ACCESSION: MSBNK-NaToxAq-NA002869
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 35%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 35% (nominal)
AC$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$SPLASH: splash10-0ug0-0965800000-8dfeeebb2bb2758077f6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.39
  59.049 C3H7O+ 1 59.0491 -2.8
  83.0489 C5H7O+ 1 83.0491 -2.47
  93.0573 C6H7N+ 1 93.0573 -0.44
  94.0651 C6H8N+ 1 94.0651 -0.52
  95.0734 C6H9N+ 1 95.073 4.45
  106.0651 C7H8N+ 1 106.0651 -0.61
  108.0807 C7H10N+ 1 108.0808 -0.74
  111.0679 C6H9NO+ 1 111.0679 -0.02
  118.0651 C8H8N+ 1 118.0651 -0.45
  119.0729 C8H9N+ 1 119.073 -0.31
  120.0807 C8H10N+ 1 120.0808 -0.37
  121.0885 C8H11N+ 1 121.0886 -0.43
  122.0963 C8H12N+ 1 122.0964 -0.8
  134.0963 C9H12N+ 1 134.0964 -1.23
  136.0756 C8H10NO+ 1 136.0757 -0.47
  137.0835 C8H11NO+ 1 137.0835 -0.47
  138.0913 C8H12NO+ 1 138.0913 -0.58
  152.1067 C9H14NO+ 1 152.107 -1.76
  154.0863 C8H12NO2+ 1 154.0863 -0.01
  178.2505 C8H34O3+ 1 178.2502 1.42
  218.1172 C13H16NO2+ 1 218.1176 -1.75
  220.1331 C13H18NO2+ 1 220.1332 -0.28
  222.1121 C12H16NO3+ 1 222.1125 -1.82
  234.1129 C13H16NO3+ 1 234.1125 1.7
  237.1359 C13H19NO3+ 1 237.1359 -0.05
  252.1226 C13H18NO4+ 1 252.123 -1.8
  253.1303 C13H19NO4+ 1 253.1309 -2.08
  254.1385 C13H20NO4+ 1 254.1387 -0.56
  270.1342 C13H20NO5+ 1 270.1336 2.13
  310.1645 C16H24NO5+ 1 310.1649 -1.37
  324.181 C17H26NO5+ 1 324.1805 1.24
  328.1745 C16H26NO6+ 1 328.1755 -2.81
  338.1597 C17H24NO6+ 1 338.1598 -0.2
  346.186 C16H28NO7+ 1 346.186 -0.09
  352.1753 C18H26NO6+ 1 352.1755 -0.57
  370.1856 C18H28NO7+ 1 370.186 -1.25
  410.2172 C21H32NO7+ 1 410.2173 -0.34
  428.2276 C21H34NO8+ 1 428.2279 -0.58
PK$NUM_PEAK: 39
PK$PEAK: m/z int. rel.int.
  55.0541 1531.7 5
  59.049 1925.2 7
  83.0489 2297.4 8
  93.0573 7875.9 29
  94.0651 9889.5 37
  95.0734 1284.4 4
  106.0651 3261 12
  108.0807 4133 15
  111.0679 1157 4
  118.0651 6712.5 25
  119.0729 57121 216
  120.0807 47979.4 181
  121.0885 28469.9 107
  122.0963 9272.1 35
  134.0963 1622.3 6
  136.0756 81276.9 307
  137.0835 42242.3 159
  138.0913 77900.3 294
  152.1067 3085.9 11
  154.0863 5726 21
  178.2505 903.5 3
  218.1172 8919.9 33
  220.1331 6628.7 25
  222.1121 2074.4 7
  234.1129 4296.9 16
  237.1359 32561.1 123
  252.1226 3143.1 11
  253.1303 4445.2 16
  254.1385 188261.1 712
  270.1342 1072.9 4
  310.1645 2855.6 10
  324.181 1670 6
  328.1745 4229.5 16
  338.1597 64689.2 244
  346.186 4642.2 17
  352.1753 121006.1 458
  370.1856 15029 56
  410.2172 91128.1 344
  428.2276 263940.3 999
//