ACCESSION: MSBNK-LCSB-LU097104
RECORD_TITLE: Brucine; LC-ESI-QFT; MS2; CE: 60; R=17500; [M+H]+
DATE: 2020.08.19
AUTHORS: Elapavalore, A.; Kondić, T.; Singh, R.; Schymanski, E.
LICENSE: CC BY
COPYRIGHT: Copyright © 2019 by Environmental Cheminformatics, LCSB, University of Luxembourg, Luxembourg
PUBLICATION: Elapavalore, A.; Kondić, T.; et al., Adding Open Spectral Data to MassBank and PubChem Using Open Source Tools to Support Non-Targeted Exposomics of Mixtures (submitted).
PROJECT: ENTACT U.S. Environmental Protection Agency’s Non-Targeted Analysis Collaborative Trial
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 971
COMMENT: DATASET 20200303_ENTACT_RP_MIX502
COMMENT: DATA_PROCESSING MERGING RMBmix ver. 0.2.7
COMMENT: DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0
COMMENT: ORIGINAL_ACQUISITION_NO 5855
COMMENT: ORIGINAL_PRECURSOR_SCAN_NO 5853
COMMENT: RAW_DATA available as MSV000091754 at [DOI:10.25345/C5S46HG75]
CH$NAME: Brucine
CH$NAME: (4aR,5aS,8aR,13aS,15aS,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: COC1=CC2=C(C=C1OC)[C@@]13CCN4CC5=CCO[C@H]6CC(=O)N2[C@H]1[C@H]6[C@H]5C[C@@H]34
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$LINK: CHEBI
3193
CH$LINK: KEGG
C09084
CH$LINK: PUBCHEM
CID:442021
CH$LINK: INCHIKEY
RRKTZKIUPZVBMF-IBTVXLQLSA-N
CH$LINK: CHEMSPIDER
390579
AC$INSTRUMENT: Q Exactive Orbitrap (Thermo Scientific)
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$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 60
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity BEH C18 1.7um, 2.1x150mm (Waters)
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0-2 min, 0/100 at 15-20 min, 90/10 at 20.1-30 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.20 mL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 11.177 min
AC$CHROMATOGRAPHY: SOLVENT A 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol
MS$FOCUSED_ION: BASE_PEAK 79.0211
MS$FOCUSED_ION: PRECURSOR_M/Z 395.1965
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 9177726.21875
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.99.2
PK$SPLASH: splash10-01r6-0192000000-da4e7b36e4bacae68789
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0387 C4H5+ 1 53.0386 1.46
55.0178 C3H3O+ 1 55.0178 -0.1
55.0542 C4H7+ 1 55.0542 -0.53
