ACCESSION: MSBNK-Eawag-EQ01154006
RECORD_TITLE: Amlodipine metabolite M9; LC-ESI-QFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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: splash10-05o0-0690000000-0034dfb1b50a651678cf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
126.0461 C10H6+ 1 126.0464 -2.45
139.0542 C11H7+ 1 139.0542 0.09
140.0493 C10H6N+ 1 140.0495 -1.4
140.062 C11H8+ 1 140.0621 -0.11
149.0154 C9H6Cl+ 1 149.0153 1.07
151.0549 C12H7+ 1 151.0542 4.48
152.0622 C12H8+ 1 152.0621 1.25
161.0157 C10H6Cl+ 1 161.0153 2.77
166.0649 C12H8N+ 1 166.0651 -1.39
167.0728 C12H9N+ 1 167.073 -0.64
168.0571 C9H11ClN+ 2 168.0575 -2.21
173.0157 C11H6Cl+ 1 173.0153 2.65
175.0306 C11H8Cl+ 1 175.0309 -1.98
177.0574 C13H7N+ 1 177.0573 0.8
189.0221 C10H6ClN2+ 1 189.0214 3.76
193.0517 C13H7NO+ 1 193.0522 -2.52
194.0594 C13H8NO+ 1 194.06 -3.44
200.0262 C12H7ClN+ 2 200.0262 0.36
201.0106 C12H6ClO+ 1 201.0102 2.21
201.0349 C12H8ClN+ 1 201.034 4.61
203.0258 C12H8ClO+ 1 203.0258 0.02
214.0052 C15H2O2+ 2 214.0049 1.29
223.0389 C14H7O3+ 2 223.039 -0.37
223.0635 C11H12ClN2O+ 2 223.0633 0.91
229.0035 C14HN2O2+ 1 229.0033 1.27
229.029 C13H8ClNO+ 2 229.0289 0.66
230.0368 C13H9ClNO+ 2 230.0367 0.27
232.0166 C12H7ClNO2+ 2 232.016 2.62
258.0318 C14H9ClNO2+ 2 258.0316 0.75
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
126.0461 9269893 64
139.0542 17165988 119
140.0493 4103749.8 28
140.062 6356010 44
149.0154 5729089 39
151.0549 3781369 26
152.0622 16152719 112
161.0157 12234916 85
166.0649 20146554 140
167.0728 53410508 372
168.0571 9610960 66
173.0157 11211453 78
175.0306 19271822 134
177.0574 5598997.5 39
189.0221 7001792.5 48
193.0517 1836951.8 12
194.0594 9404908 65
200.0262 14956818 104
201.0106 10745272 74
201.0349 4884149 34
203.0258 4820148 33
214.0052 8334227.5 58
223.0389 3061110.2 21
223.0635 2839355.5 19
229.0035 3099530.8 21
229.029 22249020 155
230.0368 143371312 999
232.0166 4330894 30
258.0318 73194344 510
//
