ACCESSION: MSBNK-NaToxAq-NA003140
RECORD_TITLE: Seneciphylline 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$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 2.981 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 350.1597
MS$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$SPLASH: splash10-01bl-3900000000-a9e089ec5b76cd066ab4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0543 C5H7+ 1 67.0542 0.74
68.0493 C4H6N+ 1 68.0495 -2.47
79.0543 C6H7+ 1 79.0542 0.7
80.0495 C5H6N+ 1 80.0495 0.69
81.0573 C5H7N+ 1 81.0573 0.37
81.07 C6H9+ 1 81.0699 1.08
82.0651 C5H8N+ 1 82.0651 0.23
84.0444 C4H6NO+ 1 84.0444 0.6
91.0543 C7H7+ 1 91.0542 0.87
92.0492 C6H6N+ 1 92.0495 -2.52
93.0574 C6H7N+ 1 93.0573 0.93
93.0698 C7H9+ 1 93.0699 -0.9
94.0652 C6H8N+ 1 94.0651 0.74
95.073 C6H9N+ 1 95.073 0.64
95.0857 C7H11+ 1 95.0855 1.41
96.0808 C6H10N+ 1 96.0808 -0.17
98.0601 C5H8NO+ 1 98.06 0.32
105.07 C8H9+ 1 105.0699 0.72
106.0652 C7H8N+ 1 106.0651 0.74
107.0492 C7H7O+ 1 107.0491 0.08
107.0729 C7H9N+ 1 107.073 -0.19
107.0857 C8H11+ 1 107.0855 1.36
108.0809 C7H10N+ 1 108.0808 0.95
109.0649 C7H9O+ 1 109.0648 0.65
109.0884 C7H11N+ 1 109.0886 -1.43
110.0601 C6H8NO+ 1 110.06 0.96
111.0679 C6H9NO+ 1 111.0679 0.27
112.0758 C6H10NO+ 1 112.0757 0.75
117.0575 C8H7N+ 1 117.0573 1.6
118.0652 C8H8N+ 1 118.0651 0.76
119.0731 C8H9N+ 1 119.073 0.96
120.0809 C8H10N+ 1 120.0808 0.83
121.0887 C8H11N+ 1 121.0886 1.09
122.0725 C8H10O+ 1 122.0726 -0.68
122.0965 C8H12N+ 1 122.0964 0.21
123.0806 C8H11O+ 1 123.0804 0.88
124.0757 C7H10NO+ 1 124.0757 -0.2
126.0914 C7H12NO+ 1 126.0913 0.6
132.0809 C9H10N+ 1 132.0808 1.13
133.0648 C9H9O+ 1 133.0648 0.25
136.0758 C8H10NO+ 1 136.0757 0.94
137.0836 C8H11NO+ 1 137.0835 0.38
138.0915 C8H12NO+ 1 138.0913 0.81
140.1068 C8H14NO+ 1 140.107 -1.61
146.0967 C10H12N+ 1 146.0964 1.99
151.0755 C9H11O2+ 1 151.0754 1.07
154.0863 C8H12NO2+ 1 154.0863 0.55
167.0705 C9H11O3+ 1 167.0703 1.5
178.1222 C11H16NO+ 1 178.1226 -2.68
188.1073 C12H14NO+ 1 188.107 1.81
209.1175 C12H17O3+ 1 209.1172 1.46
246.1491 C15H20NO2+ 1 246.1489 1.1
322.166 C17H24NO5+ 1 322.1649 3.44
350.1606 C18H24NO6+ 1 350.1598 2.27
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
67.0543 4057.1 34
68.0493 2141.4 18
79.0543 8236.7 70
80.0495 12133.6 104
81.0573 2416.5 20
81.07 7845.5 67
82.0651 2877.7 24
84.0444 2520 21
91.0543 8989.5 77
92.0492 1290.7 11
93.0574 45286.6 390
93.0698 2672.4 23
94.0652 90124 776
95.073 35978.2 310
95.0857 4185 36
96.0808 1616.8 13
98.0601 7022.7 60
105.07 6637 57
106.0652 22906.6 197
107.0492 11381.2 98
107.0729 2007.2 17
107.0857 2808.7 24
108.0809 21207.3 182
109.0649 16527.9 142
109.0884 5666.6 48
110.0601 3565.6 30
111.0679 3538.1 30
112.0758 8041.2 69
117.0575 1288.3 11
118.0652 72788.3 627
119.0731 66165.2 570
120.0809 115919.3 999
121.0887 7988.6 68
122.0725 3336.1 28
122.0965 9694.4 83
123.0806 9291.5 80
124.0757 3421.8 29
126.0914 1538.4 13
132.0809 2687.8 23
133.0648 2327 20
136.0758 88648.1 763
137.0836 6071.9 52
138.0915 38338.8 330
140.1068 1385.7 11
146.0967 3179 27
151.0755 7260.3 62
154.0863 10036 86
167.0705 1580.3 13
178.1222 3036.8 26
188.1073 1630.3 14
209.1175 5185.5 44
246.1491 1155 9
322.166 2526.4 21
350.1606 7082.7 61
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