ACCESSION: MSBNK-NaToxAq-NA000670
RECORD_TITLE: Monocrotaline N-oxide; LC-ESI-ITFT; MS2; CE: 70%; 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 153

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$MASS_SPECTROMETRY: COLLISION_ENERGY 70 % (nominal)
AC$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 1.137 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$SPLASH: splash10-000b-0490000000-d4675a0e083a9e718d3e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  106.0652 C7H8N+ 1 106.0651 0.86
  108.0809 C7H10N+ 1 108.0808 0.87
  109.065 C7H9O+ 1 109.0648 1.48
  117.0574 C8H7N+ 1 117.0573 0.9
  118.0652 C8H8N+ 1 118.0651 0.26
  119.073 C8H9N+ 1 119.073 0.6
  120.0809 C8H10N+ 1 120.0808 0.74
  121.0886 C8H11N+ 1 121.0886 -0.19
  122.0598 C7H8NO+ 1 122.06 -1.61
  122.0963 C8H12N+ 1 122.0964 -0.87
  136.0758 C8H10NO+ 1 136.0757 0.98
  137.0836 C8H11NO+ 1 137.0835 0.39
  138.0915 C8H12NO+ 1 138.0913 1.45
  140.107 C8H14NO+ 1 140.107 -0.27
  154.086 C8H12NO2+ 1 154.0863 -1.75
  157.0861 C8H13O3+ 1 157.0859 1.1
  162.0917 C10H12NO+ 1 162.0913 2.07
  164.0703 C9H10NO2+ 1 164.0706 -1.99
  172.0973 C8H14NO3+ 1 172.0968 2.79
  180.1021 C10H14NO2+ 1 180.1019 1.2
  183.0889 C9H13NO3+ 1 183.089 -0.27
  190.0862 C11H12NO2+ 1 190.0863 -0.07
  192.1016 C11H14NO2+ 1 192.1019 -1.65
  194.1177 C11H16NO2+ 1 194.1176 0.65
  198.1123 C10H16NO3+ 1 198.1125 -0.78
  208.0971 C11H14NO3+ 1 208.0968 1.16
  209.1048 C11H15NO3+ 1 209.1046 0.94
  210.1127 C11H16NO3+ 1 210.1125 0.93
  226.1077 C11H16NO4+ 1 226.1074 1.3
  228.1231 C11H18NO4+ 1 228.123 0.21
  234.1123 C13H16NO3+ 1 234.1125 -0.66
  235.1195 C13H17NO3+ 1 235.1203 -3.25
  236.1282 C13H18NO3+ 1 236.1281 0.25
  238.1442 C13H20NO3+ 1 238.1438 1.99
  244.1182 C11H18NO5+ 1 244.1179 1.06
  253.1309 C13H19NO4+ 1 253.1309 0
  254.1388 C13H20NO4+ 1 254.1387 0.55
  268.1182 C13H18NO5+ 1 268.1179 1.01
  270.1337 C13H20NO5+ 1 270.1336 0.46
  280.1554 C15H22NO4+ 1 280.1543 3.87
  296.1494 C15H22NO5+ 1 296.1492 0.67
  298.1654 C15H24NO5+ 1 298.1649 1.61
  314.16 C15H24NO6+ 1 314.1598 0.57
  324.1443 C16H22NO6+ 1 324.1442 0.57
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  106.0652 1578.4 5
  108.0809 5822.4 19
  109.065 1096.8 3
  117.0574 2083.4 7
  118.0652 24762.9 84
  119.073 20220.1 68
  120.0809 49602.1 168
  121.0886 3081.5 10
  122.0598 1555.9 5
  122.0963 2226.7 7
  136.0758 15773.5 53
  137.0836 85743.1 291
  138.0915 4588 15
  140.107 2519.4 8
  154.086 3985.7 13
  157.0861 2836.1 9
  162.0917 1973.7 6
  164.0703 1892 6
  172.0973 1183.8 4
  180.1021 4199.9 14
  183.0889 3355.7 11
  190.0862 2297.4 7
  192.1016 3142.8 10
  194.1177 9347.2 31
  198.1123 1639.9 5
  208.0971 6042.8 20
  209.1048 21194.2 72
  210.1127 10245.1 34
  226.1077 10253.3 34
  228.1231 4351.3 14
  234.1123 2571.8 8
  235.1195 1623.2 5
  236.1282 87889.3 298
  238.1442 1454.6 4
  244.1182 10382.3 35
  253.1309 37582.8 127
  254.1388 16286.8 55
  268.1182 10631 36
  270.1337 12040 40
  280.1554 1681 5
  296.1494 293841.3 999
  298.1654 1602.6 5
  314.16 26542.7 90
  324.1443 10825.7 36
//