ACCESSION: MSBNK-Eawag-EQ333005
RECORD_TITLE: Tetrazepam; LC-ESI-QFT; MS2; CE: 75; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Otto J, 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 3330
CH$NAME: Tetrazepam
CH$NAME: 7-chloro-5-(cyclohexen-1-yl)-1-methyl-3H-1,4-benzodiazepin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H17ClN2O
CH$EXACT_MASS: 288.10294
CH$SMILES: CN1C(=O)CN=C(C2=C1C=CC(=C2)Cl)C3=CCCCC3
CH$IUPAC: InChI=1S/C16H17ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3
CH$LINK: KEGG
D07277
CH$LINK: PUBCHEM
CID:25215
CH$LINK: INCHIKEY
IQWYAQCHYZHJOS-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
23551
CH$LINK: COMPTOX
DTXSID00146058
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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 10.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 289.1101
MS$FOCUSED_ION: PRECURSOR_M/Z 289.1102
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
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: splash10-005a-2940000000-160b387e0e158e114ad3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0496 C3H6N+ 1 56.0495 2.04
58.0287 C2H4NO+ 1 58.0287 0
65.0385 C5H5+ 1 65.0386 -0.56
66.0464 C5H6+ 1 66.0464 -0.78
67.0416 C4H5N+ 1 67.0417 -0.9
67.0542 C5H7+ 1 67.0542 -0.99
68.0494 C4H6N+ 1 68.0495 -1.26
69.0698 C5H9+ 1 69.0699 -1.26
70.065 C4H8N+ 1 70.0651 -1.22
77.0384 C6H5+ 1 77.0386 -2.16
79.0541 C6H7+ 1 79.0542 -1.1
80.0494 C5H6N+ 1 80.0495 -1.44
80.062 C6H8+ 1 80.0621 -0.65
81.0698 C6H9+ 1 81.0699 -1.19
82.065 C5H8N+ 1 82.0651 -1.41
83.0854 C6H11+ 1 83.0855 -1.29
89.0384 C7H5+ 1 89.0386 -1.98
91.0541 C7H7+ 1 91.0542 -1.17
93.0571 C6H7N+ 1 93.0573 -1.94
93.0697 C7H9+ 1 93.0699 -1.36
94.065 C6H8N+ 1 94.0651 -1.34
95.0491 C6H7O+ 1 95.0491 -0.54
95.0728 C6H9N+ 1 95.073 -1.37
95.0854 C7H11+ 1 95.0855 -1.44
96.0807 C6H10N+ 1 96.0808 -1.31
103.0541 C8H7+ 1 103.0542 -1.52
104.0492 C7H6N+ 1 104.0495 -2.55
105.0446 C6H5N2+ 1 105.0447 -1.09
106.065 C7H8N+ 1 106.0651 -1
108.0807 C7H10N+ 1 108.0808 -0.24
109.0646 C7H9O+ 1 109.0648 -1.85
110.0964 C7H12N+ 1 110.0964 -0.33
112.007 C6H5Cl+ 1 112.0074 -3.48
115.0538 C9H7+ 1 115.0542 -3.8
116.0493 C8H6N+ 1 116.0495 -1.86
117.0571 C8H7N+ 1 117.0573 -1.29
118.065 C8H8N+ 1 118.0651 -1.4
119.0729 C8H9N+ 1 119.073 -0.85
120.0806 C8H10N+ 1 120.0808 -1.3
125.0151 C7H6Cl+ 1 125.0153 -1.23
126.023 C7H7Cl+ 1 126.0231 -0.63
127.0309 C7H8Cl+ 1 127.0309 -0.43
128.0619 C10H8+ 1 128.0621 -1.34
129.0572 C9H7N+ 1 129.0573 -0.47
129.0698 C10H9+ 1 129.0699 -0.59
130.065 C9H8N+ 1 130.0651 -1.04
131.0728 C9H9N+ 1 131.073 -1.15
132.0679 C8H8N2+ 1 132.0682 -2.19
132.0806 C9H10N+ 1 132.0808 -1.03
134.0601 C8H8NO+ 2 134.06 0.67
138.0105 C7H5ClN+ 2 138.0105 0.19
