ACCESSION: MSBNK-NaToxAq-NA003698
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 105%; 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 105% (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: splash10-022j-0960000000-fca2ef48293c37419951
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0543 C6H7+ 1 79.0542 0.33
80.0496 C5H6N+ 1 80.0495 1.27
81.07 C6H9+ 1 81.0699 1.73
82.0652 C5H8N+ 1 82.0651 1.13
91.0542 C7H7+ 1 91.0542 0.05
93.0573 C6H7N+ 1 93.0573 0.45
93.0698 C7H9+ 1 93.0699 -0.32
94.0653 C6H8N+ 1 94.0651 1.81
96.0808 C6H10N+ 1 96.0808 0.66
105.0447 C6H5N2+ 1 105.0447 0.11
105.0699 C8H9+ 1 105.0699 0.27
106.0651 C7H8N+ 1 106.0651 0.08
108.0808 C7H10N+ 1 108.0808 0.1
115.0543 C9H7+ 1 115.0542 0.24
117.0699 C9H9+ 1 117.0699 0.06
118.0652 C8H8N+ 1 118.0651 0.68
120.081 C8H10N+ 1 120.0808 1.57
122.06 C7H8NO+ 1 122.06 -0.05
124.076 C7H10NO+ 1 124.0757 2.8
129.07 C10H9+ 1 129.0699 0.9
130.0652 C9H8N+ 1 130.0651 0.92
133.0519 C8H7NO+ 1 133.0522 -2.47
134.0601 C8H8NO+ 1 134.06 0.74
142.0651 C10H8N+ 1 142.0651 -0.36
144.0811 C10H10N+ 1 144.0808 1.96
145.0647 C10H9O+ 1 145.0648 -0.55
146.0601 C9H8NO+ 1 146.06 0.51
147.068 C9H9NO+ 1 147.0679 1.12
148.0386 C8H6NO2+ 1 148.0393 -4.5
154.0651 C11H8N+ 1 154.0651 0.06
155.0597 C10H7N2+ 1 155.0604 -4.26
155.0732 C11H9N+ 1 155.073 1.62
156.0808 C11H10N+ 1 156.0808 0.44
158.0601 C10H8NO+ 1 158.06 0.66
158.0725 C11H10O+ 1 158.0726 -0.8
159.0679 C10H9NO+ 1 159.0679 0.37
160.0756 C10H10NO+ 1 160.0757 -0.59
162.055 C9H8NO2+ 1 162.055 0.59
166.0657 C12H8N+ 1 166.0651 3.56
167.0729 C12H9N+ 1 167.073 -0.03
168.0803 C12H10N+ 1 168.0808 -3.03
169.0523 C11H7NO+ 1 169.0522 0.38
170.0601 C11H8NO+ 1 170.06 0.37
171.0678 C11H9NO+ 1 171.0679 -0.44
172.0757 C11H10NO+ 1 172.0757 0.09
173.0838 C11H11NO+ 1 173.0835 1.59
174.055 C10H8NO2+ 1 174.055 0.23
175.0626 C10H9NO2+ 1 175.0628 -1.26
180.0809 C13H10N+ 1 180.0808 0.68
182.0603 C12H8NO+ 1 182.06 1.39
183.068 C12H9NO+ 1 183.0679 0.88
184.0757 C12H10NO+ 1 184.0757 0.21
185.0835 C12H11NO+ 1 185.0835 -0.04
186.0549 C11H8NO2+ 1 186.055 -0.08
186.0912 C12H12NO+ 1 186.0913 -0.79
187.0628 C11H9NO2+ 1 187.0628 0.08
188.0708 C11H10NO2+ 1 188.0706 0.96
190.0862 C11H12NO2+ 1 190.0863 -0.1
192.0653 C10H10NO3+ 1 192.0655 -1.02
192.0809 C14H10N+ 1 192.0808 0.75
193.0893 C14H11N+ 1 193.0886 3.42
194.0602 C13H8NO+ 1 194.06 0.69
194.0965 C14H12N+ 1 194.0964 0.49
