ACCESSION: MSBNK-Eawag-EQ339953
RECORD_TITLE: Amisulpride N-Oxide; LC-ESI-QFT; MS2; CE: 45; R=35000; [M-H]-
DATE: 2015.08.26
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3399
CH$NAME: Amisulpride N-Oxide
CH$NAME: 4-amino-N-[(1-ethyl-1-oxidopyrrolidin-1-ium-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C17H27N3O5S
CH$EXACT_MASS: 385.16714
CH$SMILES: CC[N+]1(CCCC1CNC(=O)C2=CC(=C(C=C2OC)N)S(=O)(=O)CC)[O-]
CH$IUPAC: InChI=1S/C17H27N3O5S/c1-4-20(22)8-6-7-12(20)11-19-17(21)13-9-16(26(23,24)5-2)14(18)10-15(13)25-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)
CH$LINK: CAS
71676-01-2
CH$LINK: PUBCHEM
CID:71313372
CH$LINK: INCHIKEY
LLIKIPAUZJTRGB-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
29787171
CH$LINK: COMPTOX
DTXSID60747025
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 4.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 430.1652
MS$FOCUSED_ION: PRECURSOR_M/Z 384.1599
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 1.9.6
PK$SPLASH: splash10-001r-1920000000-6084cf113fd985854d97
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
63.9625 O2S- 1 63.9624 0.64
64.9703 HO2S- 1 64.9703 1.17
66.035 C4H4N- 1 66.0349 0.72
70.0663 C4H8N- 1 70.0662 0.96
72.0092 C2H2NO2- 1 72.0091 1.36
79.9574 O3S- 1 79.9574 0.58
80.9652 HO3S- 1 80.9652 0.39
81.022 C4H3NO- 1 81.022 -0.65
82.0298 C4H4NO- 1 82.0298 -0.21
90.0349 C6H4N- 1 90.0349 -0.81
90.986 C2H3O2S- 1 90.9859 0.84
92.0506 C6H6N- 1 92.0506 -0.25
93.0016 C2H5O2S- 1 93.0016 -0.15
94.0299 C5H4NO- 1 94.0298 0.67
107.0376 C6H5NO- 1 107.0377 -0.21
108.0455 C6H6NO- 1 108.0455 -0.16
110.0248 C5H4NO2- 1 110.0248 0.35
120.0455 C7H6NO- 1 120.0455 0.27
122.0248 C6H4NO2- 1 122.0248 0.15
122.0612 C7H8NO- 1 122.0611 0.51
123.0327 C6H5NO2- 1 123.0326 1
123.0564 C6H7N2O- 1 123.0564 -0.05
134.0248 C7H4NO2- 1 134.0248 0.36
134.0613 C8H8NO- 1 134.0611 0.91
135.0324 C7H5NO2- 1 135.0326 -1.31
136.0406 C7H6NO2- 1 136.0404 1.16
137.0482 C7H7NO2- 1 137.0482 -0.49
138.0197 C6H4NO3- 1 138.0197 0.17
139.0095 C6H5NOS- 1 139.0097 -1.68
141.0018 C6H5O2S- 1 141.0016 1.32
143.0615 C9H7N2- 2 143.0615 -0.01
145.041 C8H5N2O- 2 145.0407 1.47
147.0565 C8H7N2O- 2 147.0564 0.64
148.0404 C8H6NO2- 2 148.0404 -0.01
148.077 C9H10NO- 1 148.0768 1.16
150.0434 C7H6N2O2- 1 150.0435 -0.44
151.0513 C7H7N2O2- 1 151.0513 -0.01
