ACCESSION: MSBNK-NaToxAq-NA002685
RECORD_TITLE: Jacobine N-oxide; LC-ESI-ITFT; MS2; CE: 50%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50% (nominal)
AC$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$SPLASH: splash10-00xs-2931000000-26151c42d0321c5a679b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.82
  68.0493 C4H6N+ 1 68.0495 -3.09
  77.0386 C6H5+ 1 77.0386 0.92
  79.0543 C6H7+ 1 79.0542 1.48
  80.0495 C5H6N+ 1 80.0495 0.25
  81.0699 C6H9+ 1 81.0699 -0.26
  82.0653 C5H8N+ 1 82.0651 2.37
  91.0542 C7H7+ 1 91.0542 0.23
  93.0574 C6H7N+ 1 93.0573 0.79
  93.07 C7H9+ 1 93.0699 0.93
  94.0652 C6H8N+ 1 94.0651 0.45
  95.0493 C6H7O+ 1 95.0491 1.3
  95.073 C6H9N+ 1 95.073 0.11
  96.0809 C6H10N+ 1 96.0808 1.38
  106.065 C7H8N+ 1 106.0651 -0.83
  108.0808 C7H10N+ 1 108.0808 0.32
  109.0884 C7H11N+ 1 109.0886 -1.64
  110.0602 C6H8NO+ 1 110.06 1.3
  110.0965 C7H12N+ 1 110.0964 0.32
  113.0597 C6H9O2+ 1 113.0597 -0.16
  118.0652 C8H8N+ 1 118.0651 0.39
  119.073 C8H9N+ 1 119.073 0.46
  120.0808 C8H10N+ 1 120.0808 0.27
  121.0886 C8H11N+ 1 121.0886 -0.11
  122.0964 C8H12N+ 1 122.0964 0.14
  124.0757 C7H10NO+ 1 124.0757 0.27
  136.0757 C8H10NO+ 1 136.0757 -0.03
  137.0835 C8H11NO+ 1 137.0835 0.2
  138.0914 C8H12NO+ 1 138.0913 0.63
  139.0992 C8H13NO+ 1 139.0992 -0.04
  140.1074 C8H14NO+ 1 140.107 2.68
  152.107 C9H14NO+ 1 152.107 0.15
  154.0862 C8H12NO2+ 1 154.0863 -0.61
  156.1021 C8H14NO2+ 1 156.1019 1.44
  162.0913 C10H12NO+ 1 162.0913 -0.13
  163.0997 C10H13NO+ 1 163.0992 3.14
  178.0866 C10H12NO2+ 1 178.0863 1.88
  190.1229 C12H16NO+ 1 190.1226 1.32
  192.0659 C10H10NO3+ 1 192.0655 1.72
  192.1022 C11H14NO2+ 1 192.1019 1.6
  218.154 C14H20NO+ 1 218.1539 0.17
  220.1327 C13H18NO2+ 1 220.1332 -2.36
  236.1291 C13H18NO3+ 1 236.1281 3.96
  268.1547 C14H22NO4+ 1 268.1543 1.41
  278.1387 C15H20NO4+ 1 278.1387 0.03
  280.1542 C15H22NO4+ 1 280.1543 -0.61
  296.1494 C15H22NO5+ 1 296.1492 0.51
  324.1447 C16H22NO6+ 1 324.1442 1.55
  340.1752 C17H26NO6+ 1 340.1755 -0.63
  368.1705 C18H26NO7+ 1 368.1704 0.3
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
  67.0542 1319.4 13
  68.0493 1120.4 11
  77.0386 3332.3 35
  79.0543 4577.9 48
  80.0495 7279.8 76
  81.0699 1472.3 15
  82.0653 1039.4 10
  91.0542 8182.1 86
  93.0574 8232.8 86
  93.07 8434.1 88
  94.0652 9786.4 102
  95.0493 1496.7 15
  95.073 20242.3 212
  96.0809 4029.2 42
  106.065 6187.7 65
  108.0808 5718.9 60
  109.0884 1407.3 14
  110.0602 2503.3 26
  110.0965 3788.8 39
  113.0597 6568.8 69
  118.0652 18769.5 197
  119.073 28033.9 294
  120.0808 85853.7 903
  121.0886 27166.1 285
  122.0964 18777.2 197
  124.0757 3524.3 37
  136.0757 7628.3 80
  137.0835 1305.4 13
  138.0914 13681.3 143
  139.0992 21449.5 225
  140.1074 1169.6 12
  152.107 1181.1 12
  154.0862 6384.1 67
  156.1021 8403.6 88
  162.0913 1389.2 14
  163.0997 2159.3 22
  178.0866 1367.3 14
  190.1229 8673 91
  192.0659 2863.3 30
  192.1022 2603.1 27
  218.154 1422.2 14
  220.1327 1711.2 17
  236.1291 1850.9 19
  268.1547 4659.5 49
  278.1387 2730.1 28
  280.1542 1390.1 14
  296.1494 94974.9 999
  324.1447 4852.3 51
  340.1752 2943.9 30
  368.1705 46017.1 484
//