ACCESSION: MSBNK-NaToxAq-NA002838
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 55%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$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$SPLASH: splash10-05gu-3904000000-4a092826b3383a797b0e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.82
  68.0494 C4H6N+ 1 68.0495 -0.84
  79.0542 C6H7+ 1 79.0542 -0.07
  80.0495 C5H6N+ 1 80.0495 -0.22
  81.0698 C6H9+ 1 81.0699 -0.64
  82.0651 C5H8N+ 1 82.0651 -0.23
  91.0542 C7H7+ 1 91.0542 -0.02
  93.0699 C7H9+ 1 93.0699 -0.22
  94.0651 C6H8N+ 1 94.0651 -0.12
  95.0855 C7H11+ 1 95.0855 0.24
  96.0807 C6H10N+ 1 96.0808 -0.29
  103.0542 C8H7+ 1 103.0542 -0.6
  105.0698 C8H9+ 1 105.0699 -0.65
  107.0727 C7H9N+ 1 107.073 -2.03
  107.0854 C8H11+ 1 107.0855 -1.13
  108.0807 C7H10N+ 1 108.0808 -0.24
  109.0648 C7H9O+ 1 109.0648 -0.32
  110.0601 C6H8NO+ 1 110.06 0.33
  110.0965 C7H12N+ 1 110.0964 0.32
  118.065 C8H8N+ 1 118.0651 -1.16
  119.0729 C8H9N+ 1 119.073 -0.63
  120.0808 C8H10N+ 1 120.0808 -0.12
  121.0647 C8H9O+ 1 121.0648 -0.95
  121.0887 C8H11N+ 1 121.0886 0.64
  122.0964 C8H12N+ 1 122.0964 -0.36
  123.0804 C8H11O+ 1 123.0804 -0.49
  133.0648 C9H9O+ 1 133.0648 0.07
  134.0958 C9H12N+ 1 134.0964 -4.3
  136.0755 C8H10NO+ 1 136.0757 -1.37
  138.0913 C8H12NO+ 1 138.0913 -0.14
  148.1118 C10H14N+ 1 148.1121 -1.73
  151.0753 C9H11O2+ 1 151.0754 -0.51
  156.1023 C8H14NO2+ 1 156.1019 2.32
  246.1484 C15H20NO2+ 1 246.1489 -1.9
  306.17 C17H24NO4+ 1 306.17 0.04
  334.1648 C18H24NO5+ 1 334.1649 -0.36
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
  67.0542 5048.5 47
  68.0494 5057.4 47
  79.0542 4460.6 42
  80.0495 8687.4 82
  81.0698 8402.4 79
  82.0651 7421.7 70
  91.0542 9401.2 89
  93.0699 19475.9 184
  94.0651 52647.9 499
  95.0855 4665.1 44
  96.0807 16806 159
  103.0542 6377.4 60
  105.0698 11686.5 110
  107.0727 2891.5 27
  107.0854 3130 29
  108.0807 14569.3 138
  109.0648 14593.7 138
  110.0601 3757.8 35
  110.0965 7261.8 68
  118.065 6963 66
  119.0729 1354.6 12
  120.0808 102890.2 975
  121.0647 1639.3 15
  121.0887 4215.7 39
  122.0964 19407.7 183
  123.0804 13025.6 123
  133.0648 4198.3 39
  134.0958 1245.4 11
  136.0755 2585.5 24
  138.0913 96180.9 911
  148.1118 1183.3 11
  151.0753 12699.2 120
  156.1023 2466.2 23
  246.1484 3233.6 30
  306.17 48809 462
  334.1648 105385.2 999
//