56.0495 C3H6N+ 1 56.0495 0.8
65.0385 C5H5+ 1 65.0386 -0.82
67.0542 C5H7+ 1 67.0542 -0.9
68.0494 C4H6N+ 1 68.0495 -0.5
69.0335 C4H5O+ 1 69.0335 -0.18
70.0651 C4H8N+ 1 70.0651 -0.46
79.0542 C6H7+ 1 79.0542 -0.4
80.0494 C5H6N+ 1 80.0495 -0.36
81.0573 C5H7N+ 1 81.0573 0.09
81.0699 C6H9+ 1 81.0699 0.15
82.0652 C5H8N+ 1 82.0651 0.52
83.0491 C5H7O+ 1 83.0491 -1.02
84.0443 C4H6NO+ 1 84.0444 -0.81
86.0601 C4H8NO+ 1 86.06 0.37
91.0542 C7H7+ 1 91.0542 -0.47
92.0493 C6H6N+ 1 92.0495 -1.73
93.0573 C6H7N+ 1 93.0573 0.2
93.0699 C7H9+ 1 93.0699 0.09
94.0652 C6H8N+ 1 94.0651 0.79
95.0491 C6H7O+ 1 95.0491 0.07
95.0729 C6H9N+ 1 95.073 -0.72
95.0855 C7H11+ 1 95.0855 -0.67
96.0444 C5H6NO+ 1 96.0444 0.35
96.0807 C6H10N+ 1 96.0808 -0.29
98.0601 C5H8NO+ 1 98.06 0.32
105.0699 C8H9+ 1 105.0699 0.62
106.0651 C7H8N+ 1 106.0651 0.18
107.0493 C7H7O+ 1 107.0491 1.13
107.0729 C7H9N+ 1 107.073 -0.78
107.0852 C8H11+ 1 107.0855 -2.59
108.0808 C7H10N+ 1 108.0808 0.11
109.0648 C7H9O+ 1 109.0648 0.48
110.0602 C6H8NO+ 1 110.06 1.72
110.0964 C7H12N+ 1 110.0964 0.19
115.0544 C9H7+ 1 115.0542 1.52
117.0697 C9H9+ 1 117.0699 -1.83
118.0652 C8H8N+ 1 118.0651 0.9
119.0727 C8H9N+ 1 119.073 -2.47
119.0855 C9H11+ 1 119.0855 -0.38
120.0444 C7H6NO+ 1 120.0444 -0.32
120.0807 C8H10N+ 1 120.0808 -0.83
121.0646 C8H9O+ 1 121.0648 -1.43
122.06 C7H8NO+ 1 122.06 0.07
122.0965 C8H12N+ 1 122.0964 0.25
123.0679 C7H9NO+ 1 123.0679 -0.08
124.0757 C7H10NO+ 1 124.0757 0.44
130.065 C9H8N+ 1 130.0651 -0.7
131.0855 C10H11+ 1 131.0855 0.12
132.0807 C9H10N+ 1 132.0808 -0.3
134.0599 C8H8NO+ 1 134.06 -1.22
134.0964 C9H12N+ 1 134.0964 -0.37
136.0757 C8H10NO+ 1 136.0757 -0.15
138.0913 C8H12NO+ 1 138.0913 0
144.0806 C10H10N+ 1 144.0808 -0.91
145.0646 C10H9O+ 1 145.0648 -1.58
146.0599 C9H8NO+ 1 146.06 -1.01
146.0965 C10H12N+ 1 146.0964 0.61
147.0679 C9H9NO+ 1 147.0679 0.37
148.0392 C8H6NO2+ 1 148.0393 -0.79
148.0759 C9H10NO+ 1 148.0757 1.42
154.0655 C11H8N+ 1 154.0651 2.73
156.0805 C11H10N+ 1 156.0808 -1.56
158.0604 C10H8NO+ 1 158.06 2.03
159.0682 C10H9NO+ 1 159.0679 2.04
160.0757 C10H10NO+ 1 160.0757 -0.05
161.0835 C10H11NO+ 1 161.0835 0.07
162.0547 C9H8NO2+ 1 162.055 -1.64
162.0913 C10H12NO+ 1 162.0913 -0.28
163.0625 C9H9NO2+ 1 163.0628 -1.7
164.0708 C9H10NO2+ 1 164.0706 1.21
166.0862 C9H12NO2+ 1 166.0863 -0.61
