ACCESSION: MSBNK-NaToxAq-NA000515
RECORD_TITLE: Monocrotaline; 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 121

CH$NAME: Monocrotaline
CH$NAME: (1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.0^{13,16}]hexadec-10-ene-3,7-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₂₃NO₆
CH$EXACT_MASS: 325.1525
CH$SMILES: C[C@H]1C(=O)O[C@@H]2CCN3CC=C(COC(=O)[C@](C)(O)[C@]1(C)O)[C@H]23
CH$IUPAC: InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1
CH$LINK: CAS 315-22-0
CH$LINK: CHEBI 6980
CH$LINK: KEGG C10350
CH$LINK: PUBCHEM CID:9415
CH$LINK: INCHIKEY QVCMHGGNRFRMAD-XFGHUUIASA-N
CH$LINK: CHEMSPIDER 9044
CH$LINK: COMPTOX DTXSID9020902

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 HCD
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 0.930 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 326.1599
MS$FOCUSED_ION: PRECURSOR_M/Z 326.1598
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$SPLASH: splash10-00di-1910000000-caacdc6028e0ce4de4e1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0416 C4H5N+ 1 67.0417 -0.65
  80.0495 C5H6N+ 1 80.0495 0.34
  93.0699 C7H9+ 1 93.0699 0.66
  94.0651 C6H8N+ 1 94.0651 -0.17
  95.0729 C6H9N+ 1 95.073 -0.04
  96.0809 C6H10N+ 1 96.0808 0.87
  106.0652 C7H8N+ 1 106.0651 0.54
  108.0807 C7H10N+ 1 108.0808 -0.71
  120.0808 C8H10N+ 1 120.0808 0.15
  121.0886 C8H11N+ 1 121.0886 0.23
  122.0964 C8H12N+ 1 122.0964 -0.33
  138.0913 C8H12NO+ 1 138.0913 -0.13
  139.099 C8H13NO+ 1 139.0992 -1.02
  140.107 C8H14NO+ 1 140.107 0.29
  156.1022 C8H14NO2+ 1 156.1019 1.87
  164.1069 C10H14NO+ 1 164.107 -0.36
  184.0967 C9H14NO3+ 1 184.0968 -0.78
  194.1177 C11H16NO2+ 1 194.1176 0.68
  195.1255 C11H17NO2+ 1 195.1254 0.52
  210.1127 C11H16NO3+ 1 210.1125 1.01
  228.1232 C11H18NO4+ 1 228.123 0.78
  237.1359 C13H19NO3+ 1 237.1359 -0.18
  238.1439 C13H20NO3+ 1 238.1438 0.6
  252.1233 C13H18NO4+ 1 252.123 0.86
  254.1379 C13H20NO4+ 1 254.1387 -3.27
  280.1539 C15H22NO4+ 1 280.1543 -1.56
  298.1654 C15H24NO5+ 1 298.1649 1.62
  326.1598 C16H24NO6+ 1 326.1598 -0.12
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
  67.0416 3321.3 44
  80.0495 1870.9 25
  93.0699 2599.6 34
  94.0651 13857.5 186
  95.0729 14692 197
  96.0809 2758.6 37
  106.0652 2002.1 26
  108.0807 1614.7 21
  120.0808 43155.2 579
  121.0886 74345.2 999
  122.0964 8612.2 115
  138.0913 14408.9 193
  139.099 3389.7 45
  140.107 1553.5 20
  156.1022 2361.1 31
  164.1069 5852.5 78
  184.0967 3507.8 47
  194.1177 17652.5 237
  195.1255 3248.3 43
  210.1127 1631.6 21
  228.1232 1508.7 20
  237.1359 12321.4 165
  238.1439 2287.3 30
  252.1233 1324.1 17
  254.1379 1208.1 16
  280.1539 7587.6 101
  298.1654 3619.3 48
  326.1598 14594.4 196
//