ACCESSION: MSBNK-Eawag-EQ339954
RECORD_TITLE: Amisulpride N-Oxide; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-0c13-3910000000-cb69cd0097e2abe7c5bf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.9805 C2HS- 1 56.9804 1.67
63.9625 O2S- 1 63.9624 0.64
64.9703 HO2S- 1 64.9703 -0.21
65.9986 C3NO- 1 65.9985 0.5
66.035 C4H4N- 1 66.0349 0.56
67.0191 C4H3O- 1 67.0189 2.71
68.0143 C3H2NO- 1 68.0142 2.1
68.0507 C4H6N- 1 68.0506 1.28
70.0663 C4H8N- 1 70.0662 1.1
72.0092 C2H2NO2- 1 72.0091 0.95
78.035 C5H4N- 1 78.0349 1.12
79.9574 O3S- 1 79.9574 0.96
80.9652 HO3S- 1 80.9652 0.02
81.0221 C4H3NO- 1 81.022 0.84
82.0297 C4H4NO- 1 82.0298 -1.31
90.0349 C6H4N- 1 90.0349 -0.59
90.986 C2H3O2S- 1 90.9859 0.51
91.0427 C6H5N- 1 91.0427 -0.19
92.0506 C6H6N- 1 92.0506 0.4
93.0016 C2H5O2S- 1 93.0016 0.06
94.0298 C5H4NO- 1 94.0298 -0.29
95.0143 C5H3O2- 1 95.0139 4.18
96.9993 C4H3NS- 1 96.9992 1.66
104.0508 C7H6N- 1 104.0506 2.66
105.022 C6H3NO- 1 105.022 0.07
106.0299 C6H4NO- 1 106.0298 0.21
106.0663 C7H8N- 1 106.0662 0.92
107.0377 C6H5NO- 1 107.0377 0.45
108.0455 C6H6NO- 1 108.0455 0.02
110.0248 C5H4NO2- 1 110.0248 0.8
118.0301 C7H4NO- 1 118.0298 1.97
120.0455 C7H6NO- 1 120.0455 0.19
121.0297 C7H5O2- 1 121.0295 1.55
121.0532 C7H7NO- 1 121.0533 -1.34
122.0248 C6H4NO2- 1 122.0248 0.64
122.0612 C7H8NO- 1 122.0611 0.68
123.0325 C6H5NO2- 1 123.0326 -0.3
130.0663 C9H8N- 1 130.0662 0.98
132.033 C7H4N2O- 2 132.0329 0.52
133.017 C7H3NO2- 2 133.0169 0.55
133.0406 C7H5N2O- 1 133.0407 -0.8
133.0536 C8H7NO- 1 133.0533 1.94
134.0248 C7H4NO2- 1 134.0248 0.36
134.0613 C8H8NO- 1 134.0611 1.14
135.0327 C7H5NO2- 1 135.0326 0.69
136.0405 C7H6NO2- 1 136.0404 0.94
137.0482 C7H7NO2- 1 137.0482 0.02
138.0196 C6H4NO3- 1 138.0197 -0.55
139.0098 C6H5NOS- 1 139.0097 0.77
141.0017 C6H5O2S- 1 141.0016 1.18
143.0615 C9H7N2- 2 143.0615 0.13
145.0408 C8H5N2O- 2 145.0407 0.58
146.0246 C8H4NO2- 2 146.0248 -1.04
146.0487 C8H6N2O- 2 146.0486 0.61
146.061 C9H8NO- 2 146.0611 -1.08
147.0326 C2H11O5S- 3 147.0333 -4.48
147.0566 C8H7N2O- 2 147.0564 1.79
148.0405 C8H6NO2- 1 148.0404 0.73
148.0769 C9H10NO- 1 148.0768 0.76
150.0199 C7H4NO3- 1 150.0197 1.76
150.0434 C7H6N2O2- 2 150.0435 -0.31
151.0513 C7H7N2O2- 1 151.0513 -0.07
152.0354 C7H6NO3- 1 152.0353 0.29