170.0601 C11H8NO+ 1 170.06 0.39
171.0681 C11H9NO+ 1 171.0679 1.38
172.0755 C11H10NO+ 2 172.0757 -0.83
173.0836 C11H11NO+ 1 173.0835 0.42
175.0629 C10H9NO2+ 1 175.0628 0.4
176.0707 C10H10NO2+ 1 176.0706 0.33
177.0787 C10H11NO2+ 1 177.0784 1.37
178.0863 C10H12NO2+ 1 178.0863 0.01
182.0601 C12H8NO+ 1 182.06 0.35
183.0683 C12H9NO+ 1 183.0679 2.28
184.0758 C12H10NO+ 1 184.0757 0.46
185.0835 C12H11NO+ 2 185.0835 0.14
186.0548 C11H8NO2+ 1 186.055 -0.7
186.0913 C12H12NO+ 2 186.0913 -0.17
187.0625 C11H9NO2+ 1 187.0628 -1.33
188.0705 C11H10NO2+ 1 188.0706 -0.49
189.0783 C11H11NO2+ 1 189.0784 -0.95
189.0908 C12H13O2+ 1 189.091 -0.96
190.0863 C11H12NO2+ 1 190.0863 0.36
192.0654 C10H10NO3+ 2 192.0655 -0.82
192.1018 C11H14NO2+ 1 192.1019 -0.63
196.0759 C13H10NO+ 2 196.0757 1.22
197.0836 C13H11NO+ 2 197.0835 0.31
198.0549 C12H8NO2+ 1 198.055 -0.32
198.0914 C13H12NO+ 2 198.0913 0.41
199.0626 C12H9NO2+ 1 199.0628 -0.75
199.0995 C13H13NO+ 1 199.0992 1.74
200.0708 C12H10NO2+ 1 200.0706 0.96
201.0785 C12H11NO2+ 1 201.0784 0.3
202.0863 C12H12NO2+ 1 202.0863 0.4
203.0938 C12H13NO2+ 1 203.0941 -1.46
204.0656 C11H10NO3+ 2 204.0655 0.63
204.102 C12H14NO2+ 1 204.1019 0.67
210.0913 C14H12NO+ 2 210.0913 -0.33
211.0628 C13H9NO2+ 1 211.0628 0.18
211.0996 C14H13NO+ 2 211.0992 2.23
212.0706 C13H10NO2+ 1 212.0706 0.2
213.0784 C13H11NO2+ 1 213.0784 0.09
214.0498 C12H8NO3+ 2 214.0499 -0.13
214.086 C13H12NO2+ 1 214.0863 -1.24
215.0832 C12H11N2O2+ 2 215.0815 7.75
215.0939 C13H13NO2+ 1 215.0941 -0.78
216.1019 C13H14NO2+ 1 216.1019 0.17
218.0815 C12H12NO3+ 2 218.0812 1.38
220.0761 C15H10NO+ 2 220.0757 1.96
220.0968 C12H14NO3+ 2 220.0968 -0.03
221.0837 C15H11NO+ 2 221.0835 0.88
222.0915 C15H12NO+ 2 222.0913 0.77
223.0991 C15H13NO+ 2 223.0992 -0.17
224.0708 C14H10NO2+ 1 224.0706 0.78
224.1072 C15H14NO+ 2 224.107 0.95
225.0786 C14H11NO2+ 1 225.0784 0.67
226.0867 C14H12NO2+ 1 226.0863 2.18
227.094 C14H13NO2+ 1 227.0941 -0.28
228.0654 C13H10NO3+ 2 228.0655 -0.35
228.102 C14H14NO2+ 1 228.1019 0.28
229.0734 C13H11NO3+ 2 229.0733 0.34
230.0812 C13H12NO3+ 2 230.0812 0.17
230.1174 C14H16NO2+ 1 230.1176 -0.73
231.1131 C13H15N2O2+ 1 231.1128 1.43
232.0967 C13H14NO3+ 2 232.0968 -0.3
234.0911 C16H12NO+ 2 234.0913 -0.92
235.0992 C16H13NO+ 2 235.0992 -0.04
