ACCESSION: MSBNK-NaToxAq-NA003525
RECORD_TITLE: Senkirkine; 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 2283

CH$NAME: Senkirkine
CH$NAME: (1R,4Z,6R,7R,11Z)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₉H₂₇NO₆
CH$EXACT_MASS: 365.1838
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OC/C/2=C/CN(CC[C@H](C2=O)OC1=O)C)(C)O)C
CH$IUPAC: InChI=1S/C19H27NO6/c1-5-13-10-12(2)19(3,24)18(23)25-11-14-6-8-20(4)9-7-15(16(14)21)26-17(13)22/h5-6,12,15,24H,7-11H2,1-4H3/b13-5-,14-6-/t12-,15-,19-/m1/s1
CH$LINK: CAS 2318-18-5
CH$LINK: CHEBI 9111
CH$LINK: KEGG C10396
CH$LINK: PUBCHEM CID:5281752
CH$LINK: INCHIKEY HPDHKHMHQGCNPE-QLJRNOHWSA-N
CH$LINK: CHEMSPIDER 10254880
CH$LINK: COMPTOX DTXSID4021266

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 6.359 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 366.1908
MS$FOCUSED_ION: PRECURSOR_M/Z 366.1911
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$SPLASH: splash10-00dl-8900000000-a761dc3353f12abde1d6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -1.94
  55.0541 C4H7+ 1 55.0542 -1.86
  57.9921 CNO2+ 1 57.9924 -3.81
  65.0385 C5H5+ 1 65.0386 -1.32
  67.0541 C5H7+ 1 67.0542 -1.15
  68.0494 C4H6N+ 1 68.0495 -0.87
  69.0335 C4H5O+ 1 69.0335 -0.44
  69.0698 C5H9+ 1 69.0699 -1.23
  70.0651 C4H8N+ 1 70.0651 -1.07
  73.0645 C4H9O+ 1 73.0648 -3.91
  77.0385 C6H5+ 1 77.0386 -0.68
  79.0542 C6H7+ 1 79.0542 -0.64
  80.0494 C5H6N+ 1 80.0495 -0.64
  81.0334 C5H5O+ 1 81.0335 -0.51
  81.0573 C5H7N+ 1 81.0573 -0.11
  81.0698 C6H9+ 1 81.0699 -0.9
  82.0651 C5H8N+ 1 82.0651 -0.82
  83.0127 C4H3O2+ 1 83.0128 -0.6
  83.0491 C5H7O+ 1 83.0491 -0.34
  84.0807 C5H10N+ 1 84.0808 -0.83
  91.0542 C7H7+ 1 91.0542 -0.54
  92.0623 C7H8+ 1 92.0621 3.17
  93.0572 C6H7N+ 1 93.0573 -1.11
  93.0699 C7H9+ 1 93.0699 -0.24
  94.0651 C6H8N+ 1 94.0651 -0.78
  95.0491 C6H7O+ 1 95.0491 -0.96
  95.0729 C6H9N+ 1 95.073 -1.02
  96.0807 C6H10N+ 1 96.0808 -0.61
  97.0282 C5H5O2+ 1 97.0284 -2.1
  97.0647 C6H9O+ 1 97.0648 -0.77
  98.06 C5H8NO+ 1 98.06 -0.25
  99.0441 C5H7O2+ 1 99.0441 0.74
  101.0596 C5H9O2+ 1 101.0597 -1.37
  105.0698 C8H9+ 1 105.0699 -0.38
  106.0651 C7H8N+ 1 106.0651 -0.49
  107.049 C7H7O+ 1 107.0491 -0.85
  107.0729 C7H9N+ 1 107.073 -0.62
  107.0854 C8H11+ 1 107.0855 -0.72
  108.0807 C7H10N+ 1 108.0808 -0.75
  109.0527 C6H7NO+ 1 109.0522 4.87
  109.0647 C7H9O+ 1 109.0648 -0.89
  109.1011 C8H13+ 1 109.1012 -0.76
