ACCESSION: MSBNK-NaToxAq-NA000512
RECORD_TITLE: Monocrotaline; LC-ESI-ITFT; MS2; CE: 35%; 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 CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (nominal)
AC$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$SPLASH: splash10-001r-0591000000-33111fb1512d02f321ff
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  94.0652 C6H8N+ 1 94.0651 0.56
  103.0543 C8H7+ 1 103.0542 1.2
  105.07 C8H9+ 1 105.0699 1.19
  106.0652 C7H8N+ 1 106.0651 0.39
  108.0808 C7H10N+ 1 108.0808 0.56
  110.0601 C6H8NO+ 1 110.06 0.22
  118.0652 C8H8N+ 1 118.0651 0.71
  120.0809 C8H10N+ 1 120.0808 0.73
  121.0887 C8H11N+ 1 121.0886 0.48
  122.0965 C8H12N+ 1 122.0964 0.36
  123.1043 C8H13N+ 1 123.1043 0.22
  136.0758 C8H10NO+ 1 136.0757 0.58
  136.1121 C9H14N+ 1 136.1121 -0.05
  138.0914 C8H12NO+ 1 138.0913 0.54
  139.0992 C8H13NO+ 1 139.0992 0.52
  140.107 C8H14NO+ 1 140.107 0.18
  146.0965 C10H12N+ 1 146.0964 0.26
  148.1122 C10H14N+ 1 148.1121 0.64
  153.0785 C8H11NO2+ 1 153.0784 0.46
  156.1022 C8H14NO2+ 1 156.1019 1.67
  164.1071 C10H14NO+ 1 164.107 0.66
  166.0863 C9H12NO2+ 1 166.0863 0.34
  174.0914 C11H12NO+ 1 174.0913 0.44
  180.102 C10H14NO2+ 1 180.1019 0.54
  182.1177 C10H16NO2+ 1 182.1176 0.6
  184.0969 C9H14NO3+ 1 184.0968 0.47
  192.1021 C11H14NO2+ 1 192.1019 0.85
  194.1177 C11H16NO2+ 1 194.1176 0.6
  195.1255 C11H17NO2+ 1 195.1254 0.36
  208.097 C11H14NO3+ 1 208.0968 0.73
  210.1126 C11H16NO3+ 1 210.1125 0.5
  212.1282 C11H18NO3+ 1 212.1281 0.57
  222.1122 C12H16NO3+ 1 222.1125 -1.24
  228.1231 C11H18NO4+ 1 228.123 0.38
  236.1283 C13H18NO3+ 1 236.1281 0.59
  237.136 C13H19NO3+ 1 237.1359 0.34
  238.1438 C13H20NO3+ 1 238.1438 0.02
  252.1231 C13H18NO4+ 1 252.123 0.13
  254.1388 C13H20NO4+ 1 254.1387 0.33
  270.1338 C13H20NO5+ 1 270.1336 0.81
  280.1545 C15H22NO4+ 1 280.1543 0.51
  282.1698 C15H24NO4+ 1 282.17 -0.77
  298.165 C15H24NO5+ 1 298.1649 0.39
  308.1495 C16H22NO5+ 1 308.1492 0.8
  326.16 C16H24NO6+ 1 326.1598 0.63
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  94.0652 6992.8 10
  103.0543 2655.3 4
  105.07 2030.5 3
  106.0652 10367.5 15
  108.0808 5776.5 8
  110.0601 6161.5 9
  118.0652 2728.8 4
  120.0809 151234.2 230
  121.0887 83347.2 126
  122.0965 61417.9 93
  123.1043 1176.7 1
  136.0758 9295.5 14
  136.1121 4071 6
  138.0914 26044.6 39
  139.0992 5169.4 7
  140.107 5319.9 8
  146.0965 5652.1 8
  148.1122 16453.8 25
  153.0785 4423 6
  156.1022 2171.4 3
  164.1071 122915.9 186
  166.0863 3886.8 5
  174.0914 6710.9 10
  180.102 8625.9 13
  182.1177 18799.7 28
  184.0969 8135.5 12
  192.1021 17699.7 26
  194.1177 120556.6 183
  195.1255 7911.5 12
  208.097 9525.8 14
  210.1126 86879.2 132
  212.1282 4268.7 6
  222.1122 959 1
  228.1231 32260.5 49
  236.1283 4532.4 6
  237.136 235472.6 358
  238.1438 142256.9 216
  252.1231 13400.7 20
  254.1388 9173.1 13
  270.1338 2336.4 3
  280.1545 656875.4 999
  282.1698 2401 3
  298.165 57322.8 87
  308.1495 20663.3 31
  326.16 251535.8 382
//