ACCESSION: MSBNK-NaToxAq-NA002837
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 50%; R=15000; [M+H]+
DATE: 2020.02.21
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$MASS_SPECTROMETRY: COLLISION_ENERGY 50% (nominal)
AC$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 2.030 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$SPLASH: splash10-001i-3908000000-fe557d6741153aaccbab
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 0.2
  68.0493 C4H6N+ 1 68.0495 -1.85
  79.0543 C6H7+ 1 79.0542 0.51
  80.0495 C5H6N+ 1 80.0495 0.54
  81.0701 C6H9+ 1 81.0699 2.47
  82.0651 C5H8N+ 1 82.0651 -0.05
  91.0543 C7H7+ 1 91.0542 0.73
  93.07 C7H9+ 1 93.0699 0.84
  94.0652 C6H8N+ 1 94.0651 0.45
  95.0855 C7H11+ 1 95.0855 -0.08
  96.0808 C6H10N+ 1 96.0808 0.42
  103.0542 C8H7+ 1 103.0542 -0.08
  105.0699 C8H9+ 1 105.0699 0.07
  107.0732 C7H9N+ 1 107.073 2.03
  107.0854 C8H11+ 1 107.0855 -0.99
  108.0809 C7H10N+ 1 108.0808 0.82
  109.0648 C7H9O+ 1 109.0648 -0.18
  110.0599 C6H8NO+ 1 110.06 -1.68
  110.0965 C7H12N+ 1 110.0964 0.39
  118.0651 C8H8N+ 1 118.0651 0.13
  119.0725 C8H9N+ 1 119.073 -3.71
  120.0808 C8H10N+ 1 120.0808 0.39
  121.0646 C8H9O+ 1 121.0648 -1.64
  121.0885 C8H11N+ 1 121.0886 -0.87
  122.0964 C8H12N+ 1 122.0964 -0.11
  123.0804 C8H11O+ 1 123.0804 0.07
  133.065 C9H9O+ 1 133.0648 1.67
  134.0961 C9H12N+ 1 134.0964 -2.48
  136.0761 C8H10NO+ 1 136.0757 3.11
  138.0914 C8H12NO+ 1 138.0913 0.19
  151.0754 C9H11O2+ 1 151.0754 0.19
  156.1022 C8H14NO2+ 1 156.1019 1.63
  246.1494 C15H20NO2+ 1 246.1489 2.38
  288.1601 C17H22NO3+ 1 288.1594 2.52
  290.1747 C17H24NO3+ 1 290.1751 -1.37
  306.1701 C17H24NO4+ 1 306.17 0.34
  334.1649 C18H24NO5+ 1 334.1649 0.1
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  67.0542 1871.8 8
  68.0493 2004.3 8
  79.0543 3983 17
  80.0495 4340.7 19
  81.0701 3214.4 14
  82.0651 4650.2 20
  91.0543 6130.9 27
  93.07 13825.5 61
  94.0652 43708 194
  95.0855 3648.6 16
  96.0808 10635.5 47
  103.0542 5764.3 25
  105.0699 7392.1 32
  107.0732 2207.5 9
  107.0854 1620.5 7
  108.0809 10048.3 44
  109.0648 11530.8 51
  110.0599 1980.5 8
  110.0965 6235.8 27
  118.0651 4719.4 20
  119.0725 1217.8 5
  120.0808 94479.1 420
  121.0646 1668.7 7
  121.0885 2589.5 11
  122.0964 19059.2 84
  123.0804 10986.9 48
  133.065 2587.7 11
  134.0961 1060.4 4
  136.0761 3412 15
  138.0914 89041.1 396
  151.0754 12994.1 57
  156.1022 1589.9 7
  246.1494 2415.1 10
  288.1601 5021.2 22
  290.1747 2913.1 12
  306.1701 57181.2 254
  334.1649 224510.5 999
//