ACCESSION: MSBNK-NaToxAq-NA003325
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 65%; 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 65% (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: splash10-0006-0193000000-7beca53c1e5a24c4574d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0543 C5H7+ 1 67.0542 0.4
70.0649 C4H8N+ 1 70.0651 -3.48
79.0543 C6H7+ 1 79.0542 0.7
80.0494 C5H6N+ 1 80.0495 -0.45
81.0699 C6H9+ 1 81.0699 0.24
91.0543 C7H7+ 1 91.0542 1.04
93.0574 C6H7N+ 1 93.0573 0.69
93.0698 C7H9+ 1 93.0699 -0.98
94.0651 C6H8N+ 1 94.0651 0.17
95.0491 C6H7O+ 1 95.0491 -0.66
96.0808 C6H10N+ 1 96.0808 0.15
106.0652 C7H8N+ 1 106.0651 0.31
107.0731 C7H9N+ 1 107.073 1.67
108.0808 C7H10N+ 1 108.0808 0.1
120.0812 C8H10N+ 1 120.0808 3.57
121.0645 C8H9O+ 1 121.0648 -2.02
122.0601 C7H8NO+ 1 122.06 0.53
124.0758 C7H10NO+ 1 124.0757 0.84
144.0809 C10H10N+ 1 144.0808 1.19
148.0757 C9H10NO+ 1 148.0757 0.15
176.0704 C10H10NO2+ 1 176.0706 -0.94
177.0791 C10H11NO2+ 1 177.0784 3.55
178.0864 C10H12NO2+ 1 178.0863 0.54
184.0749 C12H10NO+ 1 184.0757 -4.56
185.0836 C12H11NO+ 1 185.0835 0.42
187.0627 C11H9NO2+ 1 187.0628 -0.18
190.0865 C11H12NO2+ 1 190.0863 1.28
192.0656 C10H10NO3+ 1 192.0655 0.52
197.0837 C13H11NO+ 1 197.0835 1.04
198.055 C12H8NO2+ 1 198.055 0.46
200.0703 C12H10NO2+ 1 200.0706 -1.53
201.0779 C12H11NO2+ 1 201.0784 -2.51
202.0864 C12H12NO2+ 1 202.0863 0.75
204.0658 C11H10NO3+ 1 204.0655 1.38
204.1021 C12H14NO2+ 1 204.1019 0.74
211.0627 C13H9NO2+ 1 211.0628 -0.33
212.0703 C13H10NO2+ 1 212.0706 -1.63
213.0785 C13H11NO2+ 1 213.0784 0.1
214.0503 C12H8NO3+ 1 214.0499 1.91
214.0868 C13H12NO2+ 1 214.0863 2.52
216.1019 C13H14NO2+ 1 216.1019 0.01
220.0974 C12H14NO3+ 1 220.0968 2.47
221.0843 C15H11NO+ 1 221.0835 3.68
224.0708 C14H10NO2+ 1 224.0706 1.07
226.0861 C14H12NO2+ 1 226.0863 -0.83
227.0942 C14H13NO2+ 1 227.0941 0.38
228.0658 C13H10NO3+ 1 228.0655 1.22
228.1019 C14H14NO2+ 1 228.1019 0.11
229.0734 C13H11NO3+ 1 229.0733 0.15
230.0821 C13H12NO3+ 1 230.0812 4.26
230.118 C14H16NO2+ 1 230.1176 1.76
236.0712 C15H10NO2+ 1 236.0706 2.56
236.1067 C16H14NO+ 1 236.107 -1.03
240.0646 C14H10NO3+ 1 240.0655 -4.03
240.1024 C15H14NO2+ 1 240.1019 2.1
241.1091 C15H15NO2+ 1 241.1097 -2.46
242.0808 C14H12NO3+ 1 242.0812 -1.65
243.0892 C14H13NO3+ 1 243.089 1
244.0968 C14H14NO3+ 1 244.0968 0.07
246.1128 C14H16NO3+ 1 246.1125 1.38
247.0981 C17H13NO+ 1 247.0992 -4.19
248.0713 C16H10NO2+ 1 248.0706 2.95
249.0785 C16H11NO2+ 1 249.0784 0.12
249.1155 C17H15NO+ 1 249.1148 2.91
