ACCESSION: MSBNK-NaToxAq-NA003694
RECORD_TITLE: Brucine; LC-ESI-ITFT; MS2; CE: 85%; 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 85% (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: splash10-03di-0390000000-628d99c34f540c1eef7d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.92
79.0543 C6H7+ 1 79.0542 1.39
80.0496 C5H6N+ 1 80.0495 1.17
81.0698 C6H9+ 1 81.0699 -0.43
82.0653 C5H8N+ 1 82.0651 2.62
91.0542 C7H7+ 1 91.0542 -0.04
93.0573 C6H7N+ 1 93.0573 0.28
93.07 C7H9+ 1 93.0699 0.91
94.0651 C6H8N+ 1 94.0651 -0.14
95.0492 C6H7O+ 1 95.0491 1.05
96.0807 C6H10N+ 1 96.0808 -0.45
105.07 C8H9+ 1 105.0699 0.92
106.0652 C7H8N+ 1 106.0651 0.59
107.073 C7H9N+ 1 107.073 0.8
108.0808 C7H10N+ 1 108.0808 0.17
120.081 C8H10N+ 1 120.0808 1.64
122.0601 C7H8NO+ 1 122.06 0.45
124.0757 C7H10NO+ 1 124.0757 0.03
132.0809 C9H10N+ 1 132.0808 0.57
144.0807 C10H10N+ 1 144.0808 -0.59
146.0601 C9H8NO+ 1 146.06 0.41
147.068 C9H9NO+ 1 147.0679 1.12
148.0758 C9H10NO+ 1 148.0757 1
154.0649 C11H8N+ 1 154.0651 -1.23
155.0728 C11H9N+ 1 155.073 -1.03
156.0808 C11H10N+ 1 156.0808 0.44
158.0601 C10H8NO+ 1 158.06 0.18
159.0681 C10H9NO+ 1 159.0679 1.33
160.0759 C10H10NO+ 1 160.0757 1.41
162.0546 C9H8NO2+ 1 162.055 -1.96
163.0629 C9H9NO2+ 1 163.0628 0.77
170.0602 C11H8NO+ 1 170.06 0.91
171.0677 C11H9NO+ 1 171.0679 -0.7
172.0756 C11H10NO+ 1 172.0757 -0.61
173.084 C11H11NO+ 1 173.0835 2.74
174.0667 C11H10O2+ 1 174.0675 -4.96
175.0631 C10H9NO2+ 1 175.0628 1.79
176.0708 C10H10NO2+ 1 176.0706 1.26
177.0784 C10H11NO2+ 1 177.0784 -0.39
178.0864 C10H12NO2+ 1 178.0863 0.98
182.0601 C12H8NO+ 1 182.06 0.22
183.0678 C12H9NO+ 1 183.0679 -0.54
184.0757 C12H10NO+ 1 184.0757 0.29
185.0835 C12H11NO+ 1 185.0835 0.04
186.055 C11H8NO2+ 1 186.055 0
186.0917 C12H12NO+ 1 186.0913 1.67
187.0625 C11H9NO2+ 1 187.0628 -1.39
188.0706 C11H10NO2+ 1 188.0706 0.23
189.0785 C11H11NO2+ 1 189.0784 0.15
189.0906 C12H13O2+ 1 189.091 -2.05
190.0863 C11H12NO2+ 1 190.0863 0.22
192.0654 C10H10NO3+ 1 192.0655 -0.7
195.0669 C13H9NO+ 1 195.0679 -4.87
196.0755 C13H10NO+ 1 196.0757 -0.88
197.0837 C13H11NO+ 1 197.0835 0.9
198.055 C12H8NO2+ 1 198.055 0.16
198.0914 C13H12NO+ 1 198.0913 0.2
199.0628 C12H9NO2+ 1 199.0628 0
200.0706 C12H10NO2+ 1 200.0706 0
201.0785 C12H11NO2+ 1 201.0784 0.22
202.0863 C12H12NO2+ 1 202.0863 0.21
204.1018 C12H14NO2+ 1 204.1019 -0.33
208.0755 C14H10NO+ 1 208.0757 -0.77
209.0836 C14H11NO+ 1 209.0835 0.32
210.0911 C14H12NO+ 1 210.0913 -1
211.0628 C13H9NO2+ 1 211.0628 0.12
212.0705 C13H10NO2+ 1 212.0706 -0.39
213.0784 C13H11NO2+ 1 213.0784 -0.04
214.0499 C12H8NO3+ 1 214.0499 0
214.0866 C13H12NO2+ 1 214.0863 1.45
215.0933 C13H13NO2+ 1 215.0941 -3.67
216.1019 C13H14NO2+ 1 216.1019 -0.2
