ACCESSION: MSBNK-NaToxAq-NA003328
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 80%; 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 80% (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: splash10-03xu-0290000000-c5c7989fb84f81d90772
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
68.0494 C4H6N+ 1 68.0495 -0.79
70.0651 C4H8N+ 1 70.0651 0.01
79.0542 C6H7+ 1 79.0542 0.12
80.0495 C5H6N+ 1 80.0495 0.03
81.0699 C6H9+ 1 81.0699 0.33
82.065 C5H8N+ 1 82.0651 -1.63
91.0543 C7H7+ 1 91.0542 0.62
93.0573 C6H7N+ 1 93.0573 0.52
93.0699 C7H9+ 1 93.0699 -0.08
94.0651 C6H8N+ 1 94.0651 -0.32
95.0492 C6H7O+ 1 95.0491 0.78
96.081 C6H10N+ 1 96.0808 2.77
106.0652 C7H8N+ 1 106.0651 0.81
107.0733 C7H9N+ 1 107.073 2.81
108.0809 C7H10N+ 1 108.0808 1.16
120.0812 C8H10N+ 1 120.0808 3.18
122.06 C7H8NO+ 1 122.06 -0.34
124.0758 C7H10NO+ 1 124.0757 0.78
144.0804 C10H10N+ 1 144.0808 -2.62
146.0603 C9H8NO+ 1 146.06 1.84
147.0678 C9H9NO+ 1 147.0679 -0.26
148.0756 C9H10NO+ 1 148.0757 -0.78
160.0755 C10H10NO+ 1 160.0757 -1.09
163.0629 C9H9NO2+ 1 163.0628 0.48
170.0604 C11H8NO+ 1 170.06 2.27
172.0758 C11H10NO+ 1 172.0757 0.39
173.0838 C11H11NO+ 1 173.0835 1.71
176.0706 C10H10NO2+ 1 176.0706 0.19
177.0783 C10H11NO2+ 1 177.0784 -0.85
178.0863 C10H12NO2+ 1 178.0863 0.37
183.0676 C12H9NO+ 1 183.0679 -1.59
184.076 C12H10NO+ 1 184.0757 1.57
185.0836 C12H11NO+ 1 185.0835 0.66
186.0553 C11H8NO2+ 1 186.055 1.78
186.0917 C12H12NO+ 1 186.0913 1.98
187.0622 C11H9NO2+ 1 187.0628 -3.2
188.0712 C11H10NO2+ 1 188.0706 3.15
189.0779 C11H11NO2+ 1 189.0784 -2.83
190.0864 C11H12NO2+ 1 190.0863 0.72
192.0659 C10H10NO3+ 1 192.0655 2.03
197.0838 C13H11NO+ 1 197.0835 1.42
198.0551 C12H8NO2+ 1 198.055 0.61
200.0706 C12H10NO2+ 1 200.0706 0.07
201.0787 C12H11NO2+ 1 201.0784 1.51
202.0867 C12H12NO2+ 1 202.0863 2.03
203.0951 C12H13NO2+ 1 203.0941 4.8
204.1019 C12H14NO2+ 1 204.1019 0.06
209.0834 C14H11NO+ 1 209.0835 -0.74
210.0916 C14H12NO+ 1 210.0913 1.3
211.063 C13H9NO2+ 1 211.0628 1.11
212.0709 C13H10NO2+ 1 212.0706 1.25
213.0785 C13H11NO2+ 1 213.0784 0.53
214.0498 C12H8NO3+ 1 214.0499 -0.15
214.0865 C13H12NO2+ 1 214.0863 1.02
216.102 C13H14NO2+ 1 216.1019 0.3
221.0843 C15H11NO+ 1 221.0835 3.47
222.091 C15H12NO+ 1 222.0913 -1.7
223.0996 C15H13NO+ 1 223.0992 2
224.0702 C14H10NO2+ 1 224.0706 -1.72
