ACCESSION: MSBNK-NaToxAq-NA000624
RECORD_TITLE: Monocrotaline N-oxide; LC-ESI-ITFT; MS2; CE: 65%; R=15000; [M+H]+
DATE: 2019.02.28
AUTHORS: Tobias Schulze, Jawameer Hama, Hubert Schupke, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany and University of Copenhagen (UCPH), Denmark
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 143

CH$NAME: Monocrotaline N-oxide
CH$NAME: (1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-13-oxido-2,8-dioxa-13-azoniatricyclo[8.5.1.0^{13,16}]hexadec-10-ene-3,7-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₂₃NO₇
CH$EXACT_MASS: 341.1475
CH$SMILES: C[C@H]1C(=O)O[C@@H]2CCN3(=O)CC=C(COC(=O)[C@](C)(O)[C@]1(C)O)[C@H]23
CH$IUPAC: InChI=1S/C16H23NO7/c1-9-13(18)24-11-5-7-17(22)6-4-10(12(11)17)8-23-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-,17?/m0/s1
CH$LINK: PUBCHEM CID:21586627
CH$LINK: INCHIKEY LHVAZUAALQTANZ-ANYXPJNNSA-N
CH$LINK: CHEMSPIDER 10202244

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 CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 65 % (nominal)
AC$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 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 1.129 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 350.1595
MS$FOCUSED_ION: PRECURSOR_M/Z 342.1547
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 2.11.0

PK$SPLASH: splash10-000b-0490000000-a592cbc976d9e9443302
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  106.0652 C7H8N+ 1 106.0651 0.39
  108.0808 C7H10N+ 1 108.0808 0.5
  117.0575 C8H7N+ 1 117.0573 1.71
  118.0652 C8H8N+ 1 118.0651 0.28
  119.0729 C8H9N+ 1 119.073 -0.16
  120.0808 C8H10N+ 1 120.0808 0.23
  121.0885 C8H11N+ 1 121.0886 -1.08
  136.0758 C8H10NO+ 1 136.0757 0.71
  137.0835 C8H11NO+ 1 137.0835 0.03
  138.0914 C8H12NO+ 1 138.0913 0.57
  140.1068 C8H14NO+ 1 140.107 -1.55
  154.0863 C8H12NO2+ 1 154.0863 0.27
  157.0856 C8H13O3+ 1 157.0859 -1.97
  162.0913 C10H12NO+ 1 162.0913 -0.36
  164.071 C9H10NO2+ 1 164.0706 2.38
  164.107 C10H14NO+ 1 164.107 -0.18
  180.102 C10H14NO2+ 1 180.1019 0.43
  183.0886 C9H13NO3+ 1 183.089 -2.35
  190.0866 C11H12NO2+ 1 190.0863 2.04
  192.1018 C11H14NO2+ 1 192.1019 -0.6
  194.1175 C11H16NO2+ 1 194.1176 -0.28
  198.1134 C10H16NO3+ 1 198.1125 4.78
  208.0968 C11H14NO3+ 1 208.0968 -0.02
  209.1048 C11H15NO3+ 1 209.1046 0.56
  210.1125 C11H16NO3+ 1 210.1125 0.19
  226.1074 C11H16NO4+ 1 226.1074 0.17
  228.1231 C11H18NO4+ 1 228.123 0.17
  234.1128 C13H16NO3+ 1 234.1125 1.56
  235.1192 C13H17NO3+ 1 235.1203 -4.68
  236.1281 C13H18NO3+ 1 236.1281 -0.2
  238.144 C13H20NO3+ 1 238.1438 1.02
  244.118 C11H18NO5+ 1 244.1179 0.14
  253.1308 C13H19NO4+ 1 253.1309 -0.16
  254.1386 C13H20NO4+ 1 254.1387 -0.28
  268.118 C13H18NO5+ 1 268.1179 0.07
  270.1336 C13H20NO5+ 1 270.1336 0.08
  296.1492 C15H22NO5+ 1 296.1492 0
  298.165 C15H24NO5+ 1 298.1649 0.32
  314.1598 C15H24NO6+ 1 314.1598 -0.08
  324.1446 C16H22NO6+ 1 324.1442 1.25
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  106.0652 2575 7
  108.0808 5807.9 17
  117.0575 1760.3 5
  118.0652 27637.8 83
  119.0729 24628 74
  120.0808 53533.6 162
  121.0885 2454.8 7
  136.0758 14267.6 43
  137.0835 95780.8 291
  138.0914 5308.2 16
  140.1068 3511.7 10
  154.0863 5688.1 17
  157.0856 3860.9 11
  162.0913 2709.3 8
  164.071 2173.7 6
  164.107 2359.1 7
  180.102 4330.1 13
  183.0886 2672.8 8
  190.0866 1628.1 4
  192.1018 3395.6 10
  194.1175 7828.2 23
  198.1134 1582.4 4
  208.0968 7719 23
  209.1048 24005.5 72
  210.1125 9571.5 29
  226.1074 12503.7 37
  228.1231 6798.9 20
  234.1128 3619.5 10
  235.1192 2343.3 7
  236.1281 99036.9 300
  238.144 1909.8 5
  244.118 10927.7 33
  253.1308 41634.2 126
  254.1386 17673.8 53
  268.118 10995.6 33
  270.1336 13882.6 42
  296.1492 328790.1 999
  298.165 2930.7 8
  314.1598 32961.2 100
  324.1446 12230.7 37
//