ACCESSION: MSBNK-NaToxAq-NA003230
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 65%; 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 65% (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-b5843eeeb1460c156cae
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0384 C4H5+ 1 53.0386 -2.42
67.0542 C5H7+ 1 67.0542 -0.06
68.0494 C4H6N+ 1 68.0495 -1.01
79.0542 C6H7+ 1 79.0542 0.21
80.0495 C5H6N+ 1 80.0495 0.41
81.0335 C5H5O+ 1 81.0335 -0.13
81.0573 C5H7N+ 1 81.0573 0.37
81.0699 C6H9+ 1 81.0699 0.24
82.0652 C5H8N+ 1 82.0651 0.97
83.0492 C5H7O+ 1 83.0491 0.71
84.0445 C4H6NO+ 1 84.0444 0.78
91.0543 C7H7+ 1 91.0542 0.45
92.0498 C6H6N+ 1 92.0495 3.37
93.0573 C6H7N+ 1 93.0573 0.36
94.0651 C6H8N+ 1 94.0651 0.17
95.073 C6H9N+ 1 95.073 0.32
96.0444 C5H6NO+ 1 96.0444 -0.08
96.0807 C6H10N+ 1 96.0808 -0.49
98.0601 C5H8NO+ 1 98.06 0.24
101.0599 C5H9O2+ 1 101.0597 2.27
106.0651 C7H8N+ 1 106.0651 0.02
107.049 C7H7O+ 1 107.0491 -1.49
107.073 C7H9N+ 1 107.073 0.17
107.0855 C8H11+ 1 107.0855 0.14
108.0808 C7H10N+ 1 108.0808 0.39
109.0647 C7H9O+ 1 109.0648 -0.89
109.0886 C7H11N+ 1 109.0886 0.04
109.1012 C8H13+ 1 109.1012 0.64
110.06 C6H8NO+ 1 110.06 -0.57
111.0679 C6H9NO+ 1 111.0679 0.06
112.0757 C6H10NO+ 1 112.0757 -0.06
118.0652 C8H8N+ 1 118.0651 0.31
119.073 C8H9N+ 1 119.073 0.32
120.0808 C8H10N+ 1 120.0808 0.2
121.0886 C8H11N+ 1 121.0886 0.14
122.0964 C8H12N+ 1 122.0964 -0.04
124.0758 C7H10NO+ 1 124.0757 0.84
125.0962 C8H13O+ 1 125.0961 0.7
126.0911 C7H12NO+ 1 126.0913 -2.07
134.0963 C9H12N+ 1 134.0964 -1.27
135.0805 C9H11O+ 1 135.0804 0.36
136.0757 C8H10NO+ 1 136.0757 0.15
137.0596 C8H9O2+ 1 137.0597 -0.81
137.0835 C8H11NO+ 1 137.0835 0.15
137.0958 C9H13O+ 1 137.0961 -1.98
138.0914 C8H12NO+ 1 138.0913 0.15
139.0754 C8H11O2+ 1 139.0754 -0.04
146.0963 C10H12N+ 1 146.0964 -0.83
148.112 C10H14N+ 1 148.1121 -0.53
152.1071 C9H14NO+ 1 152.107 0.92
153.091 C9H13O2+ 1 153.091 -0.25
154.0863 C8H12NO2+ 1 154.0863 0.26
164.1068 C10H14NO+ 1 164.107 -1.35
167.1068 C10H15O2+ 1 167.1067 0.81
178.1226 C11H16NO+ 1 178.1226 -0.03
190.1224 C12H16NO+ 1 190.1226 -1.09
192.1387 C12H18NO+ 1 192.1383 2.34
211.1325 C12H19O3+ 1 211.1329 -1.96
218.1176 C13H16NO2+ 1 218.1176 0.43
218.1538 C14H20NO+ 1 218.1539 -0.66
220.1333 C13H18NO2+ 1 220.1332 0.42
246.1491 C15H20NO2+ 1 246.1489 1.1
254.1378 C13H20NO4+ 1 254.1387 -3.6
324.1809 C17H26NO5+ 1 324.1805 0.99
352.1758 C18H26NO6+ 1 352.1755 0.89
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
53.0384 3898.5 24
67.0542 3507.3 21
68.0494 2064.5 12
79.0542 10004.2 61
80.0495 14941.5 92
81.0335 3027.9 18
81.0573 3966.2 24
81.0699 29089.2 180
82.0652 4880.2 30
83.0492 3352.2 20
84.0445 4121.7 25
91.0543 7681.6 47
92.0498 1658 10
93.0573 75298.3 466
94.0651 106700.4 661
95.073 47854.7 296
96.0444 1410.6 8
96.0807 2474.4 15
98.0601 7110.6 44
101.0599 1347.4 8
106.0651 28474.7 176
107.049 2797.2 17
107.073 1946.8 12
107.0855 14326.5 88
108.0808 31958.8 198
109.0647 6374.7 39
109.0886 9715.6 60
109.1012 4287.4 26
110.06 3939.6 24
111.0679 3963.9 24
112.0757 10655.3 66
118.0652 105712.2 655
119.073 79865 494
120.0808 124524.1 771
121.0886 15442 95
122.0964 24722.8 153
124.0758 3969.9 24
125.0962 12833.2 79
126.0911 3429.1 21
134.0963 1447.8 8
135.0805 3762.1 23
136.0757 161207.1 999
137.0596 1226.7 7
137.0835 11371.2 70
137.0958 1745 10
138.0914 57952.7 359
139.0754 13450.8 83
146.0963 1409 8
148.112 3380.4 20
152.1071 5340.6 33
153.091 12790.8 79
154.0863 19106.8 118
164.1068 3678 22
167.1068 3728.7 23
178.1226 7177.4 44
190.1224 3098.4 19
192.1387 1536.1 9
211.1325 3885.1 24
218.1176 4718.6 29
218.1538 1987.9 12
220.1333 13541.8 83
246.1491 3702 22
254.1378 1851.7 11
324.1809 4756.2 29
352.1758 12853.7 79
//
