ACCESSION: MSBNK-NaToxAq-NA000574
RECORD_TITLE: Monocrotaline N-oxide; LC-ESI-ITFT; MS2; CE: 50%; 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 133

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$MASS_SPECTROMETRY: COLLISION_ENERGY 50 % (nominal)
AC$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 1.138 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$SPLASH: splash10-000b-0490000000-1c1bd05d35ae90986b33
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  106.0653 C7H8N+ 1 106.0651 1.84
  108.0808 C7H10N+ 1 108.0808 0.54
  109.0648 C7H9O+ 1 109.0648 0.02
  117.0576 C8H7N+ 1 117.0573 2.35
  118.0652 C8H8N+ 1 118.0651 0.54
  119.073 C8H9N+ 1 119.073 0.42
  120.0808 C8H10N+ 1 120.0808 0.36
  121.0888 C8H11N+ 1 121.0886 1.95
  136.0758 C8H10NO+ 1 136.0757 0.8
  137.0835 C8H11NO+ 1 137.0835 0.1
  138.0913 C8H12NO+ 1 138.0913 -0.49
  140.1076 C8H14NO+ 1 140.107 4.25
  154.0861 C8H12NO2+ 1 154.0863 -1
  157.0859 C8H13O3+ 1 157.0859 -0.02
  162.0916 C10H12NO+ 1 162.0913 1.36
  163.0992 C10H13NO+ 1 163.0992 0.04
  164.1068 C10H14NO+ 1 164.107 -1.35
  180.1021 C10H14NO2+ 1 180.1019 1
  183.0887 C9H13NO3+ 1 183.089 -1.46
  190.0865 C11H12NO2+ 1 190.0863 1.18
  192.1025 C11H14NO2+ 1 192.1019 3.08
  194.1178 C11H16NO2+ 1 194.1176 1.08
  198.1119 C10H16NO3+ 1 198.1125 -3.12
  208.0966 C11H14NO3+ 1 208.0968 -0.97
  209.1048 C11H15NO3+ 1 209.1046 0.79
  210.1125 C11H16NO3+ 1 210.1125 0.06
  226.1074 C11H16NO4+ 1 226.1074 0.25
  228.123 C11H18NO4+ 1 228.123 -0.02
  234.1131 C13H16NO3+ 1 234.1125 2.55
  235.1201 C13H17NO3+ 1 235.1203 -0.83
  236.1281 C13H18NO3+ 1 236.1281 0.02
  244.118 C11H18NO5+ 1 244.1179 0.24
  253.1309 C13H19NO4+ 1 253.1309 0.02
  254.1387 C13H20NO4+ 1 254.1387 -0.03
  268.1181 C13H18NO5+ 1 268.1179 0.44
  270.1337 C13H20NO5+ 1 270.1336 0.46
  296.1493 C15H22NO5+ 1 296.1492 0.33
  298.1649 C15H24NO5+ 1 298.1649 0.04
  314.16 C15H24NO6+ 1 314.1598 0.51
  324.1442 C16H22NO6+ 1 324.1442 0.02
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  106.0653 2176.7 6
  108.0808 5774.7 17
  109.0648 1577.2 4
  117.0576 2431.2 7
  118.0652 27157.3 83
  119.073 22446.3 69
  120.0808 49496.8 152
  121.0888 2487 7
  136.0758 17591 54
  137.0835 90755.9 280
  138.0913 3382.6 10
  140.1076 2017.6 6
  154.0861 4506.2 13
  157.0859 3272.1 10
  162.0916 3394.9 10
  163.0992 1091.4 3
  164.1068 2470.7 7
  180.1021 4320.1 13
  183.0887 2427.1 7
  190.0865 1727.6 5
  192.1025 2615.3 8
  194.1178 8037 24
  198.1119 1459.7 4
  208.0966 6719.7 20
  209.1048 20124.7 62
  210.1125 10791.5 33
  226.1074 13300.2 41
  228.123 6024.2 18
  234.1131 3176.5 9
  235.1201 2246.1 6
  236.1281 90155.2 278
  244.118 12031.7 37
  253.1309 40718.9 125
  254.1387 19350.7 59
  268.1181 10821.5 33
  270.1337 14677.2 45
  296.1493 323425 999
  298.1649 1465 4
  314.16 28158 86
  324.1442 12068.7 37
//