219.0684 C15H9NO+ 1 219.0679 2.25
220.0756 C15H10NO+ 1 220.0757 -0.33
221.0831 C15H11NO+ 1 221.0835 -1.72
222.0915 C15H12NO+ 1 222.0913 0.55
223.0989 C15H13NO+ 1 223.0992 -1.16
224.0704 C14H10NO2+ 1 224.0706 -0.85
224.1067 C15H14NO+ 1 224.107 -1.5
225.0785 C14H11NO2+ 1 225.0784 0.16
226.0862 C14H12NO2+ 1 226.0863 -0.18
227.0939 C14H13NO2+ 1 227.0941 -0.65
228.0655 C13H10NO3+ 1 228.0655 0.05
228.1017 C14H14NO2+ 1 228.1019 -0.79
229.0734 C13H11NO3+ 1 229.0733 0.05
230.0817 C13H12NO3+ 1 230.0812 2.1
232.0768 C16H10NO+ 1 232.0757 4.63
233.0828 C16H11NO+ 1 233.0835 -2.99
234.0539 C15H8NO2+ 1 234.055 -4.44
234.0915 C16H12NO+ 1 234.0913 0.87
235.0992 C16H13NO+ 1 235.0992 0.34
236.0707 C15H10NO2+ 1 236.0706 0.38
236.1069 C16H14NO+ 1 236.107 -0.5
237.0785 C15H11NO2+ 1 237.0784 0.18
238.0863 C15H12NO2+ 1 238.0863 0.18
238.1228 C16H16NO+ 1 238.1226 0.65
239.0948 C15H13NO2+ 1 239.0941 2.86
240.0656 C14H10NO3+ 1 240.0655 0.46
240.1018 C15H14NO2+ 1 240.1019 -0.27
241.0736 C14H11NO3+ 1 241.0733 1.22
242.0813 C14H12NO3+ 1 242.0812 0.4
243.0888 C14H13NO3+ 1 243.089 -0.67
244.0968 C14H14NO3+ 1 244.0968 -0.17
246.0917 C17H12NO+ 1 246.0913 1.56
247.0635 C16H9NO2+ 1 247.0628 2.76
247.0993 C17H13NO+ 1 247.0992 0.38
248.0709 C16H10NO2+ 1 248.0706 1.34
248.1069 C17H14NO+ 1 248.107 -0.17
249.0784 C16H11NO2+ 1 249.0784 -0.08
249.1156 C17H15NO+ 1 249.1148 2.95
250.0507 C15H8NO3+ 1 250.0499 3.13
250.0863 C16H12NO2+ 1 250.0863 0.35
250.1229 C17H16NO+ 1 250.1226 1.23
251.0939 C16H13NO2+ 1 251.0941 -0.86
252.0655 C15H10NO3+ 1 252.0655 -0.03
252.1021 C16H14NO2+ 1 252.1019 0.66
254.0808 C15H12NO3+ 1 254.0812 -1.29
254.1175 C16H16NO2+ 1 254.1176 -0.18
256.097 C15H14NO3+ 1 256.0968 0.57
260.1071 C18H14NO+ 1 260.107 0.51
262.0868 C17H12NO2+ 1 262.0863 1.94
262.1224 C18H16NO+ 1 262.1226 -1
263.0941 C17H13NO2+ 1 263.0941 0.14
264.0654 C16H10NO3+ 1 264.0655 -0.34
264.1018 C17H14NO2+ 1 264.1019 -0.37
265.0734 C16H11NO3+ 1 265.0733 0.18
265.109 C17H15NO2+ 1 265.1097 -2.73
266.0806 C16H12NO3+ 1 266.0812 -2.05
266.1179 C17H16NO2+ 1 266.1176 1.47
267.0891 C16H13NO3+ 1 267.089 0.54
274.0864 C18H12NO2+ 1 274.0863 0.36
276.1015 C18H14NO2+ 1 276.1019 -1.4
278.1174 C18H16NO2+ 1 278.1176 -0.38
279.0882 C17H13NO3+ 1 279.089 -2.91
280.0971 C17H14NO3+ 1 280.0968 0.86
282.1129 C17H16NO3+ 1 282.1125 1.63
286.0863 C19H12NO2+ 1 286.0863 0.22
288.1025 C19H14NO2+ 1 288.1019 1.93
290.0814 C18H12NO3+ 1 290.0812 0.71
290.1179 C19H16NO2+ 1 290.1176 1.1
292.0972 C18H14NO3+ 1 292.0968 1.35
294.1123 C18H16NO3+ 1 294.1125 -0.62
306.1126 C19H16NO3+ 1 306.1125 0.41
337.1559 C20H21N2O3+ 1 337.1547 3.75
379.1671 C22H23N2O4+ 1 379.1652 4.8
PK$NUM_PEAK: 145
PK$PEAK: m/z int. rel.int.
