ACCESSION: MSBNK-NaToxAq-NA003326
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 70%; 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 70% (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: splash10-01ox-0191000000-22804d88141cb3a9b455
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0543 C5H7+ 1 67.0542 0.62
68.0494 C4H6N+ 1 68.0495 -1.01
70.0651 C4H8N+ 1 70.0651 -0.54
79.0543 C6H7+ 1 79.0542 1.18
80.0496 C5H6N+ 1 80.0495 1.46
81.0698 C6H9+ 1 81.0699 -0.61
82.0651 C5H8N+ 1 82.0651 0.14
91.0542 C7H7+ 1 91.0542 -0.3
93.0574 C6H7N+ 1 93.0573 1.34
93.07 C7H9+ 1 93.0699 1.72
94.0652 C6H8N+ 1 94.0651 0.82
95.0492 C6H7O+ 1 95.0491 0.46
95.0858 C7H11+ 1 95.0855 2.45
96.0807 C6H10N+ 1 96.0808 -0.65
106.0652 C7H8N+ 1 106.0651 0.24
107.0732 C7H9N+ 1 107.073 2.67
108.0808 C7H10N+ 1 108.0808 -0.11
120.0806 C8H10N+ 1 120.0808 -1.2
121.0647 C8H9O+ 1 121.0648 -1.07
122.0601 C7H8NO+ 1 122.06 0.53
124.0758 C7H10NO+ 1 124.0757 0.78
144.0806 C10H10N+ 1 144.0808 -1.25
147.0678 C9H9NO+ 1 147.0679 -0.57
148.0755 C9H10NO+ 1 148.0757 -1.5
163.0626 C9H9NO2+ 1 163.0628 -1.21
170.06 C11H8NO+ 1 170.06 -0.42
172.0753 C11H10NO+ 1 172.0757 -2.01
173.0838 C11H11NO+ 1 173.0835 1.89
176.0707 C10H10NO2+ 1 176.0706 0.71
177.0791 C10H11NO2+ 1 177.0784 3.55
178.0864 C10H12NO2+ 1 178.0863 0.79
183.0677 C12H9NO+ 1 183.0679 -1.09
184.0758 C12H10NO+ 1 184.0757 0.33
185.0836 C12H11NO+ 1 185.0835 0.66
186.0551 C11H8NO2+ 1 186.055 0.63
186.0915 C12H12NO+ 1 186.0913 0.91
189.0792 C11H11NO2+ 1 189.0784 4.11
190.0862 C11H12NO2+ 1 190.0863 -0.49
192.0654 C10H10NO3+ 1 192.0655 -0.51
197.0839 C13H11NO+ 1 197.0835 1.73
198.0549 C12H8NO2+ 1 198.055 -0.39
200.0705 C12H10NO2+ 1 200.0706 -0.39
201.0788 C12H11NO2+ 1 201.0784 1.74
202.0863 C12H12NO2+ 1 202.0863 0.14
204.066 C11H10NO3+ 1 204.0655 2.27
204.1019 C12H14NO2+ 1 204.1019 -0.09
211.063 C13H9NO2+ 1 211.0628 1.26
212.0707 C13H10NO2+ 1 212.0706 0.46
213.0784 C13H11NO2+ 1 213.0784 -0.05
214.05 C12H8NO3+ 1 214.0499 0.42
214.0866 C13H12NO2+ 1 214.0863 1.73
216.1019 C13H14NO2+ 1 216.1019 0.15
223.0989 C15H13NO+ 1 223.0992 -1.08
226.086 C14H12NO2+ 1 226.0863 -1.04
227.0941 C14H13NO2+ 1 227.0941 0.24
228.0655 C13H10NO3+ 1 228.0655 -0.12
228.102 C14H14NO2+ 1 228.1019 0.51
229.0734 C13H11NO3+ 1 229.0733 0.21
230.0813 C13H12NO3+ 1 230.0812 0.67
230.1166 C14H16NO2+ 1 230.1176 -4.27
234.0905 C16H12NO+ 1 234.0913 -3.39
235.0998 C16H13NO+ 1 235.0992 2.8
236.0708 C15H10NO2+ 1 236.0706 0.75
236.1064 C16H14NO+ 1 236.107 -2.58
238.0858 C15H12NO2+ 1 238.0863 -2
240.065 C14H10NO3+ 1 240.0655 -2.31
