ACCESSION: MSBNK-NaToxAq-NA003285
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 65%; 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 2319

CH$NAME: Heliotrine
CH$NAME: [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₂₇NO₅
CH$EXACT_MASS: 313.1889
CH$SMILES: C[C@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@H](CC2)O)O)OC
CH$IUPAC: InChI=1S/C16H27NO5/c1-10(2)16(20,11(3)21-4)15(19)22-9-12-5-7-17-8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+/m1/s1
CH$LINK: CAS 303-33-3
CH$LINK: CHEBI 5643
CH$LINK: KEGG C10324
CH$LINK: PUBCHEM CID:906426
CH$LINK: INCHIKEY LMFKRLGHEKVMNT-UJDVCPFMSA-N
CH$LINK: CHEMSPIDER 792587
CH$LINK: COMPTOX DTXSID3075381

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$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$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 1.853 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0014
MS$FOCUSED_ION: PRECURSOR_M/Z 314.1962
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$SPLASH: splash10-0a4r-2900000000-8e0a13e0db8b9a2a09e4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0415 C4H5N+ 1 67.0417 -1.61
  67.0541 C5H7+ 1 67.0542 -2.56
  68.0495 C4H6N+ 1 68.0495 -0.23
  71.0859 C5H11+ 1 71.0855 4.79
  79.0542 C6H7+ 1 79.0542 -0.56
  80.0495 C5H6N+ 1 80.0495 0.22
  81.0699 C6H9+ 1 81.0699 0.42
  82.0651 C5H8N+ 1 82.0651 -0.05
  86.06 C4H8NO+ 1 86.06 -0.22
  91.0541 C7H7+ 1 91.0542 -0.89
  93.0696 C7H9+ 1 93.0699 -3.36
  94.0651 C6H8N+ 1 94.0651 -0.32
  95.0729 C6H9N+ 1 95.073 -0.57
  96.0807 C6H10N+ 1 96.0808 -0.33
  103.0541 C8H7+ 1 103.0542 -1.65
  108.0808 C7H10N+ 1 108.0808 -0.18
  109.0648 C7H9O+ 1 109.0648 0.44
  110.06 C6H8NO+ 1 110.06 -0.01
  110.0963 C7H12N+ 1 110.0964 -0.85
  112.0757 C6H10NO+ 1 112.0757 -0.34
  118.0651 C8H8N+ 1 118.0651 -0.27
  120.0807 C8H10N+ 1 120.0808 -0.25
  121.0885 C8H11N+ 1 121.0886 -1.24
  138.0913 C8H12NO+ 1 138.0913 -0.29
  139.0991 C8H13NO+ 1 139.0992 -0.52
  156.1019 C8H14NO2+ 1 156.1019 -0.15
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  67.0415 2659.8 10
  67.0541 3616.4 14
  68.0495 1320.3 5
  71.0859 920.6 3
  79.0542 2162.2 8
  80.0495 6850.3 27
  81.0699 2082.9 8
  82.0651 32848.3 134
  86.06 4124.2 16
  91.0541 2402.8 9
  93.0696 2598.2 10
  94.0651 78602.1 321
  95.0729 15571.2 63
  96.0807 54580 223
  103.0541 2100.4 8
  108.0808 35690 145
  109.0648 2058.7 8
  110.06 8417 34
  110.0963 2019.2 8
  112.0757 6303.4 25
  118.0651 2549.9 10
  120.0807 93029.2 380
  121.0885 944.6 3
  138.0913 244487.3 999
  139.0991 15206.8 62
  156.1019 228356.1 933
//