ACCESSION: MSBNK-NaToxAq-NA003580
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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$SPLASH: splash10-0006-9400000000-6bd7c96f746716500e54
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0386 C5H5+ 1 65.0386 0.09
  67.0417 C4H5N+ 1 67.0417 0.03
  67.0542 C5H7+ 1 67.0542 -0.24
  68.0495 C4H6N+ 1 68.0495 -0.19
  77.0386 C6H5+ 1 77.0386 0.61
  79.0543 C6H7+ 1 79.0542 0.52
  80.0495 C5H6N+ 1 80.0495 0.41
  81.0574 C5H7N+ 1 81.0573 1.49
  81.0699 C6H9+ 1 81.0699 0.32
  82.0652 C5H8N+ 1 82.0651 0.39
  84.0443 C4H6NO+ 1 84.0444 -0.81
  91.0542 C7H7+ 1 91.0542 0.21
  92.0495 C6H6N+ 1 92.0495 0.71
  93.0573 C6H7N+ 1 93.0573 0.36
  93.0699 C7H9+ 1 93.0699 0.5
  94.0652 C6H8N+ 1 94.0651 0.35
  95.0491 C6H7O+ 1 95.0491 -0.16
  95.0728 C6H9N+ 1 95.073 -1.82
  95.0855 C7H11+ 1 95.0855 -0.17
  96.0808 C6H10N+ 1 96.0808 0.03
  103.0542 C8H7+ 1 103.0542 0.19
  105.0573 C7H7N+ 1 105.0573 -0.14
  105.0699 C8H9+ 1 105.0699 0.2
  106.0652 C7H8N+ 1 106.0651 0.52
  107.0489 C7H7O+ 1 107.0491 -1.85
  107.0729 C7H9N+ 1 107.073 -0.27
  108.0808 C7H10N+ 1 108.0808 0.17
  109.0648 C7H9O+ 1 109.0648 0.23
  110.0599 C6H8NO+ 1 110.06 -0.99
  110.0965 C7H12N+ 1 110.0964 1.02
  112.0757 C6H10NO+ 1 112.0757 0.07
  118.0652 C8H8N+ 1 118.0651 0.35
  119.0729 C8H9N+ 1 119.073 -0.22
  120.0808 C8H10N+ 1 120.0808 0.43
  122.0967 C8H12N+ 1 122.0964 2.07
  123.0805 C8H11O+ 1 123.0804 0.62
  129.0705 C10H9+ 1 129.0699 4.68
  138.0914 C8H12NO+ 1 138.0913 0.61
  156.1025 C8H14NO2+ 1 156.1019 3.78
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  65.0386 3305.7 64
  67.0417 2091.9 40
  67.0542 19941.1 386
  68.0495 7258.9 140
  77.0386 9063.5 175
  79.0543 12601.3 244
  80.0495 18653 361
  81.0574 4809.3 93
  81.0699 10234.4 198
  82.0652 12829.2 248
  84.0443 1416.3 27
  91.0542 24328.1 471
  92.0495 4718.7 91
  93.0573 4360.2 84
  93.0699 10945.9 212
  94.0652 51569.7 999
  95.0491 2520.4 48
  95.0728 2164.8 41
  95.0855 5173.6 100
  96.0808 12652 245
  103.0542 8175.8 158
  105.0573 3662.5 70
  105.0699 9684.6 187
  106.0652 4740.1 91
  107.0489 1133.5 21
  107.0729 5064.4 98
  108.0808 13903.1 269
  109.0648 12257 237
  110.0599 1871 36
  110.0965 4638 89
  112.0757 2134.9 41
  118.0652 8664.1 167
  119.0729 2412.8 46
  120.0808 23995.5 464
  122.0967 2632.9 51
  123.0805 2271.9 44
  129.0705 1087.2 21
  138.0914 8607.3 166
  156.1025 1633.7 31
//