ACCESSION: MSBNK-NaToxAq-NA003252
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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 7.965 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 428.2271
MS$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$SPLASH: splash10-05mx-4900000000-8834dcfb6088a4f0aa08
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.1
  59.049 C3H7O+ 1 59.0491 -1.82
  67.0542 C5H7+ 1 67.0542 -0.74
  68.0494 C4H6N+ 1 68.0495 -0.68
  69.0696 C5H9+ 1 69.0699 -4.57
  79.0542 C6H7+ 1 79.0542 -0.46
  80.0495 C5H6N+ 1 80.0495 -0.16
  81.0573 C5H7N+ 1 81.0573 0.55
  81.0699 C6H9+ 1 81.0699 0.14
  82.0414 C5H6O+ 1 82.0413 0.86
  82.0651 C5H8N+ 1 82.0651 -0.05
  83.0491 C5H7O+ 1 83.0491 -0.3
  84.0444 C4H6NO+ 1 84.0444 0.24
  91.0542 C7H7+ 1 91.0542 -0.47
  92.0494 C6H6N+ 1 92.0495 -0.36
  92.0625 C7H8+ 1 92.0621 4.5
  93.0573 C6H7N+ 1 93.0573 -0.13
  94.0651 C6H8N+ 1 94.0651 -0.4
  95.0488 C6H7O+ 1 95.0491 -3.55
  95.0729 C6H9N+ 1 95.073 -0.65
  96.0807 C6H10N+ 1 96.0808 -0.65
  97.0648 C6H9O+ 1 97.0648 0.14
  103.0543 C8H7+ 1 103.0542 0.79
  106.0651 C7H8N+ 1 106.0651 -0.48
  107.073 C7H9N+ 1 107.073 0.24
  107.0855 C8H11+ 1 107.0855 -0.64
  108.0807 C7H10N+ 1 108.0808 -0.39
  109.0648 C7H9O+ 1 109.0648 0.16
  109.0883 C7H11N+ 1 109.0886 -2.9
  110.06 C6H8NO+ 1 110.06 -0.15
  111.0678 C6H9NO+ 1 111.0679 -0.49
  112.0754 C6H10NO+ 1 112.0757 -2.58
  118.0651 C8H8N+ 1 118.0651 -0.27
  119.0729 C8H9N+ 1 119.073 -0.2
  120.0807 C8H10N+ 1 120.0808 -0.44
  121.0885 C8H11N+ 1 121.0886 -1.18
  122.0965 C8H12N+ 1 122.0964 0.84
  124.0756 C7H10NO+ 1 124.0757 -0.57
  136.0756 C8H10NO+ 1 136.0757 -0.41
  137.0835 C8H11NO+ 1 137.0835 -0.29
  138.0913 C8H12NO+ 1 138.0913 -0.52
  141.091 C8H13O2+ 1 141.091 0.06
  154.0863 C8H12NO2+ 1 154.0863 0.16
  155.0942 C8H13NO2+ 1 155.0941 0.54
  172.0968 C8H14NO3+ 1 172.0968 -0.03
  220.1321 C13H18NO2+ 1 220.1332 -4.92
  254.1385 C13H20NO4+ 1 254.1387 -0.66
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
  55.0541 14744.6 97
  59.049 4942.3 32
  67.0542 2092.6 13
  68.0494 8416.1 55
  69.0696 1375.7 9
  79.0542 6685.6 44
  80.0495 33106.9 218
  81.0573 4301.9 28
  81.0699 13033.9 85
  82.0414 1570 10
  82.0651 4562.7 30
  83.0491 36370.5 239
  84.0444 6055.6 39
  91.0542 6732.7 44
  92.0494 2998.7 19
  92.0625 1240.1 8
  93.0573 66343.2 437
  94.0651 151556.5 999
  95.0488 1114.8 7
  95.0729 4868.4 32
  96.0807 2929.2 19
  97.0648 2101.5 13
  103.0543 1612 10
  106.0651 128114.3 844
  107.073 2334.3 15
  107.0855 2942 19
  108.0807 34996.5 230
  109.0648 4604.8 30
  109.0883 2479.5 16
  110.06 5432.1 35
  111.0678 72581.3 478
  112.0754 3028.2 19
  118.0651 46502.5 306
  119.0729 116280.6 766
  120.0807 101269 667
  121.0885 6875.2 45
  122.0965 1869.5 12
  124.0756 9397.9 61
  136.0756 78157.9 515
  137.0835 66620.8 439
  138.0913 55387.8 365
  141.091 9051.1 59
  154.0863 17363.4 114
  155.0942 3434 22
  172.0968 44982.1 296
  220.1321 1318 8
  254.1385 12737.9 83
//