ACCESSION: MSBNK-NaToxAq-NA002870
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 40%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 40% (nominal)
AC$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$SPLASH: splash10-0f79-0952200000-0782a2c3bc48774a7f96
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.39
  59.049 C3H7O+ 1 59.0491 -1.9
  80.0495 C5H6N+ 1 80.0495 -0.22
  81.0697 C6H9+ 1 81.0699 -1.67
  83.0491 C5H7O+ 1 83.0491 -0.54
  93.0573 C6H7N+ 1 93.0573 -0.03
  94.0651 C6H8N+ 1 94.0651 -0.12
  95.073 C6H9N+ 1 95.073 0.43
  106.0651 C7H8N+ 1 106.0651 -0.4
  108.0806 C7H10N+ 1 108.0808 -1.58
  109.0886 C7H11N+ 1 109.0886 -0.24
  111.0679 C6H9NO+ 1 111.0679 0.53
  118.0651 C8H8N+ 1 118.0651 -0.19
  119.0729 C8H9N+ 1 119.073 -0.18
  120.0807 C8H10N+ 1 120.0808 -0.24
  121.0885 C8H11N+ 1 121.0886 -0.49
  122.0964 C8H12N+ 1 122.0964 -0.3
  134.0963 C9H12N+ 1 134.0964 -0.89
  136.0757 C8H10NO+ 1 136.0757 -0.25
  137.0835 C8H11NO+ 1 137.0835 -0.14
  138.0913 C8H12NO+ 1 138.0913 -0.47
  152.1068 C9H14NO+ 1 152.107 -0.96
  154.0863 C8H12NO2+ 1 154.0863 0.28
  155.0945 C8H13NO2+ 1 155.0941 2.93
  156.1016 C8H14NO2+ 1 156.1019 -1.79
  172.0967 C8H14NO3+ 1 172.0968 -0.52
  178.2502 C8H34O3+ 1 178.2502 -0.12
  190.1232 C12H16NO+ 1 190.1226 2.68
  218.1173 C13H16NO2+ 1 218.1176 -0.98
  220.1332 C13H18NO2+ 1 220.1332 0
  222.1124 C12H16NO3+ 1 222.1125 -0.31
  234.1124 C13H16NO3+ 1 234.1125 -0.45
  237.1359 C13H19NO3+ 1 237.1359 -0.37
  252.1228 C13H18NO4+ 1 252.123 -0.77
  253.1306 C13H19NO4+ 1 253.1309 -1.06
  254.1386 C13H20NO4+ 1 254.1387 -0.32
  270.1335 C13H20NO5+ 1 270.1336 -0.24
  310.1648 C16H24NO5+ 1 310.1649 -0.29
  328.175 C16H26NO6+ 1 328.1755 -1.32
  338.1598 C17H24NO6+ 1 338.1598 -0.02
  346.1862 C16H28NO7+ 1 346.186 0.35
  352.1754 C18H26NO6+ 1 352.1755 -0.23
  370.1861 C18H28NO7+ 1 370.186 0.16
  410.2173 C21H32NO7+ 1 410.2173 -0.04
  428.2278 C21H34NO8+ 1 428.2279 -0.22
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  55.0541 3428.2 15
  59.049 2749.4 12
  80.0495 2884.8 12
  81.0697 1075.5 4
  83.0491 5049.5 22
  93.0573 16526.7 73
  94.0651 15799 69
  95.073 1725.7 7
  106.0651 6547.9 28
  108.0806 5277.1 23
  109.0886 1372.7 6
  111.0679 3246.9 14
  118.0651 10422.7 46
  119.0729 76234.4 337
  120.0807 64856.6 286
  121.0885 27441.3 121
  122.0964 7535.9 33
  134.0963 1769.8 7
  136.0757 88246.2 390
  137.0835 73162.7 323
  138.0913 104839.3 463
  152.1068 2094.1 9
  154.0863 10665.1 47
  155.0945 1593.3 7
  156.1016 1409.2 6
  172.0967 2354.5 10
  178.2502 901.5 3
  190.1232 1752.7 7
  218.1173 12713.4 56
  220.1332 8590.1 37
  222.1124 3017.4 13
  234.1124 4508.9 19
  237.1359 31193.6 137
  252.1228 3283.4 14
  253.1306 3653.1 16
  254.1386 225903.8 999
  270.1335 3057.7 13
  310.1648 2278.1 10
  328.175 4757.6 21
  338.1598 49630.6 219
  346.1862 6229.6 27
  352.1754 86694.4 383
  370.1861 8564.8 37
  410.2173 55283.2 244
  428.2278 84696.7 374
//