ACCESSION: MSBNK-NaToxAq-NA003035
RECORD_TITLE: Monocrotaline; LC-ESI-ITFT; MS2; CE: 65%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2249

CH$NAME: Monocrotaline
CH$NAME: (1R,4R,5R,6R,16R)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]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]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O
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$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$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, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.626 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 2.14.1

PK$SPLASH: splash10-00di-2900000000-09c3a69f744ee52aecbc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0417 C4H5N+ 1 67.0417 0.21
  67.0542 C5H7+ 1 67.0542 0.28
  68.0495 C4H6N+ 1 68.0495 -0.01
  79.0543 C6H7+ 1 79.0542 0.31
  80.0495 C5H6N+ 1 80.0495 0.69
  82.0653 C5H8N+ 1 82.0651 1.62
  91.0541 C7H7+ 1 91.0542 -1.73
  92.0621 C7H8+ 1 92.0621 1.02
  93.0573 C6H7N+ 1 93.0573 0.03
  93.0699 C7H9+ 1 93.0699 0.33
  94.0652 C6H8N+ 1 94.0651 0.74
  95.073 C6H9N+ 1 95.073 0.56
  96.0808 C6H10N+ 1 96.0808 0.39
  106.0653 C7H8N+ 1 106.0651 1.25
  108.0808 C7H10N+ 1 108.0808 0.46
  110.0599 C6H8NO+ 1 110.06 -1.12
  110.0966 C7H12N+ 1 110.0964 1.57
  118.065 C8H8N+ 1 118.0651 -0.85
  119.0728 C8H9N+ 1 119.073 -1.35
  120.0809 C8H10N+ 1 120.0808 0.77
  121.0887 C8H11N+ 1 121.0886 0.71
  122.0965 C8H12N+ 1 122.0964 0.78
  138.0914 C8H12NO+ 1 138.0913 0.48
  139.0993 C8H13NO+ 1 139.0992 0.8
  140.1071 C8H14NO+ 1 140.107 0.57
  146.0963 C10H12N+ 1 146.0964 -1.14
  156.1021 C8H14NO2+ 1 156.1019 1.02
  164.1072 C10H14NO+ 1 164.107 0.98
  180.1011 C10H14NO2+ 1 180.1019 -4.46
  182.1178 C10H16NO2+ 1 182.1176 1.3
  184.0969 C9H14NO3+ 1 184.0968 0.52
  194.1177 C11H16NO2+ 1 194.1176 0.56
  195.1253 C11H17NO2+ 1 195.1254 -0.38
  210.1122 C11H16NO3+ 1 210.1125 -1.08
  212.1285 C11H18NO3+ 1 212.1281 1.73
  228.1228 C11H18NO4+ 1 228.123 -0.81
  237.1358 C13H19NO3+ 1 237.1359 -0.42
  238.1434 C13H20NO3+ 1 238.1438 -1.44
  241.9843 C12H2O6+ 1 241.9846 -1.24
  252.1225 C13H18NO4+ 1 252.123 -2.13
  254.1385 C13H20NO4+ 1 254.1387 -0.9
  280.1545 C15H22NO4+ 1 280.1543 0.75
  298.1647 C15H24NO5+ 1 298.1649 -0.56
  326.1601 C16H24NO6+ 1 326.1598 0.75
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  67.0417 9100.5 74
  67.0542 2432.2 19
  68.0495 3827.1 31
  79.0543 2091.3 17
  80.0495 6251.7 51
  82.0653 3242.6 26
  91.0541 2421.6 19
  92.0621 1813.9 14
  93.0573 2385.6 19
  93.0699 6443.5 52
  94.0652 29851.2 245
  95.073 39214.7 322
  96.0808 6642 54
  106.0653 4304.4 35
  108.0808 6412.6 52
  110.0599 2381.9 19
  110.0966 1539.2 12
  118.065 1237 10
  119.0728 1244.6 10
  120.0809 97823 804
  121.0887 121544.1 999
  122.0965 20438.5 167
  138.0914 32792.4 269
  139.0993 8531.5 70
  140.1071 4963.4 40
  146.0963 982.3 8
  156.1021 7668 63
  164.1072 11750.5 96
  180.1011 1030.4 8
  182.1178 2249.6 18
  184.0969 10834.5 89
  194.1177 24742.3 203
  195.1253 3589.9 29
  210.1122 2081.2 17
  212.1285 2665.2 21
  228.1228 3001.2 24
  237.1358 13181 108
  238.1434 2449.8 20
  241.9843 1070.9 8
  252.1225 1771.7 14
  254.1385 1674 13
  280.1545 5198 42
  298.1647 4877.6 40
  326.1601 16801.2 138
//