ACCESSION: MSBNK-NaToxAq-NA002836
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45% (nominal)
AC$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$SPLASH: splash10-001i-1409000000-0513448fded61d63f255
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  68.0495 C4H6N+ 1 68.0495 0.84
  79.0542 C6H7+ 1 79.0542 -0.36
  80.0494 C5H6N+ 1 80.0495 -1.08
  81.0699 C6H9+ 1 81.0699 0.21
  82.0652 C5H8N+ 1 82.0651 0.6
  91.0541 C7H7+ 1 91.0542 -1.11
  93.0699 C7H9+ 1 93.0699 0.02
  94.0651 C6H8N+ 1 94.0651 -0.03
  95.0856 C7H11+ 1 95.0855 1.29
  96.0808 C6H10N+ 1 96.0808 0.03
  103.0543 C8H7+ 1 103.0542 0.73
  105.0698 C8H9+ 1 105.0699 -0.94
  107.0855 C8H11+ 1 107.0855 -0.49
  108.0807 C7H10N+ 1 108.0808 -0.67
  109.0647 C7H9O+ 1 109.0648 -0.81
  110.0604 C6H8NO+ 1 110.06 3.59
  110.0963 C7H12N+ 1 110.0964 -0.86
  118.0654 C8H8N+ 1 118.0651 2.01
  120.0808 C8H10N+ 1 120.0808 -0.05
  121.0884 C8H11N+ 1 121.0886 -1.81
  122.0964 C8H12N+ 1 122.0964 -0.23
  123.0803 C8H11O+ 1 123.0804 -1.17
  133.0645 C9H9O+ 1 133.0648 -2.46
  138.0913 C8H12NO+ 1 138.0913 -0.25
  148.1121 C10H14N+ 1 148.1121 0.23
  151.0751 C9H11O2+ 1 151.0754 -1.52
  156.102 C8H14NO2+ 1 156.1019 0.65
  246.1488 C15H20NO2+ 1 246.1489 -0.41
  288.1594 C17H22NO3+ 1 288.1594 0.08
  290.1759 C17H24NO3+ 1 290.1751 2.73
  306.17 C17H24NO4+ 1 306.17 0.14
  334.1648 C18H24NO5+ 1 334.1649 -0.27
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  68.0495 1633.9 4
  79.0542 1628.9 4
  80.0494 3213.8 8
  81.0699 2528.5 6
  82.0652 1647.6 4
  91.0541 2953.8 8
  93.0699 8162.1 22
  94.0651 26715.6 73
  95.0856 1945.7 5
  96.0808 6037.3 16
  103.0543 2714.6 7
  105.0698 3606.8 9
  107.0855 1884.8 5
  108.0807 5957.1 16
  109.0647 4766.1 13
  110.0604 1881.8 5
  110.0963 2087 5
  118.0654 2514.2 6
  120.0808 79127.8 216
  121.0884 1460.3 3
  122.0964 15273.5 41
  123.0803 6871.1 18
  133.0645 1150.7 3
  138.0913 67870.7 185
  148.1121 1546.6 4
  151.0751 8259 22
  156.102 1258.1 3
  246.1488 1161.5 3
  288.1594 4958.1 13
  290.1759 3273.4 8
  306.17 47349 129
  334.1648 365011.1 999
//