ACCESSION: MSBNK-Eawag-EQ363502
RECORD_TITLE: Topiramate; LC-ESI-QFT; MS2; CE: 30; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3635
CH$NAME: Topiramate
CH$NAME: Topamax
CH$NAME: (2,2,7,7-tetramethyl-5,5a,8a,8b-tetrahydrodi[1,3]dioxolo[4,5-a:5`,3`-d]pyran-3a-yl)methyl sulfamate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C12H21NO8S
CH$EXACT_MASS: 339.09879
CH$SMILES: CC1(OC2COC3(C(C2O1)OC(O3)(C)C)COS(=O)(=O)N)C
CH$IUPAC: InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)
CH$LINK: CAS
97240-79-4
CH$LINK: PUBCHEM
CID:5514
CH$LINK: INCHIKEY
KJADKKWYZYXHBB-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
5313
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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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 6.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 357.132
MS$FOCUSED_ION: PRECURSOR_M/Z 340.1061
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$SPLASH: splash10-057i-4910000000-16edd76ff167fed9e9e6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0386 C4H5+ 1 53.0386 -0.12
55.0179 C3H3O+ 1 55.0178 0.34
55.0543 C4H7+ 1 55.0542 0.79
56.0495 C3H6N+ 1 56.0495 0.26
57.0335 C3H5O+ 1 57.0335 0.33
57.0699 C4H9+ 1 57.0699 0.23
58.0651 C3H8N+ 1 58.0651 -1.13
59.0492 C3H7O+ 1 59.0491 0.32
60.0444 C2H6NO+ 1 60.0444 0.33
61.0284 C2H5O2+ 1 61.0284 0.07
67.054 C5H7+ 1 67.0542 -3.38
68.0495 C4H6N+ 1 68.0495 -0.23
69.0335 C4H5O+ 1 69.0335 0.13
70.0287 C3H4NO+ 1 70.0287 -0.15
70.0652 C4H8N+ 1 70.0651 0.92
71.0127 C3H3O2+ 1 71.0128 -0.22
71.0491 C4H7O+ 1 71.0491 -0.3
72.0444 C3H6NO+ 1 72.0444 -0.14
73.0284 C3H5O2+ 1 73.0284 0.19
74.0599 C3H8NO+ 1 74.06 -1.35
75.044 C3H7O2+ 1 75.0441 -0.48
77.0383 C6H5+ 1 77.0386 -3.07
79.0542 C6H7+ 1 79.0542 -0.21
79.98 H2NO2S+ 1 79.9801 -0.57
80.0494 C5H6N+ 1 80.0495 -0.82
81.0335 C5H5O+ 1 81.0335 0.36
82.0651 C5H8N+ 1 82.0651 -0.8
83.0127 C4H3O2+ 1 83.0128 -0.19
83.0491 C5H7O+ 1 83.0491 -0.14
84.0444 C4H6NO+ 1 84.0444 0.12
85.0284 C4H5O2+ 1 85.0284 0.17
86.06 C4H8NO+ 1 86.06 -0.12
87.0077 C3H3O3+ 1 87.0077 0.46
87.0441 C4H7O2+ 1 87.0441 0.39
93.07 C7H9+ 1 93.0699 0.89
94.0652 C6H8N+ 1 94.0651 0.9
95.0492 C6H7O+ 1 95.0491 0.51
96.0444 C5H6NO+ 1 96.0444 0.21
96.0808 C6H10N+ 1 96.0808 0.36
97.0285 C5H5O2+ 1 97.0284 0.56
97.0649 C6H9O+ 1 97.0648 0.71
97.9906 H4NO3S+ 1 97.9906 0
98.0237 C4H4NO2+ 1 98.0237 0.56
98.0601 C5H8NO+ 1 98.06 0.51
