ACCESSION: MSBNK-NaToxAq-NA003583
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 105%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 105% (nominal)
AC$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 2.026 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 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$SPLASH: splash10-000x-9200000000-70120bf1d625c8034d54
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0385 C5H5+ 1 65.0386 -0.85
  67.0416 C4H5N+ 1 67.0417 -1.45
  67.0542 C5H7+ 1 67.0542 -0.7
  68.0494 C4H6N+ 1 68.0495 -0.87
  77.0386 C6H5+ 1 77.0386 0.22
  78.0339 C5H4N+ 1 78.0338 0.51
  79.0542 C6H7+ 1 79.0542 0.14
  80.0495 C5H6N+ 1 80.0495 0.41
  81.0573 C5H7N+ 1 81.0573 -0.02
  81.0699 C6H9+ 1 81.0699 -0.24
  82.0652 C5H8N+ 1 82.0651 1.13
  91.0542 C7H7+ 1 91.0542 -0.04
  92.0496 C6H6N+ 1 92.0495 1.05
  93.0574 C6H7N+ 1 93.0573 0.61
  93.0699 C7H9+ 1 93.0699 0.17
  94.0651 C6H8N+ 1 94.0651 0.11
  95.0493 C6H7O+ 1 95.0491 2.09
  95.0728 C6H9N+ 1 95.073 -1.98
  95.0855 C7H11+ 1 95.0855 -0.01
  96.0805 C6H10N+ 1 96.0808 -2.67
  103.0542 C8H7+ 1 103.0542 0.12
  105.0571 C7H7N+ 1 105.0573 -2.32
  105.0698 C8H9+ 1 105.0699 -1.11
  106.0652 C7H8N+ 1 106.0651 0.73
  107.0734 C7H9N+ 1 107.073 4.29
  108.0808 C7H10N+ 1 108.0808 -0.04
  109.0648 C7H9O+ 1 109.0648 -0.19
  110.0603 C6H8NO+ 1 110.06 2.06
  110.0965 C7H12N+ 1 110.0964 0.46
  118.065 C8H8N+ 1 118.0651 -0.88
  119.0728 C8H9N+ 1 119.073 -1.31
  120.0808 C8H10N+ 1 120.0808 -0.08
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  65.0385 3137.1 102
  67.0416 2678.6 87
  67.0542 16447.9 536
  68.0494 6248.8 203
  77.0386 10677.2 348
  78.0339 1585.7 51
  79.0542 9976.1 325
  80.0495 17492.4 570
  81.0573 5210.4 170
  81.0699 7691.5 251
  82.0652 7353.9 240
  91.0542 21515.4 702
  92.0496 3254.9 106
  93.0574 6378.2 208
  93.0699 4249.7 138
  94.0651 30609.3 999
  95.0493 1707 55
  95.0728 1231.1 40
  95.0855 2134.2 69
  96.0805 3626.6 118
  103.0542 3731.2 121
  105.0571 2803.9 91
  105.0698 4041.3 131
  106.0652 6700.4 218
  107.0734 2234.2 72
  108.0808 7015.1 228
  109.0648 4579.4 149
  110.0603 1181.4 38
  110.0965 1622.1 52
  118.065 5183.7 169
  119.0728 1236.5 40
  120.0808 11363.7 370
//