ACCESSION: MSBNK-NaToxAq-NA002761
RECORD_TITLE: Seneciphylline N-oxide; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45% (nominal)
AC$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$SPLASH: splash10-0udi-1906000000-e6a729b087cc41ab2905
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0543 C6H7+ 1 79.0542 0.71
80.0496 C5H6N+ 1 80.0495 1.11
81.0698 C6H9+ 1 81.0699 -1.2
82.0651 C5H8N+ 1 82.0651 -0.14
84.0444 C4H6NO+ 1 84.0444 -0.42
91.0541 C7H7+ 1 91.0542 -1.28
93.0573 C6H7N+ 1 93.0573 0.46
93.0697 C7H9+ 1 93.0699 -2.11
94.0651 C6H8N+ 1 94.0651 -0.12
95.073 C6H9N+ 1 95.073 0.03
98.0602 C5H8NO+ 1 98.06 1.25
105.07 C8H9+ 1 105.0699 1.38
106.0652 C7H8N+ 1 106.0651 0.75
107.0491 C7H7O+ 1 107.0491 -0.34
107.0725 C7H9N+ 1 107.073 -4.31
107.0853 C8H11+ 1 107.0855 -2.13
108.0807 C7H10N+ 1 108.0808 -0.31
109.0648 C7H9O+ 1 109.0648 0.31
109.0888 C7H11N+ 1 109.0886 1.44
111.0682 C6H9NO+ 1 111.0679 3.35
112.0758 C6H10NO+ 1 112.0757 1.22
118.0651 C8H8N+ 1 118.0651 0
119.073 C8H9N+ 1 119.073 0.01
120.0808 C8H10N+ 1 120.0808 0.01
121.0886 C8H11N+ 1 121.0886 -0.24
122.0725 C8H10O+ 1 122.0726 -0.62
122.0965 C8H12N+ 1 122.0964 0.2
123.0804 C8H11O+ 1 123.0804 -0.12
124.0758 C7H10NO+ 1 124.0757 1.2
132.0806 C9H10N+ 1 132.0808 -1.48
133.0651 C9H9O+ 1 133.0648 2.24
134.0962 C9H12N+ 1 134.0964 -1.57
135.0444 C8H7O2+ 1 135.0441 2.84
136.0757 C8H10NO+ 1 136.0757 -0.14
137.0836 C8H11NO+ 1 137.0835 0.31
138.0913 C8H12NO+ 1 138.0913 -0.03
139.0991 C8H13NO+ 1 139.0992 -0.58
150.0677 C9H10O2+ 1 150.0675 1.22
151.0754 C9H11O2+ 1 151.0754 0.09
154.0862 C8H12NO2+ 1 154.0863 -0.11
167.0703 C9H11O3+ 1 167.0703 -0.04
178.1224 C11H16NO+ 1 178.1226 -1.26
179.0701 C10H11O3+ 1 179.0703 -0.91
197.0799 C10H13O4+ 1 197.0808 -4.63
209.1177 C12H17O3+ 1 209.1172 2.18
218.1175 C13H16NO2+ 1 218.1176 -0.28
232.1344 C14H18NO2+ 1 232.1332 4.96
246.1487 C15H20NO2+ 1 246.1489 -0.66
274.1441 C16H20NO3+ 1 274.1438 1.07
288.1595 C17H22NO3+ 1 288.1594 0.29
322.1649 C17H24NO5+ 1 322.1649 0.09
350.1598 C18H24NO6+ 1 350.1598 0.1
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
79.0543 3037.4 9
80.0496 3465 11
81.0698 1926.2 6
82.0651 1652.8 5
84.0444 1532.9 4
91.0541 3267.4 10
93.0573 9922.6 32
93.0697 1367.7 4
94.0651 23535.4 76
95.073 43486.9 141
98.0602 2087.9 6
105.07 2285.6 7
106.0652 12038.5 39
107.0491 9150.8 29
107.0725 1327.5 4
107.0853 1476.6 4
108.0807 9731.4 31
109.0648 4744.7 15
109.0888 2089.3 6
111.0682 1298.2 4
112.0758 6826.3 22
118.0651 58742.6 191
119.073 58547.5 190
120.0808 70883.7 231
121.0886 19898.1 64
122.0725 6083.4 19
122.0965 8693.5 28
123.0804 6111.2 19
124.0758 1102 3
132.0806 2318.9 7
133.0651 1309.1 4
134.0962 1510.8 4
135.0444 1164 3
136.0757 43700.5 142
137.0836 10344.5 33
138.0913 42286.3 137
139.0991 4989.9 16
150.0677 2872.8 9
151.0754 9075.7 29
154.0862 27351.5 89
167.0703 2719.6 8
178.1224 3660.8 11
179.0701 1479.6 4
197.0799 1654.6 5
209.1177 1593.2 5
218.1175 1710.2 5
232.1344 1016.5 3
246.1487 9060.1 29
274.1441 1551.3 5
288.1595 3821.7 12
322.1649 19961.4 65
350.1598 306452 999
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