ACCESSION: MSBNK-NaToxAq-NA003415
RECORD_TITLE: Jacobine; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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 1.041 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 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$SPLASH: splash10-00dl-9700000000-25099ed4a8fd338854f0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.58
  68.0495 C4H6N+ 1 68.0495 0.14
  69.0335 C4H5O+ 1 69.0335 0.33
  69.07 C5H9+ 1 69.0699 1.31
  70.0651 C4H8N+ 1 70.0651 -0.2
  71.0492 C4H7O+ 1 71.0491 0.41
  77.0386 C6H5+ 1 77.0386 0.91
  79.0543 C6H7+ 1 79.0542 0.42
  80.0495 C5H6N+ 1 80.0495 0.6
  81.0575 C5H7N+ 1 81.0573 2.14
  81.07 C6H9+ 1 81.0699 0.98
  82.0652 C5H8N+ 1 82.0651 0.95
  85.065 C5H9O+ 1 85.0648 2.8
  91.0542 C7H7+ 1 91.0542 0.05
  92.0495 C6H6N+ 1 92.0495 0.8
  93.0575 C6H7N+ 1 93.0573 2.09
  93.0699 C7H9+ 1 93.0699 0.66
  94.0652 C6H8N+ 1 94.0651 0.51
  95.0491 C6H7O+ 1 95.0491 -0.16
  95.0729 C6H9N+ 1 95.073 -0.38
  95.0856 C7H11+ 1 95.0855 1.12
  96.081 C6H10N+ 1 96.0808 2.01
  97.0647 C6H9O+ 1 97.0648 -0.85
  103.0543 C8H7+ 1 103.0542 0.49
  105.0572 C7H7N+ 1 105.0573 -0.79
  105.0699 C8H9+ 1 105.0699 0.49
  106.0652 C7H8N+ 1 106.0651 0.66
  107.0729 C7H9N+ 1 107.073 -0.76
  108.0809 C7H10N+ 1 108.0808 1.16
  109.0647 C7H9O+ 1 109.0648 -0.75
  109.0885 C7H11N+ 1 109.0886 -1.01
  110.06 C6H8NO+ 1 110.06 -0.08
  110.0965 C7H12N+ 1 110.0964 0.39
  111.0806 C7H11O+ 1 111.0804 1.62
  113.0597 C6H9O2+ 1 113.0597 0.2
  118.0652 C8H8N+ 1 118.0651 1
  119.0731 C8H9N+ 1 119.073 1.07
  119.0855 C9H11+ 1 119.0855 -0.24
  120.0808 C8H10N+ 1 120.0808 0.3
  121.0889 C8H11N+ 1 121.0886 2.14
  122.0964 C8H12N+ 1 122.0964 -0.12
  123.104 C8H13N+ 1 123.1043 -2.22
  132.0809 C9H10N+ 1 132.0808 1.26
  134.0963 C9H12N+ 1 134.0964 -0.69
  137.0959 C9H13O+ 1 137.0961 -1.18
  138.0912 C8H12NO+ 1 138.0913 -1.27
  140.1071 C8H14NO+ 1 140.107 0.7
  144.0807 C10H10N+ 1 144.0808 -0.27
  146.0966 C10H12N+ 1 146.0964 0.97
  155.1066 C9H15O2+ 1 155.1067 -0.43
  162.0919 C10H12NO+ 1 162.0913 3.64
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  67.0542 11306 279
  68.0495 3069.7 76
  69.0335 4897.4 121
  69.07 2591.6 64
  70.0651 18275.4 452
  71.0492 2394.4 59
  77.0386 12668.6 313
  79.0543 20190.6 499
  80.0495 20658.7 511
  81.0575 3422.6 84
  81.07 4816.6 119
  82.0652 7485.2 185
  85.065 1452.9 35
  91.0542 21955.7 543
  92.0495 1864.7 46
  93.0575 2606.3 64
  93.0699 13030.5 322
  94.0652 24799.3 614
  95.0491 6238.5 154
  95.0729 3543.5 87
  95.0856 3110.3 77
  96.081 3121.1 77
  97.0647 1644.3 40
  103.0543 7054.8 174
  105.0572 1810.7 44
  105.0699 7446 184
  106.0652 8294.1 205
  107.0729 9379.6 232
  108.0809 9446.9 233
  109.0647 3304.7 81
  109.0885 1375.9 34
  110.06 1167.4 28
  110.0965 4878.3 120
  111.0806 1610.5 39
  113.0597 6547.7 162
  118.0652 5137.7 127
  119.0731 1714.7 42
  119.0855 1631.3 40
  120.0808 40347.4 999
  121.0889 3077.1 76
  122.0964 13713.1 339
  123.104 2570.1 63
  132.0809 2063.4 51
  134.0963 3786.7 93
  137.0959 2609.6 64
  138.0912 2742 67
  140.1071 7739.6 191
  144.0807 2078.6 51
  146.0966 1323.7 32
  155.1066 3107.8 76
  162.0919 1354.2 33
//