ACCESSION: MSBNK-Eawag-EQ01150706
RECORD_TITLE: Quinine; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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: splash10-0059-9800000000-e6a593198b181e5eb16f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1
55.0542 C4H7+ 1 55.0542 0.4
56.0495 C3H6N+ 1 56.0495 1.32
65.0386 C5H5+ 1 65.0386 -0.1
66.0466 C5H6+ 1 66.0464 3.33
67.0419 C4H5N+ 1 67.0417 4.3
67.0542 C5H7+ 1 67.0542 0.05
68.0495 C4H6N+ 1 68.0495 0.15
69.0574 C4H7N+ 1 69.0573 0.99
70.0653 C4H8N+ 1 70.0651 2.23
77.0386 C6H5+ 1 77.0386 0.47
79.0542 C6H7+ 1 79.0542 -0.41
80.0495 C5H6N+ 1 80.0495 -0.31
81.0699 C6H9+ 1 81.0699 -0.12
82.0652 C5H8N+ 1 82.0651 0.33
91.0544 C7H7+ 1 91.0542 2.04
93.0575 C6H7N+ 1 93.0573 2.32
93.07 C7H9+ 1 93.0699 0.97
94.065 C6H8N+ 1 94.0651 -1.67
95.0492 C6H7O+ 1 95.0491 0.27
95.0732 C6H9N+ 1 95.073 2.3
95.0856 C7H11+ 1 95.0855 0.34
96.081 C6H10N+ 1 96.0808 2.14
105.0445 C6H5N2+ 1 105.0447 -1.78
105.0701 C8H9+ 1 105.0699 1.8
106.0654 C7H8N+ 1 106.0651 2.55
108.0807 C7H10N+ 1 108.0808 -1.14
115.0544 C9H7+ 1 115.0542 1.65
117.0574 C8H7N+ 1 117.0573 0.58
120.0811 C8H10N+ 1 120.0808 2.86
131.0734 C9H9N+ 1 131.073 3.47
134.0967 C9H12N+ 1 134.0964 2.09
141.0577 C10H7N+ 1 141.0573 2.63
142.0654 C10H8N+ 1 142.0651 1.66
143.0729 C10H9N+ 1 143.073 -0.26
144.081 C10H10N+ 1 144.0808 1.87
145.0522 C9H7NO+ 1 145.0522 -0.38
145.0646 C10H9O+ 1 145.0648 -1.03
154.0655 C11H8N+ 1 154.0651 2.37
155.0729 C11H9N+ 1 155.073 -0.58
156.0814 C11H10N+ 1 156.0808 3.94
157.0527 C10H7NO+ 1 157.0522 3.31
158.0602 C10H8NO+ 1 158.06 0.99
159.068 C10H9NO+ 1 159.0679 0.8
160.0755 C10H10NO+ 1 160.0757 -0.9
166.0647 C12H8N+ 1 166.0651 -2.77
167.0733 C12H9N+ 1 167.073 2.28
169.0524 C11H7NO+ 1 169.0522 1.25
170.0604 C11H8NO+ 1 170.06 2.33
171.0677 C11H9NO+ 1 171.0679 -0.97
172.0757 C11H10NO+ 1 172.0757 -0.06
173.0838 C11H11NO+ 1 173.0835 1.72
174.0913 C11H12NO+ 1 174.0913 -0.3
180.0805 C13H10N+ 1 180.0808 -1.29
182.0607 C12H8NO+ 1 182.06 3.65
183.0677 C12H9NO+ 1 183.0679 -0.69
186.0912 C12H12NO+ 1 186.0913 -0.89
188.0715 C11H10NO2+ 1 188.0706 4.71
196.0761 C13H10NO+ 1 196.0757 2.29
198.0915 C13H12NO+ 1 198.0913 1.05
200.0705 C12H10NO2+ 1 200.0706 -0.5
210.0918 C14H12NO+ 1 210.0913 2.23
251.1185 C16H15N2O+ 1 251.1179 2.46
PK$NUM_PEAK: 63
PK$PEAK: m/z int. rel.int.
53.0385 5824302 215
55.0542 4566923 168
56.0495 1250432.4 46
65.0386 1934696.4 71
66.0466 1136488 42
67.0419 876641.6 32
67.0542 6074520.5 224
68.0495 1778067.4 65
69.0574 691394.2 25
70.0653 821085.8 30
77.0386 2969476.2 109
79.0542 27021102 999
80.0495 5496951.5 203
81.0699 15301853 565
82.0652 4409506 163
91.0544 3147991.8 116
93.0575 1094300.5 40
93.07 876328.9 32
94.065 1359794 50
95.0492 943744.6 34
95.0732 664859.9 24
95.0856 719929.1 26
96.081 696114.4 25
105.0445 1138931.2 42
105.0701 945069.4 34
106.0654 1261052.5 46
108.0807 2421126.8 89
115.0544 1654672.8 61
117.0574 3122729 115
120.0811 800121.5 29
131.0734 1582643 58
134.0967 1510028.6 55
141.0577 1171128 43
142.0654 1438521 53
143.0729 4086970 151
144.081 1153649.5 42
145.0522 2748193.2 101
145.0646 617730.3 22
154.0655 3402289.8 125
155.0729 3548549.2 131
156.0814 624223.9 23
157.0527 1315079.8 48
158.0602 2817272.2 104
159.068 1774812.2 65
160.0755 7153373.5 264
166.0647 834840 30
167.0733 3004324 111
169.0524 4210635.5 155
170.0604 1821786.9 67
171.0677 1102343.5 40
172.0757 13452331 497
173.0838 1596600.6 59
174.0913 753924.8 27
180.0805 1161501.1 42
182.0607 1925277.5 71
183.0677 3606928 133
186.0912 4062515.5 150
188.0715 629286.4 23
196.0761 1320492.8 48
198.0915 1685188.5 62
200.0705 768740 28
210.0918 1822463.2 67
251.1185 988513.1 36
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