ACCESSION: MSBNK-NaToxAq-NA002853
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 55%; R=15000; [M+H]+
DATE: 2020.02.21
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$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$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 5.458 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1754
MS$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$SPLASH: splash10-0gi9-2911000000-3b926ee0aa2a8649bdd6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0383 C4H5+ 1 53.0386 -4.34
  67.0542 C5H7+ 1 67.0542 -0.36
  79.0541 C6H7+ 1 79.0542 -2.09
  80.0495 C5H6N+ 1 80.0495 0.35
  81.0334 C5H5O+ 1 81.0335 -1
  81.0699 C6H9+ 1 81.0699 -0.07
  83.0491 C5H7O+ 1 83.0491 -0.17
  84.0441 C4H6NO+ 1 84.0444 -3.15
  91.0542 C7H7+ 1 91.0542 -0.19
  93.0573 C6H7N+ 1 93.0573 0.14
  94.0651 C6H8N+ 1 94.0651 0.05
  95.0729 C6H9N+ 1 95.073 -0.05
  98.06 C5H8NO+ 1 98.06 -0.07
  106.0651 C7H8N+ 1 106.0651 -0.61
  107.049 C7H7O+ 1 107.0491 -1.55
  107.0855 C8H11+ 1 107.0855 -0.13
  108.0808 C7H10N+ 1 108.0808 0.04
  109.0648 C7H9O+ 1 109.0648 -0.11
  109.0886 C7H11N+ 1 109.0886 -0.17
  109.1012 C8H13+ 1 109.1012 0.51
  110.0601 C6H8NO+ 1 110.06 0.33
  112.0757 C6H10NO+ 1 112.0757 -0.35
  118.0651 C8H8N+ 1 118.0651 -0.13
  119.073 C8H9N+ 1 119.073 0.01
  120.0807 C8H10N+ 1 120.0808 -0.24
  121.0886 C8H11N+ 1 121.0886 -0.3
  122.0964 C8H12N+ 1 122.0964 -0.05
  124.076 C7H10NO+ 1 124.0757 2.36
  124.0884 C8H12O+ 1 124.0883 0.99
  125.0961 C8H13O+ 1 125.0961 -0.24
  135.0806 C9H11O+ 1 135.0804 1.2
  136.0757 C8H10NO+ 1 136.0757 -0.14
  137.0835 C8H11NO+ 1 137.0835 -0.03
  138.0913 C8H12NO+ 1 138.0913 -0.03
  139.0754 C8H11O2+ 1 139.0754 0.56
  139.0995 C8H13NO+ 1 139.0992 2.27
  148.1119 C10H14N+ 1 148.1121 -1.21
  152.107 C9H14NO+ 1 152.107 -0.06
  153.0909 C9H13O2+ 1 153.091 -0.52
  154.0863 C8H12NO2+ 1 154.0863 0.18
  178.1226 C11H16NO+ 1 178.1226 -0.14
  190.1225 C12H16NO+ 1 190.1226 -0.53
  192.138 C12H18NO+ 1 192.1383 -1.46
  202.1222 C13H16NO+ 1 202.1226 -2.28
  211.133 C12H19O3+ 1 211.1329 0.42
  218.1174 C13H16NO2+ 1 218.1176 -0.7
  218.1541 C14H20NO+ 1 218.1539 0.94
  220.1333 C13H18NO2+ 1 220.1332 0.21
  246.1488 C15H20NO2+ 1 246.1489 -0.35
  248.1647 C15H22NO2+ 1 248.1645 0.84
  254.1387 C13H20NO4+ 1 254.1387 0.04
  290.1758 C17H24NO3+ 1 290.1751 2.62
  324.1808 C17H26NO5+ 1 324.1805 0.67
  352.1755 C18H26NO6+ 1 352.1755 0.12
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
  53.0383 1839.2 21
  67.0542 2500.6 28
  79.0541 3193.5 36
  80.0495 5779.6 66
  81.0334 972.1 11
  81.0699 18028.2 208
  83.0491 2348.7 27
  84.0441 1795.1 20
  91.0542 4105 47
  93.0573 29984.1 346
  94.0651 35856.5 414
  95.0729 38165 440
  98.06 2965.8 34
  106.0651 12718.5 146
  107.049 1337.1 15
  107.0855 5837.7 67
  108.0808 15992.3 184
  109.0648 6756.1 78
  109.0886 5016 57
  109.1012 2106.5 24
  110.0601 1699.8 19
  112.0757 7364.9 85
  118.0651 76505.2 883
  119.073 59591.2 688
  120.0807 67879.3 784
  121.0886 24129.6 278
  122.0964 14299.6 165
  124.076 1574.9 18
  124.0884 1069 12
  125.0961 8113.6 93
  135.0806 1943.5 22
  136.0757 86474.8 999
  137.0835 12865.9 148
  138.0913 46883.7 541
  139.0754 3713.1 42
  139.0995 1297.2 14
  148.1119 1882.9 21
  152.107 4205.8 48
  153.0909 12651.8 146
  154.0863 24340.7 281
  178.1226 6846.3 79
  190.1225 1782.5 20
  192.138 1234.6 14
  202.1222 2110.2 24
  211.133 3282 37
  218.1174 4711.7 54
  218.1541 3428.5 39
  220.1333 29896.8 345
  246.1488 7474.7 86
  248.1647 3927.9 45
  254.1387 3367.1 38
  290.1758 2544.6 29
  324.1808 10976.1 126
  352.1755 75703.7 874
//