ACCESSION: MSBNK-NaToxAq-NA003614
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 85%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$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$SPLASH: splash10-05mo-5900000000-9a77a8b5f5a176fc3e64
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.2
  59.049 C3H7O+ 1 59.0491 -1.56
  65.0384 C5H5+ 1 65.0386 -2.84
  66.0463 C5H6+ 1 66.0464 -1.4
  67.0417 C4H5N+ 1 67.0417 0.37
  67.0542 C5H7+ 1 67.0542 -0.47
  68.0494 C4H6N+ 1 68.0495 -0.87
  69.0697 C5H9+ 1 69.0699 -2.78
  77.0386 C6H5+ 1 77.0386 0.22
  79.0542 C6H7+ 1 79.0542 -0.64
  80.0495 C5H6N+ 1 80.0495 -0.16
  81.0572 C5H7N+ 1 81.0573 -0.68
  81.0698 C6H9+ 1 81.0699 -0.43
  82.0412 C5H6O+ 1 82.0413 -1.21
  82.0651 C5H8N+ 1 82.0651 -0.63
  83.0491 C5H7O+ 1 83.0491 -0.25
  84.0444 C4H6NO+ 1 84.0444 -0.09
  91.0542 C7H7+ 1 91.0542 -0.12
  92.0494 C6H6N+ 1 92.0495 -0.45
  92.062 C7H8+ 1 92.0621 -0.64
  93.0573 C6H7N+ 1 93.0573 -0.29
  94.0651 C6H8N+ 1 94.0651 -0.62
  95.0492 C6H7O+ 1 95.0491 0.81
  95.0729 C6H9N+ 1 95.073 -0.14
  96.0442 C5H6NO+ 1 96.0444 -2.03
  96.0808 C6H10N+ 1 96.0808 0.26
  97.0648 C6H9O+ 1 97.0648 -0.38
  98.0599 C5H8NO+ 1 98.06 -1.34
  102.0549 C4H8NO2+ 1 102.055 -0.8
  103.0543 C8H7+ 1 103.0542 0.71
  106.0651 C7H8N+ 1 106.0651 -0.42
  107.0729 C7H9N+ 1 107.073 -0.12
  107.0855 C8H11+ 1 107.0855 -0.65
  108.0807 C7H10N+ 1 108.0808 -0.53
  109.0647 C7H9O+ 1 109.0648 -0.68
  110.06 C6H8NO+ 1 110.06 -0.5
  111.0678 C6H9NO+ 1 111.0679 -0.69
  112.0756 C6H10NO+ 1 112.0757 -1.16
  117.0573 C8H7N+ 1 117.0573 -0.17
  118.0651 C8H8N+ 1 118.0651 -0.36
  119.0729 C8H9N+ 1 119.073 -0.47
  120.0807 C8H10N+ 1 120.0808 -0.52
  121.0887 C8H11N+ 1 121.0886 0.56
  122.0598 C7H8NO+ 1 122.06 -1.98
  122.0968 C8H12N+ 1 122.0964 3.01
  124.0756 C7H10NO+ 1 124.0757 -0.77
  126.0912 C7H12NO+ 1 126.0913 -1.47
  136.0756 C8H10NO+ 1 136.0757 -0.39
  137.0834 C8H11NO+ 1 137.0835 -0.83
  138.0913 C8H12NO+ 1 138.0913 -0.6
  141.091 C8H13O2+ 1 141.091 -0.35
  154.0862 C8H12NO2+ 1 154.0863 -0.31
  155.0941 C8H13NO2+ 1 155.0941 0.08
  172.0968 C8H14NO3+ 1 172.0968 -0.24
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
  55.0541 29984.2 100
  59.049 7606.2 25
  65.0384 2520.4 8
  66.0463 3896.2 13
  67.0417 5464.2 18
  67.0542 6580.9 22
  68.0494 15250.8 51
  69.0697 3163.1 10
  77.0386 3294.6 11
  79.0542 19061.2 64
  80.0495 108307.1 364
  81.0572 9254.2 31
  81.0698 21569 72
  82.0412 3226.9 10
  82.0651 13930.1 46
  83.0491 57257 192
  84.0444 13237.7 44
  91.0542 19975.3 67
  92.0494 11826.9 39
  92.062 2561.4 8
  93.0573 138092.6 464
  94.0651 296959.5 999
  95.0492 2991.1 10
  95.0729 6395.9 21
  96.0442 5319.6 17
  96.0808 4541.2 15
  97.0648 4395 14
  98.0599 2165.2 7
  102.0549 2796.7 9
  103.0543 3744.9 12
  106.0651 252547.1 849
  107.0729 4505.5 15
  107.0855 3756.6 12
  108.0807 64650.4 217
  109.0647 4207 14
  110.06 13521.8 45
  111.0678 113204.2 380
  112.0756 4908.9 16
  117.0573 4273.8 14
  118.0651 139632.2 469
  119.0729 170932.2 575
  120.0807 178941.9 601
  121.0887 5008.9 16
  122.0598 5074.5 17
  122.0968 1538 5
  124.0756 14059.6 47
  126.0912 2026.2 6
  136.0756 115285.9 387
  137.0834 50553.6 170
  138.0913 52812.9 177
  141.091 8157.1 27
  154.0862 19117 64
  155.0941 3306.3 11
  172.0968 64069.1 215
//