ACCESSION: MSBNK-NaToxAq-NA000538
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 50%; R=15000; [M+H]+
DATE: 2019.02.28
AUTHORS: Tobias Schulze, Jawameer Hama, Hubert Schupke, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany and University of Copenhagen (UCPH), Denmark
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 126

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[9.5.1.0^{14,17}]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=C1\C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CC[N+]3([O-])CC[C@@H](OC1=O)[C@@H]23
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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 % (nominal)
AC$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 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.177 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 195.0874
MS$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 2.11.0

PK$SPLASH: splash10-0gi9-2911000000-892bbedb371569527f8d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -2.8
  67.0541 C5H7+ 1 67.0542 -1.15
  79.0541 C6H7+ 1 79.0542 -1.81
  80.0494 C5H6N+ 1 80.0495 -1.28
  81.0698 C6H9+ 1 81.0699 -0.37
  82.0649 C5H8N+ 1 82.0651 -2.48
  84.0445 C4H6NO+ 1 84.0444 1.01
  91.0541 C7H7+ 1 91.0542 -1.59
  93.0573 C6H7N+ 1 93.0573 -0.29
  94.0651 C6H8N+ 1 94.0651 -0.41
  95.0729 C6H9N+ 1 95.073 -0.28
  98.0601 C5H8NO+ 1 98.06 0.3
  106.065 C7H8N+ 1 106.0651 -1.33
  107.0489 C7H7O+ 1 107.0491 -2.65
  107.0856 C8H11+ 1 107.0855 0.33
  108.0807 C7H10N+ 1 108.0808 -0.92
  109.0647 C7H9O+ 1 109.0648 -0.58
  109.0886 C7H11N+ 1 109.0886 -0.42
  109.1013 C8H13+ 1 109.1012 1.58
  110.0602 C6H8NO+ 1 110.06 1.82
  112.0756 C6H10NO+ 1 112.0757 -0.51
  118.0651 C8H8N+ 1 118.0651 -0.32
  119.0729 C8H9N+ 1 119.073 -0.24
  120.0807 C8H10N+ 1 120.0808 -0.48
  121.0886 C8H11N+ 1 121.0886 -0.34
  122.0963 C8H12N+ 1 122.0964 -0.77
  125.096 C8H13O+ 1 125.0961 -0.65
  126.0916 C7H12NO+ 1 126.0913 1.71
  135.0798 C9H11O+ 1 135.0804 -4.74
  136.0756 C8H10NO+ 1 136.0757 -0.32
  137.0834 C8H11NO+ 1 137.0835 -0.56
  138.0912 C8H12NO+ 1 138.0913 -0.68
  139.0753 C8H11O2+ 1 139.0754 -0.54
  139.0989 C8H13NO+ 1 139.0992 -2.11
  152.1071 C9H14NO+ 1 152.107 0.62
  153.0909 C9H13O2+ 1 153.091 -0.46
  154.0862 C8H12NO2+ 1 154.0863 -0.55
  164.1075 C10H14NO+ 1 164.107 2.89
  176.107 C11H14NO+ 1 176.107 0.08
  178.1224 C11H16NO+ 1 178.1226 -1.21
  190.1224 C12H16NO+ 1 190.1226 -1.27
  202.1218 C13H16NO+ 1 202.1226 -4.01
  211.1336 C12H19O3+ 1 211.1329 3.31
  218.1175 C13H16NO2+ 1 218.1176 -0.47
  218.1538 C14H20NO+ 1 218.1539 -0.78
  220.1331 C13H18NO2+ 1 220.1332 -0.67
  246.1488 C15H20NO2+ 1 246.1489 -0.35
  248.1646 C15H22NO2+ 1 248.1645 0.34
  254.1384 C13H20NO4+ 1 254.1387 -1.29
  290.1749 C17H24NO3+ 1 290.1751 -0.6
  324.1804 C17H26NO5+ 1 324.1805 -0.36
  352.1754 C18H26NO6+ 1 352.1755 -0.05
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  53.0384 1058.2 12
  67.0541 1240.6 14
  79.0541 2541.2 30
  80.0494 4135 48
  81.0698 16934.1 200
  82.0649 1615.1 19
  84.0445 1531.2 18
  91.0541 2686.5 31
  93.0573 19928 236
  94.0651 26095.7 309
  95.0729 39764.4 470
  98.0601 2027.5 24
  106.065 11137.4 131
  107.0489 1843.6 21
  107.0856 4447.1 52
  108.0807 10147.2 120
  109.0647 7576 89
  109.0886 4433.7 52
  109.1013 2360.1 27
  110.0602 1486.7 17
  112.0756 6823 80
  118.0651 84352.6 999
  119.0729 63228.2 748
  120.0807 62487.1 740
  121.0886 31619.9 374
  122.0963 13742.7 162
  125.096 5293.2 62
  126.0916 1302.9 15
  135.0798 2232.3 26
  136.0756 63198.2 748
  137.0834 14949 177
  138.0912 44436.1 526
  139.0753 2446.8 28
  139.0989 2200 26
  152.1071 2890 34
  153.0909 15213.8 180
  154.0862 23910.7 283
  164.1075 1322.6 15
  176.107 955.1 11
  178.1224 6591.3 78
  190.1224 1577.4 18
  202.1218 2403.5 28
  211.1336 2801.3 33
  218.1175 4552.2 53
  218.1538 2924.9 34
  220.1331 34484.5 408
  246.1488 9509.3 112
  248.1646 8244.3 97
  254.1384 4323.3 51
  290.1749 2487 29
  324.1804 9135.1 108
  352.1754 81557.2 965
//