ACCESSION: MSBNK-NaToxAq-NA003253
RECORD_TITLE: Lasiocarpine N-oxide; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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$SPLASH: splash10-05mo-5900000000-db6dccbd9872c5d31e1b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.82
  59.049 C3H7O+ 1 59.0491 -2.41
  67.0542 C5H7+ 1 67.0542 -0.63
  68.0495 C4H6N+ 1 68.0495 -0.01
  79.0543 C6H7+ 1 79.0542 0.6
  80.0495 C5H6N+ 1 80.0495 0.31
  81.0572 C5H7N+ 1 81.0573 -0.95
  81.0699 C6H9+ 1 81.0699 0.71
  82.0651 C5H8N+ 1 82.0651 -0.33
  83.0491 C5H7O+ 1 83.0491 0.07
  84.0444 C4H6NO+ 1 84.0444 0.24
  91.0542 C7H7+ 1 91.0542 0.12
  92.0495 C6H6N+ 1 92.0495 0.3
  93.0573 C6H7N+ 1 93.0573 0.19
  94.0651 C6H8N+ 1 94.0651 0.01
  95.0729 C6H9N+ 1 95.073 -0.41
  96.0448 C5H6NO+ 1 96.0444 4.69
  96.0808 C6H10N+ 1 96.0808 0.7
  97.0647 C6H9O+ 1 97.0648 -0.65
  98.06 C5H8NO+ 1 98.06 -0.15
  106.0651 C7H8N+ 1 106.0651 0.02
  107.073 C7H9N+ 1 107.073 0.81
  107.0856 C8H11+ 1 107.0855 0.5
  108.0808 C7H10N+ 1 108.0808 -0.18
  109.0649 C7H9O+ 1 109.0648 0.72
  109.089 C7H11N+ 1 109.0886 3.33
  110.0599 C6H8NO+ 1 110.06 -0.98
  111.0679 C6H9NO+ 1 111.0679 -0.01
  112.0756 C6H10NO+ 1 112.0757 -0.88
  118.0651 C8H8N+ 1 118.0651 0.18
  119.073 C8H9N+ 1 119.073 0.19
  120.0808 C8H10N+ 1 120.0808 0.2
  121.0885 C8H11N+ 1 121.0886 -0.55
  122.0599 C7H8NO+ 1 122.06 -1.4
  124.0757 C7H10NO+ 1 124.0757 0.48
  136.0757 C8H10NO+ 1 136.0757 -0.18
  137.0835 C8H11NO+ 1 137.0835 0.04
  138.0914 C8H12NO+ 1 138.0913 0.15
  141.0907 C8H13O2+ 1 141.091 -1.89
  154.0863 C8H12NO2+ 1 154.0863 0.55
  155.0938 C8H13NO2+ 1 155.0941 -1.92
  172.0969 C8H14NO3+ 1 172.0968 0.59
  254.1388 C13H20NO4+ 1 254.1387 0.48
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  55.0541 11065.3 93
  59.049 2797.1 23
  67.0542 1739.6 14
  68.0495 5476.4 46
  79.0543 6618.7 55
  80.0495 31712.5 267
  81.0572 3747.9 31
  81.0699 9040.6 76
  82.0651 4137.6 34
  83.0491 26572.2 223
  84.0444 5262.9 44
  91.0542 5881.5 49
  92.0495 2479.6 20
  93.0573 51662.5 435
  94.0651 118560.2 999
  95.0729 3273.3 27
  96.0448 1180.8 9
  96.0808 2354 19
  97.0647 1713.2 14
  98.06 1293.7 10
  106.0651 87426.2 736
  107.073 1347.3 11
  107.0856 2528.4 21
  108.0808 26290.1 221
  109.0649 1739.9 14
  109.089 1385.3 11
  110.0599 4732.4 39
  111.0679 46433.1 391
  112.0756 2543.8 21
  118.0651 41391.9 348
  119.073 79218 667
  120.0808 70341.1 592
  121.0885 2765.2 23
  122.0599 1312.1 11
  124.0757 5635.8 47
  136.0757 50897.7 428
  137.0835 30431.5 256
  138.0914 30058.5 253
  141.0907 4263.4 35
  154.0863 9453.2 79
  155.0938 1291.6 10
  172.0969 27657.6 233
  254.1388 3255.9 27
//