ACCESSION: MSBNK-Eawag-EQ01150708
RECORD_TITLE: Quinine; LC-ESI-QFT; MS2; CE: 150%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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: splash10-0v03-8900000000-ab5b09bf94fd3e0fbbc6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0229 C4H3+ 1 51.0229 0.11
53.0386 C4H5+ 1 53.0386 0.15
55.0541 C4H7+ 1 55.0542 -1.75
56.0495 C3H6N+ 1 56.0495 0.71
65.0385 C5H5+ 1 65.0386 -0.69
66.0464 C5H6+ 1 66.0464 0.44
67.0417 C4H5N+ 1 67.0417 0.32
67.0543 C5H7+ 1 67.0542 0.96
68.0493 C4H6N+ 1 68.0495 -2.09
77.0385 C6H5+ 1 77.0386 -0.52
78.0465 C6H6+ 1 78.0464 1.01
79.0542 C6H7+ 1 79.0542 -0.12
80.0494 C5H6N+ 1 80.0495 -1.46
81.0698 C6H9+ 1 81.0699 -0.4
82.0653 C5H8N+ 1 82.0651 2.1
88.0308 C7H4+ 1 88.0308 0.89
89.0385 C7H5+ 1 89.0386 -0.46
90.0463 C7H6+ 1 90.0464 -1.52
91.0543 C7H7+ 1 91.0542 1.04
93.0574 C6H7N+ 1 93.0573 0.76
94.0653 C6H8N+ 1 94.0651 1.42
95.0493 C6H7O+ 1 95.0491 1.72
102.0465 C8H6+ 1 102.0464 0.75
103.0542 C8H7+ 1 103.0542 0.17
105.0448 C6H5N2+ 1 105.0447 0.25
106.0652 C7H8N+ 1 106.0651 0.6
114.0461 C9H6+ 1 114.0464 -2.57
115.0544 C9H7+ 1 115.0542 1.12
116.026 C8H4O+ 1 116.0257 3.25
116.0494 C8H6N+ 1 116.0495 -0.22
117.0573 C8H7N+ 1 117.0573 -0.13
118.0648 C8H8N+ 1 118.0651 -2.63
128.0494 C9H6N+ 1 128.0495 -0.44
129.0571 C9H7N+ 1 129.0573 -1.25
130.0648 C9H8N+ 1 130.0651 -2.27
140.0496 C10H6N+ 1 140.0495 0.89
141.0572 C10H7N+ 1 141.0573 -0.73
142.0654 C10H8N+ 1 142.0651 1.76
143.073 C10H9N+ 1 143.073 0.06
144.081 C10H10N+ 1 144.0808 1.45
146.0603 C9H8NO+ 1 146.06 1.62
153.0576 C11H7N+ 1 153.0573 2.07
154.0649 C11H8N+ 1 154.0651 -1.29
155.0599 C10H7N2+ 1 155.0604 -2.92
166.0646 C12H8N+ 1 166.0651 -3.05
167.073 C12H9N+ 1 167.073 0.37
168.0677 C11H8N2+ 1 168.0682 -3.06
180.0815 C13H10N+ 1 180.0808 3.96
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
51.0229 2522837.5 188
53.0386 9102445 679
55.0541 3561236 265
56.0495 1384770.2 103
65.0385 4244452.5 316
66.0464 1967469.4 146
67.0417 2537024 189
67.0543 2089887.9 156
68.0493 2501951.8 186
77.0385 10439321 779
78.0465 945992 70
79.0542 8351660.5 623
80.0494 4264458.5 318
81.0698 1207652.2 90
82.0653 1999715.9 149
88.0308 881105.6 65
89.0385 2572462.8 192
90.0463 2313481 172
91.0543 4589001.5 342
93.0574 1306220.1 97
94.0653 1417267.1 105
95.0493 3175646.8 237
102.0465 4901132 365
103.0542 1240108.8 92
105.0448 2728919.8 203
106.0652 1060780.9 79
114.0461 1039226.1 77
115.0544 4762686.5 355
116.026 872552.6 65
116.0494 1843515.5 137
117.0573 13378291 999
118.0648 1065249.8 79
128.0494 2420371.2 180
129.0571 3549831 265
130.0648 4157471.5 310
140.0496 1853142.8 138
141.0572 5208472.5 388
142.0654 5328965.5 397
143.073 2720325.5 203
144.081 638536.3 47
146.0603 934568.7 69
153.0576 962894.7 71
154.0649 9391231 701
155.0599 1253003.8 93
166.0646 2321708 173
167.073 3210618 239
168.0677 975548.6 72
180.0815 1440930.9 107
//
