ACCESSION: MSBNK-NaToxAq-NA003596
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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 5.367 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1752
MS$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$SPLASH: splash10-0006-9800000000-20b9b3c9e7fe3a7e6b41
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -2.3
  65.0386 C5H5+ 1 65.0386 -0.14
  66.0463 C5H6+ 1 66.0464 -1.06
  67.0417 C4H5N+ 1 67.0417 0.14
  67.0541 C5H7+ 1 67.0542 -1.15
  68.0494 C4H6N+ 1 68.0495 -1.32
  77.0383 C6H5+ 1 77.0386 -2.95
  78.0338 C5H4N+ 1 78.0338 -0.18
  79.0542 C6H7+ 1 79.0542 0.23
  80.0495 C5H6N+ 1 80.0495 0.03
  81.0335 C5H5O+ 1 81.0335 0.24
  81.0574 C5H7N+ 1 81.0573 0.73
  81.0699 C6H9+ 1 81.0699 0.13
  82.065 C5H8N+ 1 82.0651 -1.29
  83.0494 C5H7O+ 1 83.0491 2.78
  84.0445 C4H6NO+ 1 84.0444 0.82
  91.0542 C7H7+ 1 91.0542 -0.21
  92.0495 C6H6N+ 1 92.0495 0.22
  93.0573 C6H7N+ 1 93.0573 0.12
  94.0651 C6H8N+ 1 94.0651 -0.22
  95.0729 C6H9N+ 1 95.073 -0.46
  96.0444 C5H6NO+ 1 96.0444 0.2
  96.0806 C6H10N+ 1 96.0808 -1.32
  98.0599 C5H8NO+ 1 98.06 -1.5
  105.0698 C8H9+ 1 105.0699 -0.82
  106.0651 C7H8N+ 1 106.0651 -0.2
  107.0727 C7H9N+ 1 107.073 -2.05
  107.0855 C8H11+ 1 107.0855 -0.51
  108.0807 C7H10N+ 1 108.0808 -0.25
  109.0649 C7H9O+ 1 109.0648 1.28
  109.0885 C7H11N+ 1 109.0886 -1.29
  109.1016 C8H13+ 1 109.1012 3.72
  110.06 C6H8NO+ 1 110.06 -0.08
  111.0679 C6H9NO+ 1 111.0679 0.68
  117.0573 C8H7N+ 1 117.0573 -0.37
  118.0651 C8H8N+ 1 118.0651 -0.1
  119.073 C8H9N+ 1 119.073 0.04
  120.0808 C8H10N+ 1 120.0808 -0.2
  122.0962 C8H12N+ 1 122.0964 -1.93
  124.0756 C7H10NO+ 1 124.0757 -1.01
  132.0807 C9H10N+ 1 132.0808 -0.36
  134.0964 C9H12N+ 1 134.0964 -0.23
  136.0757 C8H10NO+ 1 136.0757 -0.16
  137.0837 C8H11NO+ 1 137.0835 1.51
  138.0914 C8H12NO+ 1 138.0913 0.28
  139.0754 C8H11O2+ 1 139.0754 0.64
  146.0958 C10H12N+ 1 146.0964 -4.25
  148.1122 C10H14N+ 1 148.1121 0.64
  158.0966 C11H12N+ 1 158.0964 0.8
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
  53.0385 1885.1 8
  65.0386 2444.9 11
  66.0463 2422.5 11
  67.0417 3762.3 17
  67.0541 8819 41
  68.0494 2017.7 9
  77.0383 2602.6 12
  78.0338 1410.3 6
  79.0542 13429.7 63
  80.0495 44404 211
  81.0335 2958.7 14
  81.0574 4361.1 20
  81.0699 18255.9 86
  82.065 4566.8 21
  83.0494 1895.6 9
  84.0445 2961.2 14
  91.0542 18373.3 87
  92.0495 10411.3 49
  93.0573 82219.1 391
  94.0651 210027 999
  95.0729 12203.3 58
  96.0444 1851.2 8
  96.0806 5108 24
  98.0599 3092.9 14
  105.0698 3319.9 15
  106.0651 23381.9 111
  107.0727 2902.5 13
  107.0855 7185.9 34
  108.0807 35581.5 169
  109.0649 1361.4 6
  109.0885 1995.8 9
  109.1016 1522.9 7
  110.06 4121.6 19
  111.0679 1161.6 5
  117.0573 11037.9 52
  118.0651 85830.9 408
  119.073 23670 112
  120.0808 95276.5 453
  122.0962 4568.4 21
  124.0756 1114.6 5
  132.0807 2693.7 12
  134.0964 2396.9 11
  136.0757 88464.6 420
  137.0837 909.6 4
  138.0914 7676.1 36
  139.0754 2440.2 11
  146.0958 1580.8 7
  148.1122 2635.5 12
  158.0966 1128.3 5
//