ACCESSION: MSBNK-NaToxAq-NA003618
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 105%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 105% (nominal)
AC$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$SPLASH: splash10-05nf-8900000000-fccc9b85a58f1764bb38
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.44
  59.0491 C3H7O+ 1 59.0491 0.05
  65.0386 C5H5+ 1 65.0386 -0.26
  66.0464 C5H6+ 1 66.0464 0.33
  67.0416 C4H5N+ 1 67.0417 -0.77
  67.0542 C5H7+ 1 67.0542 0.21
  68.0495 C4H6N+ 1 68.0495 -0.31
  77.0387 C6H5+ 1 77.0386 2.2
  78.034 C5H4N+ 1 78.0338 2.46
  79.0543 C6H7+ 1 79.0542 0.42
  80.0495 C5H6N+ 1 80.0495 0.6
  81.0573 C5H7N+ 1 81.0573 0.07
  81.07 C6H9+ 1 81.0699 1.36
  82.0652 C5H8N+ 1 82.0651 0.57
  83.0492 C5H7O+ 1 83.0491 0.21
  84.0444 C4H6NO+ 1 84.0444 0.18
  91.0543 C7H7+ 1 91.0542 0.55
  92.0495 C6H6N+ 1 92.0495 0.71
  93.0574 C6H7N+ 1 93.0573 0.61
  93.0698 C7H9+ 1 93.0699 -0.57
  94.0652 C6H8N+ 1 94.0651 0.35
  95.0492 C6H7O+ 1 95.0491 0.97
  95.073 C6H9N+ 1 95.073 0.02
  96.0444 C5H6NO+ 1 96.0444 -0.04
  97.0647 C6H9O+ 1 97.0648 -0.53
  102.0547 C4H8NO2+ 1 102.055 -2.52
  103.0543 C8H7+ 1 103.0542 0.93
  106.0652 C7H8N+ 1 106.0651 0.37
  107.0732 C7H9N+ 1 107.073 1.94
  108.0808 C7H10N+ 1 108.0808 0.24
  110.0602 C6H8NO+ 1 110.06 1.23
  111.0679 C6H9NO+ 1 111.0679 0.13
  117.0575 C8H7N+ 1 117.0573 1.33
  118.0652 C8H8N+ 1 118.0651 0.35
  119.073 C8H9N+ 1 119.073 0.42
  120.0808 C8H10N+ 1 120.0808 0.43
  124.0755 C7H10NO+ 1 124.0757 -1.75
  136.0758 C8H10NO+ 1 136.0757 0.62
  137.0834 C8H11NO+ 1 137.0835 -1.16
  138.0912 C8H12NO+ 1 138.0913 -1.16
  154.0865 C8H12NO2+ 1 154.0863 1.77
  172.0967 C8H14NO3+ 1 172.0968 -0.59
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
  55.0541 8330.3 94
  59.0491 3313.2 37
  65.0386 1587.6 17
  66.0464 3234.6 36
  67.0416 3777.9 42
  67.0542 5674.6 64
  68.0495 5923.7 66
  77.0387 2385.3 26
  78.034 2294.2 25
  79.0543 8419.5 95
  80.0495 61872.2 699
  81.0573 3616.9 40
  81.07 4741.3 53
  82.0652 3824.6 43
  83.0492 11370.2 128
  84.0444 3119.9 35
  91.0543 14921.8 168
  92.0495 9980.2 112
  93.0574 38580.1 436
  93.0698 2347.3 26
  94.0652 82249.5 930
  95.0492 1300 14
  95.073 1472.5 16
  96.0444 2569.2 29
  97.0647 1241.7 14
  102.0547 1654.2 18
  103.0543 2965.2 33
  106.0652 88350.3 999
  107.0732 2176.9 24
  108.0808 15760.6 178
  110.0602 4636.9 52
  111.0679 16786.4 189
  117.0575 3015.6 34
  118.0652 77889.9 880
  119.073 27537.8 311
  120.0808 43309.4 489
  124.0755 2203.1 24
  136.0758 21285.6 240
  137.0834 2151.6 24
  138.0912 4097.4 46
  154.0865 2271.5 25
  172.0967 4287.6 48
//