ACCESSION: MSBNK-NaToxAq-NA003231
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 70%; 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 2301
CH$NAME: Senecionine N-oxide
CH$NAME: (1R,4Z,6R,7R,17R)-4-ethylidene-7-hydroxy-6,7-dimethyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H25NO6
CH$EXACT_MASS: 351.1682
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CC[N+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(C)O)C
CH$IUPAC: InChI=1S/C18H25NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-,19?/m1/s1
CH$LINK: CAS
13354-33-1
CH$LINK: CHEBI
52070
CH$LINK: KEGG
C15612
CH$LINK: PUBCHEM
CID:5380876
CH$LINK: INCHIKEY
PLGBHVNNYDZWGZ-GPUZEBNTSA-N
CH$LINK: CHEMSPIDER
21865984
AC$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 70% (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$CHROMATOGRAPHY: RETENTION_TIME 5.378 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 352.1755
MS$FOCUSED_ION: PRECURSOR_M/Z 352.1755
MS$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: splash10-00rf-4900000000-0389877981340164ab14
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0384 C4H5+ 1 53.0386 -3.36
55.0542 C4H7+ 1 55.0542 0.05
67.0541 C5H7+ 1 67.0542 -1.31
68.0493 C4H6N+ 1 68.0495 -2.14
79.0543 C6H7+ 1 79.0542 0.7
80.0495 C5H6N+ 1 80.0495 0.12
81.0334 C5H5O+ 1 81.0335 -1.07
81.0574 C5H7N+ 1 81.0573 0.84
81.0699 C6H9+ 1 81.0699 0.14
82.0652 C5H8N+ 1 82.0651 0.88
83.0492 C5H7O+ 1 83.0491 0.25
84.0444 C4H6NO+ 1 84.0444 0.42
91.0542 C7H7+ 1 91.0542 -0.3
92.0493 C6H6N+ 1 92.0495 -1.94
93.0573 C6H7N+ 1 93.0573 0.28
94.0651 C6H8N+ 1 94.0651 0.09
95.073 C6H9N+ 1 95.073 0.08
96.0804 C6H10N+ 1 96.0808 -3.43
98.0601 C5H8NO+ 1 98.06 1.02
106.0651 C7H8N+ 1 106.0651 0.17
107.0493 C7H7O+ 1 107.0491 1.44
107.0728 C7H9N+ 1 107.073 -1.82
107.0856 C8H11+ 1 107.0855 0.57
108.0808 C7H10N+ 1 108.0808 0.1
109.0648 C7H9O+ 1 109.0648 0.3
109.0887 C7H11N+ 1 109.0886 0.6
109.1011 C8H13+ 1 109.1012 -1.11
110.0601 C6H8NO+ 1 110.06 0.54
111.0676 C6H9NO+ 1 111.0679 -2.07
112.0755 C6H10NO+ 1 112.0757 -1.36
117.0573 C8H7N+ 1 117.0573 -0.42
118.0651 C8H8N+ 1 118.0651 0.18
119.073 C8H9N+ 1 119.073 0.32
120.0808 C8H10N+ 1 120.0808 0.14
121.0886 C8H11N+ 1 121.0886 -0.17
122.0964 C8H12N+ 1 122.0964 -0.16
124.0756 C7H10NO+ 1 124.0757 -0.94
125.0961 C8H13O+ 1 125.0961 -0.1
126.0913 C7H12NO+ 1 126.0913 -0.61
132.0803 C9H10N+ 1 132.0808 -3.95
134.0965 C9H12N+ 1 134.0964 0.32
135.0806 C9H11O+ 1 135.0804 1.27
136.0757 C8H10NO+ 1 136.0757 0.15
137.0595 C8H9O2+ 1 137.0597 -1.14
137.0836 C8H11NO+ 1 137.0835 0.26
138.0913 C8H12NO+ 1 138.0913 0.04
139.0754 C8H11O2+ 1 139.0754 -0.04
146.0963 C10H12N+ 1 146.0964 -0.83
148.1122 C10H14N+ 1 148.1121 0.5
152.1072 C9H14NO+ 1 152.107 1.32
153.0912 C9H13O2+ 1 153.091 1.24
154.0862 C8H12NO2+ 1 154.0863 -0.34
164.107 C10H14NO+ 1 164.107 -0.23
167.1068 C10H15O2+ 1 167.1067 0.99
174.127 C12H16N+ 1 174.1277 -4.3
178.1227 C11H16NO+ 1 178.1226 0.32
190.1233 C12H16NO+ 1 190.1226 3.56
202.1228 C13H16NO+ 1 202.1226 0.63
218.118 C13H16NO2+ 1 218.1176 2.25
218.1544 C14H20NO+ 1 218.1539 2.14
220.1333 C13H18NO2+ 1 220.1332 0.28
352.1763 C18H26NO6+ 1 352.1755 2.36
PK$NUM_PEAK: 62
PK$PEAK: m/z int. rel.int.
53.0384 2648.6 17
55.0542 1286.4 8
67.0541 4542.3 29
68.0493 1753.2 11
79.0543 10166 66
80.0495 15665.2 102
81.0334 2998.4 19
81.0574 4137.8 27
81.0699 23140.3 151
82.0652 4262.8 27
83.0492 4004.1 26
84.0444 3789 24
91.0542 8351.4 54
92.0493 1211.5 7
93.0573 77921.1 510
94.0651 124551 816
95.073 34386.8 225
96.0804 2141.5 14
98.0601 6500.6 42
106.0651 24837 162
107.0493 1776.7 11
107.0728 2497.3 16
107.0856 12692.3 83
108.0808 33513.4 219
109.0648 4979.8 32
109.0887 7615.4 49
109.1011 2612.4 17
110.0601 4039.8 26
111.0676 3562.8 23
112.0755 6770.1 44
117.0573 2954.3 19
118.0651 93216.3 610
119.073 64773.9 424
120.0808 118491.2 776
121.0886 9557.9 62
122.0964 20089.7 131
124.0756 3897.7 25
125.0961 10935.1 71
126.0913 2915.7 19
132.0803 1250.5 8
134.0965 1526.7 10
135.0806 3671 24
136.0757 152418.5 999
137.0595 1151.4 7
137.0836 8399.4 55
138.0913 45016.9 295
139.0754 11164.4 73
146.0963 1754.7 11
148.1122 3359.1 22
152.1072 4319.7 28
153.0912 8660.8 56
154.0862 13173.2 86
164.107 3464.3 22
167.1068 2813.1 18
174.127 1457.2 9
178.1227 5530.8 36
190.1233 2539.9 16
202.1228 1089.5 7
218.118 1140.9 7
218.1544 1514.8 9
220.1333 4897.9 32
352.1763 3454.6 22
//