ACCESSION: MSBNK-NaToxAq-NA002748
RECORD_TITLE: Heliotrine 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 2274

CH$NAME: Heliotrine N-oxide
CH$NAME: [(7S,8R)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₂₇NO₆
CH$EXACT_MASS: 329.1838
CH$SMILES: C[C@H]([C@@](C(C)C)(C(=O)OCC1=CC[N+]2([C@H]1[C@H](CC2)O)[O-])O)OC
CH$IUPAC: InChI=1S/C16H27NO6/c1-10(2)16(20,11(3)22-4)15(19)23-9-12-5-7-17(21)8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+,17?/m1/s1
CH$LINK: PUBCHEM CID:5355258
CH$LINK: INCHIKEY QSTHEUSPIBEICI-MCAMCBDESA-N
CH$LINK: CHEMSPIDER 4511279

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

MS$FOCUSED_ION: BASE_PEAK 330.1911
MS$FOCUSED_ION: PRECURSOR_M/Z 330.1911
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$SPLASH: splash10-00di-0900000000-18b0b2c665ac49ad3836
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  59.0492 C3H7O+ 1 59.0491 0.36
  80.0495 C5H6N+ 1 80.0495 0.54
  81.07 C6H9+ 1 81.0699 1.34
  82.0414 C5H6O+ 1 82.0413 1.6
  82.0652 C5H8N+ 1 82.0651 0.79
  83.0492 C5H7O+ 1 83.0491 0.56
  93.0573 C6H7N+ 1 93.0573 0.14
  94.0652 C6H8N+ 1 94.0651 0.45
  98.0599 C5H8NO+ 1 98.06 -1.01
  102.0548 C4H8NO2+ 1 102.055 -1.44
  106.0651 C7H8N+ 1 106.0651 0.18
  108.0808 C7H10N+ 1 108.0808 -0.1
  109.0648 C7H9O+ 1 109.0648 -0.32
  110.0602 C6H8NO+ 1 110.06 1.09
  111.0679 C6H9NO+ 1 111.0679 0.26
  112.0757 C6H10NO+ 1 112.0757 0.06
  124.0759 C7H10NO+ 1 124.0757 1.57
  136.0757 C8H10NO+ 1 136.0757 0.09
  137.0836 C8H11NO+ 1 137.0835 0.64
  138.0913 C8H12NO+ 1 138.0913 -0.14
  154.0863 C8H12NO2+ 1 154.0863 0.28
  155.0942 C8H13NO2+ 1 155.0941 0.57
  172.0969 C8H14NO3+ 1 172.0968 0.19
  330.1912 C16H28NO6+ 1 330.1911 0.37
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  59.0492 1680.3 4
  80.0495 4139.1 9
  81.07 1409.5 3
  82.0414 3200.3 7
  82.0652 3132.8 7
  83.0492 3656.4 8
  93.0573 16514.3 39
  94.0652 16031 38
  98.0599 3853.7 9
  102.0548 3394.2 8
  106.0651 1738.8 4
  108.0808 6597.4 15
  109.0648 1956.2 4
  110.0602 2469.1 5
  111.0679 15540.1 37
  112.0757 7371.7 17
  124.0759 4285.5 10
  136.0757 22960.9 55
  137.0836 6028.8 14
  138.0913 58698 140
  154.0863 20508.4 49
  155.0942 19182.8 46
  172.0969 415913.3 999
  330.1912 58758.9 141
//