ACCESSION: MSBNK-Eawag-EQ339955
RECORD_TITLE: Amisulpride N-Oxide; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-0btc-6900000000-e4d227f7665b85f01c64
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
63.9625 O2S- 1 63.9624 0.64
64.9703 HO2S- 1 64.9703 0.4
65.9986 C3NO- 1 65.9985 0.5
66.035 C4H4N- 1 66.0349 0.87
67.019 C4H3O- 1 67.0189 0.92
68.0142 C3H2NO- 1 68.0142 0.19
68.0506 C4H6N- 1 68.0506 0.4
68.9984 C3HO2- 1 68.9982 2.28
70.0663 C4H8N- 1 70.0662 1.1
72.0091 C2H2NO2- 1 72.0091 0.11
78.0349 C5H4N- 1 78.0349 0.22
79.9574 O3S- 1 79.9574 0.83
80.0268 C5H4O- 1 80.0268 0.58
81.022 C4H3NO- 1 81.022 -0.28
82.0301 C4H4NO- 1 82.0298 2.96
90.0349 C6H4N- 1 90.0349 0.08
91.0427 C6H5N- 1 91.0427 -0.09
92.0506 C6H6N- 1 92.0506 0.51
93.0016 C2H5O2S- 1 93.0016 0.06
94.0298 C5H4NO- 1 94.0298 -0.29
95.0138 C5H3O2- 1 95.0139 -0.14
96.0456 C5H6NO- 1 96.0455 0.65
98.0612 C5H8NO- 1 98.0611 0.33
102.035 C7H4N- 1 102.0349 1.25
104.0144 C6H2NO- 1 104.0142 1.85
104.0508 C7H6N- 1 104.0506 1.8
105.0221 C6H3NO- 1 105.022 0.74
106.0299 C6H4NO- 1 106.0298 0.97
107.0377 C6H5NO- 1 107.0377 0.45
108.0215 C6H4O2- 1 108.0217 -1.83
108.0456 C6H6NO- 1 108.0455 0.67
110.0247 C5H4NO2- 1 110.0248 -0.29
117.046 C7H5N2- 2 117.0458 1.18
118.0299 C7H4NO- 1 118.0298 0.79
119.0378 C7H5NO- 1 119.0377 1.49
120.0455 C7H6NO- 1 120.0455 0.35
121.0296 C7H5O2- 1 121.0295 0.64
121.0533 C7H7NO- 1 121.0533 -0.02
122.0248 C6H4NO2- 1 122.0248 0.15
122.0612 C7H8NO- 1 122.0611 0.59
123.0326 C6H5NO2- 1 123.0326 0.27
124.0403 C6H6NO2- 1 124.0404 -0.58
130.0662 C9H8N- 2 130.0662 -0.33
132.0094 C7H2NO2- 2 132.0091 2.56
132.0328 C7H4N2O- 1 132.0329 -0.46
133.017 C7H3NO2- 1 133.0169 0.17
133.0409 C7H5N2O- 2 133.0407 1.15
133.0534 C8H7NO- 1 133.0533 0.81
134.0248 C7H4NO2- 1 134.0248 0.58
134.0612 C8H8NO- 1 134.0611 0.17
135.0326 C7H5NO2- 1 135.0326 0.39
136.0404 C7H6NO2- 1 136.0404 0.21
137.0483 C7H7NO2- 1 137.0482 0.31
138.0196 C6H4NO3- 1 138.0197 -0.55
138.0562 C7H8NO2- 1 138.0561 0.93
139.0099 C6H5NOS- 1 139.0097 1.2
143.0614 C9H7N2- 1 143.0615 -0.22
144.0455 C9H6NO- 3 144.0455 0.09
145.0408 C8H5N2O- 2 145.0407 0.44
146.0246 C8H4NO2- 2 146.0248 -1.04
146.0484 C8H6N2O- 1 146.0486 -0.97
146.0611 C9H8NO- 2 146.0611 0.09
147.0327 C2H11O5S- 2 147.0333 -3.93
147.0565 C8H7N2O- 2 147.0564 0.7
148.0405 C8H6NO2- 1 148.0404 0.73
148.0769 C9H10NO- 1 148.0768 0.76
148.9947 C7H3NOS- 1 148.9941 3.94
150.0198 C7H4NO3- 1 150.0197 1.22
150.0436 C7H6N2O2- 2 150.0435 1.09
151.0514 C7H7N2O2- 1 151.0513 0.85
152.0354 C7H6NO3- 1 152.0353 0.48
