ACCESSION: MSBNK-NaToxAq-NA003216
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 70%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 70% (nominal)
AC$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 2.029 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$SPLASH: splash10-006x-7900000000-da00074173a486504765
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.86
  68.0494 C4H6N+ 1 68.0495 -0.9
  77.0386 C6H5+ 1 77.0386 0.07
  79.0543 C6H7+ 1 79.0542 0.6
  80.0495 C5H6N+ 1 80.0495 0.22
  81.0573 C5H7N+ 1 81.0573 -0.57
  81.0699 C6H9+ 1 81.0699 0.14
  82.0652 C5H8N+ 1 82.0651 0.51
  84.0442 C4H6NO+ 1 84.0444 -1.85
  86.06 C4H8NO+ 1 86.06 0.04
  91.0542 C7H7+ 1 91.0542 0.12
  92.0494 C6H6N+ 1 92.0495 -0.61
  93.0574 C6H7N+ 1 93.0573 1.18
  93.0699 C7H9+ 1 93.0699 0.16
  94.0651 C6H8N+ 1 94.0651 -0.08
  95.0494 C6H7O+ 1 95.0491 3.19
  95.073 C6H9N+ 1 95.073 0.4
  95.0855 C7H11+ 1 95.0855 -0.52
  96.0808 C6H10N+ 1 96.0808 -0.09
  103.0542 C8H7+ 1 103.0542 -0.61
  105.0572 C7H7N+ 1 105.0573 -0.85
  105.0699 C8H9+ 1 105.0699 -0.08
  106.0652 C7H8N+ 1 106.0651 0.38
  107.0729 C7H9N+ 1 107.073 -0.11
  107.0854 C8H11+ 1 107.0855 -1.35
  108.0808 C7H10N+ 1 108.0808 0.03
  109.0647 C7H9O+ 1 109.0648 -0.4
  109.0884 C7H11N+ 1 109.0886 -1.64
  110.0601 C6H8NO+ 1 110.06 0.13
  110.0965 C7H12N+ 1 110.0964 0.26
  112.0758 C6H10NO+ 1 112.0757 1.37
  117.07 C9H9+ 1 117.0699 1.38
  118.0651 C8H8N+ 1 118.0651 -0.08
  119.0728 C8H9N+ 1 119.073 -0.9
  120.0808 C8H10N+ 1 120.0808 0.2
  121.0646 C8H9O+ 1 121.0648 -1.45
  121.0886 C8H11N+ 1 121.0886 -0.05
  122.0964 C8H12N+ 1 122.0964 -0.29
  123.0804 C8H11O+ 1 123.0804 -0.17
  133.0649 C9H9O+ 1 133.0648 0.71
  135.0798 C9H11O+ 1 135.0804 -4.83
  136.076 C8H10NO+ 1 136.0757 2.4
  138.0913 C8H12NO+ 1 138.0913 -0.07
  140.1073 C8H14NO+ 1 140.107 2.09
  146.0963 C10H12N+ 1 146.0964 -0.83
  148.1119 C10H14N+ 1 148.1121 -1.25
  151.0754 C9H11O2+ 1 151.0754 0.47
  156.102 C8H14NO2+ 1 156.1019 0.53
  246.1485 C15H20NO2+ 1 246.1489 -1.63
  306.1699 C17H24NO4+ 1 306.17 -0.22
  334.1654 C18H24NO5+ 1 334.1649 1.49
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  67.0542 13997.6 191
  68.0494 7634.5 104
  77.0386 6874.6 93
  79.0543 12185.7 166
  80.0495 16728.5 228
  81.0573 4513.6 61
  81.0699 12248.5 167
  82.0652 13397.6 182
  84.0442 2280.1 31
  86.06 1615.5 22
  91.0542 20384.4 278
  92.0494 3554.2 48
  93.0574 1945.7 26
  93.0699 23386 319
  94.0651 73171.7 999
  95.0494 2080.1 28
  95.073 3395.5 46
  95.0855 8428 115
  96.0808 25855.4 352
  103.0542 10464.9 142
  105.0572 2679.2 36
  105.0699 15136.1 206
  106.0652 4024 54
  107.0729 6853.1 93
  107.0854 2560.1 34
  108.0808 21839 298
  109.0647 19798.2 270
  109.0884 2079.2 28
  110.0601 3011.5 41
  110.0965 12444.2 169
  112.0758 1369.9 18
  117.07 1317.6 17
  118.0651 10534.8 143
  119.0728 1873.8 25
  120.0808 67704.5 924
  121.0646 1313.4 17
  121.0886 3912.8 53
  122.0964 11790 160
  123.0804 12444.1 169
  133.0649 2513.1 34
  135.0798 1398.2 19
  136.076 1557.1 21
  138.0913 53618.3 732
  140.1073 1875.4 25
  146.0963 1093.4 14
  148.1119 1545.7 21
  151.0754 6949.3 94
  156.102 3562.6 48
  246.1485 1824 24
  306.1699 7704.2 105
  334.1654 5345 72
//