ACCESSION: MSBNK-Eawag-EQ01150704
RECORD_TITLE: Quinine; LC-ESI-QFT; MS2; CE: 60%; 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 11507
CH$NAME: Quinine
CH$NAME: Cinchonan-9-ol, 6`-methoxy-, (8alpha,9R)-
CH$NAME: (5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxyquinolin-4-yl)methanol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H24N2O2
CH$EXACT_MASS: 324.183778
CH$SMILES: COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O
CH$IUPAC: InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3
CH$LINK: CHEBI
94416
CH$LINK: PUBCHEM
CID:1065
CH$LINK: INCHIKEY
LOUPRKONTZGTKE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
1036
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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-353
AC$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$CHROMATOGRAPHY: RETENTION_TIME 4.008 min
MS$FOCUSED_ION: BASE_PEAK 325.1906
MS$FOCUSED_ION: PRECURSOR_M/Z 325.1911
MS$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: splash10-003r-7921000000-f4a4bc0187958a68b8f8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0387 C4H5+ 1 53.0386 1.87
55.0542 C4H7+ 1 55.0542 0.4
56.0496 C3H6N+ 1 56.0495 2
65.0386 C5H5+ 1 65.0386 0.13
67.0542 C5H7+ 1 67.0542 -0.97
68.0497 C4H6N+ 1 68.0495 2.62
70.0652 C4H8N+ 1 70.0651 1.25
79.0542 C6H7+ 1 79.0542 -0.12
80.0494 C5H6N+ 1 80.0495 -1.08
81.0699 C6H9+ 1 81.0699 -0.21
82.0652 C5H8N+ 1 82.0651 0.52
84.0809 C5H10N+ 1 84.0808 2.03
91.0542 C7H7+ 1 91.0542 -0.14
93.0699 C7H9+ 1 93.0699 0.15
94.0651 C6H8N+ 1 94.0651 0.12
95.0731 C6H9N+ 1 95.073 1.34
95.0859 C7H11+ 1 95.0855 3.95
96.081 C6H10N+ 1 96.0808 1.82
105.0701 C8H9+ 1 105.0699 1.72
106.0653 C7H8N+ 1 106.0651 1.75
107.0731 C7H9N+ 1 107.073 1.47
107.0858 C8H11+ 1 107.0855 2.94
108.0808 C7H10N+ 1 108.0808 0.56
110.0965 C7H12N+ 1 110.0964 0.87
120.081 C8H10N+ 1 120.0808 1.91
122.0965 C8H12N+ 1 122.0964 0.98
124.1126 C8H14N+ 1 124.1121 4.58
134.0967 C9H12N+ 1 134.0964 1.74
135.1041 C9H13N+ 1 135.1043 -0.85
136.1126 C9H14N+ 1 136.1121 3.55
155.0733 C11H9N+ 1 155.073 2.37
158.0597 C10H8NO+ 1 158.06 -2.1
159.0676 C10H9NO+ 1 159.0679 -1.69
160.0757 C10H10NO+ 1 160.0757 -0.04
162.0911 C10H12NO+ 1 162.0913 -1.42
166.1226 C10H16NO+ 1 166.1226 -0.41
167.0731 C12H9N+ 1 167.073 1.1
169.0526 C11H7NO+ 1 169.0522 2.15
170.0597 C11H8NO+ 1 170.06 -1.79
172.0758 C11H10NO+ 1 172.0757 0.38
173.0838 C11H11NO+ 1 173.0835 1.63
174.0915 C11H12NO+ 1 174.0913 0.93
183.0681 C12H9NO+ 1 183.0679 1.23
184.0758 C12H10NO+ 1 184.0757 0.82
186.0913 C12H12NO+ 1 186.0913 0.02
188.0703 C11H10NO2+ 1 188.0706 -1.86
189.0788 C11H11NO2+ 1 189.0784 1.79
196.0755 C13H10NO+ 1 196.0757 -0.98
197.084 C13H11NO+ 1 197.0835 2.29
198.0917 C13H12NO+ 1 198.0913 1.75
202.0868 C12H12NO2+ 1 202.0863 2.84
210.0924 C14H12NO+ 1 210.0913 4.84
213.1026 C13H13N2O+ 1 213.1022 1.5
224.1069 C15H14NO+ 1 224.107 -0.36
226.1225 C15H16NO+ 1 226.1226 -0.81
236.1072 C16H14NO+ 1 236.107 0.69
251.1176 C16H15N2O+ 1 251.1179 -1.25
253.1339 C16H17N2O+ 1 253.1335 1.62
264.1383 C18H18NO+ 1 264.1383 0.05
265.1346 C17H17N2O+ 1 265.1335 3.93
279.1493 C18H19N2O+ 1 279.1492 0.29
307.1804 C20H23N2O+ 1 307.1805 -0.39
325.191 C20H25N2O2+ 1 325.1911 -0.12
PK$NUM_PEAK: 63
PK$PEAK: m/z int. rel.int.
53.0387 1899734.2 59
55.0542 3655975.8 114
56.0496 1329797.2 41
65.0386 901767 28
67.0542 6007653.5 187
68.0497 1184408.8 37
70.0652 743372.8 23
79.0542 19838204 620
80.0494 2826708.5 88
81.0699 31946502 999
82.0652 4427809.5 138
84.0809 745342.7 23
91.0542 2371722.8 74
93.0699 1617271.9 50
94.0651 1317062 41
95.0731 1310073.6 40
95.0859 1698590.1 53
96.081 1604263 50
105.0701 1588037.5 49
106.0653 1476971 46
107.0731 1071317.1 33
107.0858 969958.6 30
108.0808 3248632.8 101
110.0965 2405466 75
120.081 886616.1 27
122.0965 1541612 48
124.1126 1631076 51
134.0967 3838465 120
135.1041 659823.2 20
136.1126 1778330 55
155.0733 1045789.6 32
158.0597 602491.2 18
159.0676 1070592.8 33
160.0757 15207871 475
162.0911 1135261.4 35
166.1226 2422630 75
167.0731 1005407.2 31
169.0526 1033394.2 32
170.0597 1062848.1 33
172.0758 14904069 466
173.0838 5392560.5 168
174.0915 3671722.5 114
183.0681 1873660 58
184.0758 13341814 417
186.0913 9762478 305
188.0703 632963.5 19
189.0788 1705307.9 53
196.0755 1492809.8 46
197.084 1747080.9 54
198.0917 6512918.5 203
202.0868 1605092 50
210.0924 4328073 135
213.1026 1157119 36
224.1069 2221870.8 69
226.1225 1823366.2 57
236.1072 1688001.4 52
251.1176 5550196 173
253.1339 7083095 221
264.1383 2859754.2 89
265.1346 1786191.8 55
279.1493 2450292.5 76
307.1804 10679084 333
325.191 9417214 294
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