ACCESSION: MSBNK-NaToxAq-NA003214
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 60%; 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 2297

CH$NAME: Seneciphylline
CH$NAME: (1R,4Z,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-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: C₁₈H₂₃NO₅
CH$EXACT_MASS: 333.1576
CH$SMILES: C/C=C\1/CC(=C)[C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O
CH$IUPAC: InChI=1S/C18H23NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1
CH$LINK: CAS 480-81-9
CH$LINK: CHEBI 9108
CH$LINK: KEGG C10391
CH$LINK: PUBCHEM CID:5281750
CH$LINK: INCHIKEY FCEVNJIUIMLVML-QPSVUOIXSA-N
CH$LINK: CHEMSPIDER 4445064
CH$LINK: COMPTOX DTXSID8026016

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$MASS_SPECTROMETRY: COLLISION_ENERGY 60% (nominal)
AC$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 2.029 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0015
MS$FOCUSED_ION: PRECURSOR_M/Z 334.1649
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$SPLASH: splash10-05g3-4902000000-7e26e8ecb7ff7be8b628
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.86
  68.0494 C4H6N+ 1 68.0495 -0.68
  77.0386 C6H5+ 1 77.0386 -0.22
  79.0543 C6H7+ 1 79.0542 0.41
  80.0495 C5H6N+ 1 80.0495 0.22
  81.0573 C5H7N+ 1 81.0573 0.27
  81.0699 C6H9+ 1 81.0699 -0.23
  82.0651 C5H8N+ 1 82.0651 0.14
  84.0445 C4H6NO+ 1 84.0444 1.24
  91.0542 C7H7+ 1 91.0542 -0.39
  92.0493 C6H6N+ 1 92.0495 -1.52
  93.0699 C7H9+ 1 93.0699 -0.16
  94.0651 C6H8N+ 1 94.0651 -0.08
  95.0491 C6H7O+ 1 95.0491 -0.75
  95.0855 C7H11+ 1 95.0855 0.05
  96.0807 C6H10N+ 1 96.0808 -0.33
  103.0542 C8H7+ 1 103.0542 -0.61
  105.0698 C8H9+ 1 105.0699 -0.37
  106.0653 C7H8N+ 1 106.0651 1.75
  107.0729 C7H9N+ 1 107.073 -0.04
  107.0857 C8H11+ 1 107.0855 1.28
  108.0808 C7H10N+ 1 108.0808 0.18
  109.0648 C7H9O+ 1 109.0648 0.09
  109.0885 C7H11N+ 1 109.0886 -1.36
  110.0602 C6H8NO+ 1 110.06 1.65
  110.0964 C7H12N+ 1 110.0964 -0.37
  112.0756 C6H10NO+ 1 112.0757 -0.61
  118.0652 C8H8N+ 1 118.0651 0.37
  119.0729 C8H9N+ 1 119.073 -0.58
  120.0808 C8H10N+ 1 120.0808 0.01
  121.0651 C8H9O+ 1 121.0648 2.14
  121.0888 C8H11N+ 1 121.0886 1.53
  122.0964 C8H12N+ 1 122.0964 -0.41
  123.0804 C8H11O+ 1 123.0804 -0.17
  133.0648 C9H9O+ 1 133.0648 -0.09
  136.0756 C8H10NO+ 1 136.0757 -0.52
  138.0913 C8H12NO+ 1 138.0913 -0.18
  140.1068 C8H14NO+ 1 140.107 -1.17
  146.0961 C10H12N+ 1 146.0964 -2.5
  148.1126 C10H14N+ 1 148.1121 3.39
  151.0754 C9H11O2+ 1 151.0754 0.16
  156.1022 C8H14NO2+ 1 156.1019 1.9
  246.1491 C15H20NO2+ 1 246.1489 1.16
  306.1701 C17H24NO4+ 1 306.17 0.28
  334.1648 C18H24NO5+ 1 334.1649 -0.42
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  67.0542 8109.9 86
  68.0494 5612.1 59
  77.0386 3477.4 37
  79.0543 6863.1 73
  80.0495 11256.8 120
  81.0573 1614.5 17
  81.0699 8473.1 90
  82.0651 10216.8 109
  84.0445 1215.4 12
  91.0542 14113.4 150
  92.0493 2559.5 27
  93.0699 21472.7 229
  94.0651 61791.3 660
  95.0491 1488.1 15
  95.0855 6578 70
  96.0807 22083.4 235
  103.0542 9554.4 102
  105.0698 13587.3 145
  106.0653 1800.6 19
  107.0729 4258.7 45
  107.0857 2374.3 25
  108.0808 19754 211
  109.0648 18923.8 202
  109.0885 1867.2 19
  110.0602 3774.7 40
  110.0964 10426.4 111
  112.0756 1717 18
  118.0652 7537.1 80
  119.0729 2133.6 22
  120.0808 93525.3 999
  121.0651 1403.6 14
  121.0888 4155.1 44
  122.0964 20094 214
  123.0804 17598.4 187
  133.0648 3190.5 34
  136.0756 3358.9 35
  138.0913 93227.1 995
  140.1068 1622 17
  146.0961 1130.9 12
  148.1126 1790.3 19
  151.0754 14488.1 154
  156.1022 1887 20
  246.1491 2002.3 21
  306.1701 33616 359
  334.1648 48598 519
//