ACCESSION: MSBNK-NaToxAq-NA002871
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 45%; R=15000; [M+H]+
DATE: 2020.02.21
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$MASS_SPECTROMETRY: COLLISION_ENERGY 45% (nominal)
AC$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 8.001 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 428.2278
MS$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$SPLASH: splash10-0f79-1941000000-db4b8a194dce8afb1343
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.18
  59.049 C3H7O+ 1 59.0491 -1.64
  80.0495 C5H6N+ 1 80.0495 0.44
  81.0697 C6H9+ 1 81.0699 -1.96
  83.0492 C5H7O+ 1 83.0491 1.11
  84.0444 C4H6NO+ 1 84.0444 0.12
  93.0573 C6H7N+ 1 93.0573 0.14
  94.0652 C6H8N+ 1 94.0651 0.45
  95.0728 C6H9N+ 1 95.073 -1.73
  97.0649 C6H9O+ 1 97.0648 0.78
  106.0651 C7H8N+ 1 106.0651 0.03
  108.0808 C7H10N+ 1 108.0808 0.46
  109.0647 C7H9O+ 1 109.0648 -0.88
  109.0886 C7H11N+ 1 109.0886 -0.03
  111.0679 C6H9NO+ 1 111.0679 0.33
  118.0653 C8H8N+ 1 118.0651 1.1
  119.073 C8H9N+ 1 119.073 0.33
  120.0808 C8H10N+ 1 120.0808 0.27
  121.0886 C8H11N+ 1 121.0886 0.14
  122.0966 C8H12N+ 1 122.0964 1.45
  124.0756 C7H10NO+ 1 124.0757 -0.59
  134.0968 C9H12N+ 1 134.0964 2.75
  136.0757 C8H10NO+ 1 136.0757 0.2
  137.0835 C8H11NO+ 1 137.0835 0.2
  138.0914 C8H12NO+ 1 138.0913 0.08
  154.0863 C8H12NO2+ 1 154.0863 0.38
  155.0941 C8H13NO2+ 1 155.0941 0.17
  156.1017 C8H14NO2+ 1 156.1019 -1.01
  172.0971 C8H14NO3+ 1 172.0968 1.43
  190.1223 C12H16NO+ 1 190.1226 -2.05
  218.1175 C13H16NO2+ 1 218.1176 -0.42
  220.1333 C13H18NO2+ 1 220.1332 0.34
  222.1121 C12H16NO3+ 1 222.1125 -1.82
  234.1121 C13H16NO3+ 1 234.1125 -1.42
  237.1361 C13H19NO3+ 1 237.1359 0.6
  252.1221 C13H18NO4+ 1 252.123 -3.73
  254.1387 C13H20NO4+ 1 254.1387 0.1
  270.1326 C13H20NO5+ 1 270.1336 -3.63
  324.1813 C17H26NO5+ 1 324.1805 2.37
  328.176 C16H26NO6+ 1 328.1755 1.56
  338.1601 C17H24NO6+ 1 338.1598 0.7
  346.1862 C16H28NO7+ 1 346.186 0.35
  352.1755 C18H26NO6+ 1 352.1755 0.21
  370.1868 C18H28NO7+ 1 370.186 2.22
  410.2175 C21H32NO7+ 1 410.2173 0.48
  428.2279 C21H34NO8+ 1 428.2279 -0.08
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  55.0541 3404.6 18
  59.049 3062.8 17
  80.0495 2122.2 11
  81.0697 1654.5 9
  83.0492 7623 42
  84.0444 1720.3 9
  93.0573 18266.3 101
  94.0652 18579.8 103
  95.0728 1230.7 6
  97.0649 1189.5 6
  106.0651 12499 69
  108.0808 6934.9 38
  109.0647 1624.7 9
  109.0886 1390.9 7
  111.0679 5785.7 32
  118.0653 6554 36
  119.073 68811.2 382
  120.0808 59220.1 329
  121.0886 18908.1 105
  122.0966 4456.7 24
  124.0756 1079.3 5
  134.0968 1413.6 7
  136.0757 67950.2 377
  137.0835 81186.4 451
  138.0914 89692.7 498
  154.0863 12453.9 69
  155.0941 3128.1 17
  156.1017 1760.1 9
  172.0971 4517.8 25
  190.1223 2041 11
  218.1175 6662.2 37
  220.1333 8657.3 48
  222.1121 1285 7
  234.1121 3287.1 18
  237.1361 16984.1 94
  252.1221 2565.1 14
  254.1387 179768.8 999
  270.1326 2267 12
  324.1813 1094.1 6
  328.176 3993.7 22
  338.1601 23574.9 131
  346.1862 3982.7 22
  352.1755 36482.5 202
  370.1868 1748.6 9
  410.2175 22035.8 122
  428.2279 18405 102
//