ACCESSION: MSBNK-NaToxAq-NA003616
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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$SPLASH: splash10-05mo-6900000000-6bed5d5b407b198fa469
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.86
  59.049 C3H7O+ 1 59.0491 -1.69
  65.0385 C5H5+ 1 65.0386 -1.9
  66.0464 C5H6+ 1 66.0464 0.56
  67.0416 C4H5N+ 1 67.0417 -1.22
  67.0541 C5H7+ 1 67.0542 -1.26
  68.0494 C4H6N+ 1 68.0495 -0.53
  69.0697 C5H9+ 1 69.0699 -2.56
  77.0386 C6H5+ 1 77.0386 -0.18
  78.0338 C5H4N+ 1 78.0338 -0.76
  79.0542 C6H7+ 1 79.0542 0.14
  80.0495 C5H6N+ 1 80.0495 -0.07
  81.0574 C5H7N+ 1 81.0573 0.73
  81.0699 C6H9+ 1 81.0699 -0.06
  82.0413 C5H6O+ 1 82.0413 -0.1
  82.0652 C5H8N+ 1 82.0651 0.39
  83.0491 C5H7O+ 1 83.0491 -0.25
  84.0444 C4H6NO+ 1 84.0444 -0.09
  91.0542 C7H7+ 1 91.0542 -0.37
  92.0494 C6H6N+ 1 92.0495 -0.53
  92.0621 C7H8+ 1 92.0621 0.43
  93.0573 C6H7N+ 1 93.0573 0.04
  93.07 C7H9+ 1 93.0699 0.82
  94.0651 C6H8N+ 1 94.0651 -0.3
  95.0492 C6H7O+ 1 95.0491 0.24
  95.073 C6H9N+ 1 95.073 0.66
  96.0443 C5H6NO+ 1 96.0444 -0.52
  96.0806 C6H10N+ 1 96.0808 -1.64
  98.06 C5H8NO+ 1 98.06 -0.18
  102.0551 C4H8NO2+ 1 102.055 1.59
  103.0541 C8H7+ 1 103.0542 -1.07
  104.0491 C7H6N+ 1 104.0495 -3.15
  105.0571 C7H7N+ 1 105.0573 -2.17
  105.0698 C8H9+ 1 105.0699 -0.46
  106.0651 C7H8N+ 1 106.0651 -0.27
  107.0726 C7H9N+ 1 107.073 -3.12
  107.0858 C8H11+ 1 107.0855 2.42
  108.0442 C6H6NO+ 1 108.0444 -1.51
  108.0807 C7H10N+ 1 108.0808 -0.32
  109.0646 C7H9O+ 1 109.0648 -2.15
  110.0601 C6H8NO+ 1 110.06 0.12
  111.0678 C6H9NO+ 1 111.0679 -0.21
  112.0755 C6H10NO+ 1 112.0757 -1.5
  117.0571 C8H7N+ 1 117.0573 -1.48
  118.0651 C8H8N+ 1 118.0651 -0.29
  119.0729 C8H9N+ 1 119.073 -0.15
  120.0807 C8H10N+ 1 120.0808 -0.33
  121.0887 C8H11N+ 1 121.0886 1.19
  122.0598 C7H8NO+ 1 122.06 -1.8
  124.0757 C7H10NO+ 1 124.0757 -0.03
  136.0757 C8H10NO+ 1 136.0757 -0.27
  137.0834 C8H11NO+ 1 137.0835 -0.83
  138.0912 C8H12NO+ 1 138.0913 -0.71
  141.0914 C8H13O2+ 1 141.091 2.57
  154.0863 C8H12NO2+ 1 154.0863 0.08
  155.0935 C8H13NO2+ 1 155.0941 -4.06
  172.0968 C8H14NO3+ 1 172.0968 0.12
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  55.0541 15960.1 84
  59.049 5352.9 28
  65.0385 2532.8 13
  66.0464 3851 20
  67.0416 3585.8 18
  67.0541 7921.1 41
  68.0494 10550.7 55
  69.0697 1425.7 7
  77.0386 4146.1 21
  78.0338 2101.4 11
  79.0542 15045.5 79
  80.0495 94179.6 497
  81.0574 7226.6 38
  81.0699 12084.7 63
  82.0413 2228.6 11
  82.0652 7408.5 39
  83.0491 28599.9 151
  84.0444 8040.7 42
  91.0542 16340.2 86
  92.0494 10715.2 56
  92.0621 1530.2 8
  93.0573 82246.5 434
  93.07 5856.1 30
  94.0651 189054.7 999
  95.0492 1744.2 9
  95.073 3973.3 20
  96.0443 3541.7 18
  96.0806 2987.6 15
  98.06 1935.1 10
  102.0551 2095.5 11
  103.0541 3695.9 19
  104.0491 2203.9 11
  105.0571 1697.9 8
  105.0698 1301 6
  106.0651 160132.4 846
  107.0726 2737.3 14
  107.0858 1967.3 10
  108.0442 2281 12
  108.0807 39528.3 208
  109.0646 2088.3 11
  110.0601 8514.3 44
  111.0678 51908.6 274
  112.0755 2471.2 13
  117.0571 3816.5 20
  118.0651 120651.9 637
  119.0729 80662.8 426
  120.0807 99988 528
  121.0887 1226.9 6
  122.0598 1620.4 8
  124.0757 6439.2 34
  136.0757 59697.3 315
  137.0834 11423.7 60
  138.0912 16965.5 89
  141.0914 2472 13
  154.0863 5944.7 31
  155.0935 1711.7 9
  172.0968 19621.7 103
//