ACCESSION: MSBNK-NaToxAq-NA003695
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 90%; 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 90% (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$CHROMATOGRAPHY: RETENTION_TIME 5.946 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 395.1964
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: splash10-03dr-0490000000-e7a0bc42f358eb456005
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.01
79.0543 C6H7+ 1 79.0542 1.29
80.0496 C5H6N+ 1 80.0495 1.08
81.0572 C5H7N+ 1 81.0573 -1.34
81.0698 C6H9+ 1 81.0699 -1.09
82.0653 C5H8N+ 1 82.0651 2.43
91.0543 C7H7+ 1 91.0542 0.38
93.0573 C6H7N+ 1 93.0573 0.53
93.0698 C7H9+ 1 93.0699 -0.32
94.0652 C6H8N+ 1 94.0651 0.84
95.049 C6H7O+ 1 95.0491 -1.92
96.0806 C6H10N+ 1 96.0808 -1.64
105.045 C6H5N2+ 1 105.0447 3.08
106.0652 C7H8N+ 1 106.0651 0.52
108.0808 C7H10N+ 1 108.0808 -0.04
118.0652 C8H8N+ 1 118.0651 0.81
120.081 C8H10N+ 1 120.0808 1.96
122.06 C7H8NO+ 1 122.06 -0.67
124.0757 C7H10NO+ 1 124.0757 -0.09
129.0696 C10H9+ 1 129.0699 -2.29
142.0658 C10H8N+ 1 142.0651 4.68
146.0604 C9H8NO+ 1 146.06 2.71
147.0679 C9H9NO+ 1 147.0679 -0.02
148.0396 C8H6NO2+ 1 148.0393 1.68
148.075 C9H10NO+ 1 148.0757 -4.35
154.0651 C11H8N+ 1 154.0651 -0.34
155.0737 C11H9N+ 1 155.073 4.77
156.0808 C11H10N+ 1 156.0808 0.24
158.0601 C10H8NO+ 1 158.06 0.57
159.0678 C10H9NO+ 1 159.0679 -0.59
160.0757 C10H10NO+ 1 160.0757 -0.21
162.0545 C9H8NO2+ 1 162.055 -2.71
163.0623 C9H9NO2+ 1 163.0628 -2.7
169.0515 C11H7NO+ 1 169.0522 -4.23
170.0601 C11H8NO+ 1 170.06 0.55
171.068 C11H9NO+ 1 171.0679 0.54
172.0757 C11H10NO+ 1 172.0757 0.01
173.0835 C11H11NO+ 1 173.0835 0.18
174.055 C10H8NO2+ 1 174.055 0.49
174.0677 C11H10O2+ 1 174.0675 1.09
176.0706 C10H10NO2+ 1 176.0706 -0.04
177.0788 C10H11NO2+ 1 177.0784 1.94
178.0859 C10H12NO2+ 1 178.0863 -2.19
182.0602 C12H8NO+ 1 182.06 0.72
183.0679 C12H9NO+ 1 183.0679 0.04
184.0758 C12H10NO+ 1 184.0757 0.37
185.0835 C12H11NO+ 1 185.0835 0.12
186.055 C11H8NO2+ 1 186.055 0.33
186.0917 C12H12NO+ 1 186.0913 2.17
187.0627 C11H9NO2+ 1 187.0628 -0.33
188.0706 C11H10NO2+ 1 188.0706 -0.09
188.1078 C12H14NO+ 1 188.107 4.08
189.0784 C11H11NO2+ 1 189.0784 -0.42
189.0911 C12H13O2+ 1 189.091 0.7
190.0863 C11H12NO2+ 1 190.0863 -0.02
192.0655 C10H10NO3+ 1 192.0655 -0.22
193.0887 C14H11N+ 1 193.0886 0.26
194.06 C13H8NO+ 1 194.06 -0.33
194.0959 C14H12N+ 1 194.0964 -2.49
196.0757 C13H10NO+ 1 196.0757 -0.02
197.0836 C13H11NO+ 1 197.0835 0.28
198.0549 C12H8NO2+ 1 198.055 -0.07
198.0913 C13H12NO+ 1 198.0913 -0.11
199.0627 C12H9NO2+ 1 199.0628 -0.53
200.0706 C12H10NO2+ 1 200.0706 -0.23
201.0785 C12H11NO2+ 1 201.0784 0.52
202.0861 C12H12NO2+ 1 202.0863 -0.85
204.1021 C12H14NO2+ 1 204.1019 0.94
206.0966 C15H12N+ 1 206.0964 0.67
208.0756 C14H10NO+ 1 208.0757 -0.48
208.1117 C15H14N+ 1 208.1121 -1.91
209.0837 C14H11NO+ 1 209.0835 0.98
210.0542 C13H8NO2+ 1 210.055 -3.64
210.0913 C14H12NO+ 1 210.0913 -0.27
211.0631 C13H9NO2+ 1 211.0628 1.57
