ACCESSION: MSBNK-NaToxAq-NA003042
RECORD_TITLE: Senecionine; 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 2251

CH$NAME: Senecionine
CH$NAME: (1R,4Z,6R,7R,17R)-4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₅
CH$EXACT_MASS: 335.1733
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O)C
CH$IUPAC: InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1
CH$LINK: CAS 130-01-8
CH$LINK: CHEBI 9107
CH$LINK: KEGG C06176
CH$LINK: PUBCHEM CID:5280906
CH$LINK: INCHIKEY HKODIGSRFALUTA-JTLQZVBZSA-N
CH$LINK: CHEMSPIDER 10254883

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 4.053 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0016
MS$FOCUSED_ION: PRECURSOR_M/Z 336.1805
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$SPLASH: splash10-006x-9800000000-b4e92834db7e5333dcd9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0541 C5H7+ 1 67.0542 -1.2
  68.0495 C4H6N+ 1 68.0495 -0.23
  77.0386 C6H5+ 1 77.0386 0.27
  79.0542 C6H7+ 1 79.0542 0.02
  80.0495 C5H6N+ 1 80.0495 0.03
  81.0574 C5H7N+ 1 81.0573 0.84
  81.0699 C6H9+ 1 81.0699 0.24
  82.0651 C5H8N+ 1 82.0651 -0.14
  83.0493 C5H7O+ 1 83.0491 2.37
  84.0443 C4H6NO+ 1 84.0444 -0.76
  91.0542 C7H7+ 1 91.0542 -0.05
  92.0495 C6H6N+ 1 92.0495 0.22
  93.0575 C6H7N+ 1 93.0573 1.92
  93.0699 C7H9+ 1 93.0699 0
  94.0651 C6H8N+ 1 94.0651 0.01
  95.0728 C6H9N+ 1 95.073 -2.09
  95.0854 C7H11+ 1 95.0855 -1.48
  96.0808 C6H10N+ 1 96.0808 -0.09
  101.0601 C5H9O2+ 1 101.0597 4.23
  103.0544 C8H7+ 1 103.0542 1.31
  105.0577 C7H7N+ 1 105.0573 4.23
  105.07 C8H9+ 1 105.0699 0.94
  106.0652 C7H8N+ 1 106.0651 0.45
  107.0729 C7H9N+ 1 107.073 -0.47
  107.0855 C8H11+ 1 107.0855 0.07
  108.0808 C7H10N+ 1 108.0808 0.18
  109.0649 C7H9O+ 1 109.0648 0.72
  109.1013 C8H13+ 1 109.1012 0.99
  110.0598 C6H8NO+ 1 110.06 -2.23
  110.0963 C7H12N+ 1 110.0964 -0.71
  118.0651 C8H8N+ 1 118.0651 -0.27
  119.0729 C8H9N+ 1 119.073 -0.71
  120.0808 C8H10N+ 1 120.0808 0.33
  121.0886 C8H11N+ 1 121.0886 -0.17
  122.0964 C8H12N+ 1 122.0964 -0.29
  125.0962 C8H13O+ 1 125.0961 0.58
  135.0803 C9H11O+ 1 135.0804 -1.22
  138.0913 C8H12NO+ 1 138.0913 0.04
  153.0912 C9H13O2+ 1 153.091 0.94
  156.102 C8H14NO2+ 1 156.1019 0.93
  220.1338 C13H18NO2+ 1 220.1332 2.91
  308.1854 C17H26NO4+ 1 308.1856 -0.89
  336.1809 C18H26NO5+ 1 336.1805 0.96
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  67.0541 13729.1 259
  68.0495 4541.7 85
  77.0386 3953.5 74
  79.0542 7576.8 143
  80.0495 11439.5 215
  81.0574 3072.6 58
  81.0699 11112.2 209
  82.0651 9484.1 179
  83.0493 2887.8 54
  84.0443 1287.1 24
  91.0542 12941.2 244
  92.0495 3323.2 62
  93.0575 1224.5 23
  93.0699 13793.7 260
  94.0651 52909.2 999
  95.0728 1634.1 30
  95.0854 1231.8 23
  96.0808 20130.2 380
  101.0601 1029.7 19
  103.0544 6128.4 115
  105.0577 1046.2 19
  105.07 3576 67
  106.0652 1889.3 35
  107.0729 2130 40
  107.0855 9431 178
  108.0808 12638.4 238
  109.0649 1546 29
  109.1013 1983.4 37
  110.0598 2349.4 44
  110.0963 6491.4 122
  118.0651 7535 142
  119.0729 2315.9 43
  120.0808 52670.6 994
  121.0886 2670.8 50
  122.0964 7420.9 140
  125.0962 7946.9 150
  135.0803 1830.4 34
  138.0913 32473.2 613
  153.0912 3445.2 65
  156.102 2862.5 54
  220.1338 1857.9 35
  308.1854 3461.3 65
  336.1809 1706.7 32
//