99.0077 C4H3O3+ 1 99.0077 0.4
99.0441 C5H7O2+ 1 99.0441 0.34
100.0393 C4H6NO2+ 1 100.0393 -0.05
101.0234 C4H5O3+ 1 101.0233 0.39
101.0598 C5H9O2+ 1 101.0597 0.93
102.0549 C4H8NO2+ 1 102.055 -0.15
103.039 C4H7O3+ 1 103.039 0.29
106.0652 C7H8N+ 1 106.0651 0.42
107.0492 C7H7O+ 1 107.0491 0.46
108.0443 C6H6NO+ 1 108.0444 -0.37
109.0285 C6H5O2+ 1 109.0284 0.68
109.0649 C7H9O+ 1 109.0648 0.72
110.0602 C6H8NO+ 1 110.06 1.09
111.0443 C6H7O2+ 1 111.0441 2.56
111.0806 C7H11O+ 1 111.0804 1.25
112.0393 C5H6NO2+ 1 112.0393 0.05
112.0757 C6H10NO+ 1 112.0757 0
113.0597 C6H9O2+ 1 113.0597 0.21
114.055 C5H8NO2+ 1 114.055 -0.04
115.039 C5H7O3+ 1 115.039 0.52
116.0707 C5H10NO2+ 1 116.0706 0.9
120.0805 C8H10N+ 1 120.0808 -2.13
121.0649 C8H9O+ 1 121.0648 0.48
121.9908 C2H4NO3S+ 1 121.9906 1.14
123.044 C7H7O2+ 1 123.0441 -0.13
124.0758 C7H10NO+ 1 124.0757 0.88
125.0235 C6H5O3+ 1 125.0233 1.12
125.0598 C7H9O2+ 1 125.0597 0.83
126.055 C6H8NO2+ 1 126.055 0.6
127.039 C6H7O3+ 1 127.039 0.47
129.0181 C5H5O4+ 1 129.0182 -0.89
130.0501 C5H8NO3+ 1 130.0499 1.85
136.0758 C8H10NO+ 1 136.0757 1.03
137.0599 C8H9O2+ 1 137.0597 1.2
138.022 C3H8NO3S+ 1 138.0219 0.14
138.0913 C8H12NO+ 1 138.0913 0
139.0754 C8H11O2+ 1 139.0754 0.17
140.0012 C2H6NO4S+ 1 140.0012 0.25
141.0545 C7H9O3+ 1 141.0546 -1.07
142.0863 C7H12NO2+ 1 142.0863 0.11
143.0704 C7H11O3+ 1 143.0703 1.11
144.0656 C6H10NO3+ 1 144.0655 0.77
145.0496 C6H9O4+ 1 145.0495 0.1
148.0062 C4H6NO3S+ 1 148.0063 -0.75
148.0756 C9H10NO+ 1 148.0757 -0.34
148.9906 C4H5O4S+ 1 148.9903 1.91
149.0598 C9H9O2+ 1 149.0597 0.43
149.9858 C3H4NO4S+ 1 149.9856 1.7
154.0863 C8H12NO2+ 1 154.0863 0.42
157.0861 C8H13O3+ 1 157.0859 1.27
161.9857 C4H4NO4S+ 1 161.9856 0.77
164.0012 C4H6NO4S+ 1 164.0012 -0.27
164.9852 C4H5O5S+ 1 164.9852 0
166.0864 C9H12NO2+ 1 166.0863 1.11
167.0704 C9H11O3+ 1 167.0703 0.71
176.0013 C5H6NO4S+ 1 176.0012 0.65
177.9807 C4H4NO5S+ 1 177.9805 1.18
178.017 C5H8NO4S+ 1 178.0169 0.93
179.9962 C4H6NO5S+ 1 179.9961 0.56
184.0969 C9H14NO3+ 1 184.0968 0.71
185.081 C9H13O4+ 1 185.0808 0.62
188.0013 C6H6NO4S+ 1 188.0012 0.4
188.9853 C6H5O5S+ 1 188.9852 0.26
204.0327 C7H10NO4S+ 1 204.0325 1.05
206.0119 C6H8NO5S+ 1 206.0118 0.83
206.9961 C6H7O6S+ 2 206.9958 1.47
222.0435 C7H12NO5S+ 1 222.0431 2.12
224.0225 C6H10NO6S+ 1 224.0223 0.56
246.0436 C9H12NO5S+ 1 246.0431 1.99
264.0538 C9H14NO6S+ 1 264.0536 0.59
PK$NUM_PEAK: 114
PK$PEAK: m/z int. rel.int.