152.0718 C8H10NO2- 1 152.0717 0.78
155.0048 C6H5NO2S- 1 155.0046 0.79
156.0126 C6H6NO2S- 1 156.0125 1.01
157.9919 C5H4NO3S- 1 157.9917 0.9
158.0488 C9H6N2O- 2 158.0486 1.7
159.0564 C9H7N2O- 2 159.0564 -0.1
160.028 C8H4N2O2- 2 160.0278 0.96
161.0358 C8H5N2O2- 2 161.0357 0.93
162.0438 C8H6N2O2- 2 162.0435 1.81
162.0562 C9H8NO2- 1 162.0561 1.04
162.0924 C10H12NO- 2 162.0924 -0.36
163.0514 C8H7N2O2- 2 163.0513 0.42
164.0354 C8H6NO3- 2 164.0353 0.75
164.0591 C8H8N2O2- 2 164.0591 -0.46
165.0671 C8H9N2O2- 1 165.067 0.78
166.0511 C8H8NO3- 2 166.051 0.5
167.0043 C7H5NO2S- 1 167.0046 -2.2
169.9914 C6H4NO3S- 1 169.9917 -1.99
170.9996 C6H5NO3S- 1 170.9996 0.39
171.0362 C7H9NO2S- 1 171.0359 1.41
172.0641 C10H8N2O- 2 172.0642 -0.47
173.0357 C9H5N2O2- 2 173.0357 0.17
173.0721 C10H9N2O- 2 173.072 0.54
173.9863 C5H4NO4S- 1 173.9867 -2.14
174.0434 C9H6N2O2- 2 174.0435 -0.38
175.0514 C9H7N2O2- 2 175.0513 0.79
176.0592 C9H8N2O2- 2 176.0591 0.65
176.0715 C10H10NO2- 2 176.0717 -1.26
177.0305 C8H5N2O3- 1 177.0306 -0.14
177.0671 C9H9N2O2- 2 177.067 0.95
179.0462 C8H7N2O3- 1 179.0462 0.08
180.0667 C9H10NO3- 2 180.0666 0.3
182.0279 C8H8NO2S- 1 182.0281 -1.28
183.0565 C11H7N2O- 2 183.0564 0.46
184.0074 C7H6NO3S- 2 184.0074 0.12
184.0438 C8H10NO2S- 1 184.0438 0.25
185.0152 C7H7NO3S- 2 185.0152 -0.34
185.0722 C11H9N2O- 2 185.072 0.83
186.0231 C7H8NO3S- 2 186.023 0.33
187.0515 C10H7N2O2- 2 187.0513 1.12
187.0875 C11H11N2O- 2 187.0877 -1.21
189.0669 C10H9N2O2- 2 189.067 -0.11
189.1037 C11H13N2O- 2 189.1033 1.76
190.0748 C10H10N2O2- 2 190.0748 0.23
191.0825 C10H11N2O2- 2 191.0826 -0.53
193.062 C9H9N2O3- 1 193.0619 0.54
197.9866 C7H4NO4S- 1 197.9867 -0.06
198.0231 C8H8NO3S- 2 198.023 0.21
199.0308 C8H9NO3S- 2 199.0309 -0.42
199.0882 C12H11N2O- 2 199.0877 2.58
200.0022 C7H6NO4S- 2 200.0023 -0.36
200.0388 C8H10NO3S- 2 200.0387 0.36
201.0672 C11H9N2O2- 2 201.067 1.34
202.0749 C11H10N2O2- 2 202.0748 0.81
203.0827 C11H11N2O2- 2 203.0826 0.49
204.0904 C11H12N2O2- 2 204.0904 -0.18
205.0622 C10H9N2O3- 1 205.0619 1.73
205.0981 C11H13N2O2- 2 205.0983 -0.59
209.0025 C8H5N2O3S- 2 209.0026 -0.61
210.0105 C8H6N2O3S- 3 210.0105 0.42
210.9945 C8H5NO4S- 1 210.9945 0.11
211.0184 C8H7N2O3S- 3 211.0183 0.44
212.0025 C8H6NO4S- 2 212.0023 0.7
212.0388 C9H10NO3S- 2 212.0387 0.34