139.0181 C7H6ClN+ 2 139.0183 -1.35
140.0259 C10H4O+ 2 140.0257 1.67
140.0493 C10H6N+ 1 140.0495 -1.54
141.0697 C11H9+ 1 141.0699 -1.54
142.0651 C10H8N+ 1 142.0651 -0.53
142.0776 C11H10+ 1 142.0777 -0.43
143.0603 C9H7N2+ 1 143.0604 -0.38
143.0728 C10H9N+ 1 143.073 -0.98
144.0682 C9H8N2+ 1 144.0682 -0.28
144.0807 C10H10N+ 1 144.0808 -0.73
145.076 C9H9N2+ 1 145.076 -0.17
145.0885 C10H11N+ 1 145.0886 -0.42
146.0598 C9H8NO+ 2 146.06 -1.58
146.0836 C9H10N2+ 1 146.0838 -1.91
147.0677 C9H9NO+ 2 147.0679 -1.06
149.0148 C9H6Cl+ 1 149.0153 -2.71
150.0106 C8H5ClN+ 2 150.0105 0.51
151.0182 C8H6ClN+ 2 151.0183 -0.58
152.026 C8H7ClN+ 2 152.0262 -0.88
152.0617 C12H8+ 1 152.0621 -2.58
153.0698 C12H9+ 1 153.0699 -0.63
154.0417 C8H9ClN+ 2 154.0418 -1
154.0649 C11H8N+ 1 154.0651 -1.27
155.06 C10H7N2+ 1 155.0604 -2.22
155.0728 C11H9N+ 1 155.073 -1.23
155.0856 C12H11+ 1 155.0855 0.54
156.0682 C10H8N2+ 1 156.0682 0.19
156.0807 C11H10N+ 1 156.0808 -0.42
157.0397 C9H5N2O+ 1 157.0396 0.58
157.0759 C10H9N2+ 1 157.076 -1.11
157.0885 C11H11N+ 1 157.0886 -0.45
158.0838 C10H10N2+ 1 158.0838 -0.63
158.0963 C11H12N+ 1 158.0964 -0.61
159.0677 C10H9NO+ 2 159.0679 -0.85
159.0913 C10H11N2+ 1 159.0917 -2.67
160.0996 C10H12N2+ 1 160.0995 0.56
164.026 C9H7ClN+ 2 164.0262 -1.18
165.0215 C8H6ClN2+ 2 165.0214 0.65
165.034 C9H8ClN+ 2 165.034 0.01
165.0698 C13H9+ 1 165.0699 -0.28
166.0416 C12H6O+ 2 166.0413 1.41
166.0647 C12H8N+ 1 166.0651 -2.68
166.0774 C13H10+ 1 166.0777 -1.82
167.0131 C8H6ClNO+ 1 167.0132 -0.56
167.0728 C12H9N+ 1 167.073 -1.02
168.0682 C11H8N2+ 1 168.0682 -0.18
168.0806 C12H10N+ 1 168.0808 -0.99
169.0767 C11H9N2+ 1 169.076 3.76
169.0884 C12H11N+ 1 169.0886 -1.07
170.0842 C11H10N2+ 1 170.0838 1.88
170.0962 C12H12N+ 1 170.0964 -1.39
171.0915 C11H11N2+ 1 171.0917 -1.26
171.1039 C12H13N+ 1 171.1043 -1.82
172.063 C10H8N2O+ 1 172.0631 -0.9
172.0993 C11H12N2+ 1 172.0995 -1.16
175.0185 C10H6ClN+ 2 175.0183 1.1
175.0308 C11H8Cl+ 1 175.0309 -0.31
176.0258 C13H4O+ 2 176.0257 0.76
177.0338 C10H8ClN+ 2 177.034 -1.12
178.0416 C10H9ClN+ 2 178.0418 -1.25
178.0774 C14H10+ 1 178.0777 -1.41
179.0369 C9H8ClN2+ 2 179.0371 -0.85
179.0498 C10H10ClN+ 2 179.0496 0.73
179.0854 C14H11+ 1 179.0855 -0.93
180.0209 C9H7ClNO+ 1 180.0211 -0.82
180.0447 C9H9ClN2+ 2 180.0449 -0.87
180.0806 C13H10N+ 1 180.0808 -1.09
180.093 C14H12+ 1 180.0934 -1.84
181.0765 C12H9N2+ 1 181.076 2.9
181.0884 C13H11N+ 1 181.0886 -1.05
182.0366 C9H9ClNO+ 1 182.0367 -0.87
182.0837 C12H10N2+ 1 182.0838 -0.93
182.0963 C13H12N+ 1 182.0964 -0.8
183.0915 C12H11N2+ 1 183.0917 -0.9
183.1041 C13H13N+ 1 183.1043 -0.93
184.0754 C12H10NO+ 2 184.0757 -1.31
184.0994 C12H12N2+ 1 184.0995 -0.49
184.1114 C13H14N+ 1 184.1121 -3.89