251.0941 C16H13NO2+ 1 251.0941 0.26
252.065 C15H10NO3+ 1 252.0655 -2
254.082 C15H12NO3+ 1 254.0812 3.44
254.1175 C16H16NO2+ 1 254.1176 -0.13
256.0969 C15H14NO3+ 1 256.0968 0.46
257.1048 C15H15NO3+ 1 257.1046 0.76
258.0762 C14H12NO4+ 1 258.0761 0.5
258.1124 C15H16NO3+ 1 258.1125 -0.12
260.0919 C14H14NO4+ 1 260.0917 0.63
262.0855 C17H12NO2+ 1 262.0863 -2.92
263.0941 C17H13NO2+ 1 263.0941 0.06
264.0656 C16H10NO3+ 1 264.0655 0.16
264.1026 C17H14NO2+ 1 264.1019 2.67
265.0731 C16H11NO3+ 1 265.0733 -0.93
265.1098 C17H15NO2+ 1 265.1097 0.3
266.0805 C16H12NO3+ 1 266.0812 -2.7
266.118 C17H16NO2+ 1 266.1176 1.52
267.0891 C16H13NO3+ 1 267.089 0.35
268.0959 C16H14NO3+ 1 268.0968 -3.57
270.1124 C16H16NO3+ 1 270.1125 -0.36
272.0912 C15H14NO4+ 1 272.0917 -2.1
276.1027 C18H14NO2+ 1 276.1019 2.98
278.1178 C18H16NO2+ 1 278.1176 0.89
279.0893 C17H13NO3+ 1 279.089 0.98
279.1258 C18H17NO2+ 1 279.1254 1.49
280.0969 C17H14NO3+ 1 280.0968 0.38
280.1328 C18H18NO2+ 1 280.1332 -1.5
281.1043 C17H15NO3+ 1 281.1046 -1.29
282.1126 C17H16NO3+ 1 282.1125 0.29
284.093 C16H14NO4+ 1 284.0917 4.31
286.0863 C19H12NO2+ 1 286.0863 0.07
288.1009 C19H14NO2+ 1 288.1019 -3.51
289.1094 C19H15NO2+ 1 289.1097 -1.12
290.117 C19H16NO2+ 1 290.1176 -1.79
291.1252 C19H17NO2+ 1 291.1254 -0.46
292.0958 C18H14NO3+ 1 292.0968 -3.4
294.1125 C18H16NO3+ 1 294.1125 -0.04
296.1274 C18H18NO3+ 1 296.1281 -2.29
297.0985 C17H15NO4+ 1 297.0996 -3.53
298.1082 C17H16NO4+ 1 298.1074 2.89
301.11 C20H15NO2+ 1 301.1097 1.04
303.1247 C20H17NO2+ 1 303.1254 -2.37
304.097 C19H14NO3+ 1 304.0968 0.73
306.1125 C19H16NO3+ 1 306.1125 0.15
307.1194 C19H17NO3+ 1 307.1203 -3.07
308.1279 C19H18NO3+ 1 308.1281 -0.83
309.1237 C18H17N2O3+ 1 309.1234 1.22
317.1036 C20H15NO3+ 1 317.1046 -3.2
319.1201 C20H17NO3+ 1 319.1203 -0.48
320.1292 C20H18NO3+ 2 320.1281 3.39
321.1359 C20H19NO3+ 1 321.1359 -0.08
322.1437 C20H20NO3+ 1 322.1438 -0.22
323.1393 C19H19N2O3+ 1 323.139 0.79
324.1231 C19H18NO4+ 1 324.123 0.11
326.1391 C19H20NO4+ 1 326.1387 1.34
332.1281 C21H18NO3+ 1 332.1281 -0.13
335.1152 C20H17NO4+ 1 335.1152 -0.04
336.1478 C20H20N2O3+ 1 336.1468 2.91
338.1396 C20H20NO4+ 1 338.1387 2.56
349.1552 C21H21N2O3+ 1 349.1547 1.63
350.139 C21H20NO4+ 1 350.1387 0.82
351.1699 C21H23N2O3+ 1 351.1703 -1.06
352.1418 C20H20N2O4+ 1 352.1418 0.15
366.1697 C22H24NO4+ 1 366.17 -0.85
367.1653 C21H23N2O4+ 1 367.1652 0.13
379.1649 C22H23N2O4+ 1 379.1652 -0.92
380.1727 C22H24N2O4+ 1 380.1731 -0.95
395.1965 C23H27N2O4+ 1 395.1965 -0.16
PK$NUM_PEAK: 132
PK$PEAK: m/z int. rel.int.