236.0708 C15H10NO2+ 1 236.0706 0.67
236.1067 C16H14NO+ 2 236.107 -1.31
237.0786 C15H11NO2+ 1 237.0784 0.82
237.115 C16H15NO+ 2 237.1148 0.98
238.0862 C15H12NO2+ 1 238.0863 -0.31
239.0938 C15H13NO2+ 1 239.0941 -1.12
240.0651 C14H10NO3+ 2 240.0655 -1.94
240.102 C15H14NO2+ 1 240.1019 0.31
241.0732 C14H11NO3+ 2 241.0733 -0.58
241.11 C15H15NO2+ 1 241.1097 1.29
242.0809 C14H12NO3+ 2 242.0812 -1.12
242.1178 C15H16NO2+ 1 242.1176 0.93
243.0889 C14H13NO3+ 2 243.089 -0.52
244.0969 C14H14NO3+ 2 244.0968 0.32
245.1051 C14H15NO3+ 2 245.1046 1.84
246.0911 C17H12NO+ 2 246.0913 -0.89
246.1121 C14H16NO3+ 2 246.1125 -1.68
247.063 C16H9NO2+ 1 247.0628 0.71
247.0993 C17H13NO+ 2 247.0992 0.56
248.0708 C16H10NO2+ 1 248.0706 0.61
248.1071 C17H14NO+ 2 248.107 0.27
249.0784 C16H11NO2+ 1 249.0784 -0.1
249.1148 C17H15NO+ 2 249.1148 -0.13
250.0504 C15H8NO3+ 2 250.0499 2.28
250.0863 C16H12NO2+ 1 250.0863 0.11
250.1227 C17H16NO+ 2 250.1226 0.13
251.0941 C16H13NO2+ 1 251.0941 0.19
252.0657 C15H10NO3+ 2 252.0655 0.55
252.1018 C16H14NO2+ 1 252.1019 -0.33
253.0743 C15H11NO3+ 2 253.0733 3.71
253.1098 C16H15NO2+ 1 253.1097 0.12
254.0814 C15H12NO3+ 2 254.0812 0.83
254.1176 C16H16NO2+ 1 254.1176 0.2
255.0893 C15H13NO3+ 2 255.089 1.03
255.1127 C15H15N2O2+ 1 255.1128 -0.43
256.0968 C15H14NO3+ 2 256.0968 -0.08
257.1047 C15H15NO3+ 2 257.1046 0.12
258.0767 C14H12NO4+ 2 258.0761 2.36
258.0904 C18H12NO+ 2 258.0913 -3.78
258.1125 C15H16NO3+ 2 258.1125 0.08
260.0917 C14H14NO4+ 2 260.0917 -0.07
260.1073 C18H14NO+ 2 260.107 1.34
261.1147 C18H15NO+ 2 261.1148 -0.33
262.0864 C17H12NO2+ 1 262.0863 0.71
262.1229 C18H16NO+ 2 262.1226 0.91
263.0941 C17H13NO2+ 1 263.0941 0.09
264.0655 C16H10NO3+ 2 264.0655 0.09
264.1018 C17H14NO2+ 1 264.1019 -0.4
265.0732 C16H11NO3+ 2 265.0733 -0.64
265.1099 C17H15NO2+ 1 265.1097 0.71
266.0813 C16H12NO3+ 2 266.0812 0.36
266.1175 C17H16NO2+ 1 266.1176 -0.13
267.089 C16H13NO3+ 2 267.089 0.1
268.0971 C16H14NO3+ 2 268.0968 1.08
268.1334 C17H18NO2+ 1 268.1332 0.83
269.1047 C16H15NO3+ 2 269.1046 0.14
270.1125 C16H16NO3+ 2 270.1125 -0.01
272.0922 C15H14NO4+ 2 272.0917 1.74
272.1072 C19H14NO+ 2 272.107 0.63
273.0781 C18H11NO2+ 1 273.0784 -1.39
273.1152 C19H15NO+ 2 273.1148 1.48
274.0864 C18H12NO2+ 1 274.0863 0.36
274.107 C15H16NO4+ 2 274.1074 -1.35
275.0942 C18H13NO2+ 1 275.0941 0.54