214.0543 C9H12NO3S- 2 214.0543 -0.36
214.0761 C6H16NO5S- 1 214.0755 2.82
216.0904 C12H12N2O2- 2 216.0904 -0.12
217.062 C11H9N2O3- 1 217.0619 0.76
217.0983 C12H13N2O2- 2 217.0983 0.36
218.1062 C12H14N2O2- 2 218.1061 0.34
219.0777 C11H11N2O3- 1 219.0775 0.98
221.0382 C10H9N2O2S- 1 221.039 -3.86
224.026 C9H8N2O3S- 3 224.0261 -0.59
226.0545 C10H12NO3S- 2 226.0543 0.54
227.0625 C10H13NO3S- 2 227.0622 1.62
229.0287 C8H9N2O4S- 3 229.0289 -0.7
229.0971 C13H13N2O2- 1 229.0983 -4.98
230.0934 C12H12N3O2- 2 230.0935 -0.22
231.0775 C12H11N2O3- 1 231.0775 -0.07
231.1015 C12H13N3O2- 2 231.1013 0.58
231.1141 C13H15N2O2- 2 231.1139 0.82
232.1089 C12H14N3O2- 2 232.1092 -0.99
233.0933 C12H13N2O3- 1 233.0932 0.79
235.0186 C10H7N2O3S- 2 235.0183 1.33
236.0263 C10H8N2O3S- 2 236.0261 0.8
236.08 C11H12N2O4- 1 236.0803 -1.04
237.0339 C10H9N2O3S- 2 237.0339 -0.11
239.0497 C10H11N2O3S- 2 239.0496 0.39
240.0337 C10H10NO4S- 2 240.0336 0.45
240.0698 C11H14NO3S- 2 240.07 -0.95
241.0293 C17H5O2- 3 241.0295 -0.88
241.0414 C16H5N2O- 2 241.0407 2.75
244.0295 C9H10NO5S- 1 244.0285 3.99
244.1088 C13H14N3O2- 2 244.1092 -1.56
245.117 C13H15N3O2- 2 245.117 -0.1
246.1248 C13H16N3O2- 2 246.1248 0.04
248.1038 C12H14N3O3- 1 248.1041 -1.23
249.0347 C11H9N2O3S- 1 249.0339 2.9
253.0288 C10H9N2O4S- 2 253.0289 -0.2
253.0658 C11H13N2O3S- 2 253.0652 2.11
255.0449 C10H11N2O4S- 2 255.0445 1.56
259.0524 C10H13NO5S- 2 259.052 1.69
259.1327 C14H17N3O2- 3 259.1326 0.4
260.1042 C13H14N3O3- 2 260.1041 0.37
260.1404 C14H18N3O2- 2 260.1405 -0.23
262.1198 C13H16N3O3- 2 262.1197 0.17
264.0992 C12H14N3O4- 2 264.099 0.8
265.066 C12H13N2O3S- 1 265.0652 2.92
266.0371 C11H10N2O4S- 2 266.0367 1.74
267.0446 C11H11N2O4S- 2 267.0445 0.56
268.0523 C11H12N2O4S- 2 268.0523 -0.06
269.0603 C11H13N2O4S- 2 269.0602 0.59
274.1555 C15H20N3O2- 2 274.1561 -2.12
275.1284 C14H17N3O3- 2 275.1275 3.31
276.1361 C14H18N3O3- 2 276.1354 2.81
277.066 C13H13N2O3S- 1 277.0652 2.68
281.0602 C12H13N2O4S- 1 281.0602 0.35
281.0978 C13H17N2O3S- 1 281.0965 4.53
282.0679 C12H14N2O4S- 1 282.068 -0.13
295.0757 C13H15N2O4S- 1 295.0758 -0.38
309.0911 C14H17N2O4S- 1 309.0915 -1.01
324.1026 C14H18N3O4S- 2 324.1024 0.65
328.0978 C13H18N3O5S- 1 328.0973 1.54
338.1202 C17H22O5S- 1 338.1193 2.47
PK$NUM_PEAK: 187
PK$PEAK: m/z int. rel.int.