67.0543 1350.6 6
70.0649 2100 9
79.0543 2746.1 12
80.0494 2361.1 11
81.0699 2468.6 11
91.0543 1621.9 7
93.0574 2830.6 13
93.0698 2646.4 12
94.0651 3743.9 17
95.0491 3324.5 15
96.0808 3426 16
106.0652 10496.8 49
107.0731 1621.9 7
108.0808 22691.2 107
120.0812 1250.7 5
121.0645 1272.4 6
122.0601 14860.8 70
124.0758 13758.1 65
144.0809 1614.4 7
148.0757 3427 16
176.0704 2304.5 10
177.0791 1750.9 8
178.0864 10037.2 47
184.0749 1505.2 7
185.0836 6547.5 30
187.0627 1130.5 5
190.0865 7992.3 37
192.0656 5182.3 24
197.0837 4804.7 22
198.055 1315.4 6
200.0703 1446 6
201.0779 1838.2 8
202.0864 1532 7
204.0658 1217.1 5
204.1021 5747.8 27
211.0627 2042.3 9
212.0703 3111.3 14
213.0785 65884 311
214.0503 3386.6 16
214.0868 3442 16
216.1019 34103.8 161
220.0974 1466.5 6
221.0843 961.1 4
224.0708 1120.1 5
226.0861 3891.3 18
227.0942 8805 41
228.0658 3357.7 15
228.1019 5906.2 27
229.0734 61378.7 290
230.0821 4582.4 21
230.118 2321.3 10
236.0712 1273.2 6
236.1067 1337.4 6
240.0646 1099.6 5
240.1024 2735.2 12
241.1091 1639.9 7
242.0808 2564 12
243.0892 4876.9 23
244.0968 211269 999
246.1128 2482.9 11
247.0981 1167.8 5
248.0713 1303.3 6
249.0785 2718.7 12
249.1155 3103.5 14
251.0941 21351.2 100
252.065 2819 13
254.082 1356.4 6
254.1175 18806.5 88
256.0969 12612.4 59
257.1048 2015 9
258.0762 1547 7
258.1124 6883.6 32
260.0919 3696.8 17
262.0855 2326.6 11
263.0941 25953 122
264.0656 1095.7 5
264.1026 3382.1 15
265.0731 3716.6 17
265.1098 2024.4 9
266.0805 2135.6 10
266.118 3041.2 14
267.0891 24360.9 115
268.0959 1305.4 6
270.1124 2287.4 10
272.0912 3628.2 17
276.1027 1234.7 5
278.1178 6807.5 32
279.0893 2245.5 10
279.1258 1049.3 4
280.0969 20393.1 96
280.1328 2950.9 13
281.1043 3784.3 17
282.1126 34081.6 161
284.093 1844.5 8
286.0863 1630.3 7
288.1009 1793.2 8
289.1094 1220.1 5
290.117 1819.2 8
291.1252 5020.1 23
292.0958 3000.2 14
294.1125 10148.3 47
296.1274 2425.1 11
297.0985 1490.1 7
298.1082 2043.3 9
301.11 6513.4 30
303.1247 1012.8 4
304.097 2004 9
306.1125 11818.2 55
307.1194 3072.2 14
308.1279 5184.5 24
309.1237 1922.4 9
317.1036 2473.9 11
319.1201 5482.9 25
320.1292 2416.7 11
321.1359 14115.7 66
322.1437 18636.7 88
323.1393 2213.6 10
324.1231 61046.9 288
326.1391 1656.2 7
332.1281 7150.5 33
335.1152 1583.6 7
336.1478 2836.6 13
338.1396 2918.5 13
349.1552 5891.4 27
350.139 22977.7 108
351.1699 2179.7 10
352.1418 5715.2 27
366.1697 2112 9
367.1653 31169.4 147
379.1649 6378.6 30
380.1727 3222.9 15
395.1965 41013.1 193
//