195.0674 C13H9NO+ 1 195.0679 -2.29
196.0757 C13H10NO+ 1 196.0757 -0.1
197.0838 C13H11NO+ 1 197.0835 1.67
198.055 C12H8NO2+ 1 198.055 0.09
198.0913 C13H12NO+ 1 198.0913 -0.19
199.063 C12H9NO2+ 1 199.0628 0.92
200.0706 C12H10NO2+ 1 200.0706 0.15
201.0785 C12H11NO2+ 1 201.0784 0.29
204.0806 C15H10N+ 1 204.0808 -0.8
205.0882 C15H11N+ 1 205.0886 -1.99
206.0601 C14H8NO+ 1 206.06 0.35
206.0963 C15H12N+ 1 206.0964 -0.58
207.0674 C14H9NO+ 1 207.0679 -2.39
208.0756 C14H10NO+ 1 208.0757 -0.26
209.0836 C14H11NO+ 1 209.0835 0.61
210.0911 C14H12NO+ 1 210.0913 -1.07
211.0629 C13H9NO2+ 1 211.0628 0.56
212.0703 C13H10NO2+ 1 212.0706 -1.4
213.0784 C13H11NO2+ 1 213.0784 -0.25
214.0498 C12H8NO3+ 1 214.0499 -0.29
214.0864 C13H12NO2+ 1 214.0863 0.81
216.1019 C13H14NO2+ 1 216.1019 -0.13
217.0889 C16H11N+ 1 217.0886 1.18
218.0962 C16H12N+ 1 218.0964 -0.92
219.0674 C15H9NO+ 1 219.0679 -2.28
220.0755 C15H10NO+ 1 220.0757 -0.96
221.0834 C15H11NO+ 1 221.0835 -0.54
222.0547 C14H8NO2+ 1 222.055 -1.06
222.0913 C15H12NO+ 1 222.0913 -0.13
223.0988 C15H13NO+ 1 223.0992 -1.51
224.0704 C14H10NO2+ 1 224.0706 -0.92
225.0781 C14H11NO2+ 1 225.0784 -1.26
226.0866 C14H12NO2+ 1 226.0863 1.71
227.0942 C14H13NO2+ 1 227.0941 0.42
228.0659 C13H10NO3+ 1 228.0655 1.73
229.0733 C13H11NO3+ 1 229.0733 -0.15
230.0958 C17H12N+ 1 230.0964 -2.53
232.0761 C16H10NO+ 1 232.0757 1.67
233.0836 C16H11NO+ 1 233.0835 0.35
234.0556 C15H8NO2+ 1 234.055 2.86
234.0914 C16H12NO+ 1 234.0913 0.21
235.0993 C16H13NO+ 1 235.0992 0.47
236.0704 C15H10NO2+ 1 236.0706 -0.72
236.1069 C16H14NO+ 1 236.107 -0.18
238.0863 C15H12NO2+ 1 238.0863 0.37
238.1229 C16H16NO+ 1 238.1226 1.1
244.0969 C14H14NO3+ 1 244.0968 0.21
246.0554 C16H8NO2+ 1 246.055 1.65
246.0905 C17H12NO+ 1 246.0913 -3.28
247.1002 C17H13NO+ 1 247.0992 4.08
248.0707 C16H10NO2+ 1 248.0706 0.23
248.1069 C17H14NO+ 1 248.107 -0.24
249.0787 C16H11NO2+ 1 249.0784 1.03
250.0866 C16H12NO2+ 1 250.0863 1.27
251.094 C16H13NO2+ 1 251.0941 -0.25
252.1012 C16H14NO2+ 1 252.1019 -2.91
258.0906 C18H12NO+ 1 258.0913 -2.93
260.1079 C18H14NO+ 1 260.107 3.56
262.0858 C17H12NO2+ 1 262.0863 -1.67
263.094 C17H13NO2+ 1 263.0941 -0.44
264.0645 C16H10NO3+ 1 264.0655 -3.69
264.1025 C17H14NO2+ 1 264.1019 2.28
274.0868 C18H12NO2+ 1 274.0863 1.92
276.1016 C18H14NO2+ 1 276.1019 -1.29
278.1181 C18H16NO2+ 1 278.1176 2.03
PK$NUM_PEAK: 128
PK$PEAK: m/z int. rel.int.