67.0542 1598 15
79.0543 4466.5 43
80.0496 4849.3 47
81.0698 4878.1 47
82.0653 1705.7 16
91.0542 6584.3 64
93.0573 9043 87
93.07 2698.2 26
94.0651 5640.7 54
95.0492 2966.6 28
96.0807 4374.3 42
105.07 1935.1 18
106.0652 14963.3 145
107.073 1231.7 11
108.0808 11453.8 111
120.081 1800.8 17
122.0601 8424.7 81
124.0757 6892.4 67
132.0809 1429.4 13
144.0807 1897.5 18
146.0601 3668.2 35
147.068 3867.2 37
148.0758 2753.4 26
154.0649 1596.7 15
155.0728 1604.6 15
156.0808 2978.2 28
158.0601 3432.3 33
159.0681 1428.1 13
160.0759 5596.6 54
162.0546 1802.8 17
163.0629 2072.2 20
170.0602 12838.9 124
171.0677 1831 17
172.0756 8827.8 85
173.084 3468.2 33
174.0667 1902 18
175.0631 1683.2 16
176.0708 2886.3 28
177.0784 2720.6 26
178.0864 3809.4 37
182.0601 3307 32
183.0678 6377 62
184.0757 13944.6 135
185.0835 44609.1 433
186.055 12670.8 123
186.0917 4031.9 39
187.0625 2775.6 26
188.0706 4305.8 41
189.0785 1893.3 18
189.0906 1662.6 16
190.0863 7672 74
192.0654 4777.7 46
195.0669 1159.4 11
196.0755 4320.2 42
197.0837 11140.3 108
198.055 30726.4 298
198.0914 2679.7 26
199.0628 2494.8 24
200.0706 13411.6 130
201.0785 12610.5 122
202.0863 3016.4 29
204.1018 4065.7 39
208.0755 3881.8 37
209.0836 2860.3 27
210.0911 5414.7 52
211.0628 3921.1 38
212.0705 15049.9 146
213.0784 102732.6 999
214.0499 26380.5 256
214.0866 5889.4 57
215.0933 1660.6 16
216.1019 53938.4 524
219.0684 1287 12
220.0756 4605 44
221.0831 2731.6 26
222.0915 4848.2 47
223.0989 5349.8 52
224.0704 6046.1 58
224.1067 1081.5 10
225.0785 2941.5 28
226.0862 7195.3 69
227.0939 8241.4 80
228.0655 9316.1 90
228.1017 5665.3 55
229.0734 61133.3 594
230.0817 3333.5 32
232.0768 2611.9 25
233.0828 1790.4 17
234.0539 1288 12
234.0915 9035.2 87
235.0992 5037.2 48
236.0707 17269.3 167
236.1069 8687.3 84
237.0785 1318.7 12
238.0863 7074.8 68
238.1228 1406.3 13
239.0948 2617.4 25
240.0656 1947.8 18
240.1018 4176.9 40
241.0736 1209.5 11
242.0813 3037 29
243.0888 3771.1 36
244.0968 51999.6 505
246.0917 2391.1 23
247.0635 1700.4 16
247.0993 2839.2 27
248.0709 6766.7 65
248.1069 7009.8 68
249.0784 5290.8 51
249.1156 3539.3 34
250.0507 1058.4 10
250.0863 7662.1 74
250.1229 2657.2 25
251.0939 18089.6 175
252.0655 12420.4 120
252.1021 4316 41
254.0808 2863.7 27
254.1175 11471 111
256.097 3370.7 32
260.1071 2533.1 24
262.0868 4080.2 39
262.1224 1905 18
263.0941 14143.8 137
264.0654 5466.5 53
264.1018 8922.8 86
265.0734 3321.1 32
265.109 1132.6 11
266.0806 3205.6 31
266.1179 3677.1 35
267.0891 9342.3 90
274.0864 1970.9 19
276.1015 3273.5 31
278.1174 7821.5 76
279.0882 1424.7 13
280.0971 7753.1 75
282.1129 3180.3 30
286.0863 1608.2 15
288.1025 2411.8 23
290.0814 1257 12
290.1179 3185.8 30
292.0972 3227.1 31
294.1123 3050.2 29
306.1126 10088.2 98
337.1559 2131.4 20
379.1671 2033.8 19
//
