ACCESSION: MSBNK-NaToxAq-NA003327
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 75%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2329
CH$NAME: Brucine
CH$NAME: (-)-Brucine
CH$NAME: (4aR,5aS,8aR,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C23H26N2O4
CH$EXACT_MASS: 394.1893
CH$SMILES: COc1cc2c(cc1OC)N3C4[C@]25CCN6[C@H]5C[C@@H]7[C@H]4C(CC3=O)OCC=C7C6
CH$IUPAC: InChI=1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18?,19-,21-,22?,23+/m0/s1
CH$LINK: CAS
357-57-3
CH$LINK: CHEBI
91694
CH$LINK: PUBCHEM
CID:9649
CH$LINK: INCHIKEY
RRKTZKIUPZVBMF-PLNGPGDESA-N
CH$LINK: CHEMSPIDER
9270
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$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$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 5.942 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 116.9859
MS$FOCUSED_ION: PRECURSOR_M/Z 395.1965
MS$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$DATA_PROCESSING: WHOLE RMassBank 2.14.1
PK$SPLASH: splash10-02bf-0190000000-71582de38353a9757c5b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
68.0492 C4H6N+ 1 68.0495 -3.93
70.0651 C4H8N+ 1 70.0651 -0.97
79.0543 C6H7+ 1 79.0542 0.31
80.0494 C5H6N+ 1 80.0495 -0.45
81.0699 C6H9+ 1 81.0699 0.42
82.065 C5H8N+ 1 82.0651 -2.09
91.0543 C7H7+ 1 91.0542 1.29
93.0573 C6H7N+ 1 93.0573 -0.46
93.0698 C7H9+ 1 93.0699 -0.9
94.0652 C6H8N+ 1 94.0651 0.49
95.0491 C6H7O+ 1 95.0491 -0.5
95.0857 C7H11+ 1 95.0855 1.49
96.0808 C6H10N+ 1 96.0808 0.7
106.0651 C7H8N+ 1 106.0651 0.02
107.0733 C7H9N+ 1 107.073 3.24
108.0808 C7H10N+ 1 108.0808 0.32
120.081 C8H10N+ 1 120.0808 1.85
121.0647 C8H9O+ 1 121.0648 -0.44
122.0601 C7H8NO+ 1 122.06 0.1
124.0756 C7H10NO+ 1 124.0757 -0.75
144.0809 C10H10N+ 1 144.0808 0.98
146.06 C9H8NO+ 1 146.06 -0.46
147.0681 C9H9NO+ 1 147.0679 1.3
148.0757 C9H10NO+ 1 148.0757 0.36
160.0756 C10H10NO+ 1 160.0757 -0.8
163.0629 C9H9NO2+ 1 163.0628 1.04
170.0604 C11H8NO+ 1 170.06 2.36
172.0755 C11H10NO+ 1 172.0757 -0.86
176.0708 C10H10NO2+ 1 176.0706 0.97
177.0781 C10H11NO2+ 1 177.0784 -1.71
178.0864 C10H12NO2+ 1 178.0863 0.97
183.0676 C12H9NO+ 1 183.0679 -1.34
184.0759 C12H10NO+ 1 184.0757 0.99
185.0835 C12H11NO+ 1 185.0835 0.09
186.0553 C11H8NO2+ 1 186.055 1.7
186.0913 C12H12NO+ 1 186.0913 -0.32
188.0706 C11H10NO2+ 1 188.0706 -0.01
190.0862 C11H12NO2+ 1 190.0863 -0.33
192.0654 C10H10NO3+ 1 192.0655 -0.43
197.0839 C13H11NO+ 1 197.0835 1.97
198.0549 C12H8NO2+ 1 198.055 -0.16
200.0708 C12H10NO2+ 1 200.0706 1.06
201.0784 C12H11NO2+ 1 201.0784 -0.08
202.0861 C12H12NO2+ 1 202.0863 -0.61
203.0939 C12H13NO2+ 1 203.0941 -0.99
204.1018 C12H14NO2+ 1 204.1019 -0.46
209.0842 C14H11NO+ 1 209.0835 3.06
210.091 C14H12NO+ 1 210.0913 -1.82
212.0703 C13H10NO2+ 1 212.0706 -1.34
213.0784 C13H11NO2+ 1 213.0784 -0.26
214.0497 C12H8NO3+ 1 214.0499 -0.94
214.0859 C13H12NO2+ 1 214.0863 -1.55
216.1018 C13H14NO2+ 1 216.1019 -0.34
222.0913 C15H12NO+ 1 222.0913 -0.39
223.0988 C15H13NO+ 1 223.0992 -1.56