185.1071 C12H13N2+ 1 185.1073 -1.05
188.0261 C11H7ClN+ 2 188.0262 -0.44
189.0344 C11H8ClN+ 2 189.034 2.28
190.0417 C11H9ClN+ 2 190.0418 -0.65
191.0372 C10H8ClN2+ 2 191.0371 0.77
192.0204 C10H7ClNO+ 1 192.0211 -3.53
192.045 C10H9ClN2+ 2 192.0449 0.53
192.0572 C11H11ClN+ 2 192.0575 -1.27
192.0806 C14H10N+ 1 192.0808 -0.86
193.0526 C10H10ClN2+ 2 193.0527 -0.63
193.0886 C14H11N+ 1 193.0886 -0.11
194.0366 C10H9ClNO+ 1 194.0367 -0.81
194.0962 C14H12N+ 1 194.0964 -1.16
195.0914 C13H11N2+ 1 195.0917 -1.25
195.1042 C14H13N+ 1 195.1043 -0.41
196.0994 C13H12N2+ 1 196.0995 -0.25
196.1119 C14H14N+ 1 196.1121 -0.95
197.1071 C13H13N2+ 1 197.1073 -1.19
197.1196 C14H15N+ 1 197.1199 -1.53
198.0782 C12H10N2O+ 1 198.0788 -2.9
198.1149 C13H14N2+ 1 198.1151 -1.26
198.1275 C14H16N+ 1 198.1277 -1.04
199.0863 C12H11N2O+ 1 199.0866 -1.5
200.0942 C12H12N2O+ 1 200.0944 -1.32
201.0335 C15H5O+ 2 201.0335 0.24
202.0414 C15H6O+ 2 202.0413 0.56
203.0367 C14H5NO+ 2 203.0366 0.81
203.0493 C15H7O+ 2 203.0491 0.63
204.0574 C12H11ClN+ 2 204.0575 -0.41
205.0526 C14H7NO+ 2 205.0522 1.97
205.0651 C12H12ClN+ 2 205.0653 -0.63
206.0605 C11H11ClN2+ 2 206.0605 -0.28
207.0682 C11H12ClN2+ 2 207.0684 -0.74
207.1045 C15H13N+ 1 207.1043 1.06
208.112 C15H14N+ 1 208.1121 -0.22
209.0475 C10H10ClN2O+ 1 209.0476 -0.75
209.1073 C14H13N2+ 1 209.1073 -0.07
209.1199 C15H15N+ 1 209.1199 -0.15
210.0791 C13H10N2O+ 1 210.0788 1.6
210.1151 C14H14N2+ 1 210.1151 -0.43
210.1276 C15H16N+ 1 210.1277 -0.65
211.0863 C13H11N2O+ 1 211.0866 -1.18
211.1228 C14H15N2+ 1 211.123 -0.69
212.0942 C13H12N2O+ 1 212.0944 -1.15
213.1021 C13H13N2O+ 1 213.1022 -0.8
214.0416 C13H9ClN+ 2 214.0418 -0.86
215.0373 C12H8ClN2+ 2 215.0371 0.92
215.0495 C13H10ClN+ 2 215.0496 -0.55
216.0574 C13H11ClN+ 2 216.0575 -0.48
217.0525 C12H10ClN2+ 2 217.0527 -0.75
217.0651 C13H12ClN+ 2 217.0653 -1.05
218.0605 C12H11ClN2+ 2 218.0605 -0.17
218.0729 C13H13ClN+ 2 218.0731 -1.02
221.048 C11H10ClN2O+ 1 221.0476 1.73
223.1227 C15H15N2+ 1 223.123 -1.32
224.1309 C15H16N2+ 1 224.1308 0.58
225.102 C14H13N2O+ 1 225.1022 -0.84
225.1383 C15H17N2+ 1 225.1386 -1.31
226.1098 C14H14N2O+ 1 226.1101 -1.04
226.1463 C15H18N2+ 1 226.1464 -0.88
228.0572 C14H11ClN+ 1 228.0575 -1.2
229.0647 C14H12ClN+ 1 229.0653 -2.48
230.0612 C13H11ClN2+ 2 230.0605 2.84
230.0727 C14H13ClN+ 1 230.0731 -1.75
231.0315 C12H8ClN2O+ 1 231.032 -2.15
231.0685 C13H12ClN2+ 2 231.0684 0.85
231.0802 C14H14ClN+ 1 231.0809 -3.11
232.0885 C14H15ClN+ 1 232.0888 -0.88
233.0839 C16H11NO+ 2 233.0835 1.86
233.0965 C14H16ClN+ 1 233.0966 -0.47
235.063 C12H12ClN2O+ 1 235.0633 -1.09
237.1024 C15H13N2O+ 1 237.1022 0.51
238.1096 C15H14N2O+ 1 238.1101 -1.91
239.1174 C15H15N2O+ 1 239.1179 -2.13