276.1022 C18H14NO2+ 1 276.1019 1.06
277.0955 C17H13N2O2+ 1 277.0972 -6.13
277.1103 C18H15NO2+ 1 277.1097 2.01
278.0813 C17H12NO3+ 2 278.0812 0.46
278.1177 C18H16NO2+ 1 278.1176 0.43
279.089 C17H13NO3+ 2 279.089 0.09
279.1257 C18H17NO2+ 1 279.1254 1.04
280.0969 C17H14NO3+ 2 280.0968 0.38
280.1333 C18H18NO2+ 1 280.1332 0.46
281.105 C17H15NO3+ 2 281.1046 1.1
282.1125 C17H16NO3+ 2 282.1125 0.09
283.0841 C16H13NO4+ 2 283.0839 0.72
283.1209 C17H17NO3+ 2 283.1203 1.99
284.0914 C16H14NO4+ 2 284.0917 -1.14
284.1281 C17H18NO3+ 2 284.1281 0.01
286.0864 C19H12NO2+ 1 286.0863 0.64
286.1058 C16H16NO4+ 2 286.1074 -5.58
288.1029 C19H14NO2+ 1 288.1019 3.32
289.1106 C19H15NO2+ 1 289.1097 3.05
290.0807 C18H12NO3+ 2 290.0812 -1.7
290.1176 C19H16NO2+ 1 290.1176 0.17
291.0893 C18H13NO3+ 2 291.089 1.1
291.1258 C19H17NO2+ 1 291.1254 1.59
292.0969 C18H14NO3+ 2 292.0968 0.43
292.12 C18H16N2O2+ 1 292.1206 -1.99
292.1341 C19H18NO2+ 1 292.1332 3.01
293.1057 C18H15NO3+ 2 293.1046 3.52
294.1126 C18H16NO3+ 2 294.1125 0.56
294.1494 C19H20NO2+ 1 294.1489 1.88
295.1205 C18H17NO3+ 2 295.1203 0.73
296.0912 C17H14NO4+ 2 296.0917 -1.96
296.1288 C18H18NO3+ 2 296.1281 2.34
296.1632 C19H22NO2+ 1 296.1645 -4.29
297.0997 C17H15NO4+ 2 297.0996 0.47
297.1227 C17H17N2O3+ 1 297.1234 -2.22
298.1073 C17H16NO4+ 2 298.1074 -0.29
300.1021 C20H14NO2+ 1 300.1019 0.59
301.1099 C20H15NO2+ 1 301.1097 0.55
302.0816 C19H12NO3+ 2 302.0812 1.35
302.118 C20H16NO2+ 1 302.1176 1.52
303.1264 C20H17NO2+ 1 303.1254 3.29
304.0967 C19H14NO3+ 2 304.0968 -0.54
304.1336 C20H18NO2+ 1 304.1332 1.34
305.1267 C19H17N2O2+ 1 305.1285 -5.7
306.1127 C19H16NO3+ 2 306.1125 0.68
307.121 C19H17NO3+ 2 307.1203 2.13
307.1412 C19H19N2O2+ 1 307.1441 -9.61
308.093 C18H14NO4+ 2 308.0917 4.2
309.1232 C18H17N2O3+ 2 309.1234 -0.61
310.1075 C18H16NO4+ 2 310.1074 0.36
310.1447 C19H20NO3+ 2 310.1438 2.89
312.1235 C18H18NO4+ 2 312.123 1.55
316.0973 C20H14NO3+ 2 316.0968 1.45
317.105 C20H15NO3+ 2 317.1046 1.22
318.1129 C20H16NO3+ 2 318.1125 1.27
318.1364 C20H18N2O2+ 1 318.1363 0.39
319.1427 C20H19N2O2+ 1 319.1441 -4.43
320.0926 C19H14NO4+ 2 320.0917 2.56
320.1288 C20H18NO3+ 2 320.1281 2.15
321.1365 C20H19NO3+ 2 321.1359 1.72
322.1439 C20H20NO3+ 2 322.1438 0.55
323.1376 C19H19N2O3+ 1 323.139 -4.49
324.1232 C19H18NO4+ 2 324.123 0.5
