ACCESSION: MSBNK-NaToxAq-NA003139
RECORD_TITLE: Seneciphylline N-oxide; LC-ESI-ITFT; MS2; CE: 60%; 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 2279

CH$NAME: Seneciphylline N-oxide
CH$NAME: (1R,4E,7R,17R)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₃NO₆
CH$EXACT_MASS: 349.1525
CH$SMILES: C/C=C/1\CC(=C)[C@@](C(=O)OCC2=CC[N+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(C)O
CH$IUPAC: InChI=1S/C18H23NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4+/t14-,15-,18-,19?/m1/s1
CH$LINK: CAS 38710-26-8
CH$LINK: CHEBI 136427
CH$LINK: PUBCHEM CID:6442619
CH$LINK: INCHIKEY COHUFMBRBUPZPA-HPHFTHPTSA-N
CH$LINK: CHEMSPIDER 29304933

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$MASS_SPECTROMETRY: COLLISION_ENERGY 60% (nominal)
AC$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 2.981 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 350.1597
MS$FOCUSED_ION: PRECURSOR_M/Z 350.1598
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$SPLASH: splash10-01bl-3900000000-c66ae1d30f38a28339c4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0418 C4H5N+ 1 67.0417 1.58
  67.0542 C5H7+ 1 67.0542 -0.29
  68.0496 C4H6N+ 1 68.0495 1.56
  79.0543 C6H7+ 1 79.0542 1.37
  80.0496 C5H6N+ 1 80.0495 1.36
  81.0573 C5H7N+ 1 81.0573 0.37
  81.0699 C6H9+ 1 81.0699 0.33
  82.0653 C5H8N+ 1 82.0651 1.62
  84.0445 C4H6NO+ 1 84.0444 1.15
  91.0543 C7H7+ 1 91.0542 1.04
  93.0574 C6H7N+ 1 93.0573 1.1
  93.0699 C7H9+ 1 93.0699 0.74
  94.0652 C6H8N+ 1 94.0651 1.06
  95.073 C6H9N+ 1 95.073 0.8
  95.0857 C7H11+ 1 95.0855 1.49
  96.0443 C5H6NO+ 1 96.0444 -0.79
  96.0808 C6H10N+ 1 96.0808 -0.25
  98.0601 C5H8NO+ 1 98.06 1.09
  105.07 C8H9+ 1 105.0699 0.72
  106.0652 C7H8N+ 1 106.0651 0.89
  107.0492 C7H7O+ 1 107.0491 0.37
  107.073 C7H9N+ 1 107.073 0.81
  107.0856 C8H11+ 1 107.0855 1.14
  108.0809 C7H10N+ 1 108.0808 0.88
  109.0648 C7H9O+ 1 109.0648 0.51
  109.0887 C7H11N+ 1 109.0886 0.74
  110.0602 C6H8NO+ 1 110.06 1.37
  111.068 C6H9NO+ 1 111.0679 0.89
  112.0758 C6H10NO+ 1 112.0757 1.37
  117.0574 C8H7N+ 1 117.0573 0.43
  118.0652 C8H8N+ 1 118.0651 1.02
  119.0731 C8H9N+ 1 119.073 1.02
  120.0809 C8H10N+ 1 120.0808 0.9
  121.0649 C8H9O+ 1 121.0648 1.07
  121.0887 C8H11N+ 1 121.0886 0.52
  122.0727 C8H10O+ 1 122.0726 1.07
  122.0965 C8H12N+ 1 122.0964 0.46
  123.0805 C8H11O+ 1 123.0804 0.2
  124.0761 C7H10NO+ 1 124.0757 3.06
  126.091 C7H12NO+ 1 126.0913 -2.37
  132.0809 C9H10N+ 1 132.0808 1.13
  133.0649 C9H9O+ 1 133.0648 0.83
  134.0967 C9H12N+ 1 134.0964 2.03
  136.0758 C8H10NO+ 1 136.0757 1.16
  137.0836 C8H11NO+ 1 137.0835 0.6
  138.0915 C8H12NO+ 1 138.0913 0.92
  140.1073 C8H14NO+ 1 140.107 2.31
  146.0965 C10H12N+ 1 146.0964 0.74
  149.0596 C9H9O2+ 1 149.0597 -0.74
  151.0756 C9H11O2+ 1 151.0754 1.48
  154.0864 C8H12NO2+ 1 154.0863 0.95
  167.0705 C9H11O3+ 1 167.0703 1.32
  178.123 C11H16NO+ 1 178.1226 2.12
  188.1071 C12H14NO+ 1 188.107 0.43
  209.1177 C12H17O3+ 1 209.1172 2.19
  246.1491 C15H20NO2+ 1 246.1489 1.1
  322.1653 C17H24NO5+ 1 322.1649 1.36
  350.1602 C18H24NO6+ 1 350.1598 1.23
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
  67.0418 1238.7 10
  67.0542 2878 24
  68.0496 2673.7 22
  79.0543 8333.3 69
  80.0496 9729.7 81
  81.0573 2317.5 19
  81.0699 7343.4 61
  82.0653 4897.8 40
  84.0445 3428.3 28
  91.0543 6377.7 53
  93.0574 41952.8 350
  93.0699 2860.6 23
  94.0652 76631.2 639
  95.073 46162.6 385
  95.0857 4127.2 34
  96.0443 1531 12
  96.0808 2625.1 21
  98.0601 6063.5 50
  105.07 8970.4 74
  106.0652 23049.2 192
  107.0492 12240.5 102
  107.073 2792.3 23
  107.0856 3721 31
  108.0809 21802.2 181
  109.0648 13581.3 113
  109.0887 5993.3 50
  110.0602 2447.2 20
  111.068 2518.2 21
  112.0758 10633.6 88
  117.0574 1238.1 10
  118.0652 76457.5 637
  119.0731 81741.2 682
  120.0809 119734.6 999
  121.0649 2070 17
  121.0887 11632.9 97
  122.0727 4860.8 40
  122.0965 11795.9 98
  123.0805 10369.6 86
  124.0761 2231 18
  126.091 1383.8 11
  132.0809 2838.3 23
  133.0649 3023.3 25
  134.0967 2111.6 17
  136.0758 88576.3 739
  137.0836 8895.3 74
  138.0915 53527.7 446
  140.1073 2452.4 20
  146.0965 1199.2 10
  149.0596 1607.6 13
  151.0756 9903.3 82
  154.0864 19616.1 163
  167.0705 1724.4 14
  178.123 3204 26
  188.1071 2296.1 19
  209.1177 5562 46
  246.1491 2249.6 18
  322.1653 6901.2 57
  350.1602 24198.3 201
//