ACCESSION: MSBNK-NaToxAq-NA003053
RECORD_TITLE: Jacobine; LC-ESI-ITFT; MS2; CE: 80%; 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 2254

CH$NAME: Jacobine
CH$NAME: (1R,3`S,4S,6R,7R,17R)-7-hydroxy-3`,6,7-trimethylspiro[2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-4,2`-oxirane]-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₆
CH$EXACT_MASS: 351.1682
CH$SMILES: C[C@@H]1C[C@]2([C@@H](O2)C)C(=O)O[C@@H]3CCN4[C@@H]3C(=CC4)COC(=O)[C@]1(C)O
CH$IUPAC: InChI=1S/C18H25NO6/c1-10-8-18(11(2)25-18)16(21)24-13-5-7-19-6-4-12(14(13)19)9-23-15(20)17(10,3)22/h4,10-11,13-14,22H,5-9H2,1-3H3/t10-,11+,13-,14-,17-,18+/m1/s1
CH$LINK: CAS 471-14-7
CH$LINK: CHEBI 6080
CH$LINK: KEGG C10339
CH$LINK: PUBCHEM CID:442741
CH$LINK: INCHIKEY IAPHXJRHXBQDQJ-WKMWQDDRSA-N
CH$LINK: CHEMSPIDER 391085

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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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 1.038 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1753
MS$FOCUSED_ION: PRECURSOR_M/Z 352.1755
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$SPLASH: splash10-00dl-9800000000-393fecb15c53d3603984
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0541 C5H7+ 1 67.0542 -2.22
  68.0495 C4H6N+ 1 68.0495 0.22
  69.0333 C4H5O+ 1 69.0335 -2.68
  70.0651 C4H8N+ 1 70.0651 -0.43
  77.0386 C6H5+ 1 77.0386 0.07
  79.0543 C6H7+ 1 79.0542 0.5
  80.0495 C5H6N+ 1 80.0495 0.88
  81.07 C6H9+ 1 81.0699 1.27
  82.0652 C5H8N+ 1 82.0651 0.88
  91.0542 C7H7+ 1 91.0542 0.12
  93.07 C7H9+ 1 93.0699 1.23
  94.0652 C6H8N+ 1 94.0651 0.41
  95.0494 C6H7O+ 1 95.0491 2.47
  95.0733 C6H9N+ 1 95.073 3.21
  95.0855 C7H11+ 1 95.0855 -0.36
  96.081 C6H10N+ 1 96.0808 1.89
  103.0545 C8H7+ 1 103.0542 2.57
  105.07 C8H9+ 1 105.0699 1.08
  106.0652 C7H8N+ 1 106.0651 0.31
  107.073 C7H9N+ 1 107.073 0.38
  108.0807 C7H10N+ 1 108.0808 -0.39
  109.1015 C8H13+ 1 109.1012 2.88
  110.0964 C7H12N+ 1 110.0964 0.05
  113.0596 C6H9O2+ 1 113.0597 -1.01
  118.0651 C8H8N+ 1 118.0651 -0.27
  120.0808 C8H10N+ 1 120.0808 0.52
  121.0882 C8H11N+ 1 121.0886 -2.94
  122.0965 C8H12N+ 1 122.0964 0.34
  123.1042 C8H13N+ 1 123.1043 -0.4
  137.096 C9H13O+ 1 137.0961 -0.31
  138.0914 C8H12NO+ 1 138.0913 0.15
  140.1071 C8H14NO+ 1 140.107 0.68
  155.1066 C9H15O2+ 1 155.1067 -0.46
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
  67.0541 3212.7 192
  68.0495 1689.7 101
  69.0333 1418.9 85
  70.0651 7600.4 455
  77.0386 3388.9 203
  79.0543 7446.6 446
  80.0495 8330.7 499
  81.07 1839.3 110
  82.0652 2928.3 175
  91.0542 6159.4 369
  93.07 6809.1 408
  94.0652 9784.3 586
  95.0494 2057.8 123
  95.0733 1232.1 73
  95.0855 2286.9 137
  96.081 1909.6 114
  103.0545 1983.1 118
  105.07 4359.9 261
  106.0652 2515.8 150
  107.073 3610.9 216
  108.0807 3948.7 236
  109.1015 1362.1 81
  110.0964 2240.3 134
  113.0596 4550 272
  118.0651 1497.5 89
  120.0808 16652.3 999
  121.0882 1301.9 78
  122.0965 8248.3 494
  123.1042 2758.2 165
  137.096 1601.9 96
  138.0914 2322.5 139
  140.1071 3139 188
  155.1066 3755.9 225
//