224.0707 C14H10NO2+ 1 224.0706 0.6
224.107 C15H14NO+ 1 224.107 0.08
226.0865 C14H12NO2+ 1 226.0863 0.99
227.0939 C14H13NO2+ 1 227.0941 -0.76
228.0657 C13H10NO3+ 1 228.0655 0.88
228.1019 C14H14NO2+ 1 228.1019 0.17
229.0733 C13H11NO3+ 1 229.0733 0.01
230.0812 C13H12NO3+ 1 230.0812 0.01
230.1179 C14H16NO2+ 1 230.1176 1.63
234.091 C16H12NO+ 1 234.0913 -1.56
235.0992 C16H13NO+ 1 235.0992 0.13
236.0708 C15H10NO2+ 1 236.0706 0.95
236.1068 C16H14NO+ 1 236.107 -0.77
238.0867 C15H12NO2+ 1 238.0863 1.78
239.0944 C15H13NO2+ 1 239.0941 1.15
240.065 C14H10NO3+ 1 240.0655 -2.06
240.1025 C15H14NO2+ 1 240.1019 2.61
241.1106 C15H15NO2+ 1 241.1097 3.43
242.081 C14H12NO3+ 1 242.0812 -0.64
243.0888 C14H13NO3+ 1 243.089 -0.88
244.0968 C14H14NO3+ 1 244.0968 -0.06
246.1122 C14H16NO3+ 1 246.1125 -1.28
247.0994 C17H13NO+ 1 247.0992 1
248.0699 C16H10NO2+ 1 248.0706 -2.71
248.1076 C17H14NO+ 1 248.107 2.6
249.0781 C16H11NO2+ 1 249.0784 -1.16
249.1148 C17H15NO+ 1 249.1148 -0.15
250.0864 C16H12NO2+ 1 250.0863 0.44
251.0941 C16H13NO2+ 1 251.0941 0.14
252.0654 C15H10NO3+ 1 252.0655 -0.42
252.1016 C16H14NO2+ 1 252.1019 -1.18
254.0823 C15H12NO3+ 1 254.0812 4.34
254.1176 C16H16NO2+ 1 254.1176 0.23
256.0968 C15H14NO3+ 1 256.0968 -0.26
257.1055 C15H15NO3+ 1 257.1046 3.49
258.112 C15H16NO3+ 1 258.1125 -1.78
260.0909 C14H14NO4+ 1 260.0917 -3.36
260.108 C18H14NO+ 1 260.107 4.05
262.0874 C17H12NO2+ 1 262.0863 4.18
263.0942 C17H13NO2+ 1 263.0941 0.29
264.0653 C16H10NO3+ 1 264.0655 -0.77
264.1021 C17H14NO2+ 1 264.1019 0.82
265.0739 C16H11NO3+ 1 265.0733 2.06
265.1097 C17H15NO2+ 1 265.1097 -0.16
266.0813 C16H12NO3+ 1 266.0812 0.52
266.1175 C17H16NO2+ 1 266.1176 -0.2
267.0891 C16H13NO3+ 1 267.089 0.47
270.1131 C16H16NO3+ 1 270.1125 2.24
272.0913 C15H14NO4+ 1 272.0917 -1.77
276.1018 C18H14NO2+ 1 276.1019 -0.45
278.1175 C18H16NO2+ 1 278.1176 -0.1
279.0889 C17H13NO3+ 1 279.089 -0.33
279.1245 C18H17NO2+ 1 279.1254 -3.1
280.0968 C17H14NO3+ 1 280.0968 -0.16
280.1324 C18H18NO2+ 1 280.1332 -2.91
281.1058 C17H15NO3+ 1 281.1046 4.14
282.1125 C17H16NO3+ 1 282.1125 -0.03
288.1006 C19H14NO2+ 1 288.1019 -4.57
289.1103 C19H15NO2+ 1 289.1097 1.94
290.1177 C19H16NO2+ 1 290.1176 0.52
291.1248 C19H17NO2+ 1 291.1254 -1.83
292.0963 C18H14NO3+ 1 292.0968 -1.73
294.1127 C18H16NO3+ 1 294.1125 0.68
296.1275 C18H18NO3+ 1 296.1281 -2.09
301.1101 C20H15NO2+ 1 301.1097 1.25
304.0962 C19H14NO3+ 1 304.0968 -1.88
306.1127 C19H16NO3+ 1 306.1125 0.65
307.1209 C19H17NO3+ 1 307.1203 1.89
309.1239 C18H17N2O3+ 1 309.1234 1.71
319.1206 C20H17NO3+ 1 319.1203 1.05
320.1294 C20H18NO3+ 2 320.1281 3.96
321.136 C20H19NO3+ 1 321.1359 0.3
322.1435 C20H20NO3+ 1 322.1438 -0.88
324.1231 C19H18NO4+ 1 324.123 0.3
335.1158 C20H17NO4+ 1 335.1152 1.78
350.1383 C21H20NO4+ 1 350.1387 -1.01
352.1414 C20H20N2O4+ 1 352.1418 -0.89
367.1656 C21H23N2O4+ 1 367.1652 0.96
379.1651 C22H23N2O4+ 1 379.1652 -0.28
395.1977 C23H27N2O4+ 1 395.1965 2.93
PK$NUM_PEAK: 135
PK$PEAK: m/z int. rel.int.