  110.0599 C6H8NO+ 1 110.06 -0.85
  111.044 C6H7O2+ 1 111.0441 -0.64
  111.0799 C7H11O+ 1 111.0804 -4.84
  112.0756 C6H10NO+ 1 112.0757 -0.95
  115.054 C9H7+ 1 115.0542 -1.55
  116.0706 C5H10NO2+ 1 116.0706 0.25
  117.0574 C8H7N+ 1 117.0573 0.8
  117.0698 C9H9+ 1 117.0699 -0.39
  120.0807 C8H10N+ 1 120.0808 -0.52
  121.0886 C8H11N+ 1 121.0886 -0.19
  122.0599 C7H8NO+ 1 122.06 -0.8
  122.0963 C8H12N+ 1 122.0964 -0.8
  123.0678 C7H9NO+ 1 123.0679 -0.78
  124.0755 C7H10NO+ 1 124.0757 -1.14
  125.0596 C7H9O2+ 1 125.0597 -0.59
  125.0832 C7H11NO+ 1 125.0835 -2.46
  125.0961 C8H13O+ 1 125.0961 -0.11
  132.0806 C9H10N+ 1 132.0808 -1.17
  134.0603 C8H8NO+ 1 134.06 1.88
  135.0803 C9H11O+ 1 135.0804 -0.97
  137.0834 C8H11NO+ 1 137.0835 -0.83
  138.0912 C8H12NO+ 1 138.0913 -1.05
  140.0705 C7H10NO2+ 1 140.0706 -0.54
  148.0757 C9H10NO+ 1 148.0757 0.39
  150.0912 C9H12NO+ 1 150.0913 -0.75
  168.1018 C9H14NO2+ 1 168.1019 -0.74
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
  53.0385 4362.9 17
  55.0541 3178.4 12
  57.9921 1130.7 4
  65.0385 3358.6 13
  67.0541 24560.6 99
  68.0494 3199.9 12
  69.0335 6311.3 25
  69.0698 3197.6 12
  70.0651 246294.6 999
  73.0645 2193.6 8
  77.0385 31893.9 129
  79.0542 106687.4 432
  80.0494 2603.5 10
  81.0334 4420.9 17
  81.0573 4645.5 18
  81.0698 32389.2 131
  82.0651 16504.4 66
  83.0127 1407.3 5
  83.0491 18058.3 73
  84.0807 3308.1 13
  91.0542 41059.3 166
  92.0623 1295.8 5
  93.0572 4784.5 19
  93.0699 6071.3 24
  94.0651 152719 619
  95.0491 42264 171
  95.0729 2548.2 10
  96.0807 28448.1 115
  97.0282 3005.6 12
  97.0647 15453 62
  98.06 15711.9 63
  99.0441 2599.9 10
  101.0596 9124.5 37
  105.0698 14004.6 56
  106.0651 4502.1 18
  107.049 64534.4 261
  107.0729 26824.2 108
  107.0854 58734.2 238
  108.0807 7690.9 31
  109.0527 1364.2 5
  109.0647 9296.4 37
  109.1011 5608.8 22
  110.0599 113538 460
  111.044 1610.9 6
  111.0799 2121.5 8
  112.0756 9852.1 39
  115.054 1272.5 5
  116.0706 3779.5 15
  117.0574 3265.9 13
  117.0698 3602.8 14
  120.0807 12438.5 50
  121.0886 3094.8 12
  122.0599 135766.1 550
  122.0963 31877.3 129
  123.0678 10874.7 44
  124.0755 13536.9 54
  125.0596 18571.9 75
  125.0832 3480.6 14
  125.0961 15562 63
  132.0806 4042 16
  134.0603 1884.5 7
  135.0803 10534.5 42
  137.0834 5593.4 22
  138.0912 2033 8
  140.0705 126378.8 512
  148.0757 2206.9 8
  150.0912 18513 75
  168.1018 173594.5 704
//