ACCESSION: MSBNK-NaToxAq-NA000746
RECORD_TITLE: Monocrotaline; LC-ESI-ITFT; MS2; CE: 80%; 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 171

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 CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 80 % (nominal)
AC$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 0.957 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 326.1596
MS$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$SPLASH: splash10-001r-0490000000-78b6ef05e492f1f94041
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  94.0652 C6H8N+ 1 94.0651 0.85
  120.0807 C8H10N+ 1 120.0808 -0.24
  121.0886 C8H11N+ 1 121.0886 -0.19
  122.0963 C8H12N+ 1 122.0964 -0.74
  138.0913 C8H12NO+ 1 138.0913 -0.49
  148.1123 C10H14N+ 1 148.1121 1.3
  164.1069 C10H14NO+ 1 164.107 -0.33
  182.1174 C10H16NO2+ 1 182.1176 -0.65
  192.1021 C11H14NO2+ 1 192.1019 0.89
  194.1176 C11H16NO2+ 1 194.1176 0.09
  208.0963 C11H14NO3+ 1 208.0968 -2.41
  210.1124 C11H16NO3+ 1 210.1125 -0.28
  228.1229 C11H18NO4+ 1 228.123 -0.44
  237.1359 C13H19NO3+ 1 237.1359 -0.13
  238.1437 C13H20NO3+ 1 238.1438 -0.38
  252.1232 C13H18NO4+ 1 252.123 0.65
  254.1381 C13H20NO4+ 1 254.1387 -2.16
  280.1543 C15H22NO4+ 1 280.1543 -0.27
  298.1653 C15H24NO5+ 1 298.1649 1.25
  308.149 C16H22NO5+ 1 308.1492 -0.96
PK$NUM_PEAK: 20
PK$PEAK: m/z int. rel.int.
  94.0652 1870.5 9
  120.0807 45191 219
  121.0886 28403.3 138
  122.0963 20779.5 101
  138.0913 7095 34
  148.1123 4949.2 24
  164.1069 38683.7 188
  182.1174 5381.6 26
  192.1021 5220.1 25
  194.1176 36008.5 175
  208.0963 3344.7 16
  210.1124 23877.7 116
  228.1229 8775.1 42
  237.1359 74059.1 360
  238.1437 45045.1 219
  252.1232 4409.6 21
  254.1381 2539.5 12
  280.1543 205455.4 999
  298.1653 17226 83
  308.149 5599.2 27
//