151.0877 C8H11N2O- 1 151.0877 0.09
152.0354 C7H6NO3- 1 152.0353 0.61
155.0048 C6H5NO2S- 1 155.0046 0.66
156.0127 C6H6NO2S- 1 156.0125 1.2
158.028 C6H8NO2S- 1 158.0281 -0.78
159.0565 C9H7N2O- 2 159.0564 0.59
161.0357 C8H5N2O2- 2 161.0357 0.24
162.056 C9H8NO2- 2 162.0561 -0.01
163.0512 C8H7N2O2- 2 163.0513 -0.62
164.0353 C8H6NO3- 2 164.0353 0.2
164.0591 C8H8N2O2- 2 164.0591 -0.46
165.067 C8H9N2O2- 1 165.067 0.3
166.0508 C8H8NO3- 2 166.051 -1.18
170.9996 C6H5NO3S- 1 170.9996 0.22
171.0566 C10H7N2O- 2 171.0564 1.31
172.0643 C10H8N2O- 2 172.0642 0.28
173.0719 C10H9N2O- 2 173.072 -0.96
175.0514 C9H7N2O2- 2 175.0513 0.51
177.0672 C9H9N2O2- 2 177.067 1.46
179.0462 C8H7N2O3- 1 179.0462 0.08
180.0666 C9H10NO3- 2 180.0666 0.13
184.0438 C8H10NO2S- 1 184.0438 0.42
185.0153 C7H7NO3S- 2 185.0152 0.26
185.072 C11H9N2O- 2 185.072 0.02
186.0231 C7H8NO3S- 2 186.023 0.28
189.0668 C10H9N2O2- 2 189.067 -0.75
190.0748 C10H10N2O2- 2 190.0748 0.28
191.0826 C10H11N2O2- 2 191.0826 0.1
193.0621 C9H9N2O3- 1 193.0619 1.42
197.9866 C7H4NO4S- 1 197.9867 -0.31
198.0231 C8H8NO3S- 2 198.023 0.37
199.0874 C12H11N2O- 1 199.0877 -1.54
200.0022 C7H6NO4S- 2 200.0023 -0.51
200.0387 C8H10NO3S- 2 200.0387 -0.09
202.075 C11H10N2O2- 2 202.0748 0.86
203.0827 C11H11N2O2- 2 203.0826 0.34
204.0904 C11H12N2O2- 2 204.0904 -0.08
205.0983 C11H13N2O2- 2 205.0983 0.38
210.0106 C8H6N2O3S- 3 210.0105 0.52
211.0181 C8H7N2O3S- 3 211.0183 -1.03
212.0024 C8H6NO4S- 2 212.0023 0.41
212.0388 C9H10NO3S- 2 212.0387 0.44
214.0544 C9H12NO3S- 2 214.0543 0.43
216.0905 C12H12N2O2- 2 216.0904 0.16
217.0622 C11H9N2O3- 1 217.0619 1.54
217.0982 C12H13N2O2- 2 217.0983 -0.19
218.1065 C12H14N2O2- 2 218.1061 2.03
219.0777 C11H11N2O3- 1 219.0775 0.89
224.0262 C9H8N2O3S- 3 224.0261 0.3
226.018 C9H8NO4S- 2 226.018 0.03
226.0544 C10H12NO3S- 2 226.0543 0.28
227.0622 C10H13NO3S- 2 227.0622 0.16
228.0335 C9H10NO4S- 2 228.0336 -0.54
229.029 C8H9N2O4S- 3 229.0289 0.82
229.0405 C15H5N2O- 2 229.0407 -0.99
230.0937 C12H12N3O2- 2 230.0935 0.82
231.0773 C12H11N2O3- 1 231.0775 -0.85
231.1013 C12H13N3O2- 2 231.1013 -0.28
231.114 C13H15N2O2- 2 231.1139 0.56
232.1095 C12H14N3O2- 3 232.1092 1.29
233.0934 C12H13N2O3- 1 233.0932 1.05
235.0184 C10H7N2O3S- 2 235.0183 0.61
236.0264 C10H8N2O3S- 2 236.0261 1.39
236.0804 C11H12N2O4- 1 236.0803 0.65
