ACCESSION: MSBNK-NaToxAq-NA003251
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 70%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 70% (nominal)
AC$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 7.965 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 428.2271
MS$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$SPLASH: splash10-007c-3900000000-f96c7b233d287465674a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.72
  59.049 C3H7O+ 1 59.0491 -2.28
  67.0541 C5H7+ 1 67.0542 -1.65
  68.0494 C4H6N+ 1 68.0495 -0.79
  69.0696 C5H9+ 1 69.0699 -3.68
  79.0542 C6H7+ 1 79.0542 -0.65
  80.0494 C5H6N+ 1 80.0495 -0.36
  81.0573 C5H7N+ 1 81.0573 -0.01
  81.0699 C6H9+ 1 81.0699 -0.23
  82.0415 C5H6O+ 1 82.0413 2.72
  82.0652 C5H8N+ 1 82.0651 0.42
  83.0491 C5H7O+ 1 83.0491 -0.3
  84.0444 C4H6NO+ 1 84.0444 0.06
  91.0542 C7H7+ 1 91.0542 0.03
  92.0496 C6H6N+ 1 92.0495 1.3
  92.0618 C7H8+ 1 92.0621 -2.55
  93.0573 C6H7N+ 1 93.0573 -0.22
  94.0651 C6H8N+ 1 94.0651 -0.48
  95.0491 C6H7O+ 1 95.0491 -0.66
  95.0728 C6H9N+ 1 95.073 -1.53
  96.0444 C5H6NO+ 1 96.0444 -0.32
  96.0807 C6H10N+ 1 96.0808 -1.12
  97.0647 C6H9O+ 1 97.0648 -1.28
  98.0599 C5H8NO+ 1 98.06 -1.24
  103.0539 C8H7+ 1 103.0542 -3.5
  106.0651 C7H8N+ 1 106.0651 -0.41
  107.0727 C7H9N+ 1 107.073 -2.04
  107.0856 C8H11+ 1 107.0855 1.14
  108.0807 C7H10N+ 1 108.0808 -0.6
  109.0647 C7H9O+ 1 109.0648 -0.54
  109.0887 C7H11N+ 1 109.0886 0.6
  110.06 C6H8NO+ 1 110.06 -0.43
  111.0678 C6H9NO+ 1 111.0679 -0.62
  112.0757 C6H10NO+ 1 112.0757 -0.2
  118.0651 C8H8N+ 1 118.0651 -0.34
  119.0729 C8H9N+ 1 119.073 -0.39
  120.0807 C8H10N+ 1 120.0808 -0.56
  121.0886 C8H11N+ 1 121.0886 -0.11
  122.06 C7H8NO+ 1 122.06 -0.59
  122.0964 C8H12N+ 1 122.0964 -0.35
  124.0756 C7H10NO+ 1 124.0757 -0.88
  126.0911 C7H12NO+ 1 126.0913 -1.58
  136.0757 C8H10NO+ 1 136.0757 -0.29
  137.0834 C8H11NO+ 1 137.0835 -0.63
  138.0912 C8H12NO+ 1 138.0913 -0.96
  141.091 C8H13O2+ 1 141.091 0.06
  148.1122 C10H14N+ 1 148.1121 0.61
  150.0915 C9H12NO+ 1 150.0913 0.84
  152.1068 C9H14NO+ 1 152.107 -1.29
  154.0862 C8H12NO2+ 1 154.0863 -0.34
  155.0938 C8H13NO2+ 1 155.0941 -1.82
  156.1017 C8H14NO2+ 1 156.1019 -1.62
  172.0968 C8H14NO3+ 1 172.0968 -0.21
  190.1227 C12H16NO+ 1 190.1226 0.27
  218.1167 C13H16NO2+ 1 218.1176 -4.05
  220.1335 C13H18NO2+ 1 220.1332 1.53
  254.1386 C13H20NO4+ 1 254.1387 -0.3
  256.1174 C12H18NO5+ 1 256.1179 -2.21
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
  55.0541 20672.2 112
  59.049 5459 29
  67.0541 2356.2 12
  68.0494 8092.1 43
  69.0696 1847 10
  79.0542 5984.3 32
  80.0494 35004.8 190
  81.0573 4767.8 25
  81.0699 15930.4 86
  82.0415 1351.1 7
  82.0652 5592.6 30
  83.0491 44157.6 239
  84.0444 7911.9 42
  91.0542 6453.8 35
  92.0496 2563.7 13
  92.0618 1535.5 8
  93.0573 85859.3 466
  94.0651 183994 999
  95.0491 1892.4 10
  95.0728 5445.6 29
  96.0444 2648 14
  96.0807 3908.9 21
  97.0647 5209.2 28
  98.0599 1484.4 8
  103.0539 1652.4 8
  106.0651 150654.4 817
  107.0727 2621.6 14
  107.0856 3177.1 17
  108.0807 42478 230
  109.0647 6456.5 35
  109.0887 2941.9 15
  110.06 7489.5 40
  111.0678 102255.2 555
  112.0757 3180 17
  118.0651 47121 255
  119.0729 167270.7 908
  120.0807 141644.7 769
  121.0886 11531.8 62
  122.06 2748.9 14
  122.0964 2976.2 16
  124.0756 11520 62
  126.0911 1743.7 9
  136.0757 117116.4 635
  137.0834 119838.6 650
  138.0912 100928.6 547
  141.091 15422.9 83
  148.1122 1546.9 8
  150.0915 1041.8 5
  152.1068 2096.9 11
  154.0862 26362.4 143
  155.0938 7161.6 38
  156.1017 1794 9
  172.0968 64319 349
  190.1227 1713.5 9
  218.1167 1697.7 9
  220.1335 3253.1 17
  254.1386 36922 200
  256.1174 2292.8 12
//