68.0492 1123.3 10
70.0651 1747.2 15
79.0543 4386.7 39
80.0494 4279.9 38
81.0699 4266.2 38
82.065 1946.8 17
91.0543 3753.4 33
93.0573 5765.3 51
93.0698 3026.2 27
94.0652 4451.3 39
95.0491 2267.4 20
95.0857 1454.5 12
96.0808 4815.7 42
106.0651 10557 94
107.0733 1178.7 10
108.0808 16241.2 144
120.081 1228.4 10
121.0647 1701.3 15
122.0601 10167.8 90
124.0756 8492.4 75
144.0809 1377.9 12
146.06 1144.9 10
147.0681 2648.6 23
148.0757 4059.8 36
160.0756 2229.3 19
163.0629 2249.8 20
170.0604 2293.2 20
172.0755 3147.4 28
176.0708 1851.9 16
177.0781 1993.4 17
178.0864 8687 77
183.0676 1041.5 9
184.0759 7339.2 65
185.0835 20803.2 185
186.0553 1613.6 14
186.0913 2206.7 19
188.0706 1816.6 16
190.0862 7564.8 67
192.0654 6093.7 54
197.0839 6795.7 60
198.0549 8913.9 79
200.0708 4846.6 43
201.0784 6893.4 61
202.0861 2192 19
203.0939 1081.4 9
204.1018 3830.6 34
209.0842 1128.6 10
210.091 2732.5 24
212.0703 8583.1 76
213.0784 87764.9 783
214.0497 8577.2 76
214.0859 4269.4 38
216.1018 55066.3 491
222.0913 1636.2 14
223.0988 2818.4 25
224.0707 1500.2 13
224.107 1182.8 10
226.0865 6126 54
227.0939 9888.9 88
228.0657 7302 65
228.1019 7544.9 67
229.0733 70128.4 625
230.0812 3293 29
230.1179 2118.1 18
234.091 3707.5 33
235.0992 3102.2 27
236.0708 7904.9 70
236.1068 4529 40
238.0867 3554.1 31
239.0944 2205.8 19
240.065 1660.7 14
240.1025 3986.7 35
241.1106 1208.3 10
242.081 2367.7 21
243.0888 4624.7 41
244.0968 111926.2 999
246.1122 1325.9 11
247.0994 1742.5 15
248.0699 3459.2 30
248.1076 3206.1 28
249.0781 3086.3 27
249.1148 2858 25
250.0864 4363.9 38
251.0941 22031.3 196
252.0654 7487 66
252.1016 1885.9 16
254.0823 1925.5 17
254.1176 17044.8 152
256.0968 7608.9 67
257.1055 1791.1 15
258.112 5131.7 45
260.0909 1980.3 17
260.108 2314.2 20
262.0874 2247.8 20
263.0942 18628.3 166
264.0653 2683.6 23
264.1021 6923.9 61
265.0739 4144 36
265.1097 1789.8 15
266.0813 2828.8 25
266.1175 3857.6 34
267.0891 15645 139
270.1131 1259.4 11
272.0913 1135.3 10
276.1018 2524.6 22
278.1175 8131.8 72
279.0889 1921 17
279.1245 1000.8 8
280.0968 11359 101
280.1324 3336 29
281.1058 2005.2 17
282.1125 11040.2 98
288.1006 2798 24
289.1103 1624.3 14
290.1177 1510.3 13
291.1248 3977.6 35
292.0963 2951.3 26
294.1127 5831.5 52
296.1275 2365.9 21
301.1101 3511.1 31
304.0962 1260.4 11
306.1127 9001.5 80
307.1209 1936.3 17
309.1239 1773.9 15
319.1206 1393.4 12
320.1294 1200.9 10
321.136 6888.4 61
322.1435 6046.4 53
324.1231 11617.7 103
335.1158 1224 10
350.1383 2925.3 26
352.1414 2369.6 21
367.1656 4868.4 43
379.1651 5786.4 51
395.1977 4084.4 36
//