237.034 C10H9N2O3S- 2 237.0339 0.06
239.0495 C10H11N2O3S- 2 239.0496 -0.28
240.0336 C10H10NO4S- 2 240.0336 0.2
240.07 C11H14NO3S- 2 240.07 0.18
241.0291 C9H9N2O4S- 3 241.0289 0.95
241.0416 C16H5N2O- 2 241.0407 3.67
242.13 C14H16N3O- 2 242.1299 0.27
243.0447 C9H11N2O4S- 3 243.0445 0.94
244.0285 C9H10NO5S- 2 244.0285 -0.11
246.0884 C12H12N3O3- 1 246.0884 0.02
246.1248 C13H16N3O2- 2 246.1248 -0.16
248.1041 C12H14N3O3- 1 248.1041 0.02
249.0336 C11H9N2O3S- 2 249.0339 -1.35
251.0497 C11H11N2O3S- 2 251.0496 0.45
253.0284 C16H3N3O- 2 253.0282 0.91
253.0653 C11H13N2O3S- 2 253.0652 0.41
254.0857 C12H16NO3S- 1 254.0856 0.28
255.0445 C10H11N2O4S- 2 255.0445 0.15
257.0604 C10H13N2O4S- 2 257.0602 0.85
259.052 C10H13NO5S- 2 259.052 0.07
259.1325 C14H17N3O2- 2 259.1326 -0.68
260.1403 C14H18N3O2- 2 260.1405 -0.62
262.1196 C13H16N3O3- 1 262.1197 -0.32
264.0576 C12H12N2O3S- 1 264.0574 0.56
264.0992 C12H14N3O4- 2 264.099 1.02
264.1358 C13H18N3O3- 2 264.1354 1.57
265.0653 C12H13N2O3S- 1 265.0652 0.28
267.0443 C11H11N2O4S- 2 267.0445 -0.9
268.052 C11H12N2O4S- 2 268.0523 -1.07
269.0603 C11H13N2O4S- 2 269.0602 0.59
274.1198 C14H16N3O3- 2 274.1197 0.16
274.1561 C15H20N3O2- 3 274.1561 0
276.135 C14H18N3O3- 1 276.1354 -1.29
277.0653 C13H13N2O3S- 1 277.0652 0.16
277.1433 C14H19N3O3- 2 277.1432 0.22
278.0605 C12H12N3O3S- 2 278.0605 -0.09
281.0602 C12H13N2O4S- 1 281.0602 0.24
281.0954 C13H17N2O3S- 1 281.0965 -3.94
282.068 C12H14N2O4S- 1 282.068 0.08
283.076 C12H15N2O4S- 1 283.0758 0.67
287.0832 C12H17NO5S- 1 287.0833 -0.22
288.0419 C16H6N3O3- 1 288.0415 1.34
291.159 C15H21N3O3- 2 291.1588 0.55
292.1306 C14H18N3O4- 2 292.1303 0.96
292.1659 C15H22N3O3- 1 292.1667 -2.52
293.1379 C14H19N3O4- 1 293.1381 -0.63
295.0759 C13H15N2O4S- 1 295.0758 0.37
296.0835 C13H16N2O4S- 1 296.0836 -0.53
309.0915 C14H17N2O4S- 1 309.0915 -0.01
310.0867 C13H16N3O4S- 2 310.0867 -0.16
322.0872 C14H16N3O4S- 2 322.0867 1.49
323.0931 C14H17N3O4S- 1 323.0945 -4.51
324.1024 C14H18N3O4S- 2 324.1024 0
327.0901 C13H17N3O5S- 1 327.0894 2.14
328.0974 C13H18N3O5S- 1 328.0973 0.35
338.1183 C17H22O5S- 2 338.1193 -3.03
340.0976 C14H18N3O5S- 1 340.0973 0.9
352.1341 C16H22N3O4S- 1 352.1337 1.28
355.1204 C15H21N3O5S- 1 355.1207 -0.87
356.1286 C15H22N3O5S- 1 356.1286 0.21
384.1599 C17H26N3O5S- 1 384.1599 0.04
PK$NUM_PEAK: 162
PK$PEAK: m/z int. rel.int.
