ACCESSION: MSBNK-NaToxAq-NA003324
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 60%; 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 60% (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: splash10-006y-0196000000-aa043c67eff0f0f68ce9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0544 C5H7+ 1 67.0542 2.67
70.0651 C4H8N+ 1 70.0651 -0.1
79.0544 C6H7+ 1 79.0542 1.86
80.0494 C5H6N+ 1 80.0495 -0.83
81.0701 C6H9+ 1 81.0699 2.97
91.0542 C7H7+ 1 91.0542 0.03
93.0573 C6H7N+ 1 93.0573 -0.46
93.0698 C7H9+ 1 93.0699 -0.74
94.0651 C6H8N+ 1 94.0651 -0.72
95.0492 C6H7O+ 1 95.0491 0.38
95.0854 C7H11+ 1 95.0855 -1.64
96.0808 C6H10N+ 1 96.0808 0.15
106.0651 C7H8N+ 1 106.0651 -0.34
108.0807 C7H10N+ 1 108.0808 -0.25
122.06 C7H8NO+ 1 122.06 -0.4
124.0757 C7H10NO+ 1 124.0757 -0.2
148.0756 C9H10NO+ 1 148.0757 -0.67
176.0712 C10H10NO2+ 1 176.0706 3.22
177.0777 C10H11NO2+ 1 177.0784 -4.12
178.086 C10H12NO2+ 1 178.0863 -1.69
185.0834 C12H11NO+ 1 185.0835 -0.41
190.0862 C11H12NO2+ 1 190.0863 -0.49
192.0655 C10H10NO3+ 1 192.0655 0.13
197.0842 C13H11NO+ 1 197.0835 3.59
204.1019 C12H14NO2+ 1 204.1019 -0.24
212.0701 C13H10NO2+ 1 212.0706 -2.42
213.0783 C13H11NO2+ 1 213.0784 -0.48
214.0508 C12H8NO3+ 1 214.0499 4.12
216.1018 C13H14NO2+ 1 216.1019 -0.48
220.0972 C12H14NO3+ 1 220.0968 1.57
226.0857 C14H12NO2+ 1 226.0863 -2.59
227.094 C14H13NO2+ 1 227.0941 -0.16
228.0657 C13H10NO3+ 1 228.0655 0.82
228.102 C14H14NO2+ 1 228.1019 0.58
229.0733 C13H11NO3+ 1 229.0733 -0.32
230.0806 C13H12NO3+ 1 230.0812 -2.44
240.1016 C15H14NO2+ 1 240.1019 -1.33
241.074 C14H11NO3+ 1 241.0733 2.58
243.0891 C14H13NO3+ 1 243.089 0.31
244.0967 C14H14NO3+ 1 244.0968 -0.37
246.1127 C14H16NO3+ 1 246.1125 0.76
249.1155 C17H15NO+ 1 249.1148 2.6
251.094 C16H13NO2+ 1 251.0941 -0.22
252.0646 C15H10NO3+ 1 252.0655 -3.69
254.0815 C15H12NO3+ 1 254.0812 1.46
254.1174 C16H16NO2+ 1 254.1176 -0.43
256.0967 C15H14NO3+ 1 256.0968 -0.62
257.1047 C15H15NO3+ 1 257.1046 0.4
258.0754 C14H12NO4+ 1 258.0761 -2.69
258.1124 C15H16NO3+ 1 258.1125 -0.12
260.0913 C14H14NO4+ 1 260.0917 -1.6
262.0854 C17H12NO2+ 1 262.0863 -3.39
263.0941 C17H13NO2+ 1 263.0941 0.17
264.1025 C17H14NO2+ 1 264.1019 2.32
265.0736 C16H11NO3+ 1 265.0733 1.14
265.1088 C17H15NO2+ 1 265.1097 -3.61
266.1186 C17H16NO2+ 1 266.1176 4.04
267.089 C16H13NO3+ 1 267.089 -0.11
270.1127 C16H16NO3+ 1 270.1125 0.88
272.0916 C15H14NO4+ 1 272.0917 -0.53
277.1102 C18H15NO2+ 1 277.1097 1.6
278.1169 C18H16NO2+ 1 278.1176 -2.19
279.1253 C18H17NO2+ 1 279.1254 -0.15
280.0967 C17H14NO3+ 1 280.0968 -0.49
280.132 C18H18NO2+ 1 280.1332 -4.33
281.1045 C17H15NO3+ 1 281.1046 -0.64
282.1125 C17H16NO3+ 1 282.1125 0.07
284.0911 C16H14NO4+ 1 284.0917 -2.35
289.1094 C19H15NO2+ 1 289.1097 -1.12
291.1259 C19H17NO2+ 1 291.1254 1.63
294.1125 C18H16NO3+ 1 294.1125 -0.04
296.1282 C18H18NO3+ 1 296.1281 0.18
297.0995 C17H15NO4+ 1 297.0996 -0.35
298.1068 C17H16NO4+ 1 298.1074 -1.82
