ACCESSION: MSBNK-NaToxAq-NA003617
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 100%; 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 2306

CH$NAME: Lasiocarpine N-oxide
CH$NAME: [(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₁H₃₃NO₈
CH$EXACT_MASS: 427.2206
CH$SMILES: C/C=C(/C)\C(=O)O[C@H]1CC[N+]2([C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)OC)(C(C)(C)O)O)[O-]
CH$IUPAC: InChI=1S/C21H33NO8/c1-7-13(2)18(23)30-16-9-11-22(27)10-8-15(17(16)22)12-29-19(24)21(26,14(3)28-6)20(4,5)25/h7-8,14,16-17,25-26H,9-12H2,1-6H3/b13-7-/t14-,16-,17+,21-,22?/m0/s1
CH$LINK: PUBCHEM CID:5458800
CH$LINK: INCHIKEY AABILZKQMVKFHP-LRBDFNDQSA-N
CH$LINK: CHEMSPIDER 4572693

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$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$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 7.959 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 428.2273
MS$FOCUSED_ION: PRECURSOR_M/Z 428.2279
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$SPLASH: splash10-05mo-7900000000-3da1d3621161ed064463
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.86
  59.049 C3H7O+ 1 59.0491 -1.63
  65.0385 C5H5+ 1 65.0386 -0.85
  66.0463 C5H6+ 1 66.0464 -1.4
  67.0416 C4H5N+ 1 67.0417 -0.88
  67.0542 C5H7+ 1 67.0542 -0.92
  68.0495 C4H6N+ 1 68.0495 -0.19
  77.0386 C6H5+ 1 77.0386 0.91
  78.0338 C5H4N+ 1 78.0338 -0.18
  79.0542 C6H7+ 1 79.0542 0.04
  80.0495 C5H6N+ 1 80.0495 -0.07
  81.0573 C5H7N+ 1 81.0573 -0.02
  81.0698 C6H9+ 1 81.0699 -0.34
  82.0414 C5H6O+ 1 82.0413 0.83
  82.0651 C5H8N+ 1 82.0651 0.11
  83.0491 C5H7O+ 1 83.0491 0.03
  84.0444 C4H6NO+ 1 84.0444 -0.36
  91.0542 C7H7+ 1 91.0542 -0.21
  92.0495 C6H6N+ 1 92.0495 -0.03
  93.0573 C6H7N+ 1 93.0573 -0.05
  94.0651 C6H8N+ 1 94.0651 -0.38
  95.0491 C6H7O+ 1 95.0491 0
  95.0728 C6H9N+ 1 95.073 -2.06
  96.0441 C5H6NO+ 1 96.0444 -2.74
  96.0806 C6H10N+ 1 96.0808 -1.64
  98.0602 C5H8NO+ 1 98.06 1.38
  103.0541 C8H7+ 1 103.0542 -0.92
  104.0495 C7H6N+ 1 104.0495 0.15
  105.0573 C7H7N+ 1 105.0573 0.37
  106.0651 C7H8N+ 1 106.0651 -0.2
  107.073 C7H9N+ 1 107.073 0.45
  107.0857 C8H11+ 1 107.0855 1.42
  108.044 C6H6NO+ 1 108.0444 -3.63
  108.0807 C7H10N+ 1 108.0808 -0.25
  110.06 C6H8NO+ 1 110.06 -0.01
  111.0678 C6H9NO+ 1 111.0679 -0.28
  112.0756 C6H10NO+ 1 112.0757 -0.81
  117.0574 C8H7N+ 1 117.0573 0.87
  118.0651 C8H8N+ 1 118.0651 -0.23
  119.0729 C8H9N+ 1 119.073 -0.15
  120.0808 C8H10N+ 1 120.0808 -0.14
  121.0889 C8H11N+ 1 121.0886 2.64
  124.0756 C7H10NO+ 1 124.0757 -0.77
  136.0757 C8H10NO+ 1 136.0757 -0.16
  137.0834 C8H11NO+ 1 137.0835 -0.72
  138.0912 C8H12NO+ 1 138.0913 -1.05
  154.0865 C8H12NO2+ 1 154.0863 1.87
  172.0968 C8H14NO3+ 1 172.0968 -0.15
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  55.0541 10449.4 74
  59.049 3072.3 21
  65.0385 2134.2 15
  66.0463 3474.7 24
  67.0416 5270.2 37
  67.0542 5976.8 42
  68.0495 10306.7 73
  77.0386 3870.3 27
  78.0338 1852 13
  79.0542 13650.5 96
  80.0495 86660.6 614
  81.0573 5719.1 40
  81.0698 8064.4 57
  82.0414 1664.5 11
  82.0651 6273.7 44
  83.0491 20979.6 148
  84.0444 6467.5 45
  91.0542 16358 115
  92.0495 9588.4 67
  93.0573 65650.5 465
  94.0651 140897.2 999
  95.0491 2690.6 19
  95.0728 2658.8 18
  96.0441 3245.5 23
  96.0806 1733.4 12
  98.0602 982.5 6
  103.0541 3620 25
  104.0495 2131.3 15
  105.0573 1473.6 10
  106.0651 127917.9 906
  107.073 2829.8 20
  107.0857 1102.4 7
  108.044 2176.8 15
  108.0807 25971.8 184
  110.06 6624.4 46
  111.0678 31456.7 223
  112.0756 2224.2 15
  117.0574 4117.6 29
  118.0651 103753.8 735
  119.0729 55447.5 393
  120.0808 70471.5 499
  121.0889 1091.1 7
  124.0756 4999.5 35
  136.0757 36724.3 260
  137.0834 6829.1 48
  138.0912 8952.3 63
  154.0865 3066.4 21
  172.0968 10942.8 77
//