ACCESSION: MSBNK-NaToxAq-NA003288
RECORD_TITLE: Heliotrine; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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 1.853 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$SPLASH: splash10-0abl-5900000000-7ad958666ee892823fbc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0416 C4H5N+ 1 67.0417 -0.59
  67.0541 C5H7+ 1 67.0542 -1.77
  68.0494 C4H6N+ 1 68.0495 -1.01
  79.0541 C6H7+ 1 79.0542 -1.14
  80.0495 C5H6N+ 1 80.0495 -0.26
  81.0573 C5H7N+ 1 81.0573 0.27
  81.0698 C6H9+ 1 81.0699 -0.8
  82.0651 C5H8N+ 1 82.0651 -0.05
  86.06 C4H8NO+ 1 86.06 -0.04
  91.0542 C7H7+ 1 91.0542 0.12
  92.0495 C6H6N+ 1 92.0495 0.3
  93.07 C7H9+ 1 93.0699 0.9
  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 -1.28
  108.0807 C7H10N+ 1 108.0808 -0.25
  109.0648 C7H9O+ 1 109.0648 0.02
  110.06 C6H8NO+ 1 110.06 -0.15
  110.0965 C7H12N+ 1 110.0964 0.39
  112.0756 C6H10NO+ 1 112.0757 -0.88
  118.0651 C8H8N+ 1 118.0651 -0.4
  120.0807 C8H10N+ 1 120.0808 -0.25
  126.0913 C7H12NO+ 1 126.0913 -0.07
  138.0913 C8H12NO+ 1 138.0913 -0.29
  139.0988 C8H13NO+ 1 139.0992 -2.38
  156.1019 C8H14NO2+ 1 156.1019 -0.05
PK$NUM_PEAK: 27
PK$PEAK: m/z int. rel.int.
  67.0416 5738.4 54
  67.0541 5822.7 55
  68.0494 3956.8 37
  79.0541 2550.8 24
  80.0495 16288 154
  81.0573 4289 40
  81.0698 3944.5 37
  82.0651 41302 391
  86.06 4871.1 46
  91.0542 5700.4 53
  92.0495 3427.4 32
  93.07 4693.7 44
  94.0651 83816 793
  95.0729 20698.6 195
  96.0807 32854.4 311
  103.0541 2891.2 27
  108.0807 57711.1 546
  109.0648 2596.9 24
  110.06 7661.8 72
  110.0965 2672.3 25
  112.0756 12252.8 116
  118.0651 4690.2 44
  120.0807 90257.9 854
  126.0913 2844.8 26
  138.0913 92612.4 876
  139.0988 5809.6 55
  156.1019 105512.2 999
//