240.1014 C15H14NO2+ 1 240.1019 -2.29
241.0733 C14H11NO3+ 1 241.0733 -0.21
241.1106 C15H15NO2+ 1 241.1097 3.55
242.0812 C14H12NO3+ 1 242.0812 0.12
243.0893 C14H13NO3+ 1 243.089 1.38
244.0969 C14H14NO3+ 1 244.0968 0.19
247.0994 C17H13NO+ 1 247.0992 0.82
248.0698 C16H10NO2+ 1 248.0706 -3.27
248.1073 C17H14NO+ 1 248.107 1.07
249.0793 C16H11NO2+ 1 249.0784 3.31
249.1144 C17H15NO+ 1 249.1148 -1.56
250.0862 C16H12NO2+ 1 250.0863 -0.29
251.0941 C16H13NO2+ 1 251.0941 -0.04
252.0658 C15H10NO3+ 1 252.0655 1.21
252.102 C16H14NO2+ 1 252.1019 0.45
254.0817 C15H12NO3+ 1 254.0812 2
254.1176 C16H16NO2+ 1 254.1176 0.11
256.0968 C15H14NO3+ 1 256.0968 -0.02
258.1122 C15H16NO3+ 1 258.1125 -0.95
260.0914 C14H14NO4+ 1 260.0917 -1.36
260.1076 C18H14NO+ 1 260.107 2.4
262.0863 C17H12NO2+ 1 262.0863 0.22
263.0942 C17H13NO2+ 1 263.0941 0.52
264.0652 C16H10NO3+ 1 264.0655 -1.23
264.1017 C17H14NO2+ 1 264.1019 -0.8
265.0737 C16H11NO3+ 1 265.0733 1.49
265.1099 C17H15NO2+ 1 265.1097 0.65
266.0807 C16H12NO3+ 1 266.0812 -1.89
266.1177 C17H16NO2+ 1 266.1176 0.6
267.0891 C16H13NO3+ 1 267.089 0.35
268.0974 C16H14NO3+ 1 268.0968 2.35
272.0915 C15H14NO4+ 1 272.0917 -0.87
276.1018 C18H14NO2+ 1 276.1019 -0.56
277.1111 C18H15NO2+ 1 277.1097 4.9
278.1173 C18H16NO2+ 1 278.1176 -0.98
279.09 C17H13NO3+ 1 279.089 3.71
279.1247 C18H17NO2+ 1 279.1254 -2.55
280.0969 C17H14NO3+ 1 280.0968 0.17
280.1325 C18H18NO2+ 1 280.1332 -2.37
281.1055 C17H15NO3+ 1 281.1046 3.05
282.1126 C17H16NO3+ 1 282.1125 0.62
286.0859 C19H12NO2+ 1 286.0863 -1.1
288.1018 C19H14NO2+ 1 288.1019 -0.34
289.11 C19H15NO2+ 1 289.1097 1.1
291.1252 C19H17NO2+ 1 291.1254 -0.78
292.0977 C18H14NO3+ 1 292.0968 3.07
294.1124 C18H16NO3+ 1 294.1125 -0.25
296.128 C18H18NO3+ 1 296.1281 -0.34
298.1065 C17H16NO4+ 1 298.1074 -2.95
301.1094 C20H15NO2+ 1 301.1097 -0.98
304.0977 C19H14NO3+ 1 304.0968 2.94
306.1125 C19H16NO3+ 1 306.1125 -0.05
307.1208 C19H17NO3+ 1 307.1203 1.5
308.1289 C19H18NO3+ 1 308.1281 2.44
309.1236 C18H17N2O3+ 1 309.1234 0.82
317.1055 C20H15NO3+ 1 317.1046 2.77
319.1198 C20H17NO3+ 1 319.1203 -1.53
321.1359 C20H19NO3+ 1 321.1359 0.01
322.1437 C20H20NO3+ 1 322.1438 -0.12
324.1233 C19H18NO4+ 1 324.123 0.67
332.1278 C21H18NO3+ 1 332.1281 -1.05
336.1481 C20H20N2O3+ 1 336.1468 3.72
338.1382 C20H20NO4+ 1 338.1387 -1.5
349.1553 C21H21N2O3+ 1 349.1547 1.72
350.1388 C21H20NO4+ 1 350.1387 0.3
352.1413 C20H20N2O4+ 1 352.1418 -1.24
367.1652 C21H23N2O4+ 1 367.1652 -0.04
379.1651 C22H23N2O4+ 1 379.1652 -0.44
395.1967 C23H27N2O4+ 1 395.1965 0.38
PK$NUM_PEAK: 135
PK$PEAK: m/z int. rel.int.