79.0543 4025.1 99
80.0496 3581.8 88
81.07 1731.3 42
82.0652 1834.6 45
91.0542 5269.2 130
93.0573 7223.8 178
93.0698 1206.1 29
94.0653 2227.3 55
96.0808 2106.5 52
105.0447 2415.3 59
105.0699 1678.9 41
106.0651 8719.7 215
108.0808 1619.7 40
115.0543 1518.1 37
117.0699 1313.7 32
118.0652 2494.6 61
120.081 1914.4 47
122.06 2662.4 65
124.076 1352.5 33
129.07 1959.6 48
130.0652 3789.1 93
133.0519 1056 26
134.0601 1218.5 30
142.0651 6143.1 151
144.0811 2222.9 54
145.0647 2324.3 57
146.0601 6122.9 151
147.068 2164.6 53
148.0386 2511.8 62
154.0651 9591.6 237
155.0597 1012 25
155.0732 4421.9 109
156.0808 4260.8 105
158.0601 12689.2 313
158.0725 1507.6 37
159.0679 1982 49
160.0756 4583.9 113
162.055 2069.9 51
166.0657 2095.3 51
167.0729 3208.8 79
168.0803 1617.1 40
169.0523 3876.7 95
170.0601 40376.1 999
171.0678 3506.8 86
172.0757 17626 436
173.0838 2774.6 68
174.055 2196.7 54
175.0626 1778 43
180.0809 3964.5 98
182.0603 8026.9 198
183.068 8951.2 221
184.0757 19268.9 476
185.0835 32837.2 812
186.0549 21482.1 531
186.0912 2972 73
187.0628 1236 30
188.0708 2907.9 71
190.0862 2736.8 67
192.0653 1512.5 37
192.0809 2118.9 52
193.0893 1579.5 39
194.0602 3515.1 86
194.0965 1412 34
195.0674 1231.2 30
196.0757 7695.9 190
197.0838 5245.4 129
198.055 39018.6 965
198.0913 2345.5 58
199.063 3118.9 77
200.0706 15705.7 388
201.0785 6673.1 165
204.0806 3943.4 97
205.0882 2178.5 53
206.0601 3007.7 74
206.0963 3687.9 91
207.0674 2075.3 51
208.0756 7985.5 197
209.0836 3318.1 82
210.0911 6400 158
211.0629 1649.6 40
212.0703 8746 216
213.0784 24893.3 615
214.0498 18346.5 453
214.0864 2130.8 52
216.1019 8988.7 222
217.0889 2250.5 55
218.0962 2591.6 64
219.0674 1490.1 36
220.0755 8448.9 209
221.0834 4832.5 119
222.0547 1548.8 38
222.0913 5350.3 132
223.0988 2495.7 61
224.0704 5246 129
225.0781 1847.6 45
226.0866 3320 82
227.0942 1842.6 45
228.0659 6065.3 150
229.0733 7947.6 196
230.0958 1831.5 45
232.0761 3442.3 85
233.0836 4058.8 100
234.0556 1613.8 39
234.0914 10729.9 265
235.0993 1916.4 47
236.0704 11182.7 276
236.1069 4321.5 106
238.0863 4525 111
238.1229 1566.1 38
244.0969 1922.2 47
246.0554 1732.2 42
246.0905 3192 78
247.1002 1736.1 42
248.0707 4414.8 109
248.1069 4880.3 120
249.0787 1737.9 43
250.0866 4874.1 120
251.094 2201 54
252.1012 1038 25
258.0906 2040 50
260.1079 1387.1 34
262.0858 2823.8 69
263.094 2215.9 54
264.0645 2135.2 52
264.1025 3423.3 84
274.0868 1314.4 32
276.1016 1258.3 31
278.1181 1588.5 39
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