ACCESSION: MSBNK-Eawag-EQ01150703
RECORD_TITLE: Quinine; LC-ESI-QFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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: splash10-004i-1429000000-fbf75ccf2cb049adf0f0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0541 C4H7+ 1 55.0542 -1.75
67.0541 C5H7+ 1 67.0542 -2.23
70.0651 C4H8N+ 1 70.0651 -0.16
79.0542 C6H7+ 1 79.0542 -0.89
80.0494 C5H6N+ 1 80.0495 -1.27
81.0698 C6H9+ 1 81.0699 -0.68
82.0652 C5H8N+ 1 82.0651 0.89
91.0542 C7H7+ 1 91.0542 -0.47
93.07 C7H9+ 1 93.0699 1.63
94.065 C6H8N+ 1 94.0651 -0.85
96.0807 C6H10N+ 1 96.0808 -1.04
105.0698 C8H9+ 1 105.0699 -0.6
107.0853 C8H11+ 1 107.0855 -2.12
108.0806 C7H10N+ 1 108.0808 -1.49
110.0962 C7H12N+ 1 110.0964 -1.62
122.0965 C8H12N+ 1 122.0964 0.73
124.1119 C8H14N+ 1 124.1121 -1.45
134.0961 C9H12N+ 1 134.0964 -2.13
136.1117 C9H14N+ 1 136.1121 -2.62
160.0757 C10H10NO+ 1 160.0757 -0.23
162.0912 C10H12NO+ 1 162.0913 -0.58
166.1226 C10H16NO+ 1 166.1226 0.05
172.0756 C11H10NO+ 1 172.0757 -0.33
173.0831 C11H11NO+ 1 173.0835 -2.6
174.0911 C11H12NO+ 1 174.0913 -1.52
184.0757 C12H10NO+ 1 184.0757 0.16
185.0836 C12H11NO+ 1 185.0835 0.42
186.0911 C12H12NO+ 1 186.0913 -1.05
196.0753 C13H10NO+ 1 196.0757 -1.75
198.0914 C13H12NO+ 1 198.0913 0.44
199.0858 C12H11N2O+ 1 199.0866 -4.22
200.1073 C13H14NO+ 1 200.107 1.67
202.0867 C12H12NO2+ 1 202.0863 2.16
210.0917 C14H12NO+ 1 210.0913 1.86
212.1073 C14H14NO+ 1 212.107 1.42
213.103 C13H13N2O+ 1 213.1022 3.44
224.1064 C15H14NO+ 1 224.107 -2.74
238.1232 C16H16NO+ 1 238.1226 2.18
251.1185 C16H15N2O+ 1 251.1179 2.28
253.1335 C16H17N2O+ 1 253.1335 -0.19
264.1388 C18H18NO+ 1 264.1383 1.79
265.1328 C17H17N2O+ 1 265.1335 -2.97
279.1487 C18H19N2O+ 1 279.1492 -1.67
307.1803 C20H23N2O+ 1 307.1805 -0.59
325.191 C20H25N2O2+ 1 325.1911 -0.31
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
55.0541 1093127.4 9
67.0541 2948470.8 24
70.0651 645503.6 5
79.0542 5199898.5 43
80.0494 1464946.2 12
81.0698 16427192 138
82.0652 2435233.5 20
91.0542 797465.8 6
93.07 534452.4 4
94.065 726829.6 6
96.0807 1439396 12
105.0698 944769.3 7
107.0853 699428.1 5
108.0806 2061083.2 17
110.0962 5768508.5 48
122.0965 1648775.6 13
124.1119 2019356 17
134.0961 2914637.2 24
136.1117 1725607.6 14
160.0757 13675567 115
162.0912 1359167.5 11
166.1226 4184342.8 35
172.0756 6868381.5 58
173.0831 2735223.2 23
174.0911 2582618.5 21
184.0757 16838862 142
185.0836 954289.1 8
186.0911 7289639.5 61
196.0753 1097914.5 9
198.0914 8138570 68
199.0858 1296026 10
200.1073 1159490.5 9
202.0867 1716503.6 14
210.0917 2147575.5 18
212.1073 1159599.8 9
213.103 1369891.2 11
224.1064 1184349 10
238.1232 843156.5 7
251.1185 2964203.5 25
253.1335 14055683 118
264.1388 5570122 47
265.1328 2470479.5 20
279.1487 6909916.5 58
307.1803 41585996 351
325.191 118079992 999
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