63.9625 199955.9 188
64.9703 4961.3 4
66.035 2577.9 2
70.0663 10563.9 9
72.0092 28972 27
79.9574 22489 21
80.9652 4146.8 3
81.022 4447.5 4
82.0298 1959.5 1
90.0349 2116.7 1
90.986 1966.2 1
92.0506 33715.3 31
93.0016 156752.4 147
94.0299 6895.8 6
107.0376 58102.9 54
108.0455 4341.2 4
110.0248 5562 5
120.0455 14950.3 14
122.0248 22770.5 21
122.0612 210467.9 198
123.0327 1116.5 1
123.0564 2323.6 2
134.0248 8207.4 7
134.0613 3052 2
135.0324 3904.5 3
136.0406 1960.1 1
137.0482 4201 3
138.0197 3280 3
139.0095 2121.6 1
141.0018 2080.7 1
143.0615 9414.6 8
145.041 1195.5 1
147.0565 2203.8 2
148.0404 14584.7 13
148.077 4940.2 4
150.0434 4776.1 4
151.0513 20907.7 19
151.0877 1162.3 1
152.0354 18427.2 17
155.0048 26299.2 24
156.0127 378102.7 356
158.028 1930.4 1
159.0565 2772.6 2
161.0357 1933.4 1
162.056 2264.7 2
163.0512 2840.7 2
164.0353 5243.6 4
164.0591 5747.2 5
165.067 20842.4 19
166.0508 5634.7 5
170.9996 14233.2 13
171.0566 3991.2 3
172.0643 3303.4 3
173.0719 1127.7 1
175.0514 2774.9 2
177.0672 7316.2 6
179.0462 3831.1 3
180.0666 4647.7 4
184.0438 1059793.9 999
185.0153 4326.1 4
185.072 4330 4
186.0231 939135.8 885
189.0668 7562.9 7
190.0748 39020 36
191.0826 19686.8 18
193.0621 3487.5 3
197.9866 3173.7 2
198.0231 8758.1 8
199.0874 1115.1 1
200.0022 3477.6 3
200.0387 3585 3
202.075 1936.8 1
203.0827 30726.1 28
204.0904 16904.9 15
205.0983 2070.7 1
210.0106 4185.9 3
211.0181 2540 2
212.0024 10095.4 9
212.0388 35839.1 33
214.0544 113637 107
216.0905 1851.6 1
217.0622 3106.7 2
217.0982 12050.1 11
218.1065 3904.6 3
219.0777 2367.2 2
224.0262 2118.2 1
226.018 3087.7 2
226.0544 16167.1 15
227.0622 6563 6
228.0335 10435 9
229.029 4651.7 4
229.0405 1445.8 1
230.0937 8322.1 7
231.0773 2474.2 2
231.1013 7228.7 6
231.114 8444.1 7
232.1095 1171.5 1
233.0934 4892.1 4
235.0184 4866.3 4
236.0264 2165 2
236.0804 3423 3
237.034 2217.6 2
239.0495 7587.4 7
240.0336 35201.3 33
240.07 16652.3 15
241.0291 6676.5 6
241.0416 8685.1 8
242.13 3033.5 2
243.0447 2844.7 2
244.0285 5204.8 4
246.0884 3237.6 3
246.1248 11561.2 10
248.1041 18789 17
249.0336 3994.7 3
251.0497 13941.3 13
253.0284 3461.2 3
253.0653 2756.6 2
254.0857 3743.2 3
255.0445 16961.5 15
257.0604 1107 1
259.052 3643.2 3
259.1325 8135.9 7
260.1403 7112 6
262.1196 6344.3 5
264.0576 3046.2 2
264.0992 2023.1 1
264.1358 4689.1 4
265.0653 5096.3 4
267.0443 5241.9 4
268.052 4787 4
269.0603 20142.7 18
274.1198 2185.1 2
274.1561 13548.5 12
276.135 2813.4 2
277.0653 5379.2 5
277.1433 19174.7 18
278.0605 2871.5 2
281.0602 11222.4 10
281.0954 1480.1 1
282.068 29971.3 28
283.076 2070.9 1
287.0832 2418.9 2
288.0419 4810 4
291.159 2018 1
292.1306 1914.2 1
292.1659 4134.6 3
293.1379 2269.6 2
295.0759 22943.7 21
296.0835 11081.6 10
309.0915 29365.4 27
310.0867 5439 5
322.0872 3803.2 3
323.0931 1116.5 1
324.1024 5617.7 5
327.0901 1990.2 1
328.0974 44686.1 42
338.1183 9387.3 8
340.0976 6617.9 6
352.1341 8166.3 7
355.1204 1189.6 1
356.1286 32861.8 30
384.1599 2463.8 2
//
