ACCESSION: MSBNK-NaToxAq-NA000572
RECORD_TITLE: Monocrotaline N-oxide; LC-ESI-ITFT; MS2; CE: 40%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 % (nominal)
AC$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$SPLASH: splash10-000b-0490000000-414b57d0937a4e393b32
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  106.0654 C7H8N+ 1 106.0651 2.27
  108.0808 C7H10N+ 1 108.0808 0.61
  109.0651 C7H9O+ 1 109.0648 2.54
  115.0753 C6H11O2+ 1 115.0754 -0.68
  117.0573 C8H7N+ 1 117.0573 -0.12
  118.0651 C8H8N+ 1 118.0651 0.15
  119.073 C8H9N+ 1 119.073 0.1
  120.0808 C8H10N+ 1 120.0808 0.17
  121.0885 C8H11N+ 1 121.0886 -0.44
  136.0757 C8H10NO+ 1 136.0757 0.36
  137.0835 C8H11NO+ 1 137.0835 -0.01
  138.0913 C8H12NO+ 1 138.0913 -0.27
  140.1072 C8H14NO+ 1 140.107 1.2
  141.9881 C3N3O4+ 1 141.9883 -1.43
  154.0861 C8H12NO2+ 1 154.0863 -1.09
  157.0859 C8H13O3+ 1 157.0859 -0.31
  162.0913 C10H12NO+ 1 162.0913 -0.15
  163.0996 C10H13NO+ 1 163.0992 2.66
  164.1069 C10H14NO+ 1 164.107 -0.79
  180.102 C10H14NO2+ 1 180.1019 0.58
  183.0895 C9H13NO3+ 1 183.089 2.54
  190.0869 C11H12NO2+ 1 190.0863 3.27
  192.1021 C11H14NO2+ 1 192.1019 0.93
  194.1176 C11H16NO2+ 1 194.1176 0.3
  198.1121 C10H16NO3+ 1 198.1125 -2.04
  208.0967 C11H14NO3+ 1 208.0968 -0.68
  209.1046 C11H15NO3+ 1 209.1046 -0.16
  210.1126 C11H16NO3+ 1 210.1125 0.57
  226.1074 C11H16NO4+ 1 226.1074 0.11
  228.1227 C11H18NO4+ 1 228.123 -1.43
  234.1124 C13H16NO3+ 1 234.1125 -0.12
  235.1203 C13H17NO3+ 1 235.1203 0.15
  236.1281 C13H18NO3+ 1 236.1281 -0.18
  244.1179 C11H18NO5+ 1 244.1179 -0.13
  253.1308 C13H19NO4+ 1 253.1309 -0.1
  254.1387 C13H20NO4+ 1 254.1387 0.09
  268.1179 C13H18NO5+ 1 268.1179 -0.02
  270.1336 C13H20NO5+ 1 270.1336 0
  296.1493 C15H22NO5+ 1 296.1492 0.23
  298.1638 C15H24NO5+ 1 298.1649 -3.85
  314.1599 C15H24NO6+ 1 314.1598 0.41
  324.1441 C16H22NO6+ 1 324.1442 -0.17
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
  106.0654 2672.3 7
  108.0808 6001.6 17
  109.0651 1244.3 3
  115.0753 1488 4
  117.0573 2307.2 6
  118.0651 28500.2 81
  119.073 25102.7 71
  120.0808 53545 153
  121.0885 2928.8 8
  136.0757 17495.5 50
  137.0835 98315.1 281
  138.0913 5515.3 15
  140.1072 3433.7 9
  141.9881 1291.3 3
  154.0861 6019.1 17
  157.0859 3345.7 9
  162.0913 2807.6 8
  163.0996 1474.7 4
  164.1069 2326.4 6
  180.102 4076.8 11
  183.0895 2381.6 6
  190.0869 1975.3 5
  192.1021 3675.1 10
  194.1176 10206.5 29
  198.1121 3001.3 8
  208.0967 8356 23
  209.1046 25925.2 74
  210.1126 10233 29
  226.1074 12008.8 34
  228.1227 7182.2 20
  234.1124 4348.8 12
  235.1203 2599.4 7
  236.1281 102999.2 294
  244.1179 13637.2 39
  253.1308 45734.1 130
  254.1387 18261.3 52
  268.1179 9604.5 27
  270.1336 14318.8 40
  296.1493 348937.2 999
  298.1638 3224.2 9
  314.1599 31373.5 89
  324.1441 11972.3 34
//