ACCESSION: MSBNK-NaToxAq-NA003142
RECORD_TITLE: Seneciphylline N-oxide; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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$SPLASH: splash10-00rf-5900000000-eb494af0a4926c4a08b2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0415 C4H5N+ 1 67.0417 -2.41
  67.0543 C5H7+ 1 67.0542 0.4
  68.0495 C4H6N+ 1 68.0495 1
  70.0652 C4H8N+ 1 70.0651 1.53
  77.0386 C6H5+ 1 77.0386 0.77
  79.0543 C6H7+ 1 79.0542 1.08
  80.0495 C5H6N+ 1 80.0495 0.79
  81.0572 C5H7N+ 1 81.0573 -0.86
  81.07 C6H9+ 1 81.0699 0.99
  82.0652 C5H8N+ 1 82.0651 0.6
  84.0446 C4H6NO+ 1 84.0444 1.96
  91.0543 C7H7+ 1 91.0542 1.21
  92.0498 C6H6N+ 1 92.0495 3.12
  93.0574 C6H7N+ 1 93.0573 1.18
  94.0652 C6H8N+ 1 94.0651 0.82
  95.073 C6H9N+ 1 95.073 0.88
  95.0857 C7H11+ 1 95.0855 1.65
  96.0808 C6H10N+ 1 96.0808 0.15
  98.0603 C5H8NO+ 1 98.06 2.65
  105.07 C8H9+ 1 105.0699 0.79
  106.0652 C7H8N+ 1 106.0651 1.03
  107.0492 C7H7O+ 1 107.0491 0.87
  107.0732 C7H9N+ 1 107.073 2.45
  107.0855 C8H11+ 1 107.0855 -0.5
  108.0809 C7H10N+ 1 108.0808 0.88
  109.0649 C7H9O+ 1 109.0648 1.28
  109.0887 C7H11N+ 1 109.0886 0.88
  110.0603 C6H8NO+ 1 110.06 2.41
  111.0678 C6H9NO+ 1 111.0679 -0.69
  112.0757 C6H10NO+ 1 112.0757 0.28
  117.0577 C8H7N+ 1 117.0573 3.1
  118.0652 C8H8N+ 1 118.0651 0.83
  119.0731 C8H9N+ 1 119.073 1.02
  120.0809 C8H10N+ 1 120.0808 0.9
  121.0647 C8H9O+ 1 121.0648 -0.38
  121.0889 C8H11N+ 1 121.0886 2.1
  122.0725 C8H10O+ 1 122.0726 -0.68
  122.0964 C8H12N+ 1 122.0964 0.15
  123.0806 C8H11O+ 1 123.0804 1.69
  124.0757 C7H10NO+ 1 124.0757 0.35
  132.081 C9H10N+ 1 132.0808 1.83
  133.0652 C9H9O+ 1 133.0648 3.12
  134.0964 C9H12N+ 1 134.0964 0.09
  136.0758 C8H10NO+ 1 136.0757 1.05
  137.0837 C8H11NO+ 1 137.0835 1.27
  138.0914 C8H12NO+ 1 138.0913 0.59
  146.0965 C10H12N+ 1 146.0964 0.63
  149.0599 C9H9O2+ 1 149.0597 1.31
  151.0753 C9H11O2+ 1 151.0754 -0.24
  154.0865 C8H12NO2+ 1 154.0863 1.54
  178.1234 C11H16NO+ 1 178.1226 4.34
  209.1179 C12H17O3+ 1 209.1172 3.21
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  67.0415 1161.6 10
  67.0543 3151.5 28
  68.0495 2143.2 19
  70.0652 2909.5 25
  77.0386 2005.2 17
  79.0543 8737.4 77
  80.0495 17392.1 155
  81.0572 2819.6 25
  81.07 6445.9 57
  82.0652 3659.9 32
  84.0446 3939.6 35
  91.0543 10777.9 96
  92.0498 1679.3 14
  93.0574 50246.7 448
  94.0652 111966.1 999
  95.073 22526.6 200
  95.0857 3256.5 29
  96.0808 2526.5 22
  98.0603 4971.3 44
  105.07 7992.6 71
  106.0652 23027 205
  107.0492 6852.1 61
  107.0732 2030.2 18
  107.0855 2098.3 18
  108.0809 20836.2 185
  109.0649 12758.6 113
  109.0887 4110.8 36
  110.0603 2829 25
  111.0678 2390.8 21
  112.0757 4177.4 37
  117.0577 2097.5 18
  118.0652 61475.9 548
  119.0731 43007.6 383
  120.0809 104296.8 930
  121.0647 1750.8 15
  121.0889 2777.3 24
  122.0725 1349.8 12
  122.0964 6159.7 54
  123.0806 7118.3 63
  124.0757 3075.8 27
  132.081 2480.4 22
  133.0652 2536.6 22
  134.0964 1688.4 15
  136.0758 65590.4 585
  137.0837 1406.5 12
  138.0914 17756.2 158
  146.0965 1833.9 16
  149.0599 1228.5 10
  151.0753 3469.2 30
  154.0865 4054.4 36
  178.1234 1794.1 16
  209.1179 1833.5 16
//