1.78
126.0464 C10H6+ 1 126.0464 -0.03
127.0541 C10H7+ 1 127.0542 -1.15
137.0387 C11H5+ 1 137.0386 0.95
138.0463 C11H6+ 1 138.0464 -0.48
139.0542 C11H7+ 1 139.0542 0.09
140.0495 C10H6N+ 1 140.0495 0.12
140.0616 C11H8+ 1 140.0621 -3.38
149.0148 C9H6Cl+ 1 149.0153 -2.82
150.0461 C12H6+ 1 150.0464 -1.71
151.0418 C11H5N+ 1 151.0417 0.96
151.0545 C12H7+ 1 151.0542 1.55
152.0627 C12H8+ 1 152.0621 4.16
164.0494 C12H6N+ 1 164.0495 -0.42
166.0654 C12H8N+ 1 166.0651 1.46
169.0655 C12H9O+ 2 169.0648 3.94
173.0152 C11H6Cl+ 1 173.0153 -0.53
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
63.0229 14048173 119
65.0386 6186487 52
75.0229 16292456 138
76.0308 12126407 102
77.0387 5851973 49
87.0228 10558091 89
89.0386 24633700 209
98.0152 9762790 82
99.023 21635476 183
113.0385 28276352 240
114.0465 13308242 113
115.0541 11340580 96
123.0231 4068901.5 34
125.0388 6488705.5 55
126.0464 43444452 369
127.0541 2624879.8 22
137.0387 10948385 92
138.0463 15650610 132
139.0542 117616488 999
140.0495 20851482 177
140.0616 3175085 26
149.0148 8827928 74
150.0461 19875960 168
151.0418 6232368 52
151.0545 3822459 32
152.0627 4980546.5 42
164.0494 9471868 80
166.0654 6571206.5 55
169.0655 1761554.1 14
173.0152 2815442.5 23
//
