ACCESSION: MSBNK-NaToxAq-NA003218
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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$SPLASH: splash10-0006-9600000000-5c027ff7157002ed8aee
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0384 C5H5+ 1 65.0386 -2.91
  67.0416 C4H5N+ 1 67.0417 -1.5
  67.0542 C5H7+ 1 67.0542 -0.86
  68.0494 C4H6N+ 1 68.0495 -0.68
  77.0386 C6H5+ 1 77.0386 0.07
  79.0542 C6H7+ 1 79.0542 -0.27
  80.0495 C5H6N+ 1 80.0495 0.03
  81.0573 C5H7N+ 1 81.0573 -0.29
  81.0699 C6H9+ 1 81.0699 -0.14
  82.0652 C5H8N+ 1 82.0651 0.6
  86.06 C4H8NO+ 1 86.06 -1.02
  91.0542 C7H7+ 1 91.0542 -0.05
  92.0496 C6H6N+ 1 92.0495 1.05
  93.0573 C6H7N+ 1 93.0573 -0.22
  93.0698 C7H9+ 1 93.0699 -0.49
  94.0651 C6H8N+ 1 94.0651 -0.16
  95.0493 C6H7O+ 1 95.0491 1.98
  95.0729 C6H9N+ 1 95.073 -0.97
  95.0855 C7H11+ 1 95.0855 -0.28
  96.0807 C6H10N+ 1 96.0808 -0.33
  103.0543 C8H7+ 1 103.0542 0.42
  105.0572 C7H7N+ 1 105.0573 -1
  105.0699 C8H9+ 1 105.0699 -0.15
  106.0651 C7H8N+ 1 106.0651 -0.55
  107.073 C7H9N+ 1 107.073 0.31
  107.0856 C8H11+ 1 107.0855 0.86
  108.0808 C7H10N+ 1 108.0808 -0.18
  109.0648 C7H9O+ 1 109.0648 -0.33
  110.0598 C6H8NO+ 1 110.06 -1.75
  110.0964 C7H12N+ 1 110.0964 -0.51
  112.0762 C6H10NO+ 1 112.0757 4.91
  118.0651 C8H8N+ 1 118.0651 -0.4
  119.0729 C8H9N+ 1 119.073 -0.07
  120.0808 C8H10N+ 1 120.0808 -0.12
  121.0887 C8H11N+ 1 121.0886 0.71
  122.0963 C8H12N+ 1 122.0964 -0.85
  123.0804 C8H11O+ 1 123.0804 -0.6
  133.0646 C9H9O+ 1 133.0648 -1.24
  138.0913 C8H12NO+ 1 138.0913 -0.41
  151.0754 C9H11O2+ 1 151.0754 0.37
  156.1015 C8H14NO2+ 1 156.1019 -2.89
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  65.0384 1495.8 22
  67.0416 1415.1 21
  67.0542 20483.9 313
  68.0494 7814.9 119
  77.0386 7677 117
  79.0542 12609.4 192
  80.0495 18762.8 286
  81.0573 6469.7 98
  81.0699 12471.6 190
  82.0652 12640 193
  86.06 993.8 15
  91.0542 24846.1 379
  92.0496 3301.3 50
  93.0573 3961.7 60
  93.0698 15387.8 235
  94.0651 65328.8 999
  95.0493 1893 28
  95.0729 2676.5 40
  95.0855 6725.8 102
  96.0807 22253.3 340
  103.0543 9396.6 143
  105.0572 2691 41
  105.0699 12282 187
  106.0651 5584.6 85
  107.073 6508.7 99
  107.0856 1467.6 22
  108.0808 18124 277
  109.0648 14897.2 227
  110.0598 2801.6 42
  110.0964 8242.1 126
  112.0762 1230 18
  118.0651 9020.9 137
  119.0729 2355.5 36
  120.0808 39613.9 605
  121.0887 2196.5 33
  122.0963 5717.9 87
  123.0804 4804.1 73
  133.0646 1923 29
  138.0913 23104.3 353
  151.0754 1878.4 28
  156.1015 3197.4 48
//