326.1408 C22H18N2O+ 2 326.1414 -1.8
331.1215 C21H17NO3+ 1 331.1203 3.63
332.1282 C21H18NO3+ 1 332.1281 0.18
333.1228 C20H17N2O3+ 1 333.1234 -1.68
334.1316 C20H18N2O3+ 1 334.1312 1.31
335.1159 C20H17NO4+ 2 335.1152 1.93
336.1473 C20H20N2O3+ 1 336.1468 1.51
337.1184 C19H17N2O4+ 1 337.1183 0.32
337.1549 C20H21N2O3+ 1 337.1547 0.65
338.1392 C20H20NO4+ 2 338.1387 1.45
339.1709 C20H23N2O3+ 1 339.1703 1.75
340.1537 C20H22NO4+ 2 340.1543 -1.77
349.1551 C21H21N2O3+ 1 349.1547 1.2
350.1389 C21H20NO4+ 1 350.1387 0.74
351.1341 C20H19N2O4+ 1 351.1339 0.37
351.17 C21H23N2O3+ 1 351.1703 -0.87
352.141 C20H20N2O4+ 1 352.1418 -2.18
365.1494 C21H21N2O4+ 1 365.1496 -0.42
366.1699 C22H24NO4+ 1 366.17 -0.29
367.1654 C21H23N2O4+ 1 367.1652 0.52
379.1657 C22H23N2O4+ 1 379.1652 1.11
380.1719 C22H24N2O4+ 1 380.1731 -3.17
395.1968 C23H27N2O4+ 1 395.1965 0.61
PK$NUM_PEAK: 287
PK$PEAK: m/z int. rel.int.
53.0387 14042.8 13
55.0178 14993.7 13
55.0542 5919.6 5
56.0495 42650.5 39
65.0385 5527.4 5
67.0542 20284.6 18
68.0494 34703.7 32
69.0335 17202.8 15
70.0651 34043.3 31
79.0542 42206 39
80.0494 46445.7 43
81.0573 7498.3 6
81.0699 41021.9 38
82.0652 15563.4 14
83.0491 6596.6 6
84.0443 4938.4 4
86.0601 5082.1 4
91.0542 36102.7 33
92.0493 4358.7 4
93.0573 63662.1 58
93.0699 26833.3 24
94.0652 44493.6 41
95.0491 39786 36
95.0729 3674.7 3
95.0855 8511.9 7
96.0444 3797.8 3
96.0807 41948.3 38
98.0601 9928.1 9
105.0699 12060.8 11
106.0651 118490.9 109
107.0493 5099.7 4
107.0729 11095.4 10
107.0852 4436.5 4
108.0808 137671.2 127
109.0648 3664.9 3
110.0602 6358.6 5
110.0964 3259.8 3
115.0544 2334.5 2
117.0697 2821.5 2
118.0652 7623.5 7
119.0727 3318.6 3
119.0855 4885.8 4
120.0444 5253.6 4
120.0807 14789.6 13
121.0646 11936 11
122.06 109192.5 101
122.0965 5792.6 5
123.0679 4854 4
124.0757 87280.5 80
130.065 7300.5 6
131.0855 2678.7 2
132.0807 5545.8 5
134.0599 3069.1 2
134.0964 4306.5 3
136.0757 6760.3 6
138.0913 4915.9 4
144.0806 15259.5 14
145.0646 2795 2
146.0599 8545.2 7
146.0965 3930.7 3
147.0679 16648.6 15
148.0392 3084.2 2
148.0759 29851.8 27
154.0655 3012 2
156.0805 4346.4 4
158.0604 5836.3 5
159.0682 3657.1 3
160.0757 10984.2 10
161.0835 5871.9 5
162.0547 6983.1 6
162.0913 10686.4 9
163.0625 14873.3 13
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//