56.9805 463.3 1
63.9625 397305.7 999
64.9703 8640.3 21
65.9986 11552.1 29
66.035 6561.3 16
67.0191 984.8 2
68.0143 460 1
68.0507 2959.3 7
70.0663 3898.6 9
72.0092 11740 29
78.035 596.4 1
79.9574 22591.8 56
80.9652 910.7 2
81.0221 2903.7 7
82.0297 453.6 1
90.0349 8000.8 20
90.986 2142.5 5
91.0427 18947.9 47
92.0506 128940.9 324
93.0016 359920.1 904
94.0298 14339.8 36
95.0143 523.8 1
96.9993 462.7 1
104.0508 472.8 1
105.022 909.1 2
106.0299 1065.2 2
106.0663 1844.7 4
107.0377 283571.7 713
108.0455 8888.5 22
110.0248 9542.4 23
118.0301 958.5 2
120.0455 40324.6 101
121.0297 2224.4 5
121.0532 742.4 1
122.0248 56215.9 141
122.0612 354782.2 892
123.0325 7968.6 20
130.0663 460.4 1
132.033 3388.7 8
133.017 1082.8 2
133.0406 4922.3 12
133.0536 893.1 2
134.0248 35747.5 89
134.0613 7549.8 18
135.0327 21384.1 53
136.0405 5716.7 14
137.0482 7771.3 19
138.0196 4087 10
139.0098 1979.9 4
141.0017 2006.3 5
143.0615 8131.8 20
145.0408 4380.6 11
146.0246 879.6 2
146.0487 1124 2
146.061 2298.8 5
147.0326 2622.1 6
147.0566 5281.5 13
148.0405 71127.2 178
148.0769 15960.5 40
150.0199 514.1 1
150.0434 7339.8 18
151.0513 20842.4 52
152.0354 45880.6 115
152.0718 4044.6 10
155.0048 49409.4 124
156.0126 298367.1 750
157.9919 1781.1 4
158.0488 1930.5 4
159.0564 7385.5 18
160.028 601 1
161.0358 6459.6 16
162.0438 3170.5 7
162.0562 2968.4 7
162.0924 7576.2 19
163.0514 4482 11
164.0354 20893.7 52
164.0591 16653.7 41
165.0671 4681.1 11
166.0511 11116.1 27
167.0043 837.8 2
169.9914 824.3 2
170.9996 26328.5 66
171.0362 2210.1 5
172.0641 4428.7 11
173.0357 1980.6 4
173.0721 4394 11
173.9863 927.5 2
174.0434 2457.5 6
175.0514 5670 14
176.0592 2867.8 7
176.0715 536.3 1
177.0305 2818.2 7
177.0671 16613.8 41
179.0462 3057.4 7
180.0667 1922.3 4
182.0279 675.6 1
183.0565 3097.7 7
184.0074 32790.9 82
184.0438 342197.3 860
185.0152 732.7 1
185.0722 4900.3 12
186.0231 319907.8 804
187.0515 801.1 2
187.0875 2671.8 6
189.0669 9665.4 24
189.1037 1886.6 4
190.0748 32321 81
191.0825 3641.3 9
193.062 2580.9 6
197.9866 4505.8 11
198.0231 17574 44
199.0308 890.2 2
199.0882 2288.6 5
200.0022 689.5 1
200.0388 1032.6 2
201.0672 2401.6 6
202.0749 8485.6 21
203.0827 30836.1 77
204.0904 16797 42
205.0622 2431.3 6
205.0981 3896 9
209.0025 1916.5 4
210.0105 2149.3 5
210.9945 523.3 1
211.0184 7674 19
212.0025 18586.2 46
212.0388 39241.1 98
214.0543 4040.1 10
214.0761 633.3 1
216.0904 6185.8 15
217.062 7353.2 18
217.0983 18056.2 45
218.1062 5374.4 13
219.0777 2761.5 6
221.0382 618.6 1
224.026 965 2
226.0545 18347.4 46
227.0625 2095 5
229.0287 555.9 1
229.0971 1151.6 2
230.0934 3598.8 9
231.0775 744.6 1
231.1015 5525.9 13
231.1141 3070.3 7
232.1089 657.9 1
233.0933 3427.5 8
235.0186 730.8 1
236.0263 551 1
236.08 3294.2 8
237.0339 3657.2 9
239.0497 2659.1 6
240.0337 53886.6 135
240.0698 10749.5 27
241.0293 13888.1 34
241.0414 2671.5 6
244.0295 1078.9 2
244.1088 807.8 2
245.117 2381.2 5
246.1248 2118.3 5
248.1038 3307.6 8
249.0347 649.1 1
253.0288 5315.5 13
253.0658 2747.5 6
255.0449 1999.2 5
259.0524 1958.6 4
259.1327 1940.5 4
260.1042 2045.1 5
260.1404 4739.5 11
262.1198 815.5 2
264.0992 883.4 2
265.066 1129.1 2
266.0371 564.7 1
267.0446 2720.2 6
268.0523 653.2 1
269.0603 11929.2 29
274.1555 854.5 2
275.1284 683.3 1
276.1361 826.1 2
277.066 1740.7 4
281.0602 5906.9 14
281.0978 575.3 1
282.0679 11169.5 28
295.0757 8606.5 21
309.0911 6076.4 15
324.1026 660.7 1
328.0978 2170 5
338.1202 534.6 1
//