152.0718 C8H10NO2- 2 152.0717 0.58
155.0047 C6H5NO2S- 1 155.0046 0.53
156.0126 C6H6NO2S- 1 156.0125 0.88
157.9919 C5H4NO3S- 1 157.9917 1.22
158.0486 C9H6N2O- 2 158.0486 0.05
159.0563 C9H7N2O- 2 159.0564 -0.29
160.0274 C8H4N2O2- 1 160.0278 -2.6
160.0773 C10H10NO- 1 160.0768 2.95
161.0357 C8H5N2O2- 2 161.0357 0.24
161.0722 C9H9N2O- 2 161.072 0.83
162.0436 C8H6N2O2- 2 162.0435 0.58
162.0562 C9H8NO2- 2 162.0561 0.91
162.0925 C10H12NO- 2 162.0924 0.32
163.0276 C8H5NO3- 2 163.0275 0.42
163.0513 C8H7N2O2- 2 163.0513 0.24
164.0355 C8H6NO3- 2 164.0353 0.87
164.0591 C8H8N2O2- 2 164.0591 -0.46
165.0673 C8H9N2O2- 1 165.067 2.05
166.051 C8H8NO3- 2 166.051 0.38
169.9918 C6H4NO3S- 1 169.9917 0.66
170.9997 C6H5NO3S- 1 170.9996 0.69
171.036 C7H9NO2S- 1 171.0359 0.42
171.0565 C10H7N2O- 2 171.0564 0.43
172.0642 C10H8N2O- 2 172.0642 -0.07
173.0355 C9H5N2O2- 2 173.0357 -0.87
173.0721 C10H9N2O- 2 173.072 0.54
173.9869 C5H4NO4S- 1 173.9867 1.19
174.0435 C9H6N2O2- 2 174.0435 0.14
175.0514 C9H7N2O2- 2 175.0513 0.79
176.0592 C9H8N2O2- 2 176.0591 0.7
176.0716 C10H10NO2- 2 176.0717 -0.86
177.0669 C9H9N2O2- 2 177.067 -0.12
183.0564 C11H7N2O- 2 183.0564 -0.04
184.0074 C7H6NO3S- 2 184.0074 0.12
184.0438 C8H10NO2S- 1 184.0438 0.09
185.072 C11H9N2O- 2 185.072 -0.41
186.0231 C7H8NO3S- 2 186.023 0.28
187.0877 C11H11N2O- 2 187.0877 0.13
188.059 C10H8N2O2- 2 188.0591 -0.56
189.0668 C10H9N2O2- 2 189.067 -0.59
190.0748 C10H10N2O2- 2 190.0748 0.28
197.9868 C7H4NO4S- 1 197.9867 0.7
198.0232 C8H8NO3S- 2 198.023 0.72
199.0509 C11H7N2O2- 1 199.0513 -2.07
201.0668 C11H9N2O2- 2 201.067 -0.65
202.0748 C11H10N2O2- 2 202.0748 0.37
203.0826 C11H11N2O2- 2 203.0826 -0.01
204.0905 C11H12N2O2- 2 204.0904 0.36
205.0617 C10H9N2O3- 1 205.0619 -0.86
205.0981 C11H13N2O2- 2 205.0983 -0.83
211.0182 C8H7N2O3S- 3 211.0183 -0.36
212.0025 C8H6NO4S- 2 212.0023 0.84
212.0388 C9H10NO3S- 2 212.0387 0.44
215.0829 C12H11N2O2- 2 215.0826 1.25
216.0908 C12H12N2O2- 2 216.0904 1.5
217.0621 C11H9N2O3- 1 217.0619 1.03
217.0983 C12H13N2O2- 2 217.0983 0.41
218.1053 C12H14N2O2- 1 218.1061 -3.79
226.0545 C10H12NO3S- 2 226.0543 0.63
229.0986 C13H13N2O2- 2 229.0983 1.61
236.0807 C11H12N2O4- 1 236.0803 1.93
237.0341 C10H9N2O3S- 2 237.0339 0.86
239.0497 C10H11N2O3S- 2 239.0496 0.43
240.0336 C10H10NO4S- 2 240.0336 0.16
241.029 C9H9N2O4S- 3 241.0289 0.78
241.0398 C16H5N2O- 1 241.0407 -4.05
245.1177 C13H15N3O2- 3 245.117 2.96
253.0285 C10H9N2O4S- 2 253.0289 -1.35
295.0758 C13H15N2O4S- 1 295.0758 0.03
PK$NUM_PEAK: 140
PK$PEAK: m/z int. rel.int.
