ACCESSION: MSBNK-NaToxAq-NA003205
RECORD_TITLE: Lycopsamine N-oxide; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$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 1.287 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0014
MS$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$SPLASH: splash10-00du-2900000000-e6f50253bbc3ff9aff6d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.75
  67.0543 C5H7+ 1 67.0542 0.96
  68.0495 C4H6N+ 1 68.0495 -0.12
  73.0648 C4H9O+ 1 73.0648 0.18
  79.0543 C6H7+ 1 79.0542 0.6
  80.0496 C5H6N+ 1 80.0495 1.07
  81.0573 C5H7N+ 1 81.0573 0.08
  81.0699 C6H9+ 1 81.0699 0.42
  82.0413 C5H6O+ 1 82.0413 0.3
  82.0652 C5H8N+ 1 82.0651 0.32
  83.0492 C5H7O+ 1 83.0491 0.71
  84.0811 C5H10N+ 1 84.0808 3.31
  93.0574 C6H7N+ 1 93.0573 0.6
  94.0651 C6H8N+ 1 94.0651 0.25
  95.073 C6H9N+ 1 95.073 0.16
  96.0444 C5H6NO+ 1 96.0444 0.56
  96.0808 C6H10N+ 1 96.0808 0.31
  98.0601 C5H8NO+ 1 98.06 0.71
  100.0757 C5H10NO+ 1 100.0757 -0.29
  102.0549 C4H8NO2+ 1 102.055 -0.18
  106.0652 C7H8N+ 1 106.0651 0.6
  108.0808 C7H10N+ 1 108.0808 0.25
  109.0649 C7H9O+ 1 109.0648 0.86
  109.0884 C7H11N+ 1 109.0886 -1.43
  110.0601 C6H8NO+ 1 110.06 0.61
  111.0679 C6H9NO+ 1 111.0679 0.34
  112.0757 C6H10NO+ 1 112.0757 -0.2
  118.0654 C8H8N+ 1 118.0651 2.31
  120.0811 C8H10N+ 1 120.0808 2.74
  124.0758 C7H10NO+ 1 124.0757 0.6
  126.0913 C7H12NO+ 1 126.0913 -0.25
  128.0707 C6H10NO2+ 1 128.0706 0.36
  136.0758 C8H10NO+ 1 136.0757 0.6
  137.0836 C8H11NO+ 1 137.0835 0.38
  138.0914 C8H12NO+ 1 138.0913 0.37
  140.0712 C7H10NO2+ 1 140.0706 4.12
  154.0864 C8H12NO2+ 1 154.0863 0.95
  155.0942 C8H13NO2+ 1 155.0941 0.74
  172.0969 C8H14NO3+ 1 172.0968 0.67
  226.1437 C12H20NO3+ 1 226.1438 -0.11
  316.1756 C15H26NO6+ 1 316.1755 0.5
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  55.0541 1656.7 5
  67.0543 2878.7 9
  68.0495 5159.4 17
  73.0648 4819.6 15
  79.0543 1360.5 4
  80.0496 11181.9 37
  81.0573 2602.1 8
  81.0699 3785.1 12
  82.0413 11884.1 39
  82.0652 7976.9 26
  83.0492 14376.6 47
  84.0811 1214.5 4
  93.0574 69096 228
  94.0651 83215.2 275
  95.073 5060.7 16
  96.0444 2266 7
  96.0808 2945.3 9
  98.0601 10150.5 33
  100.0757 1353.5 4
  102.0549 5895.1 19
  106.0652 7570.4 25
  108.0808 13966.2 46
  109.0649 3447.3 11
  109.0884 2135.2 7
  110.0601 6467.6 21
  111.0679 46726.6 154
  112.0757 13221.5 43
  118.0654 2974.5 9
  120.0811 2282.6 7
  124.0758 1185.9 3
  126.0913 4610 15
  128.0707 3969.4 13
  136.0758 53831.9 178
  137.0836 15889.4 52
  138.0914 198741.7 657
  140.0712 2540.6 8
  154.0864 26078.8 86
  155.0942 42940.2 142
  172.0969 301762.3 999
  226.1437 4328.2 14
  316.1756 30407.4 100
//