ACCESSION: MSBNK-NaToxAq-NA003229
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 60%; 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 60% (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: splash10-00rl-3900000000-a7bb29b0626ef16fcfc9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0384 C4H5+ 1 53.0386 -2.71
55.0541 C4H7+ 1 55.0542 -2.58
67.0542 C5H7+ 1 67.0542 -1.08
68.0495 C4H6N+ 1 68.0495 -0.34
79.0543 C6H7+ 1 79.0542 0.31
80.0495 C5H6N+ 1 80.0495 0.22
81.0334 C5H5O+ 1 81.0335 -0.88
81.0576 C5H7N+ 1 81.0573 3.76
81.0699 C6H9+ 1 81.0699 0.33
82.0652 C5H8N+ 1 82.0651 1.44
83.0491 C5H7O+ 1 83.0491 -0.48
84.0444 C4H6NO+ 1 84.0444 -0.22
91.0543 C7H7+ 1 91.0542 0.79
93.0573 C6H7N+ 1 93.0573 0.44
94.0651 C6H8N+ 1 94.0651 0.25
95.073 C6H9N+ 1 95.073 0.16
96.0442 C5H6NO+ 1 96.0444 -1.75
98.06 C5H8NO+ 1 98.06 -0.69
101.0598 C5H9O2+ 1 101.0597 0.61
106.0652 C7H8N+ 1 106.0651 0.31
107.0491 C7H7O+ 1 107.0491 -0.34
107.073 C7H9N+ 1 107.073 0.03
107.0856 C8H11+ 1 107.0855 0.5
108.0808 C7H10N+ 1 108.0808 0.18
109.0648 C7H9O+ 1 109.0648 -0.19
109.0887 C7H11N+ 1 109.0886 0.74
109.1013 C8H13+ 1 109.1012 1.55
110.06 C6H8NO+ 1 110.06 -0.15
111.068 C6H9NO+ 1 111.0679 1.03
112.0757 C6H10NO+ 1 112.0757 0.07
117.0575 C8H7N+ 1 117.0573 1.6
118.0651 C8H8N+ 1 118.0651 0.18
119.073 C8H9N+ 1 119.073 0.25
120.0808 C8H10N+ 1 120.0808 0.2
121.0886 C8H11N+ 1 121.0886 0.08
122.0964 C8H12N+ 1 122.0964 -0.16
124.0756 C7H10NO+ 1 124.0757 -0.39
125.0961 C8H13O+ 1 125.0961 0.45
126.0912 C7H12NO+ 1 126.0913 -1.1
134.097 C9H12N+ 1 134.0964 3.96
135.0804 C9H11O+ 1 135.0804 -0.54
136.0757 C8H10NO+ 1 136.0757 0.15
137.0602 C8H9O2+ 1 137.0597 3.65
137.0835 C8H11NO+ 1 137.0835 0.15
137.0963 C9H13O+ 1 137.0961 1.36
138.0913 C8H12NO+ 1 138.0913 0.04
139.0754 C8H11O2+ 1 139.0754 0.29
146.0963 C10H12N+ 1 146.0964 -0.83
148.1117 C10H14N+ 1 148.1121 -2.59
152.1071 C9H14NO+ 1 152.107 0.72
153.0911 C9H13O2+ 1 153.091 0.74
154.0863 C8H12NO2+ 1 154.0863 0.36
164.1069 C10H14NO+ 1 164.107 -0.42
167.1067 C10H15O2+ 1 167.1067 0.26
174.1269 C12H16N+ 1 174.1277 -4.83
178.1228 C11H16NO+ 1 178.1226 0.83
190.1227 C12H16NO+ 1 190.1226 0.43
192.1384 C12H18NO+ 1 192.1383 0.67
202.1224 C13H16NO+ 1 202.1226 -1.03
211.1328 C12H19O3+ 1 211.1329 -0.51
218.1176 C13H16NO2+ 1 218.1176 0.43
218.1543 C14H20NO+ 1 218.1539 1.44
220.1333 C13H18NO2+ 1 220.1332 0.28
246.1488 C15H20NO2+ 1 246.1489 -0.08
254.1384 C13H20NO4+ 1 254.1387 -1.14
324.1804 C17H26NO5+ 1 324.1805 -0.61
352.1756 C18H26NO6+ 1 352.1755 0.37
PK$NUM_PEAK: 67
PK$PEAK: m/z int. rel.int.
53.0384 3458.4 22
55.0541 1381.7 8
67.0542 3595.2 23
68.0495 2575.6 16
79.0543 10559 68
80.0495 11369.8 73
81.0334 2372.8 15
81.0576 1814.7 11
81.0699 29025.6 188
82.0652 3831 24
83.0491 3720.5 24
84.0444 3275.2 21
91.0543 6466.9 42
93.0573 62190.2 404
94.0651 85404.7 554
95.073 51927 337
96.0442 1882.4 12
98.06 7431.8 48
101.0598 1132.9 7
106.0652 26370 171
107.0491 2207.8 14
107.073 2223.3 14
107.0856 12247.6 79
108.0808 29237 189
109.0648 6780.6 44
109.0887 8975.2 58
109.1013 4948.3 32
110.06 4309.6 27
111.068 3654.1 23
112.0757 12139.5 78
117.0575 1324 8
118.0651 105956.7 688
119.073 88973.9 578
120.0808 122586.9 796
121.0886 27236.4 176
122.0964 25565.4 166
124.0756 2264.3 14
125.0961 13999.1 90
126.0912 2502.3 16
134.097 1387.7 9
135.0804 3902.5 25
136.0757 153767.8 999
137.0602 1888.8 12
137.0835 17617.3 114
137.0963 2312.3 15
138.0913 74845.6 486
139.0754 12231.6 79
146.0963 1134.6 7
148.1117 3425.8 22
152.1071 7692.6 49
153.0911 16448.5 106
154.0863 28913.7 187
164.1069 3429 22
167.1067 3401.5 22
174.1269 1374.6 8
178.1228 10656.4 69
190.1227 2818 18
192.1384 2833.5 18
202.1224 3555.1 23
211.1328 6027.9 39
218.1176 6210.3 40
218.1543 2817.8 18
220.1333 26692.5 173
246.1488 6518.6 42
254.1384 4155.6 26
324.1804 9931.9 64
352.1756 41908.8 272
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