ACCESSION: MSBNK-Eawag-EQ01150705
RECORD_TITLE: Quinine; LC-ESI-QFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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-8900000000-bfb9fa82d003f8e5d7a7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0386 C4H5+ 1 53.0386 -0.43
55.0542 C4H7+ 1 55.0542 -0.29
56.0495 C3H6N+ 1 56.0495 0.23
65.0387 C5H5+ 1 65.0386 1.77
67.0542 C5H7+ 1 67.0542 -0.41
68.0496 C4H6N+ 1 68.0495 1.5
70.0652 C4H8N+ 1 70.0651 1.36
77.0386 C6H5+ 1 77.0386 -0.33
79.0542 C6H7+ 1 79.0542 -0.21
80.0494 C5H6N+ 1 80.0495 -0.79
81.0698 C6H9+ 1 81.0699 -0.4
82.065 C5H8N+ 1 82.0651 -1.53
91.0543 C7H7+ 1 91.0542 1.12
93.0577 C6H7N+ 1 93.0573 3.87
93.0701 C7H9+ 1 93.0699 2.78
94.065 C6H8N+ 1 94.0651 -0.85
95.073 C6H9N+ 1 95.073 0.37
95.0859 C7H11+ 1 95.0855 3.63
96.0808 C6H10N+ 1 96.0808 0.15
105.07 C8H9+ 1 105.0699 1.14
106.0651 C7H8N+ 1 106.0651 -0.26
108.0806 C7H10N+ 1 108.0808 -1.63
110.0965 C7H12N+ 1 110.0964 0.25
115.0542 C9H7+ 1 115.0542 -0.14
117.0574 C8H7N+ 1 117.0573 1.17
120.0811 C8H10N+ 1 120.0808 2.73
122.0965 C8H12N+ 1 122.0964 0.61
124.1119 C8H14N+ 1 124.1121 -1.26
134.0966 C9H12N+ 1 134.0964 1.4
136.112 C9H14N+ 1 136.1121 -0.38
143.0732 C10H9N+ 1 143.073 1.87
145.0527 C9H7NO+ 1 145.0522 3.4
154.0646 C11H8N+ 1 154.0651 -3.17
155.0726 C11H9N+ 1 155.073 -2.15
157.0521 C10H7NO+ 1 157.0522 -0.48
158.06 C10H8NO+ 1 158.06 -0.08
159.068 C10H9NO+ 1 159.0679 1.09
160.0756 C10H10NO+ 1 160.0757 -0.43
166.0659 C12H8N+ 1 166.0651 4.86
167.0731 C12H9N+ 1 167.073 1.1
169.0523 C11H7NO+ 1 169.0522 0.62
171.0676 C11H9NO+ 1 171.0679 -1.41
172.0756 C11H10NO+ 1 172.0757 -0.77
173.0836 C11H11NO+ 1 173.0835 0.66
174.0913 C11H12NO+ 1 174.0913 -0.39
180.0808 C13H10N+ 1 180.0808 0.15
182.0606 C12H8NO+ 1 182.06 2.82
183.0679 C12H9NO+ 1 183.0679 0.23
184.0758 C12H10NO+ 1 184.0757 0.82
186.0911 C12H12NO+ 1 186.0913 -1.13
189.0779 C11H11NO2+ 1 189.0784 -2.81
196.0762 C13H10NO+ 1 196.0757 2.84
198.0917 C13H12NO+ 1 198.0913 1.9
199.0868 C12H11N2O+ 1 199.0866 1.23
200.0703 C12H10NO2+ 1 200.0706 -1.49
210.0918 C14H12NO+ 1 210.0913 2.08
224.1075 C15H14NO+ 1 224.107 2.3
226.1232 C15H16NO+ 1 226.1226 2.36
236.1067 C16H14NO+ 1 236.107 -1.38
237.1027 C15H13N2O+ 1 237.1022 1.86
248.1076 C17H14NO+ 1 248.107 2.56
253.1337 C16H17N2O+ 1 253.1335 0.54
PK$NUM_PEAK: 62
PK$PEAK: m/z int. rel.int.
53.0386 4388768.5 141
55.0542 4618430.5 149
56.0495 1767652.6 57
65.0387 1670419.2 53
67.0542 6424069 207
68.0496 1673574.8 54
70.0652 1062937.4 34
77.0386 1316984.9 42
79.0542 30930964 999
80.0494 4570681.5 147
81.0698 27977674 903
82.065 4794103 154
91.0543 3170784.2 102
93.0577 652208.1 21
93.0701 1859801.8 60
94.065 2448870 79
95.073 1340535.2 43
95.0859 1312376.2 42
96.0808 816416.3 26
105.07 1442542.2 46
106.0651 1621335.6 52
108.0806 3441303.8 111
110.0965 1399697.9 45
115.0542 850227.6 27
117.0574 1390820.4 44
120.0811 1456024.5 47
122.0965 966193.5 31
124.1119 668514.9 21
134.0966 3168050.2 102
136.112 1171908.6 37
143.0732 2819935.5 91
145.0527 1840670 59
154.0646 2491440.5 80
155.0726 2442002 78
157.0521 977602.4 31
158.06 3059109 98
159.068 1955870 63
160.0756 12585658 406
166.0659 1030619.6 33
167.0731 2183671.2 70
169.0523 3656983 118
171.0676 1556947.8 50
172.0756 19070570 615
173.0836 4292218 138
174.0913 1623620.8 52
180.0808 973154.2 31
182.0606 1229166.2 39
183.0679 3080564.5 99
184.0758 7488907 241
186.0911 7557809 244
189.0779 1387281.8 44
196.0762 1247008.6 40
198.0917 4728801.5 152
199.0868 1169719.6 37
200.0703 1086073.1 35
210.0918 3145190.5 101
224.1075 1783224.4 57
226.1232 717847.1 23
236.1067 882236.5 28
237.1027 1057354.2 34
248.1076 784030.8 25
253.1337 1530390.9 49
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