53.0386 27103.2 4
55.0179 401117 72
55.0543 32685.7 5
56.0495 36423.9 6
57.0335 704666.2 128
57.0699 35512.8 6
58.0651 8917.2 1
59.0492 3927677.8 713
60.0444 154994.1 28
61.0284 74654.4 13
67.054 6957 1
68.0495 12991.7 2
69.0335 420752.2 76
70.0287 10455 1
70.0652 17784.7 3
71.0127 216058.6 39
71.0491 104515.1 18
72.0444 70838.9 12
73.0284 146712.5 26
74.0599 12124.8 2
75.044 9759.3 1
77.0383 8486.6 1
79.0542 327920.8 59
79.98 9540.5 1
80.0494 87380.3 15
81.0335 374578.8 68
82.0651 92259.9 16
83.0127 9529.3 1
83.0491 187399 34
84.0444 330659.2 60
85.0284 553053.4 100
86.06 118494.1 21
87.0077 11315.6 2
87.0441 41464.5 7
93.07 31384.3 5
94.0652 71483.3 12
95.0492 558735.1 101
96.0444 150780.2 27
96.0808 48350.3 8
97.0285 642593 116
97.0649 194427 35
97.9906 44973.2 8
98.0237 67652.4 12
98.0601 219952.9 39
99.0077 498627.9 90
99.0441 1211335.2 220
100.0393 8696.6 1
101.0234 189906 34
101.0598 222516.3 40
102.0549 12826.3 2
103.039 165384.5 30
106.0652 26566.5 4
107.0492 404211.9 73
108.0443 98514.1 17
109.0285 489347 88
109.0649 78585.2 14
110.0602 13543.6 2
111.0443 13100.6 2
111.0806 48627.7 8
112.0393 167825 30
112.0757 252455.8 45
113.0597 562615.9 102
114.055 172762 31
115.039 34174.8 6
116.0707 53348 9
120.0805 7586 1
121.0649 310296.8 56
121.9908 53598.2 9
123.044 68171 12
124.0758 1218452.5 221
125.0235 27667.6 5
125.0598 482398.6 87
126.055 1341485.4 243
127.039 4682177.5 850
129.0181 7787.8 1
130.0501 54750.8 9
136.0758 44840.2 8
137.0599 140719 25
138.022 82118.6 14
138.0913 61771.5 11
139.0754 131892.2 23
140.0012 472872.9 85
141.0545 28319.7 5
142.0863 9685.7 1
143.0704 175806.2 31
144.0656 339928.3 61
145.0496 81882.6 14
148.0062 14173.6 2
148.0756 49684.5 9
148.9906 58282.4 10
149.0598 332476.2 60
149.9858 10833.6 1
154.0863 16126.1 2
157.0861 35977.7 6
161.9857 30365.1 5
164.0012 202296.9 36
164.9852 86693.7 15
166.0864 131042.5 23
167.0704 1933058.6 351
176.0013 360948 65
177.9807 65575.2 11
178.017 92518.2 16
179.9962 70224.1 12
184.0969 5497964.5 999
185.081 1719888.8 312
188.0013 135861.3 24
188.9853 953681.9 173
204.0327 485803.1 88
206.0119 894290.6 162
206.9961 147532.4 26
222.0435 13365.7 2
224.0225 846495.2 153
246.0436 70686.8 12
264.0538 928461 168
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