ACCESSION: MSBNK-NaToxAq-NA000659
RECORD_TITLE: Monocrotaline; LC-ESI-ITFT; MS2; CE: 75%; 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 151

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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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 0.964 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 326.1598
MS$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$SPLASH: splash10-00di-4900000000-2e37f8903f3ea78046b0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0416 C4H5N+ 1 67.0417 -1.4
  68.0494 C4H6N+ 1 68.0495 -0.47
  80.0495 C5H6N+ 1 80.0495 0.02
  82.0651 C5H8N+ 1 82.0651 -0.43
  93.0573 C6H7N+ 1 93.0573 -0.09
  94.0651 C6H8N+ 1 94.0651 -0.22
  95.0729 C6H9N+ 1 95.073 -0.15
  96.0807 C6H10N+ 1 96.0808 -0.56
  106.0652 C7H8N+ 1 106.0651 0.86
  108.0808 C7H10N+ 1 108.0808 -0.19
  110.06 C6H8NO+ 1 110.06 -0.09
  120.0808 C8H10N+ 1 120.0808 0.1
  121.0886 C8H11N+ 1 121.0886 -0.07
  122.0964 C8H12N+ 1 122.0964 -0.05
  138.0913 C8H12NO+ 1 138.0913 -0.31
  139.099 C8H13NO+ 1 139.0992 -0.89
  140.1068 C8H14NO+ 1 140.107 -1.25
  156.1017 C8H14NO2+ 1 156.1019 -1.27
  164.1072 C10H14NO+ 1 164.107 1.21
  184.0967 C9H14NO3+ 1 184.0968 -0.52
  194.1176 C11H16NO2+ 1 194.1176 0.1
  195.1258 C11H17NO2+ 1 195.1254 2.37
  237.1359 C13H19NO3+ 1 237.1359 -0.39
  280.1536 C15H22NO4+ 1 280.1543 -2.66
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  67.0416 12856.3 141
  68.0494 5870.9 64
  80.0495 9772 107
  82.0651 5867 64
  93.0573 2732.1 30
  94.0651 37427.9 411
  95.0729 33152.6 364
  96.0807 8000.4 87
  106.0652 4620.7 50
  108.0808 5619.7 61
  110.06 1499.7 16
  120.0808 90948.2 999
  121.0886 62404.8 685
  122.0964 15329.5 168
  138.0913 19887.4 218
  139.099 6960.8 76
  140.1068 2952.3 32
  156.1017 6004.3 65
  164.1072 3141.2 34
  184.0967 6444.2 70
  194.1176 15063.5 165
  195.1258 1684.1 18
  237.1359 1387 15
  280.1536 1122 12
//