224.1066 C15H14NO+ 1 224.107 -1.83
226.0864 C14H12NO2+ 1 226.0863 0.58
227.0945 C14H13NO2+ 1 227.0941 1.86
228.0657 C13H10NO3+ 1 228.0655 0.82
228.1019 C14H14NO2+ 1 228.1019 0.11
229.0735 C13H11NO3+ 1 229.0733 0.75
230.0809 C13H12NO3+ 1 230.0812 -1.25
230.1174 C14H16NO2+ 1 230.1176 -0.62
234.0914 C16H12NO+ 1 234.0913 0.07
235.0993 C16H13NO+ 1 235.0992 0.46
236.0707 C15H10NO2+ 1 236.0706 0.37
236.1072 C16H14NO+ 1 236.107 0.72
238.0864 C15H12NO2+ 1 238.0863 0.76
239.0937 C15H13NO2+ 1 239.0941 -1.6
240.1021 C15H14NO2+ 1 240.1019 0.64
241.109 C15H15NO2+ 1 241.1097 -3.09
242.0816 C14H12NO3+ 1 242.0812 1.88
243.0895 C14H13NO3+ 1 243.089 2.07
244.097 C14H14NO3+ 1 244.0968 0.88
247.0989 C17H13NO+ 1 247.0992 -1.04
248.0708 C16H10NO2+ 1 248.0706 0.61
248.1066 C17H14NO+ 1 248.107 -1.46
249.0785 C16H11NO2+ 1 249.0784 0.31
249.1141 C17H15NO+ 1 249.1148 -2.85
250.0866 C16H12NO2+ 1 250.0863 1.54
251.0942 C16H13NO2+ 1 251.0941 0.51
252.0657 C15H10NO3+ 1 252.0655 0.67
252.1024 C16H14NO2+ 1 252.1019 1.91
254.0813 C15H12NO3+ 1 254.0812 0.38
254.1177 C16H16NO2+ 1 254.1176 0.65
256.0966 C15H14NO3+ 1 256.0968 -0.97
258.1123 C15H16NO3+ 1 258.1125 -0.59
260.0918 C14H14NO4+ 1 260.0917 0.4
260.1082 C18H14NO+ 1 260.107 4.52
262.0862 C17H12NO2+ 1 262.0863 -0.13
263.0943 C17H13NO2+ 1 263.0941 0.98
264.0657 C16H10NO3+ 1 264.0655 0.5
264.1022 C17H14NO2+ 1 264.1019 1.05
265.0743 C16H11NO3+ 1 265.0733 3.56
265.1089 C17H15NO2+ 1 265.1097 -3.15
266.0815 C16H12NO3+ 1 266.0812 1.32
266.1177 C17H16NO2+ 1 266.1176 0.71
267.0894 C16H13NO3+ 1 267.089 1.38
268.0972 C16H14NO3+ 1 268.0968 1.33
276.1018 C18H14NO2+ 1 276.1019 -0.34
277.1102 C18H15NO2+ 1 277.1097 1.71
278.118 C18H16NO2+ 1 278.1176 1.55
280.0971 C17H14NO3+ 1 280.0968 1.04
280.1342 C18H18NO2+ 1 280.1332 3.4
281.1048 C17H15NO3+ 1 281.1046 0.66
282.1127 C17H16NO3+ 1 282.1125 0.72
288.1026 C19H14NO2+ 1 288.1019 2.42
290.1166 C19H16NO2+ 1 290.1176 -3.37
291.125 C19H17NO2+ 1 291.1254 -1.41
292.0964 C18H14NO3+ 1 292.0968 -1.31
294.1127 C18H16NO3+ 1 294.1125 0.89
301.1095 C20H15NO2+ 1 301.1097 -0.88
306.1128 C19H16NO3+ 1 306.1125 0.94
309.1245 C18H17N2O3+ 1 309.1234 3.58
321.1354 C20H19NO3+ 1 321.1359 -1.79
322.1443 C20H20NO3+ 1 322.1438 1.77
324.1238 C19H18NO4+ 1 324.123 2.28
379.1642 C22H23N2O4+ 1 379.1652 -2.77
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
