ACCESSION: MSBNK-NaToxAq-NA003696
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 95%; 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 95% (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-0690000000-0e44e67dc062a87839fc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0543 C5H7+ 1 67.0542 1.12
77.0387 C6H5+ 1 77.0386 1.7
79.0543 C6H7+ 1 79.0542 0.91
80.0495 C5H6N+ 1 80.0495 -0.07
81.0699 C6H9+ 1 81.0699 0.6
82.0654 C5H8N+ 1 82.0651 3.46
91.0542 C7H7+ 1 91.0542 0.21
93.0573 C6H7N+ 1 93.0573 0.36
94.0651 C6H8N+ 1 94.0651 0.03
95.0493 C6H7O+ 1 95.0491 2.09
96.0809 C6H10N+ 1 96.0808 0.9
106.0651 C7H8N+ 1 106.0651 -0.06
107.0731 C7H9N+ 1 107.073 1.02
108.0808 C7H10N+ 1 108.0808 0.1
115.0543 C9H7+ 1 115.0542 0.84
117.0701 C9H9+ 1 117.0699 1.56
120.0809 C8H10N+ 1 120.0808 1.45
122.0599 C7H8NO+ 1 122.06 -1.36
124.0757 C7H10NO+ 1 124.0757 0.22
129.07 C10H9+ 1 129.0699 1.25
130.0652 C9H8N+ 1 130.0651 0.45
132.081 C9H10N+ 1 132.0808 1.61
133.0517 C8H7NO+ 1 133.0522 -3.84
142.0654 C10H8N+ 1 142.0651 2.21
143.0722 C10H9N+ 1 143.073 -4.95
144.0809 C10H10N+ 1 144.0808 0.58
146.06 C9H8NO+ 1 146.06 -0.43
147.0679 C9H9NO+ 1 147.0679 -0.02
148.0391 C8H6NO2+ 1 148.0393 -1.62
148.0757 C9H10NO+ 1 148.0757 -0.03
154.065 C11H8N+ 1 154.0651 -0.64
155.0731 C11H9N+ 1 155.073 1.03
156.0808 C11H10N+ 1 156.0808 -0.15
158.0601 C10H8NO+ 1 158.06 0.28
159.0681 C10H9NO+ 1 159.0679 1.52
160.0759 C10H10NO+ 1 160.0757 1.6
162.0549 C9H8NO2+ 1 162.055 -0.45
163.0631 C9H9NO2+ 1 163.0628 1.89
166.0654 C12H8N+ 1 166.0651 1.91
167.0737 C12H9N+ 1 167.073 4.26
169.0524 C11H7NO+ 1 169.0522 1.01
170.0601 C11H8NO+ 1 170.06 0.28
171.0679 C11H9NO+ 1 171.0679 0.19
172.0757 C11H10NO+ 1 172.0757 0.18
173.0833 C11H11NO+ 1 173.0835 -1.23
174.0549 C10H8NO2+ 1 174.055 -0.3
174.0675 C11H10O2+ 1 174.0675 -0.05
175.0633 C10H9NO2+ 1 175.0628 2.92
176.0704 C10H10NO2+ 1 176.0706 -1
177.0778 C10H11NO2+ 1 177.0784 -3.58
178.0861 C10H12NO2+ 1 178.0863 -0.82
180.0804 C13H10N+ 1 180.0808 -1.94
182.0601 C12H8NO+ 1 182.06 0.3
183.0677 C12H9NO+ 1 183.0679 -1.04
184.0758 C12H10NO+ 1 184.0757 0.54
185.0835 C12H11NO+ 1 185.0835 -0.13
186.055 C11H8NO2+ 1 186.055 0.49
186.0911 C12H12NO+ 1 186.0913 -1.03
187.0628 C11H9NO2+ 1 187.0628 0.32
188.0703 C11H10NO2+ 1 188.0706 -1.47
188.1078 C12H14NO+ 1 188.107 4.16
189.0788 C11H11NO2+ 1 189.0784 2
190.0861 C11H12NO2+ 1 190.0863 -0.82
191.0732 C14H9N+ 1 191.073 1.47
192.066 C10H10NO3+ 1 192.0655 2.64
192.0806 C14H10N+ 1 192.0808 -1.08
193.0887 C14H11N+ 1 193.0886 0.5
194.0606 C13H8NO+ 1 194.06 2.66
194.0963 C14H12N+ 1 194.0964 -0.84
196.0757 C13H10NO+ 1 196.0757 -0.02
197.0837 C13H11NO+ 1 197.0835 1.06
198.0549 C12H8NO2+ 1 198.055 -0.07
198.0913 C13H12NO+ 1 198.0913 0.04
199.0626 C12H9NO2+ 1 199.0628 -0.99
200.0706 C12H10NO2+ 1 200.0706 -0.08
201.0785 C12H11NO2+ 1 201.0784 0.29
202.0862 C12H12NO2+ 1 202.0863 -0.39
204.0809 C15H10N+ 1 204.0808 0.7