242.0736 C15H13ClN+ 1 242.0731 2.05
243.0693 C14H12ClN2+ 1 243.0684 3.9
244.0523 C14H11ClNO+ 1 244.0524 -0.28
244.0887 C15H15ClN+ 1 244.0888 -0.26
245.0471 C13H10ClN2O+ 1 245.0476 -1.99
245.0837 C14H14ClN2+ 1 245.084 -1.36
246.092 C14H15ClN2+ 1 246.0918 0.82
247.0639 C13H12ClN2O+ 1 247.0633 2.6
251.1178 C16H15N2O+ 1 251.1179 -0.56
252.1259 C16H16N2O+ 1 252.1257 0.7
253.1333 C16H17N2O+ 1 253.1335 -0.83
254.141 C16H18N2O+ 1 254.1414 -1.32
259.0634 C14H12ClN2O+ 1 259.0633 0.44
259.0998 C15H16ClN2+ 1 259.0997 0.65
261.0789 C14H14ClN2O+ 1 261.0789 -0.14
261.1149 C15H18ClN2+ 1 261.1153 -1.47
287.0937 C16H16ClN2O+ 1 287.0946 -2.99
289.11 C16H18ClN2O+ 1 289.1102 -0.72
PK$NUM_PEAK: 224
PK$PEAK: m/z int. rel.int.
56.0496 393142.4 5
58.0287 2358218.5 30
65.0385 2503852 32
66.0464 395573.8 5
67.0416 1156393.1 14
67.0542 22973416 295
68.0494 1823083.8 23
69.0698 459651 5
70.065 457019.7 5
77.0384 1369433.6 17
79.0541 26076342 335
80.0494 1370855.5 17
80.062 227185.2 2
81.0698 50243508 647
82.065 3536043.5 45
83.0854 286185.7 3
89.0384 850511.9 10
91.0541 6286227.5 80
93.0571 265164.8 3
93.0697 4151274.2 53
94.065 1075422.4 13
95.0491 3798851.2 48
95.0728 802654.8 10
95.0854 5752580.5 74
96.0807 4438653 57
103.0541 292340.8 3
104.0492 277823.1 3
105.0446 1528212.8 19
106.065 230881.3 2
108.0807 353622.3 4
109.0646 910335.8 11
110.0964 2658778.2 34
112.007 245542.3 3
115.0538 462916.4 5
116.0493 410495.8 5
117.0571 11485059 147
118.065 3325080.5 42
119.0729 1997021 25
120.0806 1734533.5 22
125.0151 3352606.2 43
126.023 417881.8 5
127.0309 397162 5
128.0619 353205.3 4
129.0572 306191.2 3
129.0698 1124069.1 14
130.065 3814249.2 49
131.0728 5757548 74
132.0679 981100 12
132.0806 262992.1 3
134.0601 391517.1 5
138.0105 1667548.4 21
139.0181 2479283.8 31
140.0259 5438299.5 70
140.0493 388423.9 5
141.0697 1336436.8 17
142.0651 1227340.8 15
142.0776 419625.7 5
143.0603 7356015 94
143.0728 4777046.5 61
144.0682 3889687.8 50
144.0807 6377920 82
145.076 835609.2 10
145.0885 1060018.8 13
146.0598 383352.8 4
146.0836 1433585.4 18
147.0677 3475118.2 44
149.0148 301809.2 3
150.0106 1839695.1 23
151.0182 3341772 43
152.026 5944559.5 76
152.0617 973317.1 12
153.0698 877980.8 11
154.0417 25633080 330
154.0649 5734512 73
155.06 1042965.9 13
155.0728 2914399.5 37
155.0856 261334.2 3
156.0682 1989086.2 25
156.0807 3932710.2 50
157.0397 362792.6 4
157.0759 2472409 31
157.0885 2903796.8 37
158.0838 452140.2 5
158.0963 418302.4 5
159.0677 283683.4 3
159.0913 389997.9 5
160.0996 260116.9 3
164.026 14942341 192
165.0215 2142902 27
165.034 2300452 29
165.0698 3353327.5 43
166.0416 2364653.8 30
166.0647 885605 11
166.0774 922093.9 11
167.0131 6475475 83
167.0728 6561958.5 84
168.0682 1063705.2 13
