ACCESSION: MSBNK-NaToxAq-NA003141
RECORD_TITLE: Seneciphylline 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 70% (nominal)
AC$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 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$SPLASH: splash10-00rf-4900000000-4c88969e6085bfc944ce
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0417 C4H5N+ 1 67.0417 0.89
67.0542 C5H7+ 1 67.0542 -0.29
68.0495 C4H6N+ 1 68.0495 0.11
70.0651 C4H8N+ 1 70.0651 -0.1
77.0387 C6H5+ 1 77.0386 1.76
79.0543 C6H7+ 1 79.0542 1.28
80.0495 C5H6N+ 1 80.0495 0.88
81.0574 C5H7N+ 1 81.0573 0.74
81.07 C6H9+ 1 81.0699 1.08
82.0652 C5H8N+ 1 82.0651 0.79
84.0446 C4H6NO+ 1 84.0444 3.05
91.0543 C7H7+ 1 91.0542 0.87
93.0574 C6H7N+ 1 93.0573 0.77
93.07 C7H9+ 1 93.0699 0.98
94.0652 C6H8N+ 1 94.0651 0.65
95.073 C6H9N+ 1 95.073 0.48
95.0856 C7H11+ 1 95.0855 0.29
96.0809 C6H10N+ 1 96.0808 1.42
98.0601 C5H8NO+ 1 98.06 0.55
105.0699 C8H9+ 1 105.0699 -0.01
106.0652 C7H8N+ 1 106.0651 0.6
107.0492 C7H7O+ 1 107.0491 0.23
107.0732 C7H9N+ 1 107.073 2.67
107.0855 C8H11+ 1 107.0855 -0.14
108.0808 C7H10N+ 1 108.0808 0.6
109.0648 C7H9O+ 1 109.0648 0.51
109.0887 C7H11N+ 1 109.0886 0.88
110.0601 C6H8NO+ 1 110.06 0.4
111.0681 C6H9NO+ 1 111.0679 1.85
112.0758 C6H10NO+ 1 112.0757 0.55
117.0573 C8H7N+ 1 117.0573 0.36
118.0652 C8H8N+ 1 118.0651 0.76
119.073 C8H9N+ 1 119.073 0.7
120.0809 C8H10N+ 1 120.0808 0.64
121.0648 C8H9O+ 1 121.0648 -0.25
121.0887 C8H11N+ 1 121.0886 1.15
122.0729 C8H10O+ 1 122.0726 2.2
122.0965 C8H12N+ 1 122.0964 0.96
123.0805 C8H11O+ 1 123.0804 0.33
124.0757 C7H10NO+ 1 124.0757 0.41
126.0913 C7H12NO+ 1 126.0913 -0.01
132.0805 C9H10N+ 1 132.0808 -2.22
133.065 C9H9O+ 1 133.0648 1.63
134.0965 C9H12N+ 1 134.0964 0.77
136.0758 C8H10NO+ 1 136.0757 0.6
137.0838 C8H11NO+ 1 137.0835 2.38
138.0914 C8H12NO+ 1 138.0913 0.59
151.0755 C9H11O2+ 1 151.0754 0.87
154.0863 C8H12NO2+ 1 154.0863 0.55
158.0968 C11H12N+ 1 158.0964 2.23
178.1226 C11H16NO+ 1 178.1226 -0.11
209.1169 C12H17O3+ 1 209.1172 -1.46
350.1606 C18H24NO6+ 1 350.1598 2.19
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
67.0417 1359.6 12
67.0542 2835.7 25
68.0495 2740.5 24
70.0651 1970.2 17
77.0387 1347 12
79.0543 7802.6 70
80.0495 13418.7 121
81.0574 2196.7 19
81.07 7025.2 63
82.0652 3355.6 30
84.0446 2167.1 19
91.0543 9777.4 88
93.0574 48418.9 439
93.07 2558.7 23
94.0652 104232 946
95.073 28607.7 259
95.0856 4569.7 41
96.0809 2438.4 22
98.0601 6552.9 59
105.0699 7966.8 72
106.0652 22918.2 208
107.0492 7340 66
107.0732 2182.6 19
107.0855 3318.2 30
108.0808 24126.7 218
109.0648 13999.8 127
109.0887 4361.7 39
110.0601 1810.2 16
111.0681 2815.9 25
112.0758 6701 60
117.0573 2674.1 24
118.0652 63752.3 578
119.073 53407.6 484
120.0809 110067.1 999
121.0648 1565.3 14
121.0887 4353.4 39
122.0729 1015 9
122.0965 7438 67
123.0805 8791.3 79
124.0757 2524.3 22
126.0913 1292.3 11
132.0805 2326.7 21
133.065 2409 21
134.0965 1331.3 12
136.0758 73079.1 663
137.0838 3733.1 33
138.0914 25205.1 228
151.0755 6357.6 57
154.0863 6637.3 60
158.0968 1258.1 11
178.1226 1840.3 16
209.1169 2308 20
350.1606 1704.4 15
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