ACCESSION: MSBNK-NaToxAq-NA003615
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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$SPLASH: splash10-05mo-6900000000-5aafddde83a47c7242fb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.13
  59.049 C3H7O+ 1 59.0491 -2.02
  66.0463 C5H6+ 1 66.0464 -0.83
  67.0415 C4H5N+ 1 67.0417 -1.56
  67.0542 C5H7+ 1 67.0542 -1.04
  68.0494 C4H6N+ 1 68.0495 -0.75
  69.0697 C5H9+ 1 69.0699 -2
  77.0386 C6H5+ 1 77.0386 0.22
  78.0336 C5H4N+ 1 78.0338 -2.52
  79.0542 C6H7+ 1 79.0542 -0.06
  80.0495 C5H6N+ 1 80.0495 0.03
  81.0573 C5H7N+ 1 81.0573 -0.4
  81.0698 C6H9+ 1 81.0699 -0.34
  82.0412 C5H6O+ 1 82.0413 -1.68
  82.0652 C5H8N+ 1 82.0651 0.48
  83.0491 C5H7O+ 1 83.0491 -0.25
  84.0444 C4H6NO+ 1 84.0444 -0.36
  91.0542 C7H7+ 1 91.0542 -0.54
  92.0495 C6H6N+ 1 92.0495 0.13
  93.0573 C6H7N+ 1 93.0573 -0.05
  93.07 C7H9+ 1 93.0699 1.48
  94.0651 C6H8N+ 1 94.0651 -0.3
  95.049 C6H7O+ 1 95.0491 -1.04
  95.0729 C6H9N+ 1 95.073 -0.78
  96.0443 C5H6NO+ 1 96.0444 -0.92
  96.0808 C6H10N+ 1 96.0808 -0.13
  97.0649 C6H9O+ 1 97.0648 0.72
  98.06 C5H8NO+ 1 98.06 0.06
  102.0549 C4H8NO2+ 1 102.055 -0.12
  103.0542 C8H7+ 1 103.0542 -0.25
  104.0498 C7H6N+ 1 104.0495 2.71
  105.0575 C7H7N+ 1 105.0573 2.04
  105.0699 C8H9+ 1 105.0699 0.56
  106.0651 C7H8N+ 1 106.0651 -0.27
  107.0729 C7H9N+ 1 107.073 -0.62
  107.0856 C8H11+ 1 107.0855 0.92
  108.0807 C7H10N+ 1 108.0808 -0.32
  109.0645 C7H9O+ 1 109.0648 -2.36
  110.06 C6H8NO+ 1 110.06 -0.5
  111.0678 C6H9NO+ 1 111.0679 -0.49
  112.0757 C6H10NO+ 1 112.0757 0.41
  117.0573 C8H7N+ 1 117.0573 -0.3
  118.0651 C8H8N+ 1 118.0651 -0.36
  119.0729 C8H9N+ 1 119.073 -0.22
  120.0807 C8H10N+ 1 120.0808 -0.33
  121.0886 C8H11N+ 1 121.0886 0.12
  122.0601 C7H8NO+ 1 122.06 0.77
  122.0961 C8H12N+ 1 122.0964 -2.74
  124.0757 C7H10NO+ 1 124.0757 -0.22
  126.0916 C7H12NO+ 1 126.0913 1.8
  136.0757 C8H10NO+ 1 136.0757 -0.16
  137.0834 C8H11NO+ 1 137.0835 -0.94
  138.0913 C8H12NO+ 1 138.0913 -0.6
  141.091 C8H13O2+ 1 141.091 0.08
  154.0862 C8H12NO2+ 1 154.0863 -0.21
  155.0943 C8H13NO2+ 1 155.0941 1.45
  172.0968 C8H14NO3+ 1 172.0968 -0.24
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  55.0541 21381.2 86
  59.049 8281.4 33
  66.0463 4716.8 19
  67.0415 5265 21
  67.0542 7752.6 31
  68.0494 15180.2 61
  69.0697 1458.3 5
  77.0386 3172 12
  78.0336 2488.2 10
  79.0542 17435.6 70
  80.0495 110327 448
  81.0573 8093.8 32
  81.0698 16933.2 68
  82.0412 1928.2 7
  82.0652 10800 43
  83.0491 44679.1 181
  84.0444 11829.2 48
  91.0542 20177.9 81
  92.0495 11599.1 47
  93.0573 112709.1 457
  93.07 6290.3 25
  94.0651 246008.3 999
  95.049 1915.7 7
  95.0729 4806.6 19
  96.0443 3678.3 14
  96.0808 4907.9 19
  97.0649 1631.7 6
  98.06 1822.5 7
  102.0549 4137.3 16
  103.0542 4400.7 17
  104.0498 2612 10
  105.0575 1534.8 6
  105.0699 2221.5 9
  106.0651 209202.7 849
  107.0729 4077.9 16
  107.0856 2834.4 11
  108.0807 50656.5 205
  109.0645 3978.2 16
  110.06 11840.1 48
  111.0678 79490.2 322
  112.0757 3458.9 14
  117.0573 3740.8 15
  118.0651 131976.5 535
  119.0729 126273.8 512
  120.0807 138676.7 563
  121.0886 3247.1 13
  122.0601 3028.4 12
  122.0961 1269.8 5
  124.0757 10665.4 43
  126.0916 1277.7 5
  136.0757 86821.8 352
  137.0834 22521.9 91
  138.0913 30994.8 125
  141.091 4806.7 19
  154.0862 10382.1 42
  155.0943 1645.8 6
  172.0968 35340 143
//