ACCESSION: MSBNK-NaToxAq-NA000660
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 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 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 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$SPLASH: splash10-001r-0590000000-193287529053c2d89125
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  94.0651 C6H8N+ 1 94.0651 -0.38
  106.0651 C7H8N+ 1 106.0651 0.07
  108.0808 C7H10N+ 1 108.0808 0.02
  110.0602 C6H8NO+ 1 110.06 1.09
  120.0808 C8H10N+ 1 120.0808 0.36
  121.0886 C8H11N+ 1 121.0886 0.06
  122.0964 C8H12N+ 1 122.0964 -0.05
  136.0756 C8H10NO+ 1 136.0757 -0.59
  138.0913 C8H12NO+ 1 138.0913 -0.31
  139.0989 C8H13NO+ 1 139.0992 -2.1
  140.1069 C8H14NO+ 1 140.107 -0.71
  146.0963 C10H12N+ 1 146.0964 -1.01
  148.1121 C10H14N+ 1 148.1121 0.41
  164.107 C10H14NO+ 1 164.107 -0.09
  180.1017 C10H14NO2+ 1 180.1019 -1.17
  182.1176 C10H16NO2+ 1 182.1176 0.01
  184.0969 C9H14NO3+ 1 184.0968 0.56
  192.1018 C11H14NO2+ 1 192.1019 -0.3
  194.1176 C11H16NO2+ 1 194.1176 0.1
  195.1253 C11H17NO2+ 1 195.1254 -0.45
  208.0968 C11H14NO3+ 1 208.0968 -0.23
  210.1124 C11H16NO3+ 1 210.1125 -0.23
  228.123 C11H18NO4+ 1 228.123 -0.19
  237.136 C13H19NO3+ 1 237.1359 0.06
  238.1437 C13H20NO3+ 1 238.1438 -0.32
  252.1228 C13H18NO4+ 1 252.123 -0.92
  254.1391 C13H20NO4+ 1 254.1387 1.63
  280.1543 C15H22NO4+ 1 280.1543 -0.16
  298.165 C15H24NO5+ 1 298.1649 0.17
  308.1495 C16H22NO5+ 1 308.1492 0.67
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
  94.0651 4788.1 10
  106.0651 7127.9 15
  108.0808 4219.6 9
  110.0602 3961.1 8
  120.0808 102245.4 222
  121.0886 60521.6 131
  122.0964 44849.8 97
  136.0756 6836.8 14
  138.0913 16857.1 36
  139.0989 3406.3 7
  140.1069 4537.7 9
  146.0963 3653 7
  148.1121 11682.5 25
  164.107 88738.7 192
  180.1017 6564.1 14
  182.1176 13473.3 29
  184.0969 5521.3 11
  192.1018 12581.5 27
  194.1176 84670.9 183
  195.1253 4560.4 9
  208.0968 9295.6 20
  210.1124 55714.5 121
  228.123 20741.4 45
  237.136 166606.8 361
  238.1437 103576.8 225
  252.1228 11278.5 24
  254.1391 5980.1 12
  280.1543 459817.2 999
  298.165 41724.8 90
  308.1495 14479.3 31
//