ACCESSION: MSBNK-NaToxAq-NA003040
RECORD_TITLE: Senecionine; LC-ESI-ITFT; MS2; CE: 65%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$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$SPLASH: splash10-05g3-5901000000-6919edfa0f2d2ae23ee2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.06
  68.0495 C4H6N+ 1 68.0495 -0.23
  77.0387 C6H5+ 1 77.0386 1.46
  79.0543 C6H7+ 1 79.0542 0.7
  80.0495 C5H6N+ 1 80.0495 0.88
  81.0572 C5H7N+ 1 81.0573 -1.33
  81.0699 C6H9+ 1 81.0699 0.61
  82.0652 C5H8N+ 1 82.0651 0.6
  83.0493 C5H7O+ 1 83.0491 2.27
  91.0543 C7H7+ 1 91.0542 0.87
  92.0494 C6H6N+ 1 92.0495 -1.11
  93.0699 C7H9+ 1 93.0699 0.74
  94.0652 C6H8N+ 1 94.0651 0.65
  95.0857 C7H11+ 1 95.0855 1.89
  96.0808 C6H10N+ 1 96.0808 0.62
  101.0598 C5H9O2+ 1 101.0597 0.61
  103.0543 C8H7+ 1 103.0542 0.28
  105.0698 C8H9+ 1 105.0699 -0.73
  106.0652 C7H8N+ 1 106.0651 0.74
  107.073 C7H9N+ 1 107.073 0.53
  107.0856 C8H11+ 1 107.0855 1.07
  108.0808 C7H10N+ 1 108.0808 0.46
  109.0644 C7H9O+ 1 109.0648 -3.34
  109.1013 C8H13+ 1 109.1012 1.41
  110.0601 C6H8NO+ 1 110.06 0.75
  110.0965 C7H12N+ 1 110.0964 1.02
  118.0652 C8H8N+ 1 118.0651 1.02
  119.0733 C8H9N+ 1 119.073 3.07
  120.0809 C8H10N+ 1 120.0808 0.77
  121.0886 C8H11N+ 1 121.0886 -0.24
  122.0964 C8H12N+ 1 122.0964 -0.1
  125.0962 C8H13O+ 1 125.0961 0.7
  135.0803 C9H11O+ 1 135.0804 -1.11
  138.0914 C8H12NO+ 1 138.0913 0.7
  140.1072 C8H14NO+ 1 140.107 1.66
  153.0911 C9H13O2+ 1 153.091 0.74
  156.102 C8H14NO2+ 1 156.1019 0.93
  220.1335 C13H18NO2+ 1 220.1332 1.39
  308.1858 C17H26NO4+ 1 308.1856 0.59
  336.1808 C18H26NO5+ 1 336.1805 0.78
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  67.0542 8773.5 118
  68.0495 4783.9 64
  77.0387 2562.1 34
  79.0543 5236.8 70
  80.0495 8715.7 117
  81.0572 1657.4 22
  81.0699 9957.8 134
  82.0652 8028.5 108
  83.0493 1563.4 21
  91.0543 8919.6 120
  92.0494 2027 27
  93.0699 15838.8 213
  94.0652 51285.6 691
  95.0857 1429.5 19
  96.0808 23054.8 310
  101.0598 1724.2 23
  103.0543 5753.4 77
  105.0698 2830.1 38
  106.0652 1321.6 17
  107.073 2564.8 34
  107.0856 11368.9 153
  108.0808 13449.1 181
  109.0644 1837.9 24
  109.1013 2613.2 35
  110.0601 2818.4 37
  110.0965 8698.4 117
  118.0652 7397.6 99
  119.0733 1795.2 24
  120.0809 74115.5 999
  121.0886 3554.4 47
  122.0964 12126.5 163
  125.0962 10845 146
  135.0803 4443.5 59
  138.0914 64816.7 873
  140.1072 2453.8 33
  153.0911 9315.1 125
  156.102 2837 38
  220.1335 3588.9 48
  308.1858 18750 252
  336.1808 17418.1 234
//