ACCESSION: MSBNK-NaToxAq-NA003208
RECORD_TITLE: Lycopsamine N-oxide; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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$SPLASH: splash10-0076-6900000000-e7d78ce76b827e17749c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0543 C5H7+ 1 67.0542 0.4
  68.0494 C4H6N+ 1 68.0495 -1.01
  70.065 C4H8N+ 1 70.0651 -1.41
  73.0648 C4H9O+ 1 73.0648 -0.24
  79.0542 C6H7+ 1 79.0542 -0.08
  80.0495 C5H6N+ 1 80.0495 0.5
  81.0573 C5H7N+ 1 81.0573 0.55
  81.0699 C6H9+ 1 81.0699 0.33
  82.0413 C5H6O+ 1 82.0413 -0.07
  82.0652 C5H8N+ 1 82.0651 0.32
  83.0491 C5H7O+ 1 83.0491 -0.02
  91.0542 C7H7+ 1 91.0542 -0.64
  92.0494 C6H6N+ 1 92.0495 -0.69
  93.0573 C6H7N+ 1 93.0573 0.11
  94.0651 C6H8N+ 1 94.0651 -0.32
  95.0729 C6H9N+ 1 95.073 -0.33
  96.0446 C5H6NO+ 1 96.0444 2.06
  96.0807 C6H10N+ 1 96.0808 -1.12
  98.06 C5H8NO+ 1 98.06 -0.15
  102.0549 C4H8NO2+ 1 102.055 -0.56
  106.0651 C7H8N+ 1 106.0651 0.09
  108.0807 C7H10N+ 1 108.0808 -0.25
  110.0601 C6H8NO+ 1 110.06 0.33
  111.0678 C6H9NO+ 1 111.0679 -0.28
  112.0756 C6H10NO+ 1 112.0757 -0.88
  118.065 C8H8N+ 1 118.0651 -0.79
  120.0804 C8H10N+ 1 120.0808 -3.17
  124.0757 C7H10NO+ 1 124.0757 0.05
  126.0913 C7H12NO+ 1 126.0913 -0.61
  128.0704 C6H10NO2+ 1 128.0706 -1.55
  136.0757 C8H10NO+ 1 136.0757 -0.18
  137.0834 C8H11NO+ 1 137.0835 -0.63
  138.0913 C8H12NO+ 1 138.0913 -0.29
  140.0706 C7H10NO2+ 1 140.0706 -0.35
  154.0862 C8H12NO2+ 1 154.0863 -0.34
  155.0941 C8H13NO2+ 1 155.0941 0.35
  172.0968 C8H14NO3+ 1 172.0968 0.14
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  67.0543 3097.1 29
  68.0494 5515.8 51
  70.065 1023 9
  73.0648 2990 28
  79.0542 1666.3 15
  80.0495 19219.8 180
  81.0573 2318 21
  81.0699 3138 29
  82.0413 5945.9 55
  82.0652 7420 69
  83.0491 12536.8 117
  91.0542 1619.2 15
  92.0494 1534.5 14
  93.0573 60241.3 564
  94.0651 106590.8 999
  95.0729 2700.2 25
  96.0446 3465.7 32
  96.0807 2875 26
  98.06 4589 43
  102.0549 6726.6 63
  106.0651 9568.1 89
  108.0807 11092.5 103
  110.0601 5757 53
  111.0678 73747.3 691
  112.0756 5029 47
  118.065 1110.7 10
  120.0804 2085.5 19
  124.0757 3843.3 36
  126.0913 3175.1 29
  128.0704 4373.2 40
  136.0757 26606.8 249
  137.0834 10025.6 93
  138.0913 70198.3 657
  140.0706 2003 18
  154.0862 8058.3 75
  155.0941 13937.9 130
  172.0968 100563.8 942
//