ACCESSION: MSBNK-NaToxAq-NA000514
RECORD_TITLE: Monocrotaline; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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$SPLASH: splash10-001r-0590000000-3b7551c38bc00d770739
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  94.0652 C6H8N+ 1 94.0651 0.81
  103.0543 C8H7+ 1 103.0542 0.9
  105.07 C8H9+ 1 105.0699 1.33
  106.0652 C7H8N+ 1 106.0651 0.68
  108.0808 C7H10N+ 1 108.0808 0.28
  110.06 C6H8NO+ 1 110.06 0.08
  118.0651 C8H8N+ 1 118.0651 0.13
  120.0809 C8H10N+ 1 120.0808 0.79
  121.0887 C8H11N+ 1 121.0886 0.67
  122.0965 C8H12N+ 1 122.0964 0.3
  123.1044 C8H13N+ 1 123.1043 1.02
  136.0757 C8H10NO+ 1 136.0757 0.24
  136.112 C9H14N+ 1 136.1121 -0.61
  138.0914 C8H12NO+ 1 138.0913 0.54
  139.0995 C8H13NO+ 1 139.0992 2.17
  140.107 C8H14NO+ 1 140.107 -0.25
  146.0965 C10H12N+ 1 146.0964 0.57
  148.1122 C10H14N+ 1 148.1121 1.06
  153.0784 C8H11NO2+ 1 153.0784 -0.24
  156.1019 C8H14NO2+ 1 156.1019 -0.18
  164.1071 C10H14NO+ 1 164.107 0.57
  166.0866 C9H12NO2+ 1 166.0863 1.99
  174.0916 C11H12NO+ 1 174.0913 1.32
  180.1019 C10H14NO2+ 1 180.1019 0.2
  182.1176 C10H16NO2+ 1 182.1176 0.52
  184.0968 C9H14NO3+ 1 184.0968 -0.03
  192.102 C11H14NO2+ 1 192.1019 0.53
  194.1177 C11H16NO2+ 1 194.1176 0.68
  195.1257 C11H17NO2+ 1 195.1254 1.62
  208.097 C11H14NO3+ 1 208.0968 0.73
  210.1125 C11H16NO3+ 1 210.1125 0.29
  212.128 C11H18NO3+ 1 212.1281 -0.65
  222.1127 C12H16NO3+ 1 222.1125 1.03
  228.1231 C11H18NO4+ 1 228.123 0.44
  236.1282 C13H18NO3+ 1 236.1281 0.27
  237.1361 C13H19NO3+ 1 237.1359 0.66
  238.1439 C13H20NO3+ 1 238.1438 0.34
  252.1231 C13H18NO4+ 1 252.123 0.07
  254.1387 C13H20NO4+ 1 254.1387 0.09
  270.134 C13H20NO5+ 1 270.1336 1.6
  280.1544 C15H22NO4+ 1 280.1543 0.4
  282.1691 C15H24NO4+ 1 282.17 -3.04
  298.1651 C15H24NO5+ 1 298.1649 0.8
  308.1495 C16H22NO5+ 1 308.1492 0.9
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  94.0652 7222.2 12
  103.0543 1301 2
  105.07 1522.1 2
  106.0652 9740 16
  108.0808 5427.8 9
  110.06 4845.2 8
  118.0651 2190.5 3
  120.0809 126576.7 218
  121.0887 74591.1 128
  122.0965 47446.9 82
  123.1044 1172.5 2
  136.0757 9987.7 17
  136.112 3406 5
  138.0914 19959.3 34
  139.0995 5278.6 9
  140.107 5371.2 9
  146.0965 6786.5 11
  148.1122 14357.5 24
  153.0784 4682.6 8
  156.1019 1323.2 2
  164.1071 107401.3 185
  166.0866 3959.3 6
  174.0916 6536.8 11
  180.1019 7271.6 12
  182.1176 16361.2 28
  184.0968 6536.5 11
  192.102 14205.8 24
  194.1177 109232.6 188
  195.1257 4804 8
  208.097 10441.5 18
  210.1125 70828.5 122
  212.128 2773.5 4
  222.1127 1710.9 2
  228.1231 28839.6 49
  236.1282 3825.6 6
  237.1361 201716.6 348
  238.1439 123802.6 214
  252.1231 12664.2 21
  254.1387 6874.6 11
  270.134 1666.7 2
  280.1544 577887.7 999
  282.1691 2487.5 4
  298.1651 50275.1 86
  308.1495 15741.6 27
//