67.0543 1561.4 9
68.0494 1996.6 11
70.0651 2212.9 12
79.0543 3145 18
80.0496 2643.5 15
81.0698 4509.1 26
82.0651 1682.9 9
91.0542 2196.4 12
93.0574 2801.5 16
93.07 2775.9 16
94.0652 3739.6 21
95.0492 2824.2 16
95.0858 1055.6 6
96.0807 4102.8 23
106.0652 11156.3 64
107.0732 1055.9 6
108.0808 21622.7 125
120.0806 1283.5 7
121.0647 1134.6 6
122.0601 13867.2 80
124.0758 13489.8 77
144.0806 1437.2 8
147.0678 1872.3 10
148.0755 2459.1 14
163.0626 1397 8
170.06 1367.5 7
172.0753 1215 7
173.0838 1615.9 9
176.0707 1938.2 11
177.0791 1920.7 11
178.0864 8472.1 48
183.0677 1206 6
184.0758 4355.7 25
185.0836 15384.1 88
186.0551 1494.1 8
186.0915 1224.7 7
189.0792 1393.5 8
190.0862 9252.4 53
192.0654 7218.8 41
197.0839 7627 44
198.0549 5226.5 30
200.0705 3033.8 17
201.0788 5134.7 29
202.0863 1650.5 9
204.066 1464 8
204.1019 5370.2 31
211.063 1325.6 7
212.0707 7222 41
213.0784 87883.5 508
214.05 6928.2 40
214.0866 3559.7 20
216.1019 52368.7 302
223.0989 2734.4 15
226.086 5349.4 30
227.0941 9957 57
228.0655 5578.6 32
228.102 8562 49
229.0734 75859.9 438
230.0813 4014.2 23
230.1166 2342.6 13
234.0905 1801.6 10
235.0998 2073.9 11
236.0708 4491.2 25
236.1064 3576.9 20
238.0858 2998.8 17
240.065 1602.9 9
240.1014 2650.7 15
241.0733 2340.1 13
241.1106 1890.2 10
242.0812 2229.4 12
243.0893 6096.7 35
244.0969 172796.4 999
247.0994 1683.4 9
248.0698 2007.2 11
248.1073 2410.1 13
249.0793 3075.7 17
249.1144 2916.8 16
250.0862 3282.6 18
251.0941 23473.3 135
252.0658 6480.4 37
252.102 3785 21
254.0817 3529.6 20
254.1176 16694.6 96
256.0968 11281.3 65
258.1122 6863.8 39
260.0914 2789.7 16
260.1076 1064.2 6
262.0863 3615.1 20
263.0942 25740 148
264.0652 3911.7 22
264.1017 5943.5 34
265.0737 4810.2 27
265.1099 3250.9 18
266.0807 3313.9 19
266.1177 3759.8 21
267.0891 19823.2 114
268.0974 1324.4 7
272.0915 2413.8 13
276.1018 2890.3 16
277.1111 2715.1 15
278.1173 7526.2 43
279.09 1671.4 9
279.1247 1880.7 10
280.0969 16961.2 98
280.1325 3096.8 17
281.1055 2628.6 15
282.1126 21522.7 124
286.0859 1374 7
288.1018 1960.2 11
289.11 1611.2 9
291.1252 4726.4 27
292.0977 3414.2 19
294.1124 9924.5 57
296.128 1582.2 9
298.1065 1847.3 10
301.1094 5171.2 29
304.0977 1450.9 8
306.1125 12736.3 73
307.1208 3311.2 19
308.1289 4389.6 25
309.1236 1644.4 9
317.1055 1364.6 7
319.1198 3438 19
321.1359 11001 63
322.1437 11506.7 66
324.1233 31392.6 181
332.1278 4574.7 26
336.1481 1491.9 8
338.1382 1669.1 9
349.1553 2182.7 12
350.1388 11831.1 68
352.1413 4369.5 25
367.1652 13582.7 78
379.1651 6465.2 37
395.1967 15266.9 88
//