212.0707 C13H10NO2+ 1 212.0706 0.33
213.0783 C13H11NO2+ 1 213.0784 -0.39
214.0498 C12H8NO3+ 1 214.0499 -0.22
214.0865 C13H12NO2+ 1 214.0863 1.1
215.0941 C13H13NO2+ 1 215.0941 0.3
216.1018 C13H14NO2+ 1 216.1019 -0.41
217.0891 C16H11N+ 1 217.0886 2.38
218.0965 C16H12N+ 1 218.0964 0.12
219.0672 C15H9NO+ 1 219.0679 -3.18
220.0756 C15H10NO+ 1 220.0757 -0.4
221.0835 C15H11NO+ 1 221.0835 -0.2
222.054 C14H8NO2+ 1 222.055 -4.15
222.0913 C15H12NO+ 1 222.0913 -0.34
223.0989 C15H13NO+ 1 223.0992 -1.23
224.0709 C14H10NO2+ 1 224.0706 1.12
224.1076 C15H14NO+ 1 224.107 2.79
225.0785 C14H11NO2+ 1 225.0784 0.09
226.0864 C14H12NO2+ 1 226.0863 0.43
227.094 C14H13NO2+ 1 227.0941 -0.18
228.0655 C13H10NO3+ 1 228.0655 -0.28
228.1017 C14H14NO2+ 1 228.1019 -1.05
229.0734 C13H11NO3+ 1 229.0733 0.25
230.0812 C13H12NO3+ 1 230.0812 0.31
232.0756 C16H10NO+ 1 232.0757 -0.5
233.0838 C16H11NO+ 1 233.0835 1.33
234.0544 C15H8NO2+ 1 234.055 -2.36
234.0914 C16H12NO+ 1 234.0913 0.21
235.0994 C16H13NO+ 1 235.0992 0.99
236.0705 C15H10NO2+ 1 236.0706 -0.34
236.107 C16H14NO+ 1 236.107 -0.05
238.0862 C15H12NO2+ 1 238.0863 -0.4
239.094 C15H13NO2+ 1 239.0941 -0.14
240.065 C14H10NO3+ 1 240.0655 -2.01
240.1015 C15H14NO2+ 1 240.1019 -1.61
241.0744 C14H11NO3+ 1 241.0733 4.58
242.0815 C14H12NO3+ 1 242.0812 1.53
243.0901 C14H13NO3+ 1 243.089 4.54
244.0968 C14H14NO3+ 1 244.0968 -0.11
246.0551 C16H8NO2+ 1 246.055 0.6
246.0908 C17H12NO+ 1 246.0913 -2.04
247.063 C16H9NO2+ 1 247.0628 0.72
247.0999 C17H13NO+ 1 247.0992 2.85
248.0709 C16H10NO2+ 1 248.0706 1.15
248.1071 C17H14NO+ 1 248.107 0.44
249.0788 C16H11NO2+ 1 249.0784 1.64
249.1143 C17H15NO+ 1 249.1148 -2.19
250.0495 C15H8NO3+ 1 250.0499 -1.63
250.0863 C16H12NO2+ 1 250.0863 0.29
250.122 C17H16NO+ 1 250.1226 -2.36
251.094 C16H13NO2+ 1 251.0941 -0.37
252.0652 C15H10NO3+ 1 252.0655 -1.24
252.1016 C16H14NO2+ 1 252.1019 -1.1
254.0811 C15H12NO3+ 1 254.0812 -0.09
254.1177 C16H16NO2+ 1 254.1176 0.6
256.0967 C15H14NO3+ 1 256.0968 -0.5
258.0907 C18H12NO+ 1 258.0913 -2.45
260.1069 C18H14NO+ 1 260.107 -0.2
262.0858 C17H12NO2+ 1 262.0863 -1.78
262.1228 C18H16NO+ 1 262.1226 0.74
263.094 C17H13NO2+ 1 263.0941 -0.32
264.0657 C16H10NO3+ 1 264.0655 0.81
264.1019 C17H14NO2+ 1 264.1019 -0.03
265.0722 C16H11NO3+ 1 265.0733 -4.42
265.1095 C17H15NO2+ 1 265.1097 -0.89
266.0809 C16H12NO3+ 1 266.0812 -0.9
266.1174 C17H16NO2+ 1 266.1176 -0.7
267.0889 C16H13NO3+ 1 267.089 -0.38
273.0784 C18H11NO2+ 1 273.0784 -0.04
274.0874 C18H12NO2+ 1 274.0863 4.26
276.102 C18H14NO2+ 1 276.1019 0.26
278.1178 C18H16NO2+ 1 278.1176 0.93
279.0882 C17H13NO3+ 1 279.089 -2.69
280.0964 C17H14NO3+ 1 280.0968 -1.64
282.1126 C17H16NO3+ 1 282.1125 0.44
286.0863 C19H12NO2+ 1 286.0863 0.33
288.1017 C19H14NO2+ 1 288.1019 -0.82
290.1176 C19H16NO2+ 1 290.1176 0.15
292.0977 C18H14NO3+ 1 292.0968 3.12
294.1117 C18H16NO3+ 1 294.1125 -2.48
306.1121 C19H16NO3+ 1 306.1125 -1.18
337.1556 C20H21N2O3+ 1 337.1547 2.84
379.1667 C22H23N2O4+ 1 379.1652 3.99
PK$NUM_PEAK: 157
PK$PEAK: m/z int. rel.int.