63.9625 429571 861
64.9703 16547.3 33
65.9986 33920.6 68
66.035 8001.3 16
67.019 900.1 1
68.0142 628.4 1
68.0506 6731.1 13
68.9984 735.2 1
70.0663 745.4 1
72.0091 4409 8
78.0349 3801.4 7
79.9574 12035.3 24
80.0268 6314.8 12
81.022 935.5 1
82.0301 539 1
90.0349 30997.5 62
91.0427 51503.2 103
92.0506 221638.1 444
93.0016 322765.8 647
94.0298 17517.5 35
95.0138 702.3 1
96.0456 554.8 1
98.0612 708.2 1
102.035 2534 5
104.0144 719.8 1
104.0508 935.8 1
105.0221 3995.1 8
106.0299 4030.3 8
107.0377 497874.9 999
108.0215 753 1
108.0456 12178.9 24
110.0247 7756.7 15
117.046 916.4 1
118.0299 3259.5 6
119.0378 525.4 1
120.0455 76559.7 153
121.0296 4330.2 8
121.0533 1635.6 3
122.0248 46252 92
122.0612 198554.8 398
123.0326 8813.1 17
124.0403 775.1 1
130.0662 1976.4 3
132.0094 555.2 1
132.0328 5390.2 10
133.017 2848.9 5
133.0409 5292.3 10
133.0534 3156.7 6
134.0248 48203.9 96
134.0612 7911.5 15
135.0326 36802.2 73
136.0404 11548.9 23
137.0483 4239.2 8
138.0196 4450.4 8
138.0562 562 1
139.0099 1582.3 3
143.0614 2936.8 5
144.0455 1938.1 3
145.0408 6084.6 12
146.0246 3542 7
146.0484 2063.1 4
146.0611 3206.9 6
147.0327 2796.3 5
147.0565 10649.4 21
148.0405 131515.9 263
148.0769 21379.6 42
148.9947 707.2 1
150.0198 3302.9 6
150.0436 4606.5 9
151.0514 5819.4 11
152.0354 46851.5 94
152.0718 8051.6 16
155.0047 26185.1 52
156.0126 129186.8 259
157.9919 554.6 1
158.0486 2154.2 4
159.0563 7884.4 15
160.0274 3341.1 6
160.0773 523.5 1
161.0357 13460.4 27
161.0722 958.6 1
162.0436 10660 21
162.0562 2238.2 4
162.0925 6630.7 13
163.0276 1118.5 2
163.0513 4767.9 9
164.0355 21761.3 43
164.0591 9598.5 19
165.0673 592.1 1
166.051 6341.2 12
169.9918 1889.8 3
170.9997 14044.1 28
171.036 4003.6 8
171.0565 5381.7 10
172.0642 1728.9 3
173.0355 947 1
173.0721 5639.3 11
173.9869 913.2 1
174.0435 4193.3 8
175.0514 5390.1 10
176.0592 4062.1 8
176.0716 3807.6 7
177.0669 21900.8 43
183.0564 2632.4 5
184.0074 30001.2 60
184.0438 47092.9 94
185.072 5135.3 10
186.0231 51850.6 104
187.0877 3382.4 6
188.059 2279.5 4
189.0668 5536.8 11
190.0748 8784.8 17
197.9868 2734.4 5
198.0232 6784.4 13
199.0509 535.1 1
201.0668 4386.5 8
202.0748 7238.8 14
203.0826 11402.8 22
204.0905 3886.1 7
205.0617 842.8 1
205.0981 813.5 1
211.0182 3223.5 6
212.0025 29890.9 59
212.0388 21513.8 43
215.0829 2395.5 4
216.0908 1883.7 3
217.0621 3814.2 7
217.0983 5900.9 11
218.1053 799.3 1
226.0545 3171.2 6
229.0986 2483.5 4
236.0807 509.4 1
237.0341 994.4 1
239.0497 541.2 1
240.0336 19913.7 39
241.029 5736.5 11
241.0398 742.7 1
245.1177 572.2 1
253.0285 713 1
295.0758 542.1 1
//
