ACCESSION: MSBNK-NaToxAq-NA003581
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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$SPLASH: splash10-000x-9300000000-41315cbafb1cbf8c07ad
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0385 C5H5+ 1 65.0386 -0.61
  67.0417 C4H5N+ 1 67.0417 0.83
  67.0542 C5H7+ 1 67.0542 -0.01
  68.0495 C4H6N+ 1 68.0495 0.14
  77.0386 C6H5+ 1 77.0386 0.91
  78.0341 C5H4N+ 1 78.0338 3.25
  79.0543 C6H7+ 1 79.0542 0.81
  80.0496 C5H6N+ 1 80.0495 1.08
  81.0574 C5H7N+ 1 81.0573 0.83
  81.0699 C6H9+ 1 81.0699 0.13
  82.0652 C5H8N+ 1 82.0651 0.48
  91.0543 C7H7+ 1 91.0542 0.63
  92.0494 C6H6N+ 1 92.0495 -0.78
  93.0573 C6H7N+ 1 93.0573 0.45
  93.0699 C7H9+ 1 93.0699 0.01
  94.0652 C6H8N+ 1 94.0651 0.43
  95.0491 C6H7O+ 1 95.0491 -0.32
  95.0731 C6H9N+ 1 95.073 1.95
  95.0855 C7H11+ 1 95.0855 -0.01
  96.0808 C6H10N+ 1 96.0808 0.42
  103.0543 C8H7+ 1 103.0542 0.49
  105.0573 C7H7N+ 1 105.0573 -0.28
  105.0699 C8H9+ 1 105.0699 0.05
  106.0652 C7H8N+ 1 106.0651 0.37
  107.0492 C7H7O+ 1 107.0491 0.93
  107.0731 C7H9N+ 1 107.073 1.3
  108.0808 C7H10N+ 1 108.0808 0.31
  109.0648 C7H9O+ 1 109.0648 0.23
  110.06 C6H8NO+ 1 110.06 -0.29
  110.0963 C7H12N+ 1 110.0964 -1.06
  118.0652 C8H8N+ 1 118.0651 0.68
  119.0727 C8H9N+ 1 119.073 -1.69
  120.0809 C8H10N+ 1 120.0808 0.69
  122.0963 C8H12N+ 1 122.0964 -0.99
  129.0695 C10H9+ 1 129.0699 -2.77
  138.0913 C8H12NO+ 1 138.0913 -0.05
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
  65.0385 1917.9 44
  67.0417 2957.7 68
  67.0542 19307.6 444
  68.0495 6757.2 155
  77.0386 9385.7 215
  78.0341 1188.9 27
  79.0543 13224.8 304
  80.0496 16964.2 390
  81.0574 5579.6 128
  81.0699 10887.6 250
  82.0652 11609.9 267
  91.0543 23241.9 534
  92.0494 3438.5 79
  93.0573 5892.8 135
  93.0699 7691 176
  94.0652 43416.4 999
  95.0491 2466.1 56
  95.0731 2249 51
  95.0855 3987.1 91
  96.0808 9088.9 209
  103.0543 6672 153
  105.0573 1958.1 45
  105.0699 6622 152
  106.0652 6276.8 144
  107.0492 1464 33
  107.0731 2565 59
  108.0808 10911.4 251
  109.0648 8043.6 185
  110.06 1569.1 36
  110.0963 1915.2 44
  118.0652 8008.9 184
  119.0727 1740.6 40
  120.0809 18346.7 422
  122.0963 2409.1 55
  129.0695 1071.1 24
  138.0913 4746 109
//