ACCESSION: MSBNK-Eawag-EQ01150709
RECORD_TITLE: Quinine; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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: splash10-0uxr-9700000000-ed11b03f51ccda654230
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0229 C4H3+ 1 51.0229 0.03
53.0385 C4H5+ 1 53.0386 -0.79
55.0543 C4H7+ 1 55.0542 1.72
56.0496 C3H6N+ 1 56.0495 1.39
65.0386 C5H5+ 1 65.0386 0.6
66.0464 C5H6+ 1 66.0464 0.67
67.0417 C4H5N+ 1 67.0417 1.46
67.0544 C5H7+ 1 67.0542 3.12
68.0495 C4H6N+ 1 68.0495 0.49
75.0232 C6H3+ 1 75.0229 3.52
77.0386 C6H5+ 1 77.0386 0.66
78.0464 C6H6+ 1 78.0464 0.23
79.0542 C6H7+ 1 79.0542 -0.31
80.0494 C5H6N+ 1 80.0495 -0.69
82.0653 C5H8N+ 1 82.0651 2.28
88.0307 C7H4+ 1 88.0308 -0.41
89.0385 C7H5+ 1 89.0386 -0.97
90.0463 C7H6+ 1 90.0464 -0.76
91.0542 C7H7+ 1 91.0542 0.2
93.0573 C6H7N+ 1 93.0573 0.35
95.0491 C6H7O+ 1 95.0491 -0.93
102.0463 C8H6+ 1 102.0464 -1.05
103.0544 C8H7+ 1 103.0542 1.35
105.0447 C6H5N2+ 1 105.0447 -0.54
114.0463 C9H6+ 1 114.0464 -0.57
115.0544 C9H7+ 1 115.0542 1.65
116.0496 C8H6N+ 1 116.0495 1.23
117.0572 C8H7N+ 1 117.0573 -0.52
127.0546 C10H7+ 1 127.0542 3.23
128.0494 C9H6N+ 1 128.0495 -0.21
129.0575 C9H7N+ 1 129.0573 1.47
130.0654 C9H8N+ 1 130.0651 2.3
139.0542 C11H7+ 1 139.0542 -0.46
140.0492 C10H6N+ 1 140.0495 -1.84
141.0572 C10H7N+ 1 141.0573 -1.05
142.0655 C10H8N+ 1 142.0651 2.3
153.0573 C11H7N+ 1 153.0573 -0.22
154.065 C11H8N+ 1 154.0651 -0.99
155.0603 C10H7N2+ 1 155.0604 -0.17
166.0653 C12H8N+ 1 166.0651 0.91
167.0734 C12H9N+ 1 167.073 2.47
191.0726 C14H9N+ 1 191.073 -2.06
204.0815 C15H10N+ 1 204.0808 3.71
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
51.0229 4581074 532
53.0385 6405590.5 744
55.0543 1785558.8 207
56.0496 573909.9 66
65.0386 4522265 525
66.0464 1224325.9 142
67.0417 1695760.2 197
67.0544 1159374.1 134
68.0495 2217395.8 257
75.0232 1105351.9 128
77.0386 8597688 999
78.0464 2068494.6 240
79.0542 2890610 335
80.0494 3808749.8 442
82.0653 1266943.9 147
88.0307 1954388.9 227
89.0385 6688401.5 777
90.0463 4758330 552
91.0542 2407532.5 279
93.0573 871170.8 101
95.0491 3312826.2 384
102.0463 5250553.5 610
103.0544 1395173.8 162
105.0447 2594484.8 301
114.0463 1002326.8 116
115.0544 5324278 618
116.0496 1348712.8 156
117.0572 8132222.5 944
127.0546 1844361.8 214
128.0494 2662373.5 309
129.0575 1183209 137
130.0654 2005596.6 233
139.0542 1649574.9 191
140.0492 2150068.5 249
141.0572 3788535 440
142.0655 2414601.2 280
153.0573 566026.4 65
154.065 4149452.2 482
155.0603 1470859.6 170
166.0653 1678953 195
167.0734 1378465.8 160
191.0726 721206.9 83
204.0815 570702.5 66
//