205.0879 C15H11N+ 1 205.0886 -3.41
206.0599 C14H8NO+ 1 206.06 -0.54
206.0962 C15H12N+ 1 206.0964 -1.03
207.0689 C14H9NO+ 1 207.0679 4.83
208.0756 C14H10NO+ 1 208.0757 -0.26
209.0835 C14H11NO+ 1 209.0835 0.03
210.0549 C13H8NO2+ 1 210.055 -0.16
210.0912 C14H12NO+ 1 210.0913 -0.64
211.0629 C13H9NO2+ 1 211.0628 0.77
212.0706 C13H10NO2+ 1 212.0706 0.19
213.0783 C13H11NO2+ 1 213.0784 -0.47
214.0497 C12H8NO3+ 1 214.0499 -0.64
214.0861 C13H12NO2+ 1 214.0863 -0.76
215.0944 C13H13NO2+ 1 215.0941 1.58
216.1018 C13H14NO2+ 1 216.1019 -0.55
217.0887 C16H11N+ 1 217.0886 0.55
218.0967 C16H12N+ 1 218.0964 1.38
220.0755 C15H10NO+ 1 220.0757 -1.02
221.0839 C15H11NO+ 1 221.0835 1.8
222.055 C14H8NO2+ 1 222.055 0.18
222.091 C15H12NO+ 1 222.0913 -1.51
223.0994 C15H13NO+ 1 223.0992 0.89
224.0702 C14H10NO2+ 1 224.0706 -1.6
224.107 C15H14NO+ 1 224.107 0.06
225.0784 C14H11NO2+ 1 225.0784 -0.11
226.0864 C14H12NO2+ 1 226.0863 0.7
227.0945 C14H13NO2+ 1 227.0941 1.7
228.0656 C13H10NO3+ 1 228.0655 0.39
228.1017 C14H14NO2+ 1 228.1019 -0.99
229.0733 C13H11NO3+ 1 229.0733 -0.15
230.081 C13H12NO3+ 1 230.0812 -0.95
232.0752 C16H10NO+ 1 232.0757 -2.21
233.0832 C16H11NO+ 1 233.0835 -1.55
234.0554 C15H8NO2+ 1 234.055 1.75
234.0912 C16H12NO+ 1 234.0913 -0.57
235.0991 C16H13NO+ 1 235.0992 -0.44
236.0705 C15H10NO2+ 1 236.0706 -0.46
236.1071 C16H14NO+ 1 236.107 0.27
237.0786 C15H11NO2+ 1 237.0784 0.56
238.0859 C15H12NO2+ 1 238.0863 -1.43
239.0938 C15H13NO2+ 1 239.0941 -1.04
240.0651 C14H10NO3+ 1 240.0655 -1.7
240.1019 C15H14NO2+ 1 240.1019 -0.08
241.0735 C14H11NO3+ 1 241.0733 0.65
242.0812 C14H12NO3+ 1 242.0812 0.27
243.0886 C14H13NO3+ 1 243.089 -1.8
244.0967 C14H14NO3+ 1 244.0968 -0.67
246.0542 C16H8NO2+ 1 246.055 -2.94
246.091 C17H12NO+ 1 246.0913 -1.48
247.099 C17H13NO+ 1 247.0992 -0.49
248.0705 C16H10NO2+ 1 248.0706 -0.57
248.1069 C17H14NO+ 1 248.107 -0.54
249.0785 C16H11NO2+ 1 249.0784 0.48
249.1142 C17H15NO+ 1 249.1148 -2.44
250.0864 C16H12NO2+ 1 250.0863 0.6
250.1232 C17H16NO+ 1 250.1226 2.21
251.094 C16H13NO2+ 1 251.0941 -0.19
252.0652 C15H10NO3+ 1 252.0655 -1.24
252.1024 C16H14NO2+ 1 252.1019 1.99
254.082 C15H12NO3+ 1 254.0812 3.21
254.1175 C16H16NO2+ 1 254.1176 -0.18
258.0908 C18H12NO+ 1 258.0913 -2.1
260.1068 C18H14NO+ 1 260.107 -0.67
262.0866 C17H12NO2+ 1 262.0863 1.48
263.0942 C17H13NO2+ 1 263.0941 0.61
264.0659 C16H10NO3+ 1 264.0655 1.62
264.1019 C17H14NO2+ 1 264.1019 -0.03
265.0723 C16H11NO3+ 1 265.0733 -4.08
265.11 C17H15NO2+ 1 265.1097 0.84
266.1183 C17H16NO2+ 1 266.1176 2.97
267.0885 C16H13NO3+ 1 267.089 -1.86
274.0872 C18H12NO2+ 1 274.0863 3.48
276.1019 C18H14NO2+ 1 276.1019 0.04
278.1168 C18H16NO2+ 1 278.1176 -2.69
280.0972 C17H14NO3+ 1 280.0968 1.3
288.1022 C19H14NO2+ 1 288.1019 1.09
292.0978 C18H14NO3+ 1 292.0968 3.23
306.1123 C19H16NO3+ 1 306.1125 -0.48
337.1551 C20H21N2O3+ 1 337.1547 1.4
PK$NUM_PEAK: 157
PK$PEAK: m/z int. rel.int.