301.1101 C20H15NO2+ 1 301.1097 1.14
303.126 C20H17NO2+ 1 303.1254 2.16
306.1124 C19H16NO3+ 1 306.1125 -0.15
307.1207 C19H17NO3+ 1 307.1203 1.4
308.1266 C19H18NO3+ 1 308.1281 -4.99
317.1042 C20H15NO3+ 1 317.1046 -1.27
319.1206 C20H17NO3+ 1 319.1203 1.05
320.1275 C20H18NO3+ 1 320.1281 -2.05
321.1357 C20H19NO3+ 1 321.1359 -0.65
322.1436 C20H20NO3+ 1 322.1438 -0.41
323.1386 C19H19N2O3+ 1 323.139 -1.38
324.123 C19H18NO4+ 1 324.123 -0.17
326.1373 C19H20NO4+ 1 326.1387 -4.27
332.1278 C21H18NO3+ 1 332.1281 -0.96
335.1146 C20H17NO4+ 1 335.1152 -1.77
336.1468 C20H20N2O3+ 1 336.1468 -0.09
338.138 C20H20NO4+ 1 338.1387 -2.13
349.1547 C21H21N2O3+ 1 349.1547 -0.03
350.1387 C21H20NO4+ 1 350.1387 -0.05
351.1705 C21H23N2O3+ 1 351.1703 0.51
352.142 C20H20N2O4+ 1 352.1418 0.67
366.1704 C22H24NO4+ 1 366.17 1.07
367.1653 C21H23N2O4+ 1 367.1652 0.05
379.1652 C22H23N2O4+ 1 379.1652 -0.03
380.1727 C22H24N2O4+ 1 380.1731 -0.87
395.1963 C23H27N2O4+ 1 395.1965 -0.47
PK$NUM_PEAK: 100
PK$PEAK: m/z int. rel.int.
67.0544 1298.5 6
70.0651 2317.7 11
79.0544 1176.5 6
80.0494 1442.4 7
81.0701 1485.4 7
91.0542 1820.4 9
93.0573 1408.2 7
93.0698 1352.4 6
94.0651 3527.3 18
95.0492 2820.7 14
95.0854 1092.7 5
96.0808 3369.3 17
106.0651 6111.6 31
108.0807 17621.1 90
122.06 13717.7 70
124.0757 13066.6 66
148.0756 2593.1 13
176.0712 1575.6 8
177.0777 1189.9 6
178.086 8023.7 41
185.0834 2507.9 12
190.0862 7301.6 37
192.0655 3754.5 19
197.0842 2455.2 12
204.1019 5587.4 28
212.0701 1903.8 9
213.0783 39029.7 200
214.0508 1122.9 5
216.1018 20830.6 106
220.0972 2447.2 12
226.0857 2390.3 12
227.094 8218.7 42
228.0657 2698.3 13
228.102 6457.3 33
229.0733 41546.5 212
230.0806 2590.1 13
240.1016 2763.7 14
241.074 1012.1 5
243.0891 4396.3 22
244.0967 194910.2 999
246.1127 3023.9 15
249.1155 2329.4 11
251.094 17547 89
252.0646 1564 8
254.0815 2664.6 13
254.1174 16826 86
256.0967 12903.4 66
257.1047 1953.7 10
258.0754 1363.7 6
258.1124 7079.5 36
260.0913 3389.2 17
262.0854 2817 14
263.0941 21158.1 108
264.1025 2761.9 14
265.0736 1610.2 8
265.1088 1481.6 7
266.1186 1954.2 10
267.089 21993.9 112
270.1127 2365.3 12
272.0916 2522.8 12
277.1102 1283.8 6
278.1169 4896.1 25
279.1253 1192.2 6
280.0967 18304.6 93
280.132 1691.9 8
281.1045 3781.6 19
282.1125 49007.3 251
284.0911 1777.4 9
289.1094 1136.4 5
291.1259 4191.7 21
294.1125 12106 62
296.1282 2628 13
297.0995 2001.7 10
298.1068 4632 23
301.1101 4836.1 24
303.126 1276.6 6
306.1124 9153.5 46
307.1207 3970 20
308.1266 4580.6 23
317.1042 2533.5 12
319.1206 3908.4 20
320.1275 2103.3 10
321.1357 14225.8 72
322.1436 21222.2 108
323.1386 2022 10
324.123 97106.1 497
326.1373 1444.9 7
332.1278 10480.4 53
335.1146 2754 14
336.1468 2765.6 14
338.138 2270.6 11
349.1547 7662.3 39
350.1387 35850.6 183
351.1705 2031.4 10
352.142 8091.8 41
366.1704 2432.2 12
367.1653 56873.3 291
379.1652 5580.2 28
380.1727 4113.5 21
395.1963 103735.3 531
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