ACCESSION: MSBNK-NaToxAq-NA003505
RECORD_TITLE: Seneciphylline N-oxide; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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 2.982 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$SPLASH: splash10-0006-8900000000-2b38ae7fe54c42379ef5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0385 C5H5+ 1 65.0386 -1.32
66.0463 C5H6+ 1 66.0464 -1.4
67.0416 C4H5N+ 1 67.0417 -0.31
67.0542 C5H7+ 1 67.0542 -0.58
68.0496 C4H6N+ 1 68.0495 1.38
70.0652 C4H8N+ 1 70.0651 1
77.0386 C6H5+ 1 77.0386 0.31
79.0542 C6H7+ 1 79.0542 0.04
80.0495 C5H6N+ 1 80.0495 0.13
81.0574 C5H7N+ 1 81.0573 0.92
81.0699 C6H9+ 1 81.0699 0.6
82.0651 C5H8N+ 1 82.0651 -0.54
84.0444 C4H6NO+ 1 84.0444 -0.45
91.0542 C7H7+ 1 91.0542 0.13
92.0495 C6H6N+ 1 92.0495 -0.03
93.0573 C6H7N+ 1 93.0573 0.12
94.0651 C6H8N+ 1 94.0651 -0.14
95.0488 C6H7O+ 1 95.0491 -3.85
95.0729 C6H9N+ 1 95.073 -0.3
95.0856 C7H11+ 1 95.0855 0.31
96.0443 C5H6NO+ 1 96.0444 -0.76
96.0808 C6H10N+ 1 96.0808 0.34
98.0602 C5H8NO+ 1 98.06 2.08
103.0543 C8H7+ 1 103.0542 0.86
105.0698 C8H9+ 1 105.0699 -0.38
106.0651 C7H8N+ 1 106.0651 0.16
107.0491 C7H7O+ 1 107.0491 -0.57
107.073 C7H9N+ 1 107.073 0.52
108.0808 C7H10N+ 1 108.0808 0.1
109.0647 C7H9O+ 1 109.0648 -0.54
110.06 C6H8NO+ 1 110.06 -0.29
112.0759 C6H10NO+ 1 112.0757 1.57
117.0573 C8H7N+ 1 117.0573 0.02
118.0651 C8H8N+ 1 118.0651 0.03
119.0729 C8H9N+ 1 119.073 -0.09
120.0808 C8H10N+ 1 120.0808 -0.01
121.0647 C8H9O+ 1 121.0648 -1.03
122.0963 C8H12N+ 1 122.0964 -0.68
123.0804 C8H11O+ 1 123.0804 -0.56
124.0758 C7H10NO+ 1 124.0757 1.14
132.0807 C9H10N+ 1 132.0808 -0.82
133.0645 C9H9O+ 1 133.0648 -1.91
134.0963 C9H12N+ 1 134.0964 -0.8
136.0757 C8H10NO+ 1 136.0757 -0.05
138.0913 C8H12NO+ 1 138.0913 -0.49
144.0808 C10H10N+ 1 144.0808 0.37
158.0967 C11H12N+ 1 158.0964 1.86
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
65.0385 1682.4 12
66.0463 1240.2 9
67.0416 2456.9 18
67.0542 5928.8 45
68.0496 1694.5 12
70.0652 1332.6 10
77.0386 2508.9 19
79.0542 10413.2 79
80.0495 27037.7 206
81.0574 3972 30
81.0699 8146.3 62
82.0651 2588.3 19
84.0444 2169.9 16
91.0542 14267.1 109
92.0495 5268.1 40
93.0573 52745.4 403
94.0651 130533 999
95.0488 1273.8 9
95.0729 11499.4 88
95.0856 4451 34
96.0443 2340.1 17
96.0808 3116.1 23
98.0602 2658.9 20
103.0543 2094.3 16
105.0698 7135.5 54
106.0651 23543.4 180
107.0491 3860.2 29
107.073 1921.1 14
108.0808 22919.6 175
109.0647 9590.5 73
110.06 1988.5 15
112.0759 1533.3 11
117.0573 7440.1 56
118.0651 61683.8 472
119.0729 24962.8 191
120.0808 87572.3 670
121.0647 1228.7 9
122.0963 2355.2 18
123.0804 2453.1 18
124.0758 1556.4 11
132.0807 2499 19
133.0645 1893.7 14
134.0963 1782.9 13
136.0757 47871.6 366
138.0913 5003.7 38
144.0808 1422.3 10
158.0967 926.7 7
//
