ACCESSION: MSBNK-NaToxAq-NA003504
RECORD_TITLE: Seneciphylline N-oxide; LC-ESI-ITFT; MS2; CE: 85%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$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$SPLASH: splash10-00r6-7900000000-cd4e27987d8baab8d440
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.13
  68.0494 C4H6N+ 1 68.0495 -1.09
  70.0653 C4H8N+ 1 70.0651 3.18
  77.0384 C6H5+ 1 77.0386 -1.67
  79.0543 C6H7+ 1 79.0542 0.62
  80.0495 C5H6N+ 1 80.0495 0.6
  81.0574 C5H7N+ 1 81.0573 1.3
  81.0699 C6H9+ 1 81.0699 0.13
  82.0652 C5H8N+ 1 82.0651 0.95
  84.0445 C4H6NO+ 1 84.0444 1.82
  91.0543 C7H7+ 1 91.0542 0.55
  92.0495 C6H6N+ 1 92.0495 0.63
  93.0573 C6H7N+ 1 93.0573 0.53
  94.0652 C6H8N+ 1 94.0651 0.27
  95.073 C6H9N+ 1 95.073 0.1
  95.0855 C7H11+ 1 95.0855 0.23
  96.0446 C5H6NO+ 1 96.0444 2.26
  96.081 C6H10N+ 1 96.0808 1.85
  98.06 C5H8NO+ 1 98.06 -0.02
  103.0541 C8H7+ 1 103.0542 -1.22
  105.0699 C8H9+ 1 105.0699 0.2
  106.0652 C7H8N+ 1 106.0651 0.44
  107.0492 C7H7O+ 1 107.0491 0.86
  107.0729 C7H9N+ 1 107.073 -0.12
  108.0808 C7H10N+ 1 108.0808 0.17
  109.0648 C7H9O+ 1 109.0648 -0.26
  109.0886 C7H11N+ 1 109.0886 -0.38
  110.0599 C6H8NO+ 1 110.06 -1.68
  112.0757 C6H10NO+ 1 112.0757 -0.13
  117.0573 C8H7N+ 1 117.0573 0.09
  118.0652 C8H8N+ 1 118.0651 0.35
  119.073 C8H9N+ 1 119.073 0.36
  120.0808 C8H10N+ 1 120.0808 0.37
  121.0645 C8H9O+ 1 121.0648 -2.6
  122.0964 C8H12N+ 1 122.0964 0.01
  123.0805 C8H11O+ 1 123.0804 0.37
  124.0758 C7H10NO+ 1 124.0757 0.83
  132.0808 C9H10N+ 1 132.0808 0.1
  133.0646 C9H9O+ 1 133.0648 -1.23
  134.0968 C9H12N+ 1 134.0964 2.84
  136.0757 C8H10NO+ 1 136.0757 0.29
  138.0913 C8H12NO+ 1 138.0913 -0.05
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
  67.0542 4811 35
  68.0494 1197.1 8
  70.0653 1332.3 9
  77.0384 2967 22
  79.0543 10231.4 76
  80.0495 23983.3 179
  81.0574 2892.5 21
  81.0699 6335.5 47
  82.0652 3491.9 26
  84.0445 2616.9 19
  91.0543 12535.5 93
  92.0495 3261.4 24
  93.0573 52474.1 391
  94.0652 133830.4 999
  95.073 12305.1 91
  95.0855 4246.7 31
  96.0446 1505.8 11
  96.081 2984.9 22
  98.06 3489 26
  103.0541 1409 10
  105.0699 7522 56
  106.0652 23171.3 172
  107.0492 5199.1 38
  107.0729 2738.2 20
  108.0808 22887.5 170
  109.0648 10458.5 78
  109.0886 2018.2 15
  110.0599 1766.5 13
  112.0757 2258.9 16
  117.0573 6137.9 45
  118.0652 66681.1 497
  119.073 29257.7 218
  120.0808 96468.4 720
  121.0645 1626.3 12
  122.0964 3186.7 23
  123.0805 2978 22
  124.0758 1042.4 7
  132.0808 2899.1 21
  133.0646 1739.1 12
  134.0968 2171.1 16
  136.0757 56386.1 420
  138.0913 8848 66
//