ACCESSION: MSBNK-NaToxAq-NA003232
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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$SPLASH: splash10-00rf-5900000000-cdbfb21e94b6591b79af
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -2.13
  67.0416 C4H5N+ 1 67.0417 -0.7
  67.0542 C5H7+ 1 67.0542 -0.4
  68.0495 C4H6N+ 1 68.0495 -0.34
  77.0385 C6H5+ 1 77.0386 -0.42
  79.0542 C6H7+ 1 79.0542 0.12
  80.0495 C5H6N+ 1 80.0495 0.12
  81.0335 C5H5O+ 1 81.0335 -0.13
  81.0574 C5H7N+ 1 81.0573 1.12
  81.0699 C6H9+ 1 81.0699 0.24
  82.0651 C5H8N+ 1 82.0651 0.23
  83.0491 C5H7O+ 1 83.0491 -0.21
  84.0445 C4H6NO+ 1 84.0444 1.69
  91.0543 C7H7+ 1 91.0542 0.28
  92.0497 C6H6N+ 1 92.0495 2.79
  93.0573 C6H7N+ 1 93.0573 0.36
  94.0651 C6H8N+ 1 94.0651 0.01
  95.073 C6H9N+ 1 95.073 0.08
  96.0444 C5H6NO+ 1 96.0444 -0.08
  96.0808 C6H10N+ 1 96.0808 0.7
  98.06 C5H8NO+ 1 98.06 -0.69
  106.0652 C7H8N+ 1 106.0651 0.38
  107.0491 C7H7O+ 1 107.0491 -0.34
  107.0729 C7H9N+ 1 107.073 -0.04
  107.0856 C8H11+ 1 107.0855 0.29
  108.0808 C7H10N+ 1 108.0808 0.32
  109.0648 C7H9O+ 1 109.0648 0.02
  109.0886 C7H11N+ 1 109.0886 -0.24
  109.1012 C8H13+ 1 109.1012 0.43
  110.0599 C6H8NO+ 1 110.06 -1.33
  111.0678 C6H9NO+ 1 111.0679 -0.14
  112.0756 C6H10NO+ 1 112.0757 -0.68
  117.0574 C8H7N+ 1 117.0573 0.89
  118.0651 C8H8N+ 1 118.0651 0.18
  119.073 C8H9N+ 1 119.073 0
  120.0808 C8H10N+ 1 120.0808 0.01
  121.0886 C8H11N+ 1 121.0886 -0.24
  122.0964 C8H12N+ 1 122.0964 -0.29
  124.0756 C7H10NO+ 1 124.0757 -0.82
  125.0962 C8H13O+ 1 125.0961 0.7
  132.0812 C9H10N+ 1 132.0808 3.56
  134.0963 C9H12N+ 1 134.0964 -0.82
  135.0806 C9H11O+ 1 135.0804 1.38
  136.0757 C8H10NO+ 1 136.0757 0.04
  137.0837 C8H11NO+ 1 137.0835 1.38
  138.0913 C8H12NO+ 1 138.0913 0.04
  139.0754 C8H11O2+ 1 139.0754 0.18
  146.0966 C10H12N+ 1 146.0964 1.15
  148.1124 C10H14N+ 1 148.1121 2.36
  152.1069 C9H14NO+ 1 152.107 -0.69
  153.0909 C9H13O2+ 1 153.091 -0.45
  154.0863 C8H12NO2+ 1 154.0863 0.26
  164.1072 C10H14NO+ 1 164.107 1.54
  167.1063 C10H15O2+ 1 167.1067 -2.11
  178.1223 C11H16NO+ 1 178.1226 -1.74
  190.1222 C12H16NO+ 1 190.1226 -2.46
  211.1328 C12H19O3+ 1 211.1329 -0.44
  220.1329 C13H18NO2+ 1 220.1332 -1.39
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
  53.0385 2660.4 19
  67.0416 1702.8 12
  67.0542 4726.2 33
  68.0495 1362.6 9
  77.0385 1577.6 11
  79.0542 10031.3 71
  80.0495 18743 134
  81.0335 2820.4 20
  81.0574 3321 23
  81.0699 21522.9 154
  82.0651 3956.9 28
  83.0491 3609.1 25
  84.0445 3252.6 23
  91.0543 7668.3 54
  92.0497 1855.3 13
  93.0573 76369.9 546
  94.0651 139533.1 999
  95.073 25609 183
  96.0444 1981.1 14
  96.0808 2604 18
  98.06 5808.2 41
  106.0652 22003.6 157
  107.0491 1266.7 9
  107.0729 3757.3 26
  107.0856 11557.1 82
  108.0808 31000.2 221
  109.0648 3851 27
  109.0886 4777 34
  109.1012 2580.7 18
  110.0599 2919.1 20
  111.0678 3046.5 21
  112.0756 5731.2 41
  117.0574 3921.4 28
  118.0651 87158.2 624
  119.073 47855.6 342
  120.0808 109544.8 784
  121.0886 5614.4 40
  122.0964 13635.1 97
  124.0756 2594.8 18
  125.0962 6144 43
  132.0812 1005 7
  134.0963 2114.1 15
  135.0806 2556 18
  136.0757 133523.5 955
  137.0837 3251.6 23
  138.0913 29044 207
  139.0754 12344.5 88
  146.0966 2126.1 15
  148.1124 3268.2 23
  152.1069 1890.2 13
  153.0909 4005.2 28
  154.0863 6739.9 48
  164.1072 1937.8 13
  167.1063 2432.9 17
  178.1223 3681 26
  190.1222 1149.2 8
  211.1328 1401.9 10
  220.1329 2273.9 16
//