ACCESSION: MSBNK-NaToxAq-NA002828
RECORD_TITLE: Lycopsamine N-oxide; LC-ESI-ITFT; MS2; CE: 55%; R=15000; [M+H]+
DATE: 2020.02.21
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 2294

CH$NAME: Lycopsamine N-oxide
CH$NAME: [(7R,8R)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₅H₂₅NO₆
CH$EXACT_MASS: 315.1682
CH$SMILES: C[C@@H]([C@@](C(C)C)(C(=O)OCC1=CC[N+]2([C@H]1[C@@H](CC2)O)[O-])O)O
CH$IUPAC: InChI=1S/C15H25NO6/c1-9(2)15(20,10(3)17)14(19)22-8-11-4-6-16(21)7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12+,13+,15-,16?/m0/s1
CH$LINK: PUBCHEM CID:340067
CH$LINK: INCHIKEY DNAWGBOKUFFVMB-FVZLBROTSA-N
CH$LINK: CHEMSPIDER 301478

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$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$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 1.288 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0015
MS$FOCUSED_ION: PRECURSOR_M/Z 316.1755
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$SPLASH: splash10-00y0-1902000000-ea0d7589113b63a7582a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0541 C5H7+ 1 67.0542 -2.41
  68.0493 C4H6N+ 1 68.0495 -3.2
  73.0648 C4H9O+ 1 73.0648 -0.28
  80.0495 C5H6N+ 1 80.0495 0.54
  82.0414 C5H6O+ 1 82.0413 1.42
  82.0651 C5H8N+ 1 82.0651 -0.14
  83.0492 C5H7O+ 1 83.0491 0.75
  93.0574 C6H7N+ 1 93.0573 0.71
  94.0652 C6H8N+ 1 94.0651 0.7
  95.0728 C6H9N+ 1 95.073 -1.57
  98.0601 C5H8NO+ 1 98.06 0.63
  100.0754 C5H10NO+ 1 100.0757 -3.31
  102.0548 C4H8NO2+ 1 102.055 -1.51
  108.0808 C7H10N+ 1 108.0808 0.32
  109.0648 C7H9O+ 1 109.0648 0.52
  109.0886 C7H11N+ 1 109.0886 -0.38
  110.0602 C6H8NO+ 1 110.06 1.44
  111.0679 C6H9NO+ 1 111.0679 0.53
  112.0757 C6H10NO+ 1 112.0757 0.2
  118.0652 C8H8N+ 1 118.0651 0.71
  120.0805 C8H10N+ 1 120.0808 -1.96
  126.0914 C7H12NO+ 1 126.0913 0.27
  136.0758 C8H10NO+ 1 136.0757 0.76
  137.0836 C8H11NO+ 1 137.0835 0.64
  138.0914 C8H12NO+ 1 138.0913 0.41
  154.0863 C8H12NO2+ 1 154.0863 0.48
  155.0942 C8H13NO2+ 1 155.0941 0.67
  172.0969 C8H14NO3+ 1 172.0968 0.72
  226.1439 C12H20NO3+ 1 226.1438 0.42
  272.1492 C13H22NO5+ 1 272.1492 -0.11
  298.1645 C15H24NO5+ 1 298.1649 -1.21
  316.1756 C15H26NO6+ 1 316.1755 0.56
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  67.0541 1507 5
  68.0493 2145.8 8
  73.0648 3116.6 12
  80.0495 4083.3 16
  82.0414 6660.4 26
  82.0651 3913.5 15
  83.0492 6456.3 25
  93.0574 30521.9 120
  94.0652 27035.3 106
  95.0728 1141.5 4
  98.0601 4912.2 19
  100.0754 1461.7 5
  102.0548 2489.6 9
  108.0808 9914.1 39
  109.0648 1651.6 6
  109.0886 1425.3 5
  110.0602 4917.3 19
  111.0679 11269.9 44
  112.0757 9236.5 36
  118.0652 1888.6 7
  120.0805 1383 5
  126.0914 2297.8 9
  136.0758 38965.5 153
  137.0836 11751.1 46
  138.0914 151850.7 599
  154.0863 28219.2 111
  155.0942 40051.7 158
  172.0969 253053.6 999
  226.1439 6141.7 24
  272.1492 3068.1 12
  298.1645 2181.7 8
  316.1756 136728.2 539
//