67.0543 2066.5 31
77.0387 1565.7 24
79.0543 4763.8 73
80.0495 4389.7 67
81.0699 3442.7 53
82.0654 1119.7 17
91.0542 5782.3 89
93.0573 8101.1 125
94.0651 4299.8 66
95.0493 1661.4 25
96.0809 4092.5 63
106.0651 13657.1 210
107.0731 1351.8 20
108.0808 6354.9 98
115.0543 1188.3 18
117.0701 1382.8 21
120.0809 1277.6 19
122.0599 5002.9 77
124.0757 2104.5 32
129.07 1682 25
130.0652 3055.4 47
132.081 1346.3 20
133.0517 1040.1 16
142.0654 1988.6 30
143.0722 1481.3 22
144.0809 2621.9 40
146.06 6572.2 101
147.0679 3945.7 60
148.0391 3091.5 47
148.0757 1661.7 25
154.065 4904.4 75
155.0731 2009.6 31
156.0808 4171.8 64
158.0601 8193.4 126
159.0681 2289.2 35
160.0759 6561.1 101
162.0549 1326.7 20
163.0631 1399.3 21
166.0654 1407.8 21
167.0737 1030.9 15
169.0524 2756.9 42
170.0601 31010.9 479
171.0679 2521.9 38
172.0757 15083.8 233
173.0833 2041.4 31
174.0549 2839.3 43
174.0675 2417.2 37
175.0633 1255.4 19
176.0704 2051.9 31
177.0778 1116 17
178.0861 2262.2 34
180.0804 1760.2 27
182.0601 8630.4 133
183.0677 9618.7 148
184.0758 19007.3 293
185.0835 47747.4 737
186.055 17979.6 277
186.0911 3903.2 60
187.0628 1775.9 27
188.0703 3814.9 58
188.1078 1367.9 21
189.0788 1104 17
190.0861 4494 69
191.0732 1074.3 16
192.066 1930.4 29
192.0806 1217.5 18
193.0887 1430.1 22
194.0606 2157.2 33
194.0963 1743.8 26
196.0757 5977.5 92
197.0837 8370.1 129
198.0549 42875.5 662
198.0913 3522.6 54
199.0626 3740.7 57
200.0706 14731.3 227
201.0785 13274.8 205
202.0862 2454.1 37
204.0809 2171.4 33
205.0879 1389.3 21
206.0599 1282.1 19
206.0962 3626.5 56
207.0689 1652.5 25
208.0756 6581 101
209.0835 5712.4 88
210.0549 1618.8 25
210.0912 7942.7 122
211.0629 2774.7 42
212.0706 15354.5 237
213.0783 64669.9 999
214.0497 28146.1 434
214.0861 4102.5 63
215.0944 1256.5 19
216.1018 28546.2 440
217.0887 2440.8 37
218.0967 2300.4 35
220.0755 8064.5 124
221.0839 4753.2 73
222.055 1766.7 27
222.091 6180.9 95
223.0994 3991.5 61
224.0702 6566.7 101
224.107 1294.8 20
225.0784 3098.4 47
226.0864 6470.9 99
227.0945 3937.2 60
228.0656 10019.7 154
228.1017 3000.4 46
229.0733 27904.3 431
230.081 1206.2 18
232.0752 3941.9 60
233.0832 3822.7 59
234.0554 2119.2 32
234.0912 10949.7 169
235.0991 4598.3 71
236.0705 16859.1 260
236.1071 8650.2 133
237.0786 2120.1 32
238.0859 6139.8 94
239.0938 2234.8 34
240.0651 1879.4 29
240.1019 2128.1 32
241.0735 1220.1 18
242.0812 1343.8 20
243.0886 1388 21
244.0967 13011.2 200
246.0542 3031.5 46
246.091 3071.2 47
247.099 2846.6 43
248.0705 5564.5 85
248.1069 6426.2 99
249.0785 3890.2 60
249.1142 1887.7 29
250.0864 5743.5 88
250.1232 1940.4 29
251.094 7032 108
252.0652 6015 92
252.1024 3660.8 56
254.082 1931 29
254.1175 5108.6 78
258.0908 2000.3 30
260.1068 2950.3 45
262.0866 4076.1 62
263.0942 5963.3 92
264.0659 4329.3 66
264.1019 8401.3 129
265.0723 1814.6 28
265.11 1330.1 20
266.1183 2127.8 32
267.0885 2560.2 39
274.0872 1898.1 29
276.1019 3743.4 57
278.1168 4929.1 76
280.0972 2549.6 39
288.1022 2143.5 33
292.0978 1355 20
306.1123 3056.7 47
337.1551 1803.5 27
//
