ACCESSION: MSBNK-NaToxAq-NA002827
RECORD_TITLE: Lycopsamine N-oxide; LC-ESI-ITFT; MS2; CE: 50%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50% (nominal)
AC$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$SPLASH: splash10-01bi-1904000000-9ec908e4a3fbd54751ad
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  68.0494 C4H6N+ 1 68.0495 -1.74
  73.0648 C4H9O+ 1 73.0648 -0.07
  80.0495 C5H6N+ 1 80.0495 -0.22
  82.0414 C5H6O+ 1 82.0413 1.51
  82.0651 C5H8N+ 1 82.0651 -0.05
  83.0491 C5H7O+ 1 83.0491 0.01
  93.0574 C6H7N+ 1 93.0573 0.87
  94.0652 C6H8N+ 1 94.0651 0.53
  95.0732 C6H9N+ 1 95.073 2.92
  98.0603 C5H8NO+ 1 98.06 2.73
  100.0758 C5H10NO+ 1 100.0757 0.96
  102.055 C4H8NO2+ 1 102.055 0.36
  108.0808 C7H10N+ 1 108.0808 0.61
  109.0649 C7H9O+ 1 109.0648 1.01
  110.06 C6H8NO+ 1 110.06 0.05
  111.0679 C6H9NO+ 1 111.0679 0.47
  112.0757 C6H10NO+ 1 112.0757 0.47
  120.081 C8H10N+ 1 120.0808 1.54
  126.0916 C7H12NO+ 1 126.0913 2.45
  136.0758 C8H10NO+ 1 136.0757 0.53
  137.0836 C8H11NO+ 1 137.0835 0.53
  138.0914 C8H12NO+ 1 138.0913 0.41
  139.0991 C8H13NO+ 1 139.0992 -0.15
  154.0863 C8H12NO2+ 1 154.0863 0.58
  155.0942 C8H13NO2+ 1 155.0941 0.67
  172.097 C8H14NO3+ 1 172.0968 0.81
  226.1437 C12H20NO3+ 1 226.1438 -0.32
  272.1492 C13H22NO5+ 1 272.1492 -0.33
  298.1663 C15H24NO5+ 1 298.1649 4.72
  316.1757 C15H26NO6+ 1 316.1755 0.66
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
  68.0494 1849.9 6
  73.0648 2345.8 8
  80.0495 3310.9 12
  82.0414 4418 16
  82.0651 2349.8 8
  83.0491 4081.8 15
  93.0574 21824 81
  94.0652 18775 70
  95.0732 1532.3 5
  98.0603 3380.7 12
  100.0758 1785.4 6
  102.055 1889.7 7
  108.0808 7061 26
  109.0649 1785.8 6
  110.06 3321.5 12
  111.0679 7649.6 28
  112.0757 7678.2 28
  120.081 1665.8 6
  126.0916 2147.8 8
  136.0758 36417.1 136
  137.0836 11979.1 44
  138.0914 147669.4 551
  139.0991 2404.1 8
  154.0863 31733.4 118
  155.0942 43352.6 161
  172.097 233341 871
  226.1437 6999.9 26
  272.1492 6960.4 26
  298.1663 2374.2 8
  316.1757 267390.4 999
//