ACCESSION: MSBNK-NaToxAq-NA003217
RECORD_TITLE: Seneciphylline; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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$SPLASH: splash10-0006-9800000000-5ef552cea919bc13ecab
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0417 C4H5N+ 1 67.0417 0.32
  67.0542 C5H7+ 1 67.0542 -0.63
  68.0494 C4H6N+ 1 68.0495 -0.68
  77.0386 C6H5+ 1 77.0386 0.17
  79.0542 C6H7+ 1 79.0542 0.21
  80.0495 C5H6N+ 1 80.0495 0.22
  81.0574 C5H7N+ 1 81.0573 1.4
  81.0699 C6H9+ 1 81.0699 0.42
  82.0651 C5H8N+ 1 82.0651 0.14
  84.0447 C4H6NO+ 1 84.0444 3.6
  86.0601 C4H8NO+ 1 86.06 0.84
  91.0542 C7H7+ 1 91.0542 0.12
  92.0495 C6H6N+ 1 92.0495 -0.03
  93.0573 C6H7N+ 1 93.0573 0.28
  93.0699 C7H9+ 1 93.0699 0
  94.0651 C6H8N+ 1 94.0651 0.17
  95.0489 C6H7O+ 1 95.0491 -2.27
  95.0731 C6H9N+ 1 95.073 1.28
  95.0855 C7H11+ 1 95.0855 0.13
  96.0808 C6H10N+ 1 96.0808 -0.09
  103.0542 C8H7+ 1 103.0542 -0.24
  105.0575 C7H7N+ 1 105.0573 1.76
  105.0699 C8H9+ 1 105.0699 0.06
  106.065 C7H8N+ 1 106.0651 -0.98
  107.073 C7H9N+ 1 107.073 0.53
  107.0855 C8H11+ 1 107.0855 -0.43
  108.0808 C7H10N+ 1 108.0808 0.03
  109.0648 C7H9O+ 1 109.0648 -0.12
  109.0884 C7H11N+ 1 109.0886 -1.71
  110.06 C6H8NO+ 1 110.06 -0.22
  110.0964 C7H12N+ 1 110.0964 0.19
  112.0753 C6H10NO+ 1 112.0757 -3.33
  118.0651 C8H8N+ 1 118.0651 0.12
  119.0729 C8H9N+ 1 119.073 -0.77
  120.0808 C8H10N+ 1 120.0808 0.07
  121.0887 C8H11N+ 1 121.0886 0.58
  122.0964 C8H12N+ 1 122.0964 -0.04
  123.0804 C8H11O+ 1 123.0804 -0.17
  133.0647 C9H9O+ 1 133.0648 -0.44
  136.0758 C8H10NO+ 1 136.0757 0.49
  138.0913 C8H12NO+ 1 138.0913 0.04
  140.1067 C8H14NO+ 1 140.107 -1.72
  146.0964 C10H12N+ 1 146.0964 -0.31
  148.1114 C10H14N+ 1 148.1121 -4.44
  151.0754 C9H11O2+ 1 151.0754 0.26
  156.1019 C8H14NO2+ 1 156.1019 -0.35
  246.1496 C15H20NO2+ 1 246.1489 2.96
  306.1703 C17H24NO4+ 1 306.17 1.08
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  67.0417 1379.2 20
  67.0542 16793.4 251
  68.0494 6557.5 98
  77.0386 6895.7 103
  79.0542 11374.6 170
  80.0495 17549.5 262
  81.0574 5982.6 89
  81.0699 12455.9 186
  82.0651 13152 196
  84.0447 1063.9 15
  86.0601 1610.7 24
  91.0542 20916.9 313
  92.0495 3842.6 57
  93.0573 2594.3 38
  93.0699 16665.5 249
  94.0651 66755.8 999
  95.0489 1553.7 23
  95.0731 3005.8 44
  95.0855 8618.2 128
  96.0808 25604.3 383
  103.0542 9948.5 148
  105.0575 2126.3 31
  105.0699 13852.5 207
  106.065 5002 74
  107.073 6316.9 94
  107.0855 2662.1 39
  108.0808 19927.1 298
  109.0648 18829.7 281
  109.0884 1404.5 21
  110.06 3830.5 57
  110.0964 7435 111
  112.0753 1452.8 21
  118.0651 9863.7 147
  119.0729 1748.6 26
  120.0808 49680.6 743
  121.0887 3153.5 47
  122.0964 9010.9 134
  123.0804 8649.5 129
  133.0647 2568.8 38
  136.0758 1207.2 18
  138.0913 36514.7 546
  140.1067 1374.6 20
  146.0964 1292.1 19
  148.1114 980 14
  151.0754 2418.5 36
  156.1019 3630.7 54
  246.1496 1648.3 24
  306.1703 3661.3 54
//