ACCESSION: MSBNK-NaToxAq-NA003143
RECORD_TITLE: Seneciphylline N-oxide; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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$SPLASH: splash10-00r6-6900000000-243799c85e01cc863ceb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0417 C4H5N+ 1 67.0417 0.1
  67.0542 C5H7+ 1 67.0542 -0.86
  68.0494 C4H6N+ 1 68.0495 -0.45
  70.0652 C4H8N+ 1 70.0651 1.2
  77.0386 C6H5+ 1 77.0386 0.17
  79.0543 C6H7+ 1 79.0542 1.08
  80.0495 C5H6N+ 1 80.0495 0.31
  81.0575 C5H7N+ 1 81.0573 2.25
  81.0699 C6H9+ 1 81.0699 0.9
  82.0653 C5H8N+ 1 82.0651 2
  84.0444 C4H6NO+ 1 84.0444 0.33
  91.0543 C7H7+ 1 91.0542 0.37
  92.0494 C6H6N+ 1 92.0495 -0.36
  93.0573 C6H7N+ 1 93.0573 0.52
  94.0651 C6H8N+ 1 94.0651 0.25
  95.073 C6H9N+ 1 95.073 0.08
  95.0856 C7H11+ 1 95.0855 0.45
  96.0446 C5H6NO+ 1 96.0444 2.62
  96.0806 C6H10N+ 1 96.0808 -1.44
  98.0601 C5H8NO+ 1 98.06 0.39
  105.0699 C8H9+ 1 105.0699 -0.15
  106.0652 C7H8N+ 1 106.0651 0.31
  107.0492 C7H7O+ 1 107.0491 0.51
  107.0731 C7H9N+ 1 107.073 1.24
  108.0808 C7H10N+ 1 108.0808 0.03
  109.0648 C7H9O+ 1 109.0648 0.37
  109.0886 C7H11N+ 1 109.0886 -0.1
  110.0602 C6H8NO+ 1 110.06 1.65
  111.0683 C6H9NO+ 1 111.0679 3.91
  112.0759 C6H10NO+ 1 112.0757 1.71
  117.0574 C8H7N+ 1 117.0573 0.43
  118.0652 C8H8N+ 1 118.0651 0.24
  119.073 C8H9N+ 1 119.073 0.51
  120.0808 C8H10N+ 1 120.0808 0.33
  122.0963 C8H12N+ 1 122.0964 -1.04
  123.0808 C8H11O+ 1 123.0804 2.93
  124.0755 C7H10NO+ 1 124.0757 -1.18
  132.0807 C9H10N+ 1 132.0808 -0.25
  133.0646 C9H9O+ 1 133.0648 -1.24
  134.0965 C9H12N+ 1 134.0964 0.32
  136.0758 C8H10NO+ 1 136.0757 0.49
  138.0914 C8H12NO+ 1 138.0913 0.26
  146.0962 C10H12N+ 1 146.0964 -1.35
  151.0753 C9H11O2+ 1 151.0754 -0.54
  154.0866 C8H12NO2+ 1 154.0863 2.04
  158.096 C11H12N+ 1 158.0964 -2.6
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  67.0417 1289.4 11
  67.0542 3537.2 32
  68.0494 2046.8 18
  70.0652 1181 10
  77.0386 1561.1 14
  79.0543 7073 64
  80.0495 16395.5 148
  81.0575 3547.1 32
  81.0699 5353.4 48
  82.0653 2918.6 26
  84.0444 3158.5 28
  91.0543 10958 99
  92.0494 2306 20
  93.0573 48471.5 439
  94.0651 110130 999
  95.073 14152.6 128
  95.0856 4393.1 39
  96.0446 1304.3 11
  96.0806 1499 13
  98.0601 4116.8 37
  105.0699 5886.7 53
  106.0652 18837 170
  107.0492 6646.2 60
  107.0731 1295.9 11
  108.0808 19107.4 173
  109.0648 10317.9 93
  109.0886 2997.5 27
  110.0602 2262.9 20
  111.0683 2075.1 18
  112.0759 2278.9 20
  117.0574 3665.3 33
  118.0652 60498.6 548
  119.073 33923.2 307
  120.0808 89590.2 812
  122.0963 4537.8 41
  123.0808 3285 29
  124.0755 1639.9 14
  132.0807 2858.7 25
  133.0646 1685.2 15
  134.0965 1871.4 16
  136.0758 57730.6 523
  138.0914 11689 106
  146.0962 1535.5 13
  151.0753 2046.7 18
  154.0866 2603.5 23
  158.096 1095.2 9
//