ACCESSION: MSBNK-NaToxAq-NA003598
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 105%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 105% (nominal)
AC$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$SPLASH: splash10-0006-9600000000-d2a4412904d0fcc48850
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -2.45
  65.0386 C5H5+ 1 65.0386 0.56
  66.0464 C5H6+ 1 66.0464 -0.25
  67.0416 C4H5N+ 1 67.0417 -0.31
  67.0542 C5H7+ 1 67.0542 -0.58
  68.0496 C4H6N+ 1 68.0495 1.49
  77.0387 C6H5+ 1 77.0386 2
  78.034 C5H4N+ 1 78.0338 1.78
  79.0543 C6H7+ 1 79.0542 0.42
  80.0495 C5H6N+ 1 80.0495 0.51
  81.0334 C5H5O+ 1 81.0335 -1.45
  81.0573 C5H7N+ 1 81.0573 0.07
  81.0699 C6H9+ 1 81.0699 0.04
  82.0652 C5H8N+ 1 82.0651 1.04
  83.0492 C5H7O+ 1 83.0491 0.85
  84.0446 C4H6NO+ 1 84.0444 2.64
  91.0543 C7H7+ 1 91.0542 0.3
  92.0495 C6H6N+ 1 92.0495 0.22
  93.0573 C6H7N+ 1 93.0573 0.53
  94.0651 C6H8N+ 1 94.0651 0.19
  95.073 C6H9N+ 1 95.073 0.1
  96.0443 C5H6NO+ 1 96.0444 -0.84
  96.0809 C6H10N+ 1 96.0808 1.14
  98.06 C5H8NO+ 1 98.06 0.06
  104.0494 C7H6N+ 1 104.0495 -0.29
  105.0697 C8H9+ 1 105.0699 -1.55
  106.0652 C7H8N+ 1 106.0651 0.44
  107.0728 C7H9N+ 1 107.073 -1.33
  107.0855 C8H11+ 1 107.0855 -0.01
  108.0442 C6H6NO+ 1 108.0444 -1.58
  108.0808 C7H10N+ 1 108.0808 0.24
  110.0598 C6H8NO+ 1 110.06 -2.09
  117.0573 C8H7N+ 1 117.0573 -0.24
  118.0652 C8H8N+ 1 118.0651 0.35
  119.073 C8H9N+ 1 119.073 0.74
  120.0808 C8H10N+ 1 120.0808 0.24
  136.0758 C8H10NO+ 1 136.0757 0.51
  138.0914 C8H12NO+ 1 138.0913 0.61
  139.0759 C8H11O2+ 1 139.0754 4.15
  148.1122 C10H14N+ 1 148.1121 0.84
  158.0957 C11H12N+ 1 158.0964 -4.8
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  53.0384 1545.9 8
  65.0386 2397.7 13
  66.0464 5526.2 31
  67.0416 6107.2 34
  67.0542 10394.6 58
  68.0496 2176.9 12
  77.0387 2846.2 16
  78.034 1718.4 9
  79.0543 13021.3 73
  80.0495 49565.3 279
  81.0334 1221.9 6
  81.0573 4744.4 26
  81.0699 11571.1 65
  82.0652 2862.5 16
  83.0492 1558.7 8
  84.0446 1227.7 6
  91.0543 16185.9 91
  92.0495 13854.5 78
  93.0573 61836.7 348
  94.0651 177374.1 999
  95.073 7721 43
  96.0443 1517.2 8
  96.0809 6725.1 37
  98.06 1477.9 8
  104.0494 1221.5 6
  105.0697 2755 15
  106.0652 20751.8 116
  107.0728 2666.1 15
  107.0855 3235.5 18
  108.0442 1972.3 11
  108.0808 25886 145
  110.0598 3822.6 21
  117.0573 14725.4 82
  118.0652 64285.2 362
  119.073 11735.9 66
  120.0808 69648.3 392
  136.0758 49862.8 280
  138.0914 2682.1 15
  139.0759 1057.1 5
  148.1122 1405.6 7
  158.0957 1525.1 8
//