ACCESSION: MSBNK-NaToxAq-NA003430
RECORD_TITLE: Jacobine N-oxide; LC-ESI-ITFT; MS2; CE: 90%; 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 2257

CH$NAME: Jacobine N-oxide
CH$NAME: (1R,3`S,4S,6R,7R,17R)-7-hydroxy-3`,6,7-trimethyl-14-oxidospiro[2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-4,2`-oxirane]-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₇
CH$EXACT_MASS: 367.1631
CH$SMILES: C[C@@H]1C[C@]2([C@@H](O2)C)C(=O)O[C@@H]3CC[N+]4([C@@H]3C(=CC4)COC(=O)[C@]1(C)O)[O-]
CH$IUPAC: InChI=1S/C18H25NO7/c1-10-8-18(11(2)26-18)16(21)25-13-5-7-19(23)6-4-12(14(13)19)9-24-15(20)17(10,3)22/h4,10-11,13-14,22H,5-9H2,1-3H3/t10-,11+,13-,14-,17-,18+,19?/m1/s1
CH$LINK: CHEBI 136451
CH$LINK: PUBCHEM CID:132282048
CH$LINK: INCHIKEY NKRQJWQYBNTAEV-SAJQNFQWSA-N
CH$LINK: CHEMSPIDER 76962848

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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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 1.286 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0016
MS$FOCUSED_ION: PRECURSOR_M/Z 368.1704
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$SPLASH: splash10-00dl-7900000000-09c95dbda3eed95177c9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0385 C5H5+ 1 65.0386 -0.97
  66.0464 C5H6+ 1 66.0464 -0.6
  67.0416 C4H5N+ 1 67.0417 -1.22
  67.0542 C5H7+ 1 67.0542 -0.24
  68.0494 C4H6N+ 1 68.0495 -0.75
  77.0386 C6H5+ 1 77.0386 0.41
  79.0543 C6H7+ 1 79.0542 0.52
  80.0495 C5H6N+ 1 80.0495 0.6
  81.0336 C5H5O+ 1 81.0335 1.09
  81.0572 C5H7N+ 1 81.0573 -0.96
  81.0699 C6H9+ 1 81.0699 0.32
  82.0652 C5H8N+ 1 82.0651 0.85
  84.0447 C4H6NO+ 1 84.0444 3.63
  86.06 C4H8NO+ 1 86.06 0.04
  91.0542 C7H7+ 1 91.0542 0.21
  92.0494 C6H6N+ 1 92.0495 -0.94
  93.0573 C6H7N+ 1 93.0573 0.53
  93.0699 C7H9+ 1 93.0699 0.66
  94.0652 C6H8N+ 1 94.0651 0.27
  95.0492 C6H7O+ 1 95.0491 0.49
  95.073 C6H9N+ 1 95.073 0.5
  95.0854 C7H11+ 1 95.0855 -1.77
  96.0444 C5H6NO+ 1 96.0444 -0.12
  96.0808 C6H10N+ 1 96.0808 0.66
  97.0645 C6H9O+ 1 97.0648 -3.05
  98.0601 C5H8NO+ 1 98.06 0.68
  103.0541 C8H7+ 1 103.0542 -1.14
  105.0574 C7H7N+ 1 105.0573 0.59
  105.0697 C8H9+ 1 105.0699 -1.47
  106.0652 C7H8N+ 1 106.0651 0.3
  107.0729 C7H9N+ 1 107.073 -0.69
  108.0808 C7H10N+ 1 108.0808 0.1
  109.0646 C7H9O+ 1 109.0648 -1.94
  110.06 C6H8NO+ 1 110.06 -0.29
  113.0597 C6H9O2+ 1 113.0597 0
  117.0574 C8H7N+ 1 117.0573 0.67
  118.0652 C8H8N+ 1 118.0651 0.35
  119.073 C8H9N+ 1 119.073 0.62
  120.0808 C8H10N+ 1 120.0808 0.43
  121.0888 C8H11N+ 1 121.0886 1.32
  122.0965 C8H12N+ 1 122.0964 0.32
  124.0759 C7H10NO+ 1 124.0757 1.88
  132.0804 C9H10N+ 1 132.0808 -2.78
  134.0602 C8H8NO+ 1 134.06 1.09
  134.0965 C9H12N+ 1 134.0964 0.34
  136.0757 C8H10NO+ 1 136.0757 -0.05
  138.0915 C8H12NO+ 1 138.0913 0.94
  148.0762 C9H10NO+ 1 148.0757 3.68
  156.102 C8H14NO2+ 1 156.1019 0.36
  162.0916 C10H12NO+ 1 162.0913 1.76
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
  65.0385 1298.7 11
  66.0464 1395.3 12
  67.0416 1358.2 11
  67.0542 5264.4 45
  68.0494 3470.1 29
  77.0386 14230.4 122
  79.0543 8761.1 75
  80.0495 19931.3 172
  81.0336 1490.4 12
  81.0572 1291.9 11
  81.0699 3335.6 28
  82.0652 1875.3 16
  84.0447 1024.2 8
  86.06 1635.9 14
  91.0542 20154.2 174
  92.0494 4774.6 41
  93.0573 33917.4 292
  93.0699 4565.2 39
  94.0652 50062.5 432
  95.0492 3428.5 29
  95.073 7606.1 65
  95.0854 1236.5 10
  96.0444 2033.2 17
  96.0808 3413.4 29
  97.0645 1620.2 13
  98.0601 1509.8 13
  103.0541 1804.8 15
  105.0574 1551.4 13
  105.0697 1836.5 15
  106.0652 18778.2 162
  107.0729 2304.9 19
  108.0808 8607.3 74
  109.0646 1451 12
  110.06 3954 34
  113.0597 3179.6 27
  117.0574 3109.4 26
  118.0652 32105.8 277
  119.073 13336.2 115
  120.0808 115679.2 999
  121.0888 3821 32
  122.0965 6419.6 55
  124.0759 2639.3 22
  132.0804 1455.3 12
  134.0602 1759.5 15
  134.0965 1963.1 16
  136.0757 6729.3 58
  138.0915 3600.1 31
  148.0762 1395.8 12
  156.102 1989.1 17
  162.0916 3416 29
//