ACCESSION: MSBNK-NaToxAq-NA003284
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60% (nominal)
AC$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$SPLASH: splash10-052r-2900000000-a73f34f2b0aa883087d8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0416 C4H5N+ 1 67.0417 -0.47
  67.0543 C5H7+ 1 67.0542 0.51
  68.0494 C4H6N+ 1 68.0495 -0.9
  80.0494 C5H6N+ 1 80.0495 -0.45
  81.07 C6H9+ 1 81.0699 0.99
  82.0651 C5H8N+ 1 82.0651 -0.14
  86.06 C4H8NO+ 1 86.06 -0.13
  91.0542 C7H7+ 1 91.0542 0.12
  93.0699 C7H9+ 1 93.0699 0.41
  94.0651 C6H8N+ 1 94.0651 -0.32
  95.0729 C6H9N+ 1 95.073 -0.57
  96.0807 C6H10N+ 1 96.0808 -0.49
  103.0539 C8H7+ 1 103.0542 -2.76
  108.0807 C7H10N+ 1 108.0808 -0.39
  109.0647 C7H9O+ 1 109.0648 -0.75
  110.06 C6H8NO+ 1 110.06 -0.36
  110.0963 C7H12N+ 1 110.0964 -1.2
  112.0756 C6H10NO+ 1 112.0757 -1.08
  118.065 C8H8N+ 1 118.0651 -0.98
  120.0807 C8H10N+ 1 120.0808 -0.31
  126.0917 C7H12NO+ 1 126.0913 2.71
  138.0913 C8H12NO+ 1 138.0913 -0.41
  139.0991 C8H13NO+ 1 139.0992 -0.41
  156.1019 C8H14NO2+ 1 156.1019 -0.15
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  67.0416 1551.9 4
  67.0543 2643 8
  68.0494 1398.3 4
  80.0494 5052.9 15
  81.07 1851 5
  82.0651 28211.2 87
  86.06 2564.9 7
  91.0542 1592.8 4
  93.0699 2684.6 8
  94.0651 73646 229
  95.0729 10703.6 33
  96.0807 53336.8 165
  103.0539 1322.6 4
  108.0807 25218.9 78
  109.0647 2235.6 6
  110.06 9561.3 29
  110.0963 2005.3 6
  112.0756 4740.1 14
  118.065 2709.5 8
  120.0807 90391.2 281
  126.0917 1776.6 5
  138.0913 321177.8 999
  139.0991 20029.3 62
  156.1019 266889.2 830
//