ACCESSION: MSBNK-NaToxAq-NA000540
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-00rl-3900000000-f2009b604a4d5dd4714d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -2.94
  67.0542 C5H7+ 1 67.0542 -0.12
  79.0542 C6H7+ 1 79.0542 -0.84
  80.0495 C5H6N+ 1 80.0495 0.34
  81.0698 C6H9+ 1 81.0699 -0.46
  82.0651 C5H8N+ 1 82.0651 -0.25
  84.0443 C4H6NO+ 1 84.0444 -1.26
  91.0543 C7H7+ 1 91.0542 0.42
  93.0573 C6H7N+ 1 93.0573 -0.05
  94.0651 C6H8N+ 1 94.0651 -0.25
  95.0729 C6H9N+ 1 95.073 -0.36
  98.0601 C5H8NO+ 1 98.06 0.46
  106.0651 C7H8N+ 1 106.0651 -0.11
  107.049 C7H7O+ 1 107.0491 -1.65
  107.0855 C8H11+ 1 107.0855 -0.24
  108.0808 C7H10N+ 1 108.0808 -0.08
  109.0647 C7H9O+ 1 109.0648 -0.72
  109.0886 C7H11N+ 1 109.0886 0.07
  109.1012 C8H13+ 1 109.1012 0.6
  110.0598 C6H8NO+ 1 110.06 -2.2
  112.0756 C6H10NO+ 1 112.0757 -0.85
  118.0651 C8H8N+ 1 118.0651 -0.32
  119.0729 C8H9N+ 1 119.073 -0.24
  120.0807 C8H10N+ 1 120.0808 -0.29
  121.0886 C8H11N+ 1 121.0886 -0.4
  122.0963 C8H12N+ 1 122.0964 -0.77
  125.0959 C8H13O+ 1 125.0961 -1.32
  126.0911 C7H12NO+ 1 126.0913 -2.04
  134.0966 C9H12N+ 1 134.0964 1.45
  135.0802 C9H11O+ 1 135.0804 -1.46
  136.0757 C8H10NO+ 1 136.0757 -0.21
  137.0834 C8H11NO+ 1 137.0835 -0.78
  138.0913 C8H12NO+ 1 138.0913 -0.57
  139.0751 C8H11O2+ 1 139.0754 -1.96
  148.1119 C10H14N+ 1 148.1121 -1.52
  152.1071 C9H14NO+ 1 152.107 0.93
  153.091 C9H13O2+ 1 153.091 -0.16
  154.0862 C8H12NO2+ 1 154.0863 -0.45
  164.107 C10H14NO+ 1 164.107 0.11
  178.1225 C11H16NO+ 1 178.1226 -0.95
  190.1217 C12H16NO+ 1 190.1226 -4.8
  192.1391 C12H18NO+ 1 192.1383 3.98
  202.1227 C13H16NO+ 1 202.1226 0.07
  211.1331 C12H19O3+ 1 211.1329 1.07
  218.1174 C13H16NO2+ 1 218.1176 -0.75
  218.1545 C14H20NO+ 1 218.1539 2.36
  220.1332 C13H18NO2+ 1 220.1332 -0.18
  246.1486 C15H20NO2+ 1 246.1489 -1.03
  248.1647 C15H22NO2+ 1 248.1645 0.89
  254.1384 C13H20NO4+ 1 254.1387 -1.29
  324.1802 C17H26NO5+ 1 324.1805 -1.21
  352.1757 C18H26NO6+ 1 352.1755 0.73
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
  53.0384 4273.6 39
  67.0542 3930.9 36
  79.0542 6300.3 58
  80.0495 9157.8 85
  81.0698 20791.3 193
  82.0651 3055.1 28
  84.0443 3104.5 28
  91.0543 5208 48
  93.0573 45984.4 427
  94.0651 56282.8 523
  95.0729 41753.9 388
  98.0601 5129.1 47
  106.0651 17239.4 160
  107.049 2176 20
  107.0855 8645.1 80
  108.0808 19400.2 180
  109.0647 5241 48
  109.0886 5541.9 51
  109.1012 4460.9 41
  110.0598 2062 19
  112.0756 9184.7 85
  118.0651 78427 729
  119.0729 65112.8 605
  120.0807 84487.2 785
  121.0886 20232 188
  122.0963 18632.3 173
  125.0959 10288.2 95
  126.0911 1359.1 12
  134.0966 1342.3 12
  135.0802 3085.9 28
  136.0757 107440.9 999
  137.0834 11623.1 108
  138.0913 55374.8 514
  139.0751 7059.3 65
  148.1119 1631.4 15
  152.1071 3590.9 33
  153.091 11159.2 103
  154.0862 16298.8 151
  164.107 2869.3 26
  178.1225 6499 60
  190.1217 1485.6 13
  192.1391 1738.5 16
  202.1227 2169.9 20
  211.1331 3423.8 31
  218.1174 3286.7 30
  218.1545 3138.9 29
  220.1332 18504.5 172
  246.1486 6120.9 56
  248.1647 2045.4 19
  254.1384 3124.1 29
  324.1802 3800.2 35
  352.1757 14277.7 132
//