ACCESSION: MSBNK-NaToxAq-NA002686
RECORD_TITLE: Jacobine N-oxide; LC-ESI-ITFT; MS2; CE: 55%; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$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 1.290 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0015
MS$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$SPLASH: splash10-00di-2910000000-e4cbeebfbf113e39e137
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0541 C5H7+ 1 67.0542 -1.73
  68.0494 C4H6N+ 1 68.0495 -0.96
  77.0388 C6H5+ 1 77.0386 2.5
  79.0543 C6H7+ 1 79.0542 0.8
  80.0495 C5H6N+ 1 80.0495 -0.13
  81.0699 C6H9+ 1 81.0699 0.4
  82.0653 C5H8N+ 1 82.0651 1.81
  91.0543 C7H7+ 1 91.0542 0.4
  93.0574 C6H7N+ 1 93.0573 1.2
  93.0698 C7H9+ 1 93.0699 -0.55
  94.0652 C6H8N+ 1 94.0651 0.37
  95.0493 C6H7O+ 1 95.0491 1.3
  95.073 C6H9N+ 1 95.073 0.27
  96.0807 C6H10N+ 1 96.0808 -1.17
  97.0651 C6H9O+ 1 97.0648 2.98
  106.0651 C7H8N+ 1 106.0651 0.11
  108.0808 C7H10N+ 1 108.0808 0.46
  109.0884 C7H11N+ 1 109.0886 -2.2
  110.0601 C6H8NO+ 1 110.06 0.33
  110.0965 C7H12N+ 1 110.0964 0.6
  113.0596 C6H9O2+ 1 113.0597 -0.7
  118.0651 C8H8N+ 1 118.0651 0.13
  119.073 C8H9N+ 1 119.073 0.2
  120.0808 C8H10N+ 1 120.0808 0.14
  121.0886 C8H11N+ 1 121.0886 0.14
  122.0964 C8H12N+ 1 122.0964 -0.17
  124.0756 C7H10NO+ 1 124.0757 -1.08
  136.0757 C8H10NO+ 1 136.0757 0.31
  137.0838 C8H11NO+ 1 137.0835 1.75
  138.0913 C8H12NO+ 1 138.0913 -0.25
  139.0992 C8H13NO+ 1 139.0992 -0.04
  140.107 C8H14NO+ 1 140.107 -0.04
  152.1065 C9H14NO+ 1 152.107 -3.27
  154.0864 C8H12NO2+ 1 154.0863 1.18
  156.1021 C8H14NO2+ 1 156.1019 0.95
  162.0913 C10H12NO+ 1 162.0913 -0.41
  163.0993 C10H13NO+ 1 163.0992 0.52
  174.128 C12H16N+ 1 174.1277 1.62
  190.1225 C12H16NO+ 1 190.1226 -0.61
  192.0652 C10H10NO3+ 1 192.0655 -1.77
  192.1023 C11H14NO2+ 1 192.1019 2.23
  268.1544 C14H22NO4+ 1 268.1543 0.16
  278.1385 C15H20NO4+ 1 278.1387 -0.63
  296.1494 C15H22NO5+ 1 296.1492 0.62
  324.1441 C16H22NO6+ 1 324.1442 -0.15
  340.1745 C17H26NO6+ 1 340.1755 -2.87
  368.1706 C18H26NO7+ 1 368.1704 0.63
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
  67.0541 1620 17
  68.0494 2360.5 25
  77.0388 2585.3 28
  79.0543 4309.8 46
  80.0495 7902.8 86
  81.0699 1651.1 17
  82.0653 1573.1 17
  91.0543 10398.6 113
  93.0574 11866.9 129
  93.0698 8175.7 88
  94.0652 13965.6 151
  95.0493 2344.3 25
  95.073 18274.4 198
  96.0807 2952.9 32
  97.0651 1404.6 15
  106.0651 7265.4 79
  108.0808 4705.3 51
  109.0884 1662.7 18
  110.0601 1934.6 21
  110.0965 1509.3 16
  113.0596 8423.6 91
  118.0651 20727.2 225
  119.073 20450.5 222
  120.0808 91796.8 999
  121.0886 26004.9 283
  122.0964 16304.7 177
  124.0756 3956.6 43
  136.0757 9455.2 102
  137.0838 2326.9 25
  138.0913 13181.8 143
  139.0992 13382.1 145
  140.107 1929.1 20
  152.1065 1318.4 14
  154.0864 2915.3 31
  156.1021 4937 53
  162.0913 1842.5 20
  163.0993 3487.7 37
  174.128 2356.8 25
  190.1225 8643.5 94
  192.0652 2995.8 32
  192.1023 2120.2 23
  268.1544 3573.5 38
  278.1385 2637.2 28
  296.1494 44135 480
  324.1441 2320.4 25
  340.1745 1816.9 19
  368.1706 13128.7 142
//