67.0542 1656.9 18
79.0543 4510.7 50
80.0496 5419.8 60
81.0572 1423.4 15
81.0698 3956 44
82.0653 1341.3 14
91.0543 5435.9 60
93.0573 8505.9 94
93.0698 2678.6 29
94.0652 4719.9 52
95.049 2230.1 24
96.0806 3384.7 37
105.045 1319 14
106.0652 14311.2 159
108.0808 9769 108
118.0652 1450.3 16
120.081 2169.5 24
122.06 6996.4 78
124.0757 3117.3 34
129.0696 1306.4 14
142.0658 1339.7 14
146.0604 3316.2 36
147.0679 5014.2 55
148.0396 1764.9 19
148.075 1971.3 21
154.0651 4816 53
155.0737 2421.6 27
156.0808 2272.9 25
158.0601 4655.2 51
159.0678 1447.4 16
160.0757 4936.3 55
162.0545 2573.2 28
163.0623 3111.4 34
169.0515 1137.2 12
170.0601 20659 230
171.068 3327.1 37
172.0757 13672 152
173.0835 4070.9 45
174.055 2981.3 33
174.0677 2189.7 24
176.0706 2289.6 25
177.0788 1433.7 15
178.0859 2350.3 26
182.0602 5719.9 63
183.0679 7843 87
184.0758 18682 208
185.0835 51790.8 577
186.055 16885.8 188
186.0917 3100.7 34
187.0627 2336.4 26
188.0706 3396.6 37
188.1078 947.3 10
189.0784 1678.3 18
189.0911 1738.3 19
190.0863 6634.1 73
192.0655 4865.5 54
193.0887 1190 13
194.06 1938.6 21
194.0959 1540.9 17
196.0757 5935.6 66
197.0836 9653.3 107
198.0549 36711.4 409
198.0913 2865.2 31
199.0627 2717.9 30
200.0706 16389.4 182
201.0785 13928.5 155
202.0861 3763.2 41
204.1021 2267 25
206.0966 2178.3 24
208.0756 5840.2 65
208.1117 1164.7 12
209.0837 3346.7 37
210.0542 1793 19
210.0913 7258.8 80
211.0631 2905.9 32
212.0707 14407.4 160
213.0783 89587.6 999
214.0498 28082 313
214.0865 5080.4 56
215.0941 2367.1 26
216.1018 42766 476
217.0891 2021.2 22
218.0965 1876.5 20
219.0672 1715.2 19
220.0756 6679.4 74
221.0835 4812.6 53
222.054 1613.4 17
222.0913 4905.9 54
223.0989 5074.6 56
224.0709 7328.9 81
224.1076 2093.7 23
225.0785 2259.7 25
226.0864 7294.4 81
227.094 7206.4 80
228.0655 9863.8 109
228.1017 4307.6 48
229.0734 44939.4 501
230.0812 2365.3 26
232.0756 2502.7 27
233.0838 2589.3 28
234.0544 2286.4 25
234.0914 11175.8 124
235.0994 4940.2 55
236.0705 18107.2 201
236.107 9178.3 102
238.0862 8083.8 90
239.094 3012 33
240.065 2523.9 28
240.1015 2490 27
241.0744 2003.9 22
242.0815 2489.5 27
243.0901 2242.1 25
244.0968 27460.5 306
246.0551 1718.9 19
246.0908 3735.3 41
247.063 1835.6 20
247.0999 2821 31
248.0709 6821.4 76
248.1071 6618.5 73
249.0788 3778.8 42
249.1143 1925.9 21
250.0495 1577.9 17
250.0863 6745 75
250.122 2211.6 24
251.094 12536.2 139
252.0652 7760.8 86
252.1016 4812.2 53
254.0811 1782.7 19
254.1177 7404.2 82
256.0967 2000.7 22
258.0907 2414.7 26
260.1069 3403.6 37
262.0858 4776.4 53
262.1228 2326.1 25
263.094 8732.3 97
264.0657 4107.5 45
264.1019 9622.8 107
265.0722 1976.5 22
265.1095 1696.4 18
266.0809 2402.7 26
266.1174 2776.2 30
267.0889 4911.4 54
273.0784 958.6 10
274.0874 2192.9 24
276.102 4323.7 48
278.1178 7355.8 82
279.0882 1349.3 15
280.0964 4638.6 51
282.1126 1902.2 21
286.0863 1739 19
288.1017 3405.6 37
290.1176 2731.1 30
292.0977 1778.1 19
294.1117 1593.5 17
306.1121 5059.8 56
337.1556 2236.3 24
379.1667 1495.8 16
//
