ACCESSION: MSBNK-NaToxAq-NA000668
RECORD_TITLE: Monocrotaline N-oxide; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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 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$SPLASH: splash10-000b-0490000000-c75667a65828042262cb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  106.0652 C7H8N+ 1 106.0651 1.01
  108.0808 C7H10N+ 1 108.0808 -0.05
  109.0645 C7H9O+ 1 109.0648 -2.58
  115.0753 C6H11O2+ 1 115.0754 -0.24
  117.0572 C8H7N+ 1 117.0573 -0.6
  118.0651 C8H8N+ 1 118.0651 0.13
  119.0729 C8H9N+ 1 119.073 -0.1
  120.0808 C8H10N+ 1 120.0808 0.23
  121.0884 C8H11N+ 1 121.0886 -1.39
  122.0603 C7H8NO+ 1 122.06 1.83
  122.0967 C8H12N+ 1 122.0964 2.07
  136.0757 C8H10NO+ 1 136.0757 0.31
  137.0835 C8H11NO+ 1 137.0835 -0.06
  138.0914 C8H12NO+ 1 138.0913 0.13
  140.1072 C8H14NO+ 1 140.107 1.8
  154.0863 C8H12NO2+ 1 154.0863 0.53
  157.086 C8H13O3+ 1 157.0859 0.71
  162.0914 C10H12NO+ 1 162.0913 0.66
  164.0709 C9H10NO2+ 1 164.0706 1.54
  172.097 C8H14NO3+ 1 172.0968 1.1
  180.1019 C10H14NO2+ 1 180.1019 0.01
  183.0893 C9H13NO3+ 1 183.089 1.48
  190.0864 C11H12NO2+ 1 190.0863 0.98
  192.1019 C11H14NO2+ 1 192.1019 -0.06
  194.1175 C11H16NO2+ 1 194.1176 -0.3
  198.1124 C10H16NO3+ 1 198.1125 -0.32
  208.0967 C11H14NO3+ 1 208.0968 -0.38
  209.1046 C11H15NO3+ 1 209.1046 -0.01
  210.1124 C11H16NO3+ 1 210.1125 -0.37
  226.1073 C11H16NO4+ 1 226.1074 -0.46
  228.1232 C11H18NO4+ 1 228.123 0.68
  234.1125 C13H16NO3+ 1 234.1125 -0.08
  235.1209 C13H17NO3+ 1 235.1203 2.66
  236.1281 C13H18NO3+ 1 236.1281 -0.2
  238.1432 C13H20NO3+ 1 238.1438 -2.3
  244.118 C11H18NO5+ 1 244.1179 0.12
  253.1308 C13H19NO4+ 1 253.1309 -0.24
  254.1386 C13H20NO4+ 1 254.1387 -0.35
  268.118 C13H18NO5+ 1 268.1179 0.1
  270.1338 C13H20NO5+ 1 270.1336 0.68
  280.1532 C15H22NO4+ 1 280.1543 -4.08
  296.1493 C15H22NO5+ 1 296.1492 0.15
  298.1642 C15H24NO5+ 1 298.1649 -2.18
  314.1599 C15H24NO6+ 1 314.1598 0.18
  324.1442 C16H22NO6+ 1 324.1442 0.19
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  106.0652 1803.8 4
  108.0808 7008.1 18
  109.0645 1489.7 3
  115.0753 1276.1 3
  117.0572 3358.2 8
  118.0651 29625 76
  119.0729 27494.1 70
  120.0808 62894.3 162
  121.0884 2664.3 6
  122.0603 1318 3
  122.0967 1837 4
  136.0757 17485.2 45
  137.0835 117196 301
  138.0914 7674.6 19
  140.1072 2472 6
  154.0863 5191.7 13
  157.086 5025.4 12
  162.0914 3128 8
  164.0709 1846 4
  172.097 1453.8 3
  180.1019 5203.2 13
  183.0893 2913 7
  190.0864 2420 6
  192.1019 4173.2 10
  194.1175 10673.8 27
  198.1124 2035.6 5
  208.0967 9099.8 23
  209.1046 26390.4 67
  210.1124 13331.5 34
  226.1073 14252.2 36
  228.1232 7454.1 19
  234.1125 4391.7 11
  235.1209 2213.2 5
  236.1281 115002.2 296
  238.1432 1768 4
  244.118 15778.9 40
  253.1308 49830.3 128
  254.1386 21055.7 54
  268.118 11200.6 28
  270.1338 16854.9 43
  280.1532 1998.4 5
  296.1493 387730.8 999
  298.1642 2874.6 7
  314.1599 36154.7 93
  324.1442 13726.1 35
//