ACCESSION: MSBNK-NaToxAq-NA003597
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 100%; 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 2301

CH$NAME: Senecionine N-oxide
CH$NAME: (1R,4Z,6R,7R,17R)-4-ethylidene-7-hydroxy-6,7-dimethyl-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: C₁₈H₂₅NO₆
CH$EXACT_MASS: 351.1682
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CC[N+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(C)O)C
CH$IUPAC: InChI=1S/C18H25NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-,19?/m1/s1
CH$LINK: CAS 13354-33-1
CH$LINK: CHEBI 52070
CH$LINK: KEGG C15612
CH$LINK: PUBCHEM CID:5380876
CH$LINK: INCHIKEY PLGBHVNNYDZWGZ-GPUZEBNTSA-N
CH$LINK: CHEMSPIDER 21865984

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$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$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 5.367 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1752
MS$FOCUSED_ION: PRECURSOR_M/Z 352.1755
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$SPLASH: splash10-0006-9700000000-7c944155ef53f74fbbdd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -2.73
  65.0386 C5H5+ 1 65.0386 0.09
  66.0464 C5H6+ 1 66.0464 -0.36
  67.0416 C4H5N+ 1 67.0417 -0.08
  67.0542 C5H7+ 1 67.0542 -0.35
  68.0495 C4H6N+ 1 68.0495 -0.19
  77.0386 C6H5+ 1 77.0386 0.61
  78.0337 C5H4N+ 1 78.0338 -1.06
  79.0542 C6H7+ 1 79.0542 0.04
  80.0495 C5H6N+ 1 80.0495 0.32
  81.0335 C5H5O+ 1 81.0335 0.15
  81.0574 C5H7N+ 1 81.0573 0.83
  81.0699 C6H9+ 1 81.0699 0.23
  82.0651 C5H8N+ 1 82.0651 0.02
  83.0491 C5H7O+ 1 83.0491 -0.98
  84.0444 C4H6NO+ 1 84.0444 -0.09
  91.0542 C7H7+ 1 91.0542 0.21
  92.0495 C6H6N+ 1 92.0495 -0.12
  93.0573 C6H7N+ 1 93.0573 0.36
  94.0651 C6H8N+ 1 94.0651 -0.05
  95.073 C6H9N+ 1 95.073 0.5
  96.0443 C5H6NO+ 1 96.0444 -1.31
  96.0808 C6H10N+ 1 96.0808 0.18
  98.0598 C5H8NO+ 1 98.06 -2.28
  104.0496 C7H6N+ 1 104.0495 1.32
  105.0699 C8H9+ 1 105.0699 0.05
  106.0651 C7H8N+ 1 106.0651 -0.13
  107.0728 C7H9N+ 1 107.073 -1.69
  107.0855 C8H11+ 1 107.0855 -0.36
  108.0445 C6H6NO+ 1 108.0444 1.03
  108.0808 C7H10N+ 1 108.0808 0.17
  109.0884 C7H11N+ 1 109.0886 -1.99
  110.0601 C6H8NO+ 1 110.06 0.19
  117.0573 C8H7N+ 1 117.0573 0.22
  118.0651 C8H8N+ 1 118.0651 0.03
  119.073 C8H9N+ 1 119.073 0.23
  120.0808 C8H10N+ 1 120.0808 -0.01
  122.0967 C8H12N+ 1 122.0964 2.26
  124.0756 C7H10NO+ 1 124.0757 -1.01
  132.0807 C9H10N+ 1 132.0808 -0.7
  134.0968 C9H12N+ 1 134.0964 2.84
  136.0757 C8H10NO+ 1 136.0757 -0.05
  138.0913 C8H12NO+ 1 138.0913 -0.16
  139.0754 C8H11O2+ 1 139.0754 0.1
  146.0967 C10H12N+ 1 146.0964 2.12
  148.1117 C10H14N+ 1 148.1121 -2.35
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  53.0384 2197.3 11
  65.0386 2785.8 14
  66.0464 5029 26
  67.0416 5091.2 27
  67.0542 9151.9 48
  68.0495 2919.8 15
  77.0386 3014.2 16
  78.0337 1728.3 9
  79.0542 13527.3 71
  80.0495 51267.5 272
  81.0335 1647.4 8
  81.0574 5039.1 26
  81.0699 16361 86
  82.0651 3727.7 19
  83.0491 2006.6 10
  84.0444 3103.6 16
  91.0542 17686 94
  92.0495 10153.4 53
  93.0573 74700.2 397
  94.0651 187905.7 999
  95.073 8752.8 46
  96.0443 2420.9 12
  96.0808 6352.8 33
  98.0598 2001.1 10
  104.0496 1101.8 5
  105.0699 1799.6 9
  106.0651 22451.3 119
  107.0728 3935.9 20
  107.0855 3884.3 20
  108.0445 2372.5 12
  108.0808 33089.5 175
  109.0884 1918 10
  110.0601 4072.1 21
  117.0573 11051.3 58
  118.0651 70948.6 377
  119.073 17174.1 91
  120.0808 83902.2 446
  122.0967 3711.2 19
  124.0756 1570.5 8
  132.0807 1864.1 9
  134.0968 1818.5 9
  136.0757 71801.7 381
  138.0913 5345.7 28
  139.0754 1929.8 10
  146.0967 1578.9 8
  148.1117 1097.1 5
//