168.0806 15647358 201
169.0767 3838569.5 49
169.0884 19432024 250
170.0842 2687178.8 34
170.0962 7611343.5 98
171.0915 14663436 188
171.1039 1729905.1 22
172.063 6126918 78
172.0993 9890802 127
175.0185 403957.1 5
175.0308 261152.3 3
176.0258 1116240.9 14
177.0338 2478727 31
178.0416 16774354 216
178.0774 1029365.9 13
179.0369 10225751 131
179.0498 1385239.1 17
179.0854 1211721.9 15
180.0209 4592705 59
180.0447 1137826.5 14
180.0806 9358966 120
180.093 687637.8 8
181.0286 962091 12
181.0765 2651937.5 34
181.0884 11869264 152
182.0366 2352391.5 30
182.0837 11720089 150
182.0963 21694128 279
183.0915 24170746 311
183.1041 18479028 238
184.0754 340452.9 4
184.0994 4540344 58
184.1114 2036644.5 26
185.1071 7079720.5 91
188.0261 1245469.1 16
189.0344 252908.1 3
190.0417 4824697 62
191.0372 1643606.5 21
191.0494 5990143.5 77
192.0204 288844.3 3
192.045 1478685.6 19
192.0572 2613382.5 33
192.0806 792370.4 10
193.0526 3613183.5 46
193.0886 1650439.4 21
194.0366 1311011.1 16
194.0962 8763873 112
195.0914 3864608.2 49
195.1042 4064495.2 52
196.0994 4189861.2 53
196.1119 25608394 329
197.1071 64907332 836
197.1196 28415944 366
198.0782 1079462.1 13
198.1149 11583923 149
198.1275 19073306 245
199.0863 9834533 126
200.0942 7489027 96
201.0335 2180211.5 28
202.0414 8290637.5 106
203.0367 6135667.5 79
203.0493 3024595.5 38
204.0574 10052294 129
205.0526 2657043.5 34
205.0651 1031349.4 13
206.0605 885125.9 11
207.0682 4517213 58
207.1045 449616.8 5
208.112 5919496 76
209.0475 1473269.6 18
209.1073 3155945 40
209.1199 1822191 23
210.0791 421006 5
210.1151 2775728 35
210.1276 245949.6 3
211.0863 5743054 73
211.1228 6053503.5 77
212.0942 3066809.8 39
213.1021 16454160 211
214.0416 2878435.2 37
215.0373 879157.2 11
215.0495 2508269.8 32
216.0574 7310438.5 94
217.0525 11832431 152
217.0651 4894844 63
218.0605 11460900 147
218.0729 1794883.6 23
219.0679 2261996 29
221.048 478028.6 6
223.1227 1187654.4 15
224.1309 489134.6 6
225.102 77542008 999
225.1383 26337562 339
226.1098 18748668 241
226.1463 3360351.8 43
228.0572 3046369.2 39
229.0647 866677.4 11
230.0612 491054 6
230.0727 4084247 52
231.0315 411004.2 5
231.0685 4509004 58
231.0802 779802 10
232.0885 12386580 159
233.0839 4615711.5 59
233.0965 1054512.6 13
235.063 4622109.5 59
237.1024 258259.4 3
238.1096 411517.1 5
239.1174 2629953.8 33
242.0736 283480.9 3
243.0693 681229.6 8
244.0523 1078877.8 13
244.0887 1363150.6 17
245.0471 1186063 15
245.0837 7212844.5 92
246.092 1475700.9 19
247.0639 1492168 19
251.1178 289363.8 3
252.1259 280283.7 3
253.1333 18005028 231
254.141 1194467.8 15
259.0634 1290582.4 16
259.0998 872475.6 11
261.0789 2631509.5 33
261.1149 1293651.5 16
287.0937 233073.1 3
289.11 2316748.2 29
//