68.0494 2382.8 27
70.0651 1707.5 20
79.0542 4188.5 49
80.0495 2838.1 33
81.0699 3310.6 38
82.065 2397.6 28
91.0543 4262.4 50
93.0573 5191.5 60
93.0699 2762.6 32
94.0651 3851 45
95.0492 1924 22
96.081 3515.5 41
106.0652 10012.5 117
107.0733 1180.9 13
108.0809 10392.4 122
120.0812 1256.5 14
122.06 7941.9 93
124.0758 7283.9 85
144.0804 1575 18
146.0603 1927.4 22
147.0678 1645.9 19
148.0756 3036.2 35
160.0755 1675.9 19
163.0629 2033.8 23
170.0604 5252.8 61
172.0758 4105 48
173.0838 1907 22
176.0706 2659 31
177.0783 2135.4 25
178.0863 4811.7 56
183.0676 2288.3 26
184.076 10100 118
185.0836 31359.4 368
186.0553 4572.1 53
186.0917 1810.9 21
187.0622 1624.9 19
188.0712 1868.5 21
189.0779 1249.2 14
190.0864 7203.5 84
192.0659 5101.3 59
197.0838 7906.2 92
198.0551 13381.9 157
200.0706 7463.1 87
201.0787 9265 108
202.0867 2956.7 34
203.0951 1127.1 13
204.1019 2900.2 34
209.0834 1437.4 16
210.0916 2942.8 34
211.063 2438.6 28
212.0709 11097.8 130
213.0785 85024.1 999
214.0498 16823.6 197
214.0865 4229.1 49
216.102 48602.6 571
221.0843 2476.2 29
222.091 2784.4 32
223.0996 4459.7 52
224.0702 2376.3 27
224.1066 1422.2 16
226.0864 7090.4 83
227.0945 7752 91
228.0657 8692.5 102
228.1019 6470.9 76
229.0735 56965.3 669
230.0809 4498.2 52
230.1174 1521 17
234.0914 4588.2 53
235.0993 3455.1 40
236.0707 9460.7 111
236.1072 6564.4 77
238.0864 4610 54
239.0937 2747.1 32
240.1021 3414.2 40
241.109 1268.1 14
242.0816 2543.6 29
243.0895 2534 29
244.097 68625.4 806
247.0989 2426.2 28
248.0708 4848.5 56
248.1066 4588.7 53
249.0785 4308.4 50
249.1141 2961.2 34
250.0866 4554.9 53
251.0942 17961.8 211
252.0657 7527.6 88
252.1024 3271.2 38
254.0813 2109.1 24
254.1177 10587.1 124
256.0966 4774.6 56
258.1123 2694.7 31
260.0918 1164 13
260.1082 1859 21
262.0862 3291.7 38
263.0943 14604.8 171
264.0657 4239.3 49
264.1022 8586.2 100
265.0743 2964.6 34
265.1089 2115.3 24
266.0815 2503.2 29
266.1177 3745.8 44
267.0894 11356 133
268.0972 2036 23
276.1018 3610.2 42
277.1102 2010.4 23
278.118 7497.7 88
280.0971 9731 114
280.1342 1900.2 22
281.1048 1641.2 19
282.1127 5091.1 59
288.1026 2199.1 25
290.1166 3112.8 36
291.125 2003.4 23
292.0964 2960.1 34
294.1127 4032.1 47
301.1095 2304.4 27
306.1128 9799.8 115
309.1245 1310.2 15
321.1354 3453.8 40
322.1443 2676.9 31
324.1238 3243.6 38
379.1642 2519.4 29
//
