ACCESSION: MSBNK-NaToxAq-NA003233
RECORD_TITLE: Senecionine 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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 5.378 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1755
MS$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$SPLASH: splash10-000f-6900000000-2a3463fc22a831fd50cf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -3.21
  67.0415 C4H5N+ 1 67.0417 -2.41
  67.0541 C5H7+ 1 67.0542 -1.31
  68.0495 C4H6N+ 1 68.0495 0.55
  77.0385 C6H5+ 1 77.0386 -0.72
  79.0542 C6H7+ 1 79.0542 0.12
  80.0495 C5H6N+ 1 80.0495 -0.07
  81.0335 C5H5O+ 1 81.0335 -0.13
  81.0573 C5H7N+ 1 81.0573 0.37
  81.0699 C6H9+ 1 81.0699 0.24
  82.0652 C5H8N+ 1 82.0651 0.32
  83.0492 C5H7O+ 1 83.0491 0.44
  84.0444 C4H6NO+ 1 84.0444 0.42
  91.0543 C7H7+ 1 91.0542 0.45
  92.0495 C6H6N+ 1 92.0495 -0.11
  93.0573 C6H7N+ 1 93.0573 0.19
  94.0651 C6H8N+ 1 94.0651 -0.16
  95.0729 C6H9N+ 1 95.073 -0.41
  96.0442 C5H6NO+ 1 96.0444 -1.59
  96.0808 C6H10N+ 1 96.0808 0.54
  98.06 C5H8NO+ 1 98.06 -0.15
  106.0651 C7H8N+ 1 106.0651 -0.05
  107.0728 C7H9N+ 1 107.073 -1.54
  107.0855 C8H11+ 1 107.0855 -0.21
  108.0808 C7H10N+ 1 108.0808 -0.11
  109.0649 C7H9O+ 1 109.0648 1
  109.0886 C7H11N+ 1 109.0886 -0.03
  109.1014 C8H13+ 1 109.1012 1.9
  110.0601 C6H8NO+ 1 110.06 0.54
  111.0678 C6H9NO+ 1 111.0679 -0.97
  112.0755 C6H10NO+ 1 112.0757 -1.9
  117.0573 C8H7N+ 1 117.0573 0.17
  118.0651 C8H8N+ 1 118.0651 0.05
  119.073 C8H9N+ 1 119.073 0
  120.0808 C8H10N+ 1 120.0808 0.01
  121.0888 C8H11N+ 1 121.0886 1.4
  122.0964 C8H12N+ 1 122.0964 -0.1
  124.0757 C7H10NO+ 1 124.0757 -0.14
  125.0961 C8H13O+ 1 125.0961 -0.28
  126.091 C7H12NO+ 1 126.0913 -3.04
  134.0963 C9H12N+ 1 134.0964 -1.27
  135.0802 C9H11O+ 1 135.0804 -2.12
  136.0757 C8H10NO+ 1 136.0757 -0.18
  137.0837 C8H11NO+ 1 137.0835 1.38
  138.0914 C8H12NO+ 1 138.0913 0.15
  139.0753 C8H11O2+ 1 139.0754 -0.59
  146.096 C10H12N+ 1 146.0964 -2.92
  148.112 C10H14N+ 1 148.1121 -0.42
  153.0912 C9H13O2+ 1 153.091 1.04
  154.0865 C8H12NO2+ 1 154.0863 1.74
  178.1222 C11H16NO+ 1 178.1226 -2.42
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  53.0384 2876.6 19
  67.0415 1603.9 10
  67.0541 4926.4 33
  68.0495 1995.4 13
  77.0385 1368.7 9
  79.0542 9502.5 64
  80.0495 19736 134
  81.0335 2746.1 18
  81.0573 3182.3 21
  81.0699 17372.3 118
  82.0652 3690.9 25
  83.0492 3682.2 25
  84.0444 3030 20
  91.0543 8581 58
  92.0495 2788.8 19
  93.0573 72874.5 498
  94.0651 146177.3 999
  95.0729 21924 149
  96.0442 1728.1 11
  96.0808 4351.8 29
  98.06 4693.2 32
  106.0651 17649.9 120
  107.0728 1726.7 11
  107.0855 9340.6 63
  108.0808 29429.6 201
  109.0649 2828.7 19
  109.0886 3762.9 25
  109.1014 2174.6 14
  110.0601 2955.5 20
  111.0678 3050.7 20
  112.0755 2767.6 18
  117.0573 4525.8 30
  118.0651 69855.9 477
  119.073 37034.5 253
  120.0808 97719.7 667
  121.0888 2937.2 20
  122.0964 11058.6 75
  124.0757 3377.3 23
  125.0961 4043.6 27
  126.091 1350.1 9
  134.0963 2699 18
  135.0802 1195.5 8
  136.0757 115830 791
  137.0837 2245.5 15
  138.0914 18994 129
  139.0753 8353.6 57
  146.096 1169.3 7
  148.112 3227.5 22
  153.0912 1674.6 11
  154.0865 3296.2 22
  178.1222 3087.5 21
//