ACCESSION: MSBNK-NaToxAq-NA002763
RECORD_TITLE: Seneciphylline N-oxide; LC-ESI-ITFT; MS2; CE: 55%; R=15000; [M+H]+
DATE: 2020.02.21
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 2279
CH$NAME: Seneciphylline N-oxide
CH$NAME: (1R,4E,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-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: C18H23NO6
CH$EXACT_MASS: 349.1525
CH$SMILES: C/C=C/1\CC(=C)[C@@](C(=O)OCC2=CC[N+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(C)O
CH$IUPAC: InChI=1S/C18H23NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4+/t14-,15-,18-,19?/m1/s1
CH$LINK: CAS
38710-26-8
CH$LINK: CHEBI
136427
CH$LINK: PUBCHEM
CID:6442619
CH$LINK: INCHIKEY
COHUFMBRBUPZPA-HPHFTHPTSA-N
CH$LINK: CHEMSPIDER
29304933
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$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$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 2.971 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 350.1596
MS$FOCUSED_ION: PRECURSOR_M/Z 350.1598
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$SPLASH: splash10-0gic-2901000000-3cfe914630b98e82fec1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
68.0494 C4H6N+ 1 68.0495 -1.18
79.0543 C6H7+ 1 79.0542 1
80.0495 C5H6N+ 1 80.0495 0.25
81.0699 C6H9+ 1 81.0699 0.68
82.0652 C5H8N+ 1 82.0651 0.51
84.0445 C4H6NO+ 1 84.0444 1.12
91.0543 C7H7+ 1 91.0542 0.4
93.0574 C6H7N+ 1 93.0573 0.71
93.07 C7H9+ 1 93.0699 1.01
94.0652 C6H8N+ 1 94.0651 0.45
95.073 C6H9N+ 1 95.073 0.19
98.0601 C5H8NO+ 1 98.06 1.01
105.0699 C8H9+ 1 105.0699 0.58
106.0652 C7H8N+ 1 106.0651 0.32
107.0491 C7H7O+ 1 107.0491 -0.12
107.0729 C7H9N+ 1 107.073 -0.03
107.0856 C8H11+ 1 107.0855 0.37
108.0808 C7H10N+ 1 108.0808 0.61
109.0648 C7H9O+ 1 109.0648 0.17
109.0885 C7H11N+ 1 109.0886 -0.66
110.0601 C6H8NO+ 1 110.06 0.95
111.0676 C6H9NO+ 1 111.0679 -1.94
112.0758 C6H10NO+ 1 112.0757 0.67
118.0652 C8H8N+ 1 118.0651 0.33
119.073 C8H9N+ 1 119.073 0.2
120.0808 C8H10N+ 1 120.0808 0.2
121.0887 C8H11N+ 1 121.0886 0.52
122.0727 C8H10O+ 1 122.0726 0.75
122.0964 C8H12N+ 1 122.0964 -0.11
123.0804 C8H11O+ 1 123.0804 -0.12
124.0756 C7H10NO+ 1 124.0757 -0.65
132.0804 C9H10N+ 1 132.0808 -2.75
133.0647 C9H9O+ 1 133.0648 -0.62
134.096 C9H12N+ 1 134.0964 -3.05
135.0441 C8H7O2+ 1 135.0441 0.7
136.0757 C8H10NO+ 1 136.0757 0.31
137.0836 C8H11NO+ 1 137.0835 0.31
138.0914 C8H12NO+ 1 138.0913 0.19
139.099 C8H13NO+ 1 139.0992 -1.13
140.1067 C8H14NO+ 1 140.107 -1.89
149.0598 C9H9O2+ 1 149.0597 0.42
150.0676 C9H10O2+ 1 150.0675 0.3
151.0753 C9H11O2+ 1 151.0754 -0.11
154.0863 C8H12NO2+ 1 154.0863 0.38
167.0702 C9H11O3+ 1 167.0703 -0.22
178.1228 C11H16NO+ 1 178.1226 0.97
179.0698 C10H11O3+ 1 179.0703 -2.52
197.0801 C10H13O4+ 1 197.0808 -3.54
209.1174 C12H17O3+ 1 209.1172 0.79
218.1533 C14H20NO+ 1 218.1539 -2.83
246.1488 C15H20NO2+ 1 246.1489 -0.04
322.165 C17H24NO5+ 1 322.1649 0.28
350.16 C18H24NO6+ 1 350.1598 0.62
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
68.0494 1323.3 13
79.0543 4212.9 42
80.0495 6237.6 63
81.0699 4830.8 48
82.0652 2437.2 24
84.0445 1524 15
91.0543 5151.8 52
93.0574 25258.1 255
93.07 2230.4 22
94.0652 48705.9 493
95.073 44637 451
98.0601 4259.4 43
105.0699 5511 55
106.0652 16872.1 170
107.0491 13403.4 135
107.0729 2570.9 26
107.0856 2389.3 24
108.0808 15679.4 158
109.0648 10908.2 110
109.0885 4492.7 45
110.0601 3389.4 34
111.0676 1882.1 19
112.0758 8353.8 84
118.0652 66012.3 668
119.073 74760.4 756
120.0808 98671.4 999
121.0887 14341.8 145
122.0727 4815.7 48
122.0964 12195.4 123
123.0804 9608.3 97
124.0756 1610.3 16
132.0804 2256.3 22
133.0647 3324.1 33
134.096 1353.5 13
135.0441 2185.2 22
136.0757 69302.9 701
137.0836 9394.5 95
138.0914 48668.7 492
139.099 2103.7 21
140.1067 2269.2 22
149.0598 1868.6 18
150.0676 2587 26
151.0753 9073.5 91
154.0863 21064.4 213
167.0702 2790 28
178.1228 3293.3 33
179.0698 1726.1 17
197.0801 1471.9 14
209.1174 5544 56
218.1533 1076.4 10
246.1488 5896.2 59
322.165 12840.6 130
350.16 62175.6 629
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