ACCESSION: MSBNK-Eawag-EQ01150707
RECORD_TITLE: Quinine; LC-ESI-QFT; MS2; CE: 120%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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: splash10-0fvi-7900000000-38918e5d0c3aa7c2fe2e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0386 C4H5+ 1 53.0386 -0.5
55.0543 C4H7+ 1 55.0542 0.75
56.0495 C3H6N+ 1 56.0495 -0.38
65.0386 C5H5+ 1 65.0386 0.25
66.0466 C5H6+ 1 66.0464 2.52
67.0417 C4H5N+ 1 67.0417 1
67.0541 C5H7+ 1 67.0542 -1.2
68.0496 C4H6N+ 1 68.0495 2.4
77.0385 C6H5+ 1 77.0386 -1.12
79.0542 C6H7+ 1 79.0542 -0.02
80.0494 C5H6N+ 1 80.0495 -0.41
81.0698 C6H9+ 1 81.0699 -0.59
82.065 C5H8N+ 1 82.0651 -1.71
89.0387 C7H5+ 1 89.0386 1
91.0541 C7H7+ 1 91.0542 -1.48
93.0573 C6H7N+ 1 93.0573 -0.23
94.0653 C6H8N+ 1 94.0651 1.9
95.0493 C6H7O+ 1 95.0491 1.32
95.073 C6H9N+ 1 95.073 0.53
102.0464 C8H6+ 1 102.0464 0.37
103.0545 C8H7+ 1 103.0542 2.39
105.0445 C6H5N2+ 1 105.0447 -2
106.0651 C7H8N+ 1 106.0651 -0.33
108.0809 C7H10N+ 1 108.0808 1.54
115.0544 C9H7+ 1 115.0542 1.26
116.0498 C8H6N+ 1 116.0495 2.41
117.0573 C8H7N+ 1 117.0573 0.19
118.0652 C8H8N+ 1 118.0651 0.73
128.05 C9H6N+ 1 128.0495 3.96
129.0574 C9H7N+ 1 129.0573 0.64
130.0651 C9H8N+ 1 130.0651 -0.51
131.0729 C9H9N+ 1 131.073 -0.02
141.057 C10H7N+ 1 141.0573 -2.02
142.0651 C10H8N+ 1 142.0651 -0.49
143.0728 C10H9N+ 1 143.073 -1.01
144.0806 C10H10N+ 1 144.0808 -1.2
145.0524 C9H7NO+ 1 145.0522 0.99
145.0649 C10H9O+ 1 145.0648 0.65
146.06 C9H8NO+ 1 146.06 -0.05
153.057 C11H7N+ 1 153.0573 -2.01
154.0649 C11H8N+ 1 154.0651 -1.29
155.0737 C11H9N+ 1 155.073 4.54
157.0525 C10H7NO+ 1 157.0522 2.04
158.06 C10H8NO+ 1 158.06 -0.17
160.0755 C10H10NO+ 1 160.0757 -0.9
166.0655 C12H8N+ 1 166.0651 2.01
167.0731 C12H9N+ 1 167.073 1.19
168.0679 C11H8N2+ 1 168.0682 -2.06
169.0521 C11H7NO+ 1 169.0522 -0.46
170.0597 C11H8NO+ 1 170.06 -1.97
172.0754 C11H10NO+ 1 172.0757 -1.75
180.0815 C13H10N+ 1 180.0808 4.05
182.0602 C12H8NO+ 1 182.06 1.06
183.068 C12H9NO+ 1 183.0679 0.81
191.0733 C14H9N+ 1 191.073 1.62
204.0805 C15H10N+ 1 204.0808 -1.3
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
53.0386 10991007 607
55.0543 4653586 257
56.0495 1232986.8 68
65.0386 3161771.2 174
66.0466 1438608.1 79
67.0417 2059351.1 113
67.0541 4709628.5 260
68.0496 2731592.8 151
77.0385 7453842.5 412
79.0542 18059246 999
80.0494 5593133 309
81.0698 4800219.5 265
82.065 4325495 239
89.0387 748328.8 41
91.0541 4200547 232
93.0573 992194.1 54
94.0653 1995539 110
95.0493 2629866.8 145
95.073 712955.2 39
102.0464 2086934.2 115
103.0545 1732925 95
105.0445 2223981 123
106.0651 1114067.4 61
108.0809 1354706.9 74
115.0544 5587417.5 309
116.0498 1468647.8 81
117.0573 10424029 576
118.0652 1059038.5 58
128.05 737229.8 40
129.0574 4929838.5 272
130.0651 3242024.8 179
131.0729 1985976.6 109
141.057 5294025.5 292
142.0651 4024372 222
143.0728 5306742 293
144.0806 1540789.8 85
145.0524 2313775.5 127
145.0649 734087.1 40
146.06 1605137.8 88
153.057 749367.9 41
154.0649 9968809 551
155.0737 3040281.5 168
157.0525 1614293.4 89
158.06 2845526.2 157
160.0755 1913052.8 105
166.0655 1648241.2 91
167.0731 4100394.5 226
168.0679 1534849.1 84
169.0521 2508120.8 138
170.0597 2554251.2 141
172.0754 3875292.2 214
180.0815 1398470.4 77
182.0602 2020698.2 111
183.068 1348896 74
191.0733 966020.3 53
204.0805 670843.9 37
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