ACCESSION: MSBNK-NaToxAq-NA003067
RECORD_TITLE: Jacobine N-oxide; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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 1.283 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 368.1701
MS$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$SPLASH: splash10-00dl-5900000000-32675cf83270b13fdeef
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -1.08
  68.0493 C4H6N+ 1 68.0495 -2.58
  77.0386 C6H5+ 1 77.0386 -0.12
  79.0543 C6H7+ 1 79.0542 0.6
  80.0495 C5H6N+ 1 80.0495 0.22
  81.0334 C5H5O+ 1 81.0335 -1.26
  81.0571 C5H7N+ 1 81.0573 -2.08
  81.0699 C6H9+ 1 81.0699 -0.33
  82.065 C5H8N+ 1 82.0651 -2.09
  83.0489 C5H7O+ 1 83.0491 -2.32
  84.0448 C4H6NO+ 1 84.0444 4.59
  85.0648 C5H9O+ 1 85.0648 -0.3
  86.0599 C4H8NO+ 1 86.06 -1.99
  91.0542 C7H7+ 1 91.0542 0.03
  92.0494 C6H6N+ 1 92.0495 -0.61
  93.0573 C6H7N+ 1 93.0573 0.28
  93.07 C7H9+ 1 93.0699 0.9
  94.0651 C6H8N+ 1 94.0651 -0.08
  95.049 C6H7O+ 1 95.0491 -1.23
  95.073 C6H9N+ 1 95.073 0
  96.0807 C6H10N+ 1 96.0808 -0.33
  97.0648 C6H9O+ 1 97.0648 0.37
  99.0441 C5H7O2+ 1 99.0441 0.92
  103.0542 C8H7+ 1 103.0542 -0.17
  105.0696 C8H9+ 1 105.0699 -2.33
  106.0651 C7H8N+ 1 106.0651 -0.19
  107.0732 C7H9N+ 1 107.073 2.52
  108.0808 C7H10N+ 1 108.0808 -0.18
  109.0888 C7H11N+ 1 109.0886 1.44
  110.06 C6H8NO+ 1 110.06 -0.78
  113.0596 C6H9O2+ 1 113.0597 -0.54
  118.0652 C8H8N+ 1 118.0651 0.31
  119.073 C8H9N+ 1 119.073 0.19
  120.0808 C8H10N+ 1 120.0808 -0.06
  121.0885 C8H11N+ 1 121.0886 -0.68
  122.0964 C8H12N+ 1 122.0964 -0.16
  124.0758 C7H10NO+ 1 124.0757 0.91
  132.0814 C9H10N+ 1 132.0808 4.95
  136.0756 C8H10NO+ 1 136.0757 -0.41
  138.0914 C8H12NO+ 1 138.0913 0.15
  146.0962 C10H12N+ 1 146.0964 -1.35
  148.0758 C9H10NO+ 1 148.0757 0.46
  156.1019 C8H14NO2+ 1 156.1019 0.14
  162.0916 C10H12NO+ 1 162.0913 1.46
  190.1227 C12H16NO+ 1 190.1226 0.19
  192.0648 C10H10NO3+ 1 192.0655 -4
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  67.0542 4419.2 37
  68.0493 2020.2 17
  77.0386 7765.8 65
  79.0543 9912.4 83
  80.0495 13983.1 118
  81.0334 1353.9 11
  81.0571 1714 14
  81.0699 2724.4 23
  82.065 3642.3 30
  83.0489 1875.6 15
  84.0448 1264.7 10
  85.0648 1373.4 11
  86.0599 1466.2 12
  91.0542 16938.5 143
  92.0494 2654 22
  93.0573 25816 218
  93.07 7028.7 59
  94.0651 38917.4 329
  95.049 3079.6 26
  95.073 12935.1 109
  96.0807 3054.9 25
  97.0648 2411.3 20
  99.0441 1461.6 12
  103.0542 1726.9 14
  105.0696 1393.9 11
  106.0651 14363.4 121
  107.0732 2270.6 19
  108.0808 9139.2 77
  109.0888 1781.1 15
  110.06 2720.8 23
  113.0596 8470.1 71
  118.0652 24488.8 207
  119.073 21921.1 185
  120.0808 118142.2 999
  121.0885 12524.1 105
  122.0964 13204.2 111
  124.0758 3711.2 31
  132.0814 1688.2 14
  136.0756 8485.6 71
  138.0914 6104.7 51
  146.0962 1372.2 11
  148.0758 1382.6 11
  156.1019 3878.1 32
  162.0916 5837.8 49
  190.1227 3242.3 27